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$7,500,000
5 Beds ⋅ 6 Baths ⋅ 727723 MLS
There is oceanfront property - and there is exceptional oceanfront living. From this North Hawaiʻi estate home on 20+ acres overlooking a half-mile of dramatic coastline to the west and a gulch with a small stony beach on its eastern boundary, you can: ✦ watch sunrise and sunset, moonrise and moonset, and frequent rainbows ✦ enjoy over 180 degrees of ocean view, Maui rising across the channel, and the Kohala mountains and historic valleys sheltering from behind ✦ watch whales breaching up close in season, cruise ships passing in the distance, ʻiwa and koa‘e kea soaring overhead ✦ glimpse cows and horses grazing in nearby pastures ✦ feel the serenity of the rural North Kohala location, with restaurants, boutiques, services and farm-to-table agriculture only a few miles away. The gracious home of nearly 10,000 sq ft was built in 2005 but has been almost completely renovated inside and out since 2018. Offering both warmth and privacy for extended family or visiting friends, its generous proportions and thoughtful floor plan with multiple living spaces are equally perfect for entertaining at scale. The owners have hosted magical musical evenings for dozens of guests from the community. The kitchen, main living areas, and one guest bedroom are on the second floor. Ascend the grand spiral staircase from the foyer, or bring groceries directly from garage to kitchen and butlers pantry via a commercial grade elevator. The primary bedroom suite, three additional guest bedrooms, secondary living room and lanai are located on the ground floor. The primary bedroom features a seating area, an oversized walk in closet with custom cabinetry, and a large en suite bath with ocean view tub and shower. The attached private lanai area features seating and punee (daybeds), an outdoor shower, and a hot tub to enjoy on starry nights. Furnishings and art were carefully selected to enhance the sense of place; most are available for sale.

55-194 Uli Rd, HAWI
$7,499,000
4 Beds ⋅ 5 Baths ⋅ 724698 MLS ⋅ Kukui'ula BLDG.
Kukui‘ula Treehouse — Once the model residence for this renowned South Shore community, this architectural masterpiece by Olson Kundig invites you to experience modern island living at its finest. Thoughtfully placed on a gently sloping, southwest-facing homesite, the home’s elevated pavilions float gracefully between mauka (mountain) and makai (ocean), blending structure and landscape with effortless ease. A private bridge entry leads to open, light-filled spaces designed for gathering and connection. The main living pavilion opens completely to the outdoors, drawing in the trade winds and framing panoramic views across orchards and the Pacific. With 4 bedrooms and 4.5 baths, the residence offers approximately 4,238 sq. ft. total living area, including 2,887 sq. ft. of air-conditioned interiors. Interiors showcase a refined tropical aesthetic—light oak cabinetry, teak hardwood floors, and granite countertops paired with clean, modern lines. The chef’s kitchen features Miele appliances, a generous island that seats six, and seamless access to the covered BBQ lanai—ideal for sunset dining and entertaining. Vaulted ceilings, glass railings, and thoughtful airflow design create the true indoor-outdoor lifestyle Kaua‘i is known for. Bedrooms on both levels provide privacy for family and guests, while the saltwater pool and spa offer a peaceful retreat surrounded by lush landscaping. Crafted with cedar board-and-batten siding, ipe decking, and a corrugated metal roof, every detail balances durability and design integrity. Ownership at Kukui‘ula requires membership in the Private Club at Kukui‘ula, granting access to world-class amenities including the Plantation House, Spa & Fitness, Tom Weiskopf-designed golf course, farm, and adventure outpost—an unmatched lifestyle on Kaua‘i’s sunny South Shore.

4883 Ka' Opua Pl, KOLOA
$7,495,000
5 Beds ⋅ 6 Baths ⋅ 726683 MