Feature Properties

3 Beds ⋅ 4 Baths ⋅ 202519051 MLS

Club Cottage #11 within Kukuiula consists of a serene and architecturally significant 2-bedroom/2.5-bath residence and a complementing 1 bedroom 1 bath detached guest house. Located adjacent to The Club at Kukuiula, this property affords the exclusive opportunity to join the exclusive Lodge Program at Kukuiula where you and your vacationing guests may enjoy coveted access to the Club at Kukuiula and its amenities.This Club Cottage Property provides fine features including: 2 Primary Suites, a Separate, Detached 1-bdrm Cottage, Professionally Designed Furnishings, Private Front and Backyards, Lush Tropical Native Plantings, and Lava Rock Fire Pit. Amenities Include: Private Club Membership, Tom Weiskopf-designed, Private 18-hole Par-72 golf course, World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios, Golf Club House, Fine dining in the Kukuiula Plantation House, Design Guidelines, Comprehensive paths and hiking trails throughout the Community, Roving 24/7 Security Services, Access to Upcountry Farm and Lake, Fitness and Spa Programs, Volleyball, Pickleball, Tennis, Pool Bar and Grille.

2815 Ke Alaula Street, Koloa

$5,090,000

5 Beds ⋅ 4 Baths ⋅ 202610282 MLS

Open House Cancelled 7/26/26 Nestled in the prestigious Hawaii Loa Ridge, this exceptional residence at 399 Puuikena offers breathtaking 180-degree panoramic views spanning the sparkling Pacific Ocean, coastline, and lush mountain ridges. Enjoy true island luxury with a stunning pool perfectly positioned to capture sunrise, sunset, and sweeping vistas. The elevated setting provides privacy, cooling tradewinds, and a serene atmosphere above the city. Designed for seamless indoor-outdoor living, the home features spacious open living areas, expansive lanais, and large windows that frame the incredible views from nearly every room. Whether relaxing poolside or entertaining guests, this property delivers an unforgettable Hawaii lifestyle experience. Located in a gated, secure community known for its exclusivity, scenic surroundings, and convenient access to beaches, shopping, and dining, this is a rare opportunity to own in one of East Oahu's most sought-after neighborhoods.

399 Puuikena Drive, Honolulu

$5,050,000

4 Beds ⋅ 3 Baths ⋅ 202614040 MLS

Nestled on the prestigious Diamond Head neighborhood, offers a large 15,000 sqft lot overlooking Kahala with ocean views. Bring your architect and contractor to design your home. Conveniently located near Kapiolani Park, Diamond Head, Kahala Mall, beaches, and Waikiki, making it an exceptional place to enjoy both tranquility and island living at its best.

633 Hakaka Place, Honolulu

$5,000,000

1 Beds ⋅ 2 Baths ⋅ 730960 MLS ⋅ Secret Cove BLDG.

Perched above Kauai’s most iconic stretches of North Shore coastline, this extraordinary 1.3-acre property offers the rare privilege of private access to legendary Secret Beach. The 2,076-sq-ft residence, built just 12 yrs ago and meticulously maintained by its original owner, is nestled within a lush botanical sanctuary of tropical plantings, fruit trees, and tranquil water features. At the upper level, ocean and sunset views stretch across the horizon, while expansive stone lanais and sliding glass doors welcome the island’s gentle trade winds and blur the line between indoors and out. Sapele wood flooring flows throughout the home, including the open kitchen with its custom breakfast bar. Bathrooms are finished in natural stone and tile, and a striking Sapele wood and glass spiral staircase rises beneath a dramatic pyramid skylight, creating a sculptural focal point at the heart of the home. Designed for comfort and self-sufficiency, the home is fully air-conditioned and equipped with a whole-house water filtration system, tankless water heater, and a 14-panel owned photovoltaic system. Highlights include a dedicated dance and exercise studio; a tropical outdoor shower off the half bath; copper gutters and trim, and generous storage throughout. Custom teak and Sapele furnishings are included, allowing the home to be enjoyed immediately as a refined island retreat. The property also offers exceptional flexibility for the future. Infrastructure is in place to support expansion, including underground electrical for a spa and pool. An attached 446-square-foot garage and covered carport provide ample space for vehicles and outdoor equipment suited to Kauai’s adventurous lifestyle. Offered fully turnkey, this home includes everything from a fully appointed kitchen to a well-maintained Nissan Juke housed in the garage. Concept plans created by the original designer, an established local Kauai architect, are available to expand the home into 3-bedrooms, 3.5-baths.

2874-A Kauapea Rd, KILAUEA

$5,000,000

4 Beds ⋅ 4 Baths ⋅ 409679 MLS

Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

$4,999,999

2 Beds ⋅ 3 Baths ⋅ 409543 MLS

Discreetly positioned off Kula Highway, the approach reveals very little. A winding drive. A narrowing road. Then, through the trees, a freshly painted 1933 guest cottage quietly appears, a subtle introduction to what lies ahead. A whisper of what came before. Keep driving. The landscape begins to unfold. And then you arrive. A refined modern architectural private retreat. Exposed beams. Oak floors. Walls of Andersen windows drawing the landscape inward from every direction. Once cattle ranch land, these twenty-two rolling acres of open pasture and mature eucalyptus and jacaranda have evolved into one of Maui’s most distinctive private estates. Deer move effortlessly through the golden afternoon light. Birdsong replaces background noise. The silence here feels restorative, the kind that settles into you. The former owner named it Pheasant Ridge for good reason. Originally built in 2001 and thoughtfully reimagined in 2019, the main home was designed for a deeply intentional way of living. The open-concept kitchen, dining, and living spaces flow together in one expansive, light-filled room anchored by a fireplace and framed entirely by the land beyond. The primary suite faces Haleakala. The guest suite offers its own en-suite bath and soaking tub worthy of a primary retreat. This is not beach Maui. The air is cooler. The light lingers longer. Life moves at its own pace. Evenings call for the warmth of a fireplace, and there will be evenings worthy of it. A Pilates studio occupies the garage. A separate she - shed is settled into the surrounding landscape. AG zoning and open pasture invite horses, livestock, or simply the freedom of open land returning to its natural purpose.

8515 Kula Hwy, Kula

$4,999,000

2 Beds ⋅ 1 Baths ⋅ 408461 MLS

Also listed as Commercial-For sale - MLS# 408462. Best Mixed Use, Turnkey business/residential complex, Landmark & Iconic Maui, HI property. $26K/mo. existing & diversified residential & commercial rental income with 5,000sf commercial space and 1800sf residential space currently leased with 100% occupancy. Multiple very profitable business opportunities grossing over $1.2mil/yr. Additional rental and business income being added. This property is way less than free!! Subdividable and CPRable. Exceptional, 360 deg views in perfect weather, very affluent Lower Kula area of $2-15mil homes. This growing area needs more business development with a huge upside potential in the near future. Destined to be a possible $40mil project-mixed use condos, medical plaza, hotel/restaurant, or Kula Town Center. Purchase now at a high cap rate and realize your future income ambitions with this unique offering in Paradise. Almost an acre, all utilities, 2 water meters, level and all useable. Over $150K in repairs/upgrades recently. Owner or SBA financing with best terms available. 1031 Exchange, Sale Leaseback, or Lease Option possible. More info/pics at Loopnet.com and Bizbuysell.com. Do Not Disturb businesses/tenants. Shown by appt only. Beware!! Vicious guard dog on site 24/7. You will not find a better, more lucrative deal Anywhere!

3135 Lower Kula Rd, Kula

$4,999,000

9 Beds ⋅ 4 Baths ⋅ 202600054 MLS

Two, Gated, ocean front properties for sale with 4 houses. 1. TMK:1-9-1-123-106-0000 (B&D houses on 12,482 sq ft lot) 2. TMK: 1-9-1-023-023-0000 (A&C) houses on 12,382 sq ft) 4 Houses are rented for $9,600.00 per month total rent. On a beautiful, white sandy beach with Diamond Head View Large, open grassy area. Security System, Pavilion Area.

91-249 Ewa Beach Road, Ewa Beach

$4,999,000

3 Beds ⋅ 3 Baths ⋅ 202523545 MLS

RARE, VINTAGE, MINT, BEACHFRONT OSSIPOFF GEM! Experience timeless Hawaii luxury in this exquisite 3-bedroom, 2.5-bathroom single-level home, meticulously crafted by renowned architect Vladimir Ossipoff. Nestled on a pristine, sandy, slight beachfront bluff, this architectural gem harmoniously blends indoor and outdoor living, with breathtaking ocean views+uninterrupted tranquility. Step inside this spacious, airy open floor plan, highlighted by classic mid-century design elements and artistry. The gourmet kitchen, equipped with top-line appliances, flows into the dining+living areas, perfect for entertaining guests or enjoying family evenings. Relax+unwind in the new hot tub, watching the stars above+the cool tradewinds, or stay cool inside, with central air conditioning. The enclosed garage and subtle lighting offer convenience+security. Embrace a lifestyle of elegance and a quiet, timeless luxury this special home beholds, while just minutes to world-class dining, shopping, schools, hospitals, and the best of Honolulu, or Waimanalo, Kailua, Northshore, & West Oahu! Every detail of this dream home embodies thoughtful ambiance, privacy, and the expansive beauty of Ossipoff.

5543 Kalanianaole Highway, Honolulu

$4,995,000

4 Beds ⋅ 4 Baths ⋅ 202614221 MLS

RARE DUNE CIRCLE OPPORTUNITY WITH PRIVATE BEACH ACCESS. Beautifully crafted custom single level island residence on highly coveted Dune Circle, this exceptional property is the only non-beachfront home currently available in this coveted beachside enclave. Enjoy private beach access just across the street to the world renowned shores of Kailua Beach. Exceptional quality & timeless island inspired design blend seamlessly w/an expansive indoor/outdoor floor plan. The Great Room features hardwood floors, dramatic vaulted open truss ceilings w/tongue & groove detailing & an exceptional chef's kitchen w/coastal inspired custom cabinetry, prof. stainless steel appliances, wraparound butcher block countertops, striking natural stone island w/ beverage center. 4 spacious bedroom suites feature vaulted ceilings w/custom wood detailing & plantation shutter doors & open to wraparound lanais w/random pattern lava stone decking, expansive grassy lawn areas, mature tropical landscaping & natural coral privacy walls. A brand new standing seam metal roof completes this exceptional residence just moments from Kailua's turquoise waters, white sand beaches, boutique shopping, cafés and restaurants.

343 Dune Circle, Kailua

$4,995,000

5 Beds ⋅ 4 Baths ⋅ 409257 MLS

Welcome to perfection in Upcountry Kula. Imagine a private retreat spanning 2.367 acres, surrounded by the abundant natural beauty of the land, combined with pristine bi-coastal ocean views reaching to Moloka’i and Lana’i. A legacy estate of this caliber defines tranquil upcountry living at its best, creating a home to celebrate life’s landmarks. Resting at 2,200 feet on Haleakala’s western slope, this unique residence enjoys the best of the mild upcountry climate. Kula residents appreciate year-round Springtime with gentle Pacific breezes and consistently comfortable temperatures. Panoramic views of the Pacific greet you throughout the home’s interiors. Oversized picture windows in the living room and primary suite frame these reach-out-and-touch unequaled vistas, changing throughout the day as the light does. The main residence’s light-filled, lofty spaces seamlessly meld together with 5 bedrooms and 3.5 baths, spanning 3,644 square feet. The home's custom Mediterranean architecture and local craftsmanship embrace simplicity, which defines the unique upcountry lifestyle. In addition to those ocean views, there are forty native fruit trees (avocado, mango, citrus, mangosteen, star apple, lychee, peach, nectarine, star fruit), honoring the land and the year-round outdoor living experience. A separate suite with a private entrance is the perfect flex space for a creative studio, work-from-home office, full-size gym with infrared sauna, second kitchen, full bathroom, private deck, and yard. The main residence has brand-new Wolf appliances, including an induction range, refrigerator, and dishwasher. Custom new white oak hardwood flooring throughout is the canvas for your personal design statement. Discover the custom yurt with 20ft ceilings, including ocean and unequaled Haleakala’s views. Walking trails wind throughout the property's landscape, with ocean views at every turn, and are a natural amenity to this perfect retreat. The redesigned pool and spa are the home’s centerpiece, boasting a 40-foot saltwater pool with solar heating. Imagine experiencing the best of Kula from sunrise to sunset, 365 days a year. Visit this Upcountry Kula home, and you will discover it is exactly where you are meant to be.

1260 Naalae Rd, Kula

$4,995,000

4 Beds ⋅ 5 Baths ⋅ 404626 MLS

Elevated design meets serene island living in this architectural triumph within the esteemed double-gated Lanikeha community in the Ka'anapali Golf Estates. This 4-bedroom, 5-bathroom residence spans 3,710 square feet of interior space, offering a harmonious blend of contemporary luxury and timeless Hawaiian elegance. From the moment you enter, you'll be captivated by the expansive, light-filled layout. High ceilings and wide-plank white oak flooring create a seamless flow throughout the home. The gourmet kitchen boasts a Miele refrigerator, a Wolf range, dual dishwashers, and a thoughtfully designed pass-through window connecting to the outdoor kitchen and BBQ—a feature crafted for effortless entertaining. Nearly 1,000 square feet of covered lanai beckons you to savor meals and tranquil moments while soaking in panoramic ocean and outer-island views. Just beyond, the stunning in-ground pool boasts a Baja shelf and an oversized hot tub—a true retreat designed for relaxation and indulgence. Practicality meets luxury with features such as a three-car garage, two-zone central air conditioning, and Hana Hou Builders' signature attention to detail. Each element of the home has been meticulously curated to enhance your elegant living experience, including the landscaped grounds that complement the home's modern aesthetic. You are within 5 minutes of Kaanapali Beach and Whalers Village shops. You are also a stone's throw away from the Ka'anapali Golf Courses, while the PGA Plantation Course in Kapalua is just a 15-minute drive. Lanikeha owners also enjoy access to a fabulous community clubhouse with a fitness center, billiards, and a beautiful infinity-edge pool. This move-in ready, new luxury residence exemplifies elegant contemporary island design. Its flawless design, functionality, and perfect location make it an extraordinary opportunity to open the door to the ultimate Ka'anapali resort-style living.

837 Anapuni Loop, Lahaina

$4,980,000

5 Beds ⋅ 7 Baths ⋅ 202528395 MLS

Perfectly situated on one of the prettiest tree-lined drives in Honolulu, known for its refined estates, this gorgeous classic treats you to panoramic Diamond Head, ocean, and mountain views. From the luxurious porte-cochere, a lovely hall opens to elegant living and dining rooms with high ceilings. The generous covered lanai and spacious pool overlook the landscaped lawn and magnificent views. You’ll be proud to entertain guests in museum-quality spaces or simply enjoy your serene, indoor-outdoor lifestyle. A desirable ground floor bedroom suite, family room, breakfast room, kitchen and plentiful storage complete the expansive main level. Upstairs are three more large bedroom suites, each with its own bath. A separate cottage provides flexible options for guests or extended living. Attributed to architect C. W. Dickey, who designed the original Halekulani Hotel and other island-style treasures, this home is on the Hawaii Register of Historic Places with property taxes of only $25/month. Lovingly maintained and upgraded with PV and more, the residence offers masterful design, privacy, and views in a stellar location.

2475 Makiki Hts Drive, Honolulu

$4,975,000

4 Beds ⋅ 5 Baths ⋅ 409156 MLS

Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath residence has been substantially remodeled and is in flawless, move-in-ready condition, including a new roof with photovoltaic and Tesla battery. Perfectly positioned to capture unobstructed panoramic vistas, the home showcases breathtaking sunset views that stretch across the Pacific, widely considered among the finest in Kapalua. The seamless indoor-outdoor living experience is designed to embrace Maui’s natural beauty, with large backyard ideal for entertaining or quiet relaxation. Residents enjoy privileged access to Kapalua’s top-notch amenities, including championship golf course, full-service spa, tennis and pickleball facilities, and a collection of exceptional dining experiences. Pineapple Hill is known for its privacy, elegance, and elevated lifestyle, making it one of Maui’s most sought-after luxury communities. This is a rare opportunity to own a turnkey home in a premier location, where refined island living meets unmatched views and world-class resort amenities

620 Silversword Dr Unit 26, Lahaina

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 410375 MLS

Perched within the prestigious double-gated enclave of Lanikeha in the Ka‘anapali Golf Estates, this exceptional fully furnished single-level residence was thoughtfully designed to showcase one of West Maui’s most captivating panoramas. Framed by breathtaking views of the Pacific Ocean, the neighboring islands of Lana'i and Moloka'i, and spectacular sunsets throughout the year, the home offers an effortless blend of timeless craftsmanship, modern technology, and the relaxed elegance that defines luxury island living. From the moment you enter, soaring vaulted Tigerwood ceilings, exquisite Sapele wood trim, and impressive 8-foot solid Mahogany doors create an immediate sense of warmth, scale, and refinement. Every finish has been carefully selected, resulting in a residence that feels both sophisticated and inviting. An integrated whole-home audio system provides the perfect soundtrack whether enjoying a quiet evening or entertaining family and friends. Designed for those who appreciate both beauty and functionality, the gourmet kitchen features premium Bosch appliances, a Liebherr refrigerator and freezer, and an open-concept layout that keeps the spectacular ocean views front and center. Whether preparing a casual breakfast or hosting sunset dinners, the surrounding scenery becomes part of every experience. The primary suite serves as a private sanctuary, offering a spa-inspired bath complete with both indoor and outdoor showers. The outdoor shower is a true work of art, highlighted by an extraordinary solid granite slab that transforms a daily routine into a uniquely luxurious experience. Modern convenience is seamlessly integrated throughout the home with Legrand smart lighting and fan controls, voice-activated motorized lanai screens, multi-zone air conditioning, and advanced home automation. Sustainability is equally impressive, with 33 owned photovoltaic solar panels paired with three Tesla Powerwalls, providing exceptional energy efficiency and peace of mind without sacrificing comfort. Beyond the residence itself, Lani?keha offers one of Maui’s most desirable lifestyles. Situated behind two private gated entrances within a golf cart-friendly community, owners enjoy the convenience of leaving the car behind for many of life’s daily pleasures. A short golf cart ride leads to world-renowned Ka‘anapali Beach, Whalers Village, championship golf, oceanfront dining, upscale shopping, tennis and pickleball facilities, luxury resorts, and countless recreational activities. West-facing and perfectly positioned between the islands of Lana'i and Moloka'i, the home captures mesmerizing sunsets nearly every evening, while seasonal whale watching becomes part of everyday life during the winter months. Combined with West Maui’s remarkably temperate climate—widely regarded as one of the finest anywhere in the world—this extraordinary property offers an unparalleled opportunity to experience the very best of island living.

24 Lolii Pl, Lahaina

$4,950,000

5 Beds ⋅ 5 Baths ⋅ 202606798 MLS

Oceanfront residence on one of Oahu's most beautiful stretches of coastline. 5811 Kalanianaole Highway is a contemporary oceanfront residence where the remodel and the setting work together. Thoughtfully remodeled with a contemporary design sensibility, every detail has been considered and every space elevated. The open plan kitchen anchors the main living area with a large island, upgraded appliances, and a flow that makes it as comfortable for quiet mornings as it is for entertaining. Generous lanai space leads to the lawn and the ocean beyond. Morning coffee with the sunrise over the Pacific, afternoon barbecues on the lawn with the water right in front of you. The second-floor primary suite is designed to maximize the setting. Ocean and mountain views from the primary bedroom, ocean views from the bath, and a dedicated space that works equally well as a home office or art studio, all facing the water. Five bedrooms, four full baths, and a half bath across 3,300 square feet of living on 8,674 square feet of fee simple land. The first floor includes a full bedroom suite. A pool provides a private retreat in back. Two-car garage. Photovoltaic owned. Direct ocean access.

5811 Kalanianaole Highway, Honolulu

$4,950,000

5 Beds ⋅ 6 Baths ⋅ 202607007 MLS

2026 PERMITS soon. NEWLY CONSTRUCTED from the ground up. Never Lived In! Luxury living, stunning 5-bedroom, 5.5-bath custom-built estate in Na Pali Haweo. Steel frames, beams, and columns; this home offers breathtaking panoramic views of the ocean, Koko Crater, and vibrant sunsets. The expansive open floor plan showcases soaring ceilings & designer Thermador appliances, including a magnificent Calacatta Italian marble island. LED lights are embedded in the walls and in the custom European kitchen cabinets, which have soft-close drawers. Infinity smart, self-cleaning saltwater pool and spa feature a sophisticated glass finish. Each bedroom has an ensuite bath; the primary has a golden bathtub, and one room is flooded with natural light from seamless corner windows. Enjoy stylish porcelain floors from Spain and sky-high crystal chandeliers. Throughout, white and gold slab quartz & marble, along with elegant wainscoting, enhance the luxurious ambiance, complemented by golden vanity sinks and a gold bathtub in the primary bath. The home embodies modern island living, offering tranquility and relaxation through an indoor-outdoor lifestyle featuring a serene Zen retreat. Photos enhanced

123 Waihili Place, Honolulu

$4,950,000

2 Beds ⋅ 2 Baths ⋅ 729851 MLS

Steps to the sand - low priced in Hanalei. This is a fixer upper ready for you to put your personal stamp on your own piece of Hanalei. The location on the corner of Weke Road and Hee Road can't be beat. A 60 second stroll puts your feet on the sandy shore of Hanalei Bay. Experience world class surfing in the winter, gentle boogie-board combers in the summer. Need groceries, looking for dinner out? Three blocks away brings you into Hanalei town. Hanalei is the place to be. Don't miss this opportunity. Property sold AS IS, WHERE IS. All offers must include an AS IS Addendum. Sellers reserve the right to structure this sale as a 1031 Tax Deferred Exchange, at no cost to the buyer. Price is set to attract offers.

5404 Weke Rd, PRINCEVILLE

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 408178 MLS

Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 square feet of interior living space and is set on a large half acre lot. The property is ideally positioned at the end of a quiet cul-de-sac, nestled between two vacant lots offering exceptional privacy and the potential for further expansion. The home features three bedrooms and three bathrooms plus a bonus room adjacent to the 2 car garage, with thoughtfully designed living spaces that open seamlessly to spacious lanais. Highlights include a designer walk-in closet in the primary suite, a Jacuzzi soaking tub, state-of-the-art appliances, Ubatuba granite countertops, cherry wood cabinetry, a fireplace, ceramic Moro Italian wood like floor tiles and elegant finishes. Outdoor pleasures include a large lap pool and spa adorned with luxurious Monier tile imported from Switzerland, creating a true resort-style experience. Recent improvements include a upgraded AC and Lutron Smart home system installed in 2025. Ownership in Pineapple Hill Estates provides access to premier amenities including a private clubhouse, swimming pool, tennis courts, and pickleball courts. The surrounding Kapalua resort area is home to the world-famous Plantation golf course, scenic hiking trails, and renowned five-star resorts such as Montage Kapalua Bay and The Ritz-Carlton. A variety of acclaimed restaurants offer both local flavors and world-class dining experiences. Offered fully furnished, this exceptional home presents a rare opportunity to own a private piece of paradise—ready for your personal touch and perfectly suited for embracing the refined elegance of luxury island living.

232 Crestview Rd, Lahaina

$4,950,000

4 Beds ⋅ 2 Baths ⋅ 408089 MLS

Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1606 Halama St, Kihei

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 408090 MLS

Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1598 and 1606 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1598 Halama St, Kihei

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 725861 MLS

One of the best locations in Hanalei. Set in the quiet, cul-de-sac at the end of coveted Weke Road, this well maintained, clean and simple family home at 5527 Weke Road is located just steps from the iconic crescent beach of Hanalei Bay. Across two levels, this peaceful 3 bedroom, 2 bathroom home also offers open living areas for relaxing or entertaining and sits surrounded by lush mountains and pristine waterfalls. With its proximity to Hanalei town center, as well as the beach and waves of Hanalei Bay, this is a true Hanalei lifestyle property. Known for its stunning natural beauty, laid-back atmosphere, and vibrant cultural scene, Hanalei offers a lifestyle that's hard to find anywhere else. In addition to its outdoor attractions, Hanalei is home to a thriving arts and culture community. The town has a number of galleries and boutique shops showcasing the work of local artists, as well as a weekly farmers' market throughout the year. Outdoor pursuits, including swimming, kayaking, surfing, hiking and snorkeling, are all conveniently accessible and world class golf and tennis facilities are located just ten minutes away in Princeville. This is a rare opportunity to own a home in one of the most prized locations on Kauai.

5527 Weke Rd, HANALEI

$4,950,000

5 Beds ⋅ 3 Baths ⋅ 724044 MLS

Kona Rainforest Coffee Farm is truly one of a kind, a fully Certified Organic Kona Coffee farm and business offered as a complete turnkey opportunity. Totally "Off Grid" powered by two modern solar photovoltaic systems with generator backup. Water is by way of the rain. Catchment tanks of approximately 150,000 gallons. This property is 78.64 acres of land comprised of three contiguous lots. (TMKs 3-8-7-13-30,33 & 93) Approximately 35 acres of meticulously maintained Coffee. Varieties range from Kona Typica, Red Bourbon, SL34 and K7, all of which have been recognized in local cupping competitions for their quality and unique flavor profile. Two Beautiful homes: Main house is a 3 bed, 2 bath recently remodeled with attached great room which has been used for packaging coffee. The additional Farm Dwelling is a cute 2 bed, 1 bath. Both homes enjoy spectacular ocean views. An incredible newly built 8,000 s.f. Warehouse with all new modern Wet Mill, Dryers, Dry Mill, Optical Sorter, Fermentation Tanks, Climate Controlled storage room. The older Wet Mill and Drying building are still functional but not presently being used. Sale includes the entire operating business, established brand and website, vehicles, tractors, gators various implements.

87-2854 Hawaii Belt Rd, CAPTAIN COOK

$4,925,000

3 Beds ⋅ 4 Baths ⋅ 730765 MLS ⋅ Kukui`Ula BLDG.

Tucked beneath the tree-lined drive leading to The Club at Kukuiʻula, Club Cottage 12B offers a relaxed island retreat just steps from the community’s private amenities. Owners and guests can easily stroll next door to dine, work out, enjoy spa treatments, play golf, or spend the afternoon by the pool, making everyday life effortlessly connected to the heart of The Club. Designed in the spirit of Kaua‘i’s plantation architecture, the cottage embraces indoor and outdoor living with spacious lānai, private front and back yards, and lush tropical plantings surrounding a lava rock fire pit. The home includes two primary suites with large built-in closets and spa-inspired bathrooms featuring dual sinks, pedestal tubs, and interior showers that open to outdoor lava rock garden showers. A separate one-bedroom guest cottage offers additional privacy for visiting friends and family. Inside, dark ipe flooring and black honed granite kitchen countertops complement a thoughtfully designed interior. The kitchen is equipped with GE Monogram appliances, including a refrigerator, range, and double-drawer dishwasher. Professionally designed furnishings, linens, artwork, accessories, and electronics are included, creating a fully furnished home that is ready to enjoy from the moment you arrive. Club Cottage 12B offers 2,642 square feet of total living space, including 1,983 square feet of air-conditioned interiors and 659 square feet of lānai living. Designed for LEED for Homes certification, this residence brings together comfort, craftsmanship, and the easy rhythm of life at Kukuiʻula on Kaua‘i’s sunny south shore in Poipu. Kukui`ula Ownership Amenities Include: Tom Weiskopf-designed, Private 18-hole Par-72 golf course, World-class spa, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios Access to Upcountry Farm and Catch n' Release Fishing Lake Volleyball, pickleball, horseshoes, Pool Bar and Grille, and much more

2833 Ke Alaula Street Unit 12b, KOLOA

$4,925,000

7 Beds ⋅ 7 Baths ⋅ 202610108 MLS

The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot lot, just a short stroll from Kailua’s iconic 3 mile sandy beach. Completely reimagined, the home feels brand new, fresh, modern, and thoughtfully designed for today’s island lifestyle. Two expansive primary suites anchor the home, each featuring spa-level amenities with private saunas, oversized walk-in showers, washer/dryer's and luxurious soaking tubs. A large rumpus room offers the perfect retreat for the little’s or additional entertaining, while the yard is surrounded by new areka palms that will give total privacy in the near future and a prized mango tree. Plenty of room for a pool too. The kitchen is a showpiece, centered around a 14-foot quartzite island, complemented by striking windows, doors, stone flooring, and two architectural staircases. A rare 2,000-square-foot rooftop deck delivers flexibility for entertaining or relaxing under the stars. Additional highlights include an au-pair suite with kitchenette, a stunning porte-cochère, and an unbeatable location close to the heart of Kailua.

125 N Kalaheo Avenue, Kailua

$4,895,000

4 Beds ⋅ 6 Baths ⋅ 409534 MLS

Located within the coveted acreage community of Wailuku Country Estates, 2150 Kamaile Street offers a rare combination of privacy, scale, and resort-style living across approximately 2.78 acres. The main residence spans approximately 3,175 square feet and is designed to capture the essence of indoor-outdoor island living. Generous living spaces flow effortlessly to the surrounding grounds, creating an inviting setting for both everyday comfort and elevated entertaining. A detached two-bedroom, two-bathroom Ohana of approximately 1,000 square feet enhances the compound feel of the property. Complete with an oversized garage, this separate residence offers privacy and versatility while remaining integrated into the overall estate design. Recent enhancements have transformed the outdoor experience into a private retreat. A newly constructed resort-style pool and spa anchor the property’s recreational amenities, complemented by an expanded pool deck ideal for gatherings. A tranquil water feature and private putting green further elevate the grounds, creating a curated setting designed for relaxation and enjoyment. The detached barn structure has been thoughtfully upgraded and finished, adding substantial flexibility to the estate. Whether utilized as a studio, gym, office, creative space, or extended entertaining area, it contributes meaningful utility and enhances the property’s overall functionality. With nearly three acres of usable land, multiple structures, and newly added resort-level amenities, 2150 Kamaile Street presents a compelling opportunity to own a private lifestyle compound in one of Central Maui’s most desirable estate communities. This is a property designed not only as a residence — but as a destination.

2150 Kamaile St, Wailuku

$4,895,000

3 Beds ⋅ 4 Baths ⋅ 408559 MLS

A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home (approx. 4,355 sq. ft.) welcomes you with a stately sense of arrival with soaring ceilings and beautifully crafted ARCHITECTURAL detail. Arched mahogany-and-glass entry doors, keystoned with African Wenge accents, open to a GRAND CURVED VESTIBULE where rounded plaster walls and RICH MAHOGANY paneled wainscotting set a sophisticated tone. A grand staircase—finished with stained-glass artistic newel finials—creates a memorable centerpiece Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

$4,800,000

4 Beds ⋅ 5 Baths ⋅ 202604988 MLS

Welcome to paradise living at 84-1000 Maiola St in the private gated community of Mauna 'Olu in Makaha Valley on the Leeward coast of Oahu! This hillside estate boasts panoramic ocean views of Makaha Beach and the Waianae mountain range. Newly built in 2007 and renovated in 2025 including brand new travertine flooring, kitchen cabinets, granite countertops, stainless steel appliances, fresh paint, tropical landscaping, hand carved wood details, and an attached ohana dwelling with separate entrance for private hospitality or visitors. Resort like amenities include an infinity edge salt water pool with waterfall, outdoor putting green, full-size tennis court, outdoor bar, traditional imu, gas grills, fire pit, and a detached 1,800 sqft 2-story garage with elevator perfect for a workshop, studio, or extra storage. The spacious open-concept layout is perfect for entertaining or relaxing in this peaceful and private setting. Enjoy the beautiful Hawaiian sunsets from the large lanai, bring your golf clubs to Makaha Valley Country Club, or take a short stroll to the beach for a swim. Don't miss this rare opportunity to own your piece of paradise with this private Makaha estate!

84-1000 Maiola Street, Waianae

$4,800,000

5 Beds ⋅ 7 Baths ⋅ 202528272 MLS

Perched on the eastern facing perimeter of the prestigious Hawai’i Loa Ridge, 875 Ikena Circle brings a unique grandness to Oahu. Enjoy picturesque views of the Pacific Ocean, Hawai’i Kai Marina, Koko Head, and Portlock. A multi level layout provides the ideal recipe for entertainment and multigenerational living. The main level of the home showcases vaulted ceilings and an abundance of natural light. A spacious primary bedroom suite is situated on the main level adjacent to the living room. Make your way downstairs where you are presented with 3 suites along with an additional living room that opens to the pool deck. A detached pool house provides a personal sanctuary that can be utilized as a home office, a space for guests, or a cozy man cave. Amenities within the community include: Gated entry, 24/7 security, tennis & pickleball.

875 Ikena Circle, Honolulu

$4,750,000

3 Beds ⋅ 4 Baths ⋅ 409873 MLS

This 10 acre Piiholo property at 4,000' elevation borders a 41-acre State forest and has incredible ocean and mountain views. The very distinctive and extraordinary main residence, designed by renowned architect Jim Hestand of Maui Architectural Group, is an absolute work-of-art. Almost entirely constructed with old-growth redwood, the architectural inspiration was designed for the well-known concerts and poetry gatherings among the owners in the days of its grandeur...a true legacy property. The main home has recently been thoroughly and lovingly returned to its original beauty and beyond, with the remodeling and modernizing of the kitchen and bathrooms. All of the out-buildings, concrete driveway and landscaping have also been restored. Rare peace and privacy are assured within the grounds. The 2nd residence is reminiscent of a mountain cabin vibe. The 2 residences are separated by many usable acres of trees and orchards. One could certainly imagine this property being ideal for horses. In between the two homes there is an artist/musician studio with flexible use. There are 2 water meters, serving each end of the property. Additionally, there is a large garage/workshop and a useful farm structure. Pi'iholo, is known for cool days and cooler evenings with passing mists, reliable rainfall and refreshing trade winds. There are several respected public schools and excellent private schools in the region. Farmers markets, supermarkets and roadside stands assure you can keep your shopping Up Country. The range of restaurants is remarkable. And for health care, Up Country has it all.

2450 Piiholo Rd, Makawao

$4,700,000

3 Beds ⋅ 4 Baths ⋅ 409698 MLS

Escape to your own private paradise in the serene coastal town of Hana, Maui. This custom-built 3-bedroom, 3.5 bathroom home is a testament to luxury and tranquility, offering an expansive 3295 square feet of carefully crafted living space. Upon entering, you'll be greeted by soaring high ceilings that create an open and airy ambiance, inviting you to unwind in the comfort of this exquisite residence. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing a seamless flow for both relaxation and entertainment. The gourmet kitchen is a culinary masterpiece, featuring top-of-the-line appliances, custom cabinetry, and a spacious island for culinary creations. The primary bedroom is a private sanctuary, offering an en-suite bathroom and showcasing panoramic ocean views that envelop the space in a sense of calm and escape. Each additional bedroom is generously sized and offers its own unique charm and comfort. The well-appointed bathrooms feature elegant finishes and luxurious amenities. Step outside to the expansive 1.1-acre oceanfront property, where you'll be greeted by unobstructed and sweeping ocean views that stretch to the horizon. The tiki bar area is the perfect setting to savor the coastal breeze, while the presence of coconut trees adds to the tropical ambiance. Keep an eye out for passing dolphins and whales, as well as the graceful presence of sea birds, all enhancing the natural beauty of this coastal retreat. A detached garage provides ample space for vehicles and storage, while the ocean view guest suite offers a private haven for visitors or additional living space. Embrace the beauty of the sunrise and the tranquil rhythm of coastal living, as you immerse yourself in the enchanting allure of Hana, Maui. This exceptional property offers a rare opportunity to experience the ultimate oceanfront lifestyle, where each day is graced by the beauty of the sea and the tranquility of coastal living. Whether you're seeking a luxurious permanent residence or a vacation retreat, this home offers a unique blend of elegance, comfort, and natural splendor. Don't miss the chance to make this oceanfront oasis your own. Contact your Realtor today to schedule a private tour and discover the endless possibilities of coastal living in this extraordinary home in Hana, Maui.

51 Kapohue Rd, Hana

$4,700,000

5 Beds ⋅ 4 Baths ⋅ 727330 MLS

Digita Active Brochure https://storybookviewer.com/116672-139361 Tucked away on the gentle slopes of Hualalai Mountain, this exquisite property offers a serene retreat that hovers over the stunning coastline of Kailua Kona. Nestled at an elevation of approximately 900 feet, it offers an ideal year-round climate. Spanning slightly over 4 acres, the land is home to approximately 3,000 mature coffee trees, offering an enticing opportunity for the gentleman farmer or anyone with a passion for cultivating their own piece of paradise. With an emphasis on privacy and tranquility, this property truly embodies the essence of an oasis. The residence includes approx. 3800 Square feet of thoughtfully designed interior living space, featuring 5 spacious bedrooms and 4 baths. The home's architecture highlights soaring 16' ceilings that enhance the sense of openness and light while providing breathtaking views from nearly every room. For those who enjoy the outdoors, this property offers an in-ground swimming pool and plenty of lawn for children and pets to roam freely. This home is not just a residence; it is a lifestyle that combines the beauty of nature, luxurious living, and the joy of farming, making it an exquisite haven for those seeking a unique and fulfilling way of life on the Big Island. The coffee trees can be farmed out, making your life carefree. Home was professionally staged and is being sold unfurnished. Also being sold As-Is. County records have not yet been updated to reflect that all permits have been finalized, and the land area has been reconsolidated to 4.68 acres.

75-876 Kamila Pl, HOLUALOA

$4,695,000

4 Beds ⋅ 3 Baths ⋅ 202612376 MLS

Wake up to the sound of waves and the sun rising over the Pacific Ocean at this Kaimalino oceanfront retreat in Kailua. This plantation-style home with wraparound decks offers daily views of marine life and panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This custom-designed home was built in 1987 and has been well maintained by one owner. The four bedroom layout w/ three baths welcomes family & friends in comfort and features a bedroom/bath on the main level, 75-ft. saltwater lap pool with heated tiled spa, remodeled kitchen (2021), double-sided fireplace, 'ohi'a wood floors, plantation shutters, photovoltaic and roof (2013), gutters (2025), laundry room with utility sink. Custom wood finishes and cabinets throughout include koa, teak, cherry. Enjoy the beauty of an oceanfront setting where every day feels like a vacation with ever-changing seascapes, full moons, whale watching, and more. Sought-after Kaimalino neighborhood features underground utilities and is just minutes from Kailua Town, world-famous Kailua Beach, and nearby Turtle Beach (Baby Beach), with convenient access for kayaking and stand-up paddleboarding.

586 Kaimalino Street, Kailua

$4,650,000

4 Beds ⋅ 5 Baths ⋅ 406659 MLS

Welcome to 116 Pulelehua Street in Pineapple Hill Estates, where elegance meets leisure! Nestled behind the scenic 7th tee box of the renowned Kapalua Bay Course, this stunning home is designed for both relaxation and enjoyment. With its inviting westerly views stretching down the iconic 7th fairway to Molokai, every evening is graced by breathtaking sunsets that will leave you in awe. This elegant single-story retreat features a thoughtfully designed dual-master suite floor plan that prioritizes comfort and luxury. Imagine waking up to the serene sight of expansive golf course and ocean vistas from the comfort of your own haven. This fully-furnished sanctuary boasts four ensuite bedrooms, accented by exquisite travertine floors and countertops, seamlessly blending style with functionality. As part of the community, indulge in a wealth of on-site amenities: take a refreshing dip in the large heated pool, challenge friends to a match on the tennis/pickleball courts, or simply unwind at the clubhouse. If that’s not enough, the surrounding resort amenities elevate your lifestyle even further. Imagine treating yourself to a day at the award-winning Montage spa, perfecting your swing on world-class golf courses like the Plantation Course and The Bay Course, or savoring delectable dishes at some of the island's finest restaurants—all just moments from your door. Experience the finest blend of luxury living and island lifestyle at 116 Pulelehua Street. Your paradise awaits.

116 Pulelehua St Unit 1, Lahaina

$4,600,000

4 Beds ⋅ 4 Baths ⋅ 701659 MLS

Nohea at Mauna Lani is a premier development situated in the westernmost part of the renowned Mauna Lani Resort near the New Auberge Collection Hotel. Check out the 3-D Walkthrough by clicking the video link. This home is new construction, ready winter of 2025, and offers a Modern, Tropical-inspired design with majestic views of the Kohala Mountains and beyond. Once inside enjoy premier privacy, 5 bedrooms and 4 full bathrooms, and high-end fixtures and finishes that await your inspection. Owners enjoy exclusive access to Nohea's full-featured amenity center with an owner's Hale, including a full kitchen and plenty of room for gatherings of friends and family. Combine this with Nohea's exercise hale and BBQ pavilions, and you have an amenity package second to none. In addition to the stunning beaches found at the owner's Beach Club at Makaiwa Bay, enjoy the ancient fishponds along with the 1.5 miles of shoreline within Mauna Lani. Enjoy the restaurants and boutiques within easy walking distance at the Shops of Mauna Lani. Incredible finishes and hardware accentuate the rich hardwood trim, doors, and cabinetry. Sliding doors open to views of the private pool and rear yard, offering plenty of privacy. Enjoy Chef's kitchen with Wolfe, six burner gas range, Sub Zero refrigeration, and luxurious cabinetry. Hardwood floors throughout accentuate the matching trim and doors. All bathrooms feature porcelain tile and engineered stone countertops. This home includes a heated, free-form pool, spa, and plenty of deck area for large gatherings. Nohea offers right-sized home sites with views to golf fairways and the majestic Mauna Kea, Hualalai, and Kohala Mountains and beyond all, cooled by pacific breezes and lulled by sounds of the ocean not far away. Uniquely positioned within the heart of the Resort. Property listed at construction start. Days on the market reflect time under construction.

68-1008 Nohea Makai St, KAMUELA

$4,599,000

4 Beds ⋅ 5 Baths ⋅ 729208 MLS

Welcome to 5020 Lau Nahele Street, an island style residence in Kukuiula on Kauai’s South Shore, where modern design and island tradition come together. Thoughtfully crafted as a space for connection and relaxation, this home blends cutting-edge smart technology with seamless indoor-outdoor living. Brilliant smart home controls and SONOS audio enhance the atmosphere, while eco-conscious SIPS construction ensures energy efficiency, superior insulation, and soundproofing. Italian cabinetry, clean lines, and open living areas reflect a contemporary take on classic Hawaiian architecture. Outside, the heated pool, spa, fire pit, and BBQ area create the perfect setting for gatherings under the stars, surrounded by lush tropical landscaping. Designed to host up to 12 guests, this home features a spacious 3-bedroom, 3.5-bath main home with en-suite retreats and an inviting open floor plan that flows to the lanai. A detached 1-bedroom, 1-bath guest house doubles as a poolside retreat, offering privacy and flexibility. The interiors, curated by award-winning Noe Studios, exude sophistication and warmth, complementing the island’s natural beauty. Whether as a personal sanctuary or a space to welcome family and friends, 5020 Lau Nahele Street is a rare gem in one of Kauai’s most sought-after communities.

5020 Lau Nahele St, KOLOA

$4,500,000

2 Beds ⋅ 2 Baths ⋅ 410325 MLS

Laulea is often translated as “peace and friendship,” which feels particularly appropriate for one of Spreckelsville’s most desirable private roads. Set on just under one-third of an acre, this inviting house and cottage property captures the relaxed character of Maui’s North Shore. The two-bedroom, two-bath main home was completely rebuilt in 1996 with style, warmth, and distinctive details, including seashell relief work, bamboo accents, and ohia posts. Skylights, open-truss ceilings, and an open kitchen and living area fill the home with natural light, while two spacious covered lanais extend the living space outdoors and create inviting settings for dining, relaxing, and gathering with friends. Built in 2005, the elevated cottage has its own Balinese-inspired character, with merbau wood and travertine floors, vaulted ceilings, Venetian plaster, and thoughtful architectural touches throughout. A flexible bonus space below the cottage provides additional room for a home office, gym, studio, storage, or other uses. The lovely backyard and two outdoor showers are perfectly suited to life near the beach. Multiple beaches and surf spots are nearby, along with Maui Country Club, Kaunoa Senior Center, Pa?ia, and convenient access to OGG, Whole Foods, and Costco. Peaceful, private, and full of personality, this is a special little compound in one of the North Shore’s most sought-after neighborhoods.

450 Laulea Pl, Paia

$4,500,000

7 Beds ⋅ 5 Baths ⋅ 202611944 MLS

E Komo Mai to Your Own Private Paradise Above Wailea. As you pass through the gates, a lush tropical landscape unfolds. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Cascading waterfalls and a tranquil koi pond greet you upon arrival. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a 180-degree panoramic view, with Kaho'olawe to the left and Lana'i to the right. Mornings begin slowly, coffee in hand, the ocean below. Evenings end with the sky igniting in color, each sunset an original. Rare in scale and versatility, the main residence offers two living rooms, an attached guest suite, a separate two-bedroom rental, and an additional guest suite. Perfect for multi-generational families or investors. Outside, resort-caliber living awaits: a sparkling pool, sauna, steam room, outdoor bar, and poolside television. Over 72 solar panels and smart home technology reduce energy costs. Offered fully furnished and turnkey, including your own electric car and charging station. Bring your suitcase. Everything else is waiting. Resort Living. Island Privacy. Endless Possibilities.

3264 Keha Drive, Kihei

$4,500,000

4 Beds ⋅ 3 Baths ⋅ 730946 MLS

This beautifully designed 4-bedroom, 3-bath brand-new residence offers an exceptional blend of luxury, privacy, and island living. The home features a private swimming pool with a waterfall-edge spa, creating a tranquil outdoor retreat ideal for entertaining or relaxation. The main residence includes three bedrooms and an open-concept great room with a gourmet kitchen, thoughtfully appointed with premium appliances including a 48" Wolf refrigerator and freezer, Wolf 36" induction range, Cove dishwasher, Wolf wine refrigerator, Wolf under-counter beverage center, and LG Signature Series washer and dryer. A detached guest suite hale provides added privacy and flexibility for guests or extended family. Located within the gated community of Nohea at Mauna Lani, this home sits in the heart of the Mauna Lani Resort, adjacent to the Mauna Lani North Golf Course, just north of Mauna Lani, Auberge Resorts Collection, and moments from Tommy Bahama Restaurant & Bar and The Shops at Mauna Lani. STVR is also allowed. All Mauna Lani homeowners enjoy exclusive access to the private Mauna Lani Beach Club, featuring a gated white-sand beach in a calm swimming bay, Napua Restaurant, on-site lifeguards, cabanas, showers, and some of the best snorkeling on the Big Island. Lounge chairs are provided—just bring your beach towels. The Mauna Lani Resort is also home to Mauna Lani, Auberge Resorts Collection and the Fairmont Orchid Hotel, with optional annual golf memberships, golf, sports & tennis combinations, and sports club & tennis garden memberships available. Nearby, The Shops at Mauna Lani offer multiple dining options and a grocery store. This residence offers a rare opportunity to embrace the Mauna Lani lifestyle— where refined island amenities are all at your doorstep. Whether as a primary residence or second home, this exceptional property embodies the very best of Hawai‘i resort living. Landscaping & driveway to be completed soon.

68-1002 Nohea Makai St, KAMUELA

$4,500,000

5 Beds ⋅ 4 Baths ⋅ 409863 MLS

E Komo Mai to Your Own Private Paradise Above Wailea As you pass through the gates at 3264 Keha Drive, a lush tropical landscape unfolds before you. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Every detail of this incredible multi-family estate has been designed to embrace the beauty and peacefulness of island living, while delivering the comforts and amenities of a private luxury retreat. Cascading waterfalls and a tranquil koi pond greet you upon arrival, and from the very first moment, the stage is set for an immersive Maui experience. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a 180-degree panoramic view that stops you in your tracks every single time. The Pacific stretches endlessly before you, with Kaho'olawe rising from the sea to the left and Lana'i to the right, two islands framing a horizon that transforms at golden hour into something that simply cannot be described, only witnessed. This is the view that Maui is famous for, and it belongs to this home. Life here is lived looking outward from every vantage point the estate offers. Mornings begin slowly, coffee in hand, the ocean laid out below you. Evenings end with the sun dropping toward the horizon as the sky ignites in brilliant color, the trade winds moving through, each sunset an original. You will never see the same one twice. The estate is rare in both scale and versatility, offering significant square footage and a multi-structure configuration that opens up genuine possibilities. The main residence, complete with two living rooms and generous proportions, is complemented by an attached private guest suite, a separate two-bedroom rental, and an additional private guest suite. For a multi-generational family, it is the perfect gathering place. For the investor, it is an income-producing property with the rental infrastructure already in place. Outside, resort-caliber living awaits. A sparkling pool anchors the outdoor space, with a sauna, steam room, full outdoor bar, and poolside television all within reach, thoughtfully designed for quiet mornings and unforgettable gatherings alike. These spaces don't just complement the Maui lifestyle; they embody it. Over 72 solar panels paired with integrated smart home technology run quietly in the background, dramatically reducing energy costs and delivering the kind of efficiency a property of this caliber deserves. A fully electric Nissan Leaf and dedicated charging station are included, making the transition to island living as seamless as it should be. This estate is offered fully furnished and completely turnkey, perfectly suited for the island family ready to settle into something exceptional, the buyer watching another winter roll in somewhere far from here, or the investor seeking a property that works as beautifully as it looks. Bring your suitcase. Everything else is already waiting. Opportunities like this are rare. The elevation, the views, the scale, the versatility, all within one of Maui's most coveted neighborhoods. This kind of property doesn't come around often, and when it does, it doesn't last. Resort Living. Island Privacy. Endless Possibilities.

3264 Keha Dr, Kihei

$4,500,000

2 Beds ⋅ 2 Baths ⋅ 730562 MLS ⋅ Anini Beach House BLDG.

Set just a few feet from the gentle waters of Anini Beach, this single-family home offers two bedrooms and two bathrooms across approximately 2,100 square feet of interior living area and a large oceanfront lanai. Swim, sunbathe, snorkel, kayak, windsurf, stand-up paddle, or surf—Anini is yours to explore at a moment’s notice. Just minutes away, the communities of Princeville and Kilauea provide a selection of fine dining, boutique shopping, and world-class golf. Hanalei, with its legendary bay, farmers markets, and lively art scene, is within easy reach. Explore miles of hiking trails, discover scenic lookouts, and immerse yourself in the relaxed lifestyle of Kaua‘i’s North Shore.

4271 Anini Rd, KILAUEA

$4,500,000

5 Beds ⋅ 5 Baths ⋅ 202604580 MLS

Located directly along the legendary stretch of sand at 61-651 Kamehameha Highway, this rare beachfront property sits on the world-famous Laniakea Beach — one of Oahu’s most vibrant and sought-after coastal neighborhoods. This is a place where the rhythm of the ocean defines daily life, sea turtles bask onshore, and world-class surf breaks like Laniakea and Himalayas fire just steps from your door. The home itself offers a generous footprint and flexible layout, well-suited for multi-generational living or a dual-unit configuration, and is ready for your vision and improvement. With ocean views from nearly every bedroom, the setting delivers something irreplaceable: direct connection to the Pacific Ocean and an address that simply cannot be replicated. This is a property where the value is rooted in land, frontage, and lifestyle. Set behind a gated entry, the residence includes two full laundry rooms, solar hot water, A/C in every room, Wi-Fi throughout, a security system, and is pre-wired for a beachfront hot tub. The expansive grounds offer direct beach access, inviting you to surf, wing foil, kite-surf, or simply walk out barefoot and feel the pulse of the North Shore.

61-651 Kamehameha Highway, Haleiwa

$4,500,000

8 Beds ⋅ 3 Baths ⋅ 202600153 MLS

Fabulous opportunity to own a large lot property in Manoa! Keep as is or let your imagination go! Nestled in a peaceful and private setting at the end of a quiet, traffic-free dead end street, this exceptional property offers a rare blend of space, potential, and classic charm on over half an acre of land. This unique compound features three distinct dwellings, providing ultimate flexibility for multi-generational living, rental income, or a private home with ample space for guests and offices. Built in 1950, the homes carry the enduring character of the era, waiting for your personal touch to restore and modernize. The true standout is the unparalleled outdoor space and practical convenience, tons of open space—a dream for owners with multiple vehicles, hobbyists, or hosting gatherings. Adjacent lots 1-2-9-023-013-0000 and 1-2-9-023-003-0000 available to expand to over 3 acres. Property tax reflective of tax exempt status of renter. Actual square footage and bed/bath count may differ from tax records. Buyer to verify all.

2727 Hipawai Place Unit B, Honolulu

$4,499,995

4 Beds ⋅ 4 Baths ⋅ 409092 MLS

When HOME is the destination. Set in an IDEAL UPCOUNTRY location, this ENTERTAINER'S DREAM is where luxury, RESORT INSPIRED amenities, and Maui’s natural beauty merge in harmony. Upon entry, BI-COASTAL OCEAN AND MOUNTAIN vistas unfold like nature’s own work of art. Thoughtfully renovated and expanded in 2025, the home was re-imagined as a place of beauty, recreation, and restoration. Perched at Kulamalu Hilltop, an exclusive and highly coveted gated enclave of just 13 residences, this 4-bedroom, 4-bath home offers approximately 3,882 square feet under roof, including a 3-car garage. Soaring ceilings create architectural volume, while hybrid Koa flooring and Roman Gold Travertine establish a rich foundation. In the foyer, a custom glass-enclosed 150+ bottle wine display makes a striking impression. The main living area is anchored by a split-faced marble wall, linear fireplace, suspended glass sculpture chandeliers, and sliding glass walls that open effortlessly to the outdoors, creating the kind of seamless indoor-outdoor living that defines the Maui lifestyle. A private resort unfolds with a natural-style infinity-edge lap swimmable water feature echoing the stillness of a reflection pond. Practice greens with six golf holes, two tee boxes, a sand bunker, and gathering areas with fire pits create a sublime, curated outdoor experience. A gourmet kitchen designed for culinary creativity and entertaining features a multifunctional workstation sink with LED temperature display, waterfall and rain dance functions, Sub-Zero, Wolf, and Bosch appliances, Calacatta West quartz counters, and a beveled glass tile backsplash. The Primary Suite Retreat offers a serene sitting area positioned to take in both ocean and mountain views, with an ensuite spa-like bathroom, dual-sided gas fireplace, and walk-in closet. The game room may also serve as a great room, private lounge, media retreat, or flex space. Tech features include dual-zone AC, Nest thermostat, Blink security, and app-enabled smart home integration. Special features include: This entertainer's dream estate offers bi-coastal ocean and outer island views at Upcountry Maui's most coveted elevation, with convenient access to Maui's top-rated schools. Six-hole private practice green with two tee boxes and sand bunker, natural-style infinity-edge lap pool, extensively and thoughtfully renovated and expanded in 2025, Sub-Zero and Wolf gourmet kitchen, dual-sided gas fireplace, La Cantina sliding pocket doors, custom glass-enclosed 150+ bottle wine display, suspended glass sculpture chandeliers, hybrid Koa flooring and Roman Gold travertine, 40-panel PV solar system, and Tesla EV charging. Gated enclave of just 13 residences. Please see the full list of improvements and features. The pineapple cultivation supports the property’s agricultural land classification, resulting in reduced water rates and other benefits. 35 Ohia Lehua Place offers a rare expression of Upcountry luxury, artfully designed, deeply restorative, and shaped by an awe-inspiring view of nature.

35 Ohia Lehua Pl, Pukalani

$4,498,000

6 Beds ⋅ 8 Baths ⋅ 202613193 MLS

Experience refined island living in this expansive 6 bdrm, 7.5 ba Kahala residence! Set on a level 11,193 sq. ft. lot with an impressive 7,866 sq. ft. of interior living space, this home is designed for grand entertaining and exceptional comfort. Soaring high ceilings and elegant marble flooring anchor the grand living space, seamlessly flowing from the formal living room to the privately situated swimming pool and whirlpool spa—perfect for indoor-outdoor entertaining. Every bedroom features its own en-suite bathroom, offering privacy for family and guests alike. Additionally, the home is thoughtfully appointed with a private sauna and entertainment room—perfect for lounging and gathering. A rare opportunity to own a luxury estate in one of Honolulu’s most prestigious neighborhoods just moments from the shopping and eateries at Kahala Mall!

4327 Kilauea Avenue, Honolulu

$4,495,000

5 Beds ⋅ 5 Baths ⋅ 732197 MLS

In Bayview Estates, this 2020 custom residence captures the Kona Coast from an uncommon vantage point. The home is positioned farther toward the ocean than many neighboring properties, while both adjacent residences sit behind the pool and lanai view corridor. The result is a remarkable sense of openness, with sweeping 270-degree ocean and coastline views and year-round sunsets unfolding across the horizon. Set on a generous 18,373-square-foot lot, the 5-bedroom, 5-bath home offers 3,276 square feet of refined interior living space shaped around Hawai‘i’s indoor-outdoor rhythm. A gated entry leads through a landscaped courtyard to an expansive great room, where rich wood detailing, open living and dining areas, and large pocketing doors create a fluid connection to the covered lanai. The chef’s kitchen features custom cabinetry, quartz surfaces, a waterfall island with seating, premium appliances, a wet bar, wine cooler, and a pass-through window to the outdoor entertaining area. Just beyond, the lanai opens to the pool, spa, and built-in BBQ, with generous space for dining, conversation, and quiet moments against the ocean backdrop. The ocean-view primary suite includes a private lanai, substantial walk-in closet, and spa-inspired bath with dual vanities, dual shower heads, a freestanding soaking tub, and an outdoor shower. Additional ensuite bedrooms, private outdoor spaces, and a fifth bedroom with a separate exterior entry add flexibility to the floor plan. An attached garage completes the property, just minutes from Keauhou Bay, ocean recreation, dining, shopping, and Keauhou Shopping Center in Kailua-Kona.

78-7032 Mololani St, KAILUA KONA

$4,485,000

5 Beds ⋅ 5 Baths ⋅ 730706 MLS

A classic Kiahuna Golf Village residence in both design and style, this spacious two-story home is located on a corner lot and features an open floor plan with an abundance of natural light, 9+ ceilings, and three bedroom suites with private baths. The home was designed by Kauai architect Ginny Latham and features Andersen windows and doors, and stucco exterior home and privacy walls. The gated backyard features an in-ground swimming pool and flagstone deck, and a covered shaded patio for easy indoor/outdoor entertaining. The 400 sf guest house is adjacent to the home's three-car garage, and its separate entry is near the private swimming pool. The home's 4th bedroom is next to its living area and 4th bathroom, and is currently furnished as a workspace with a view to the mountains. This property is in the Poipu Visitor Destination Area (VDA) and is currently a popular vacation rental. Offered furnished, the home is also move-in ready, for the buyer looking to call Kauai's South Shore home. Kiahuna Golf Village is one of Kauai's well-regarded communities, known for its peaceful setting and proximity to Poipu beaches, restaurants, shops and recreation.

5373 Pau A Laka St, KOLOA

$4,485,000

3 Beds ⋅ 6 Baths ⋅ 202605472 MLS

Situated on one of Oahu’s most treasured streets in one of the most private, yet convenient neighborhoods, this mid-century contemporary home combines architectural integrity, character and functionality all dressed in a palate of solid and evocative materials. Thin mullioned French windows, brick and custom tile conspire to create a home that is warm, timeless and very much aligned with today’s living. 12 Lumahai St. is a landmark 1975 custom estate representing a compelling renovation opportunity. Set on 15,577 sq. ft. of land, this home offers 3,881 sq. ft. of interior living space and includes a thoughtfully designed main home as well as a separate guest cottage — offering flexibility for multi-generational living, guest accommodation or home gym or office. The home’s terraced architecture cascades toward a stunning pool and deck, framing breathtaking, unobstructed ocean views. Original brick archways, soaring ceilings and bold contemporary lines speak to the craftsmanship of its era and remain ready to anchor a world-class modern renovation. The property invites transformation as few properties on O'ahu offer this combination of scale, privacy, location, views and opportunity.

12 Lumahai Street, Honolulu

$4,450,000

5 Beds ⋅ 4 Baths ⋅ 729517 MLS

Welcome to Kinohi at He'eia. Set upon a bluff above the sparkling waters of He'eia Bay in historic Keauhou, this exceptional oceanfront estate was thoughtfully reimagined and rebuilt in 2017. Keauhou carries profound significance in the history of Hawai'i Island. Directly mauka of this property, the great Keauhou Holua, the Royal Slide, once descended more than a mile down the Hualālai slope to He'eia Bay. Built in honor of Kauikeaouli, who would become Kamehameha III, chiefs raced wooden sleds to the sea at speeds rivaling a modern toboggan. To be here is to stand at the end of that extraordinary run. The main residence spans two stories with 5 bedrooms and 3 baths, while a separate permitted guest house adds versatility for extended family or rental income. Together, the compound accommodates up to 14 guests — a rare combination of scale, privacy, and setting. A fully equipped kitchen anchors the home, split-zoned air conditioning tempers the warmth of the island, and upstairs bedrooms open toward He'eia Bay with a lanai off the master suite. Outside, a resort-style pool and spa anchor the outdoor living space, framed by tropical landscaping — ulu, Samoan coconut palms, lilikoi, mango, lime and lemon trees — plus a sprawling lawn, gazebo, and double hammock at the ocean's edge. In season, humpback whales breach offshore! Weekly maintenance keeps the property immaculate. An outdoor gas grill completes the setting for effortless entertaining at sunset. The grounds reflect layers of history, a Kōnane board, and a peace pole. The property carries an active, transferable short term vacation rental registration in a resort-zoned area with a proven multi-year track record. Oceanfront estates of this scale, setting, and history arrive once in a generation.

78-111-A Holua Rd, KAILUA KONA

$4,450,000

3 Beds ⋅ 1 Baths ⋅ 202517414 MLS

This charming property, Located across the street from the world famous Pipeline Beach, offers a blend of rustic appeal and modern convenience. This spectacular property boasts a total of 174,806 sqft of land in a serene, picturesque setting along the seven mile miracle of surfing, on the North Shore of Oahu. The main Home built in 1988, with 850 sqft of living space along with 3 beds and 1 bath, and an additional guest room. This home features wood flooring throughout, double wall construction, and a 100 sqft wood deck that’s perfect for enjoying the natural surroundings. This home features a super large Garage/Rec-Room at 1200 sqft, a spacious area ideal for various uses, whether as a large garage or a recreational space, with an Attached Studio 600 sqft., that was built in 2011. This versatile studio includes pressed wood floors and a 100 sqft wood deck. It has a full bath and a kitchenette. Two separate fully customized skateboard swimming pools for the skateboard enthusiasts or convert to the swimming pool of your dreams. The property’s expansive land offers plenty of room for outdoor activities and potential landscaping projects. It’s a unique blend of cozy living spaces.

59-130 Kekiliohulani Street Unit 130, Haleiwa

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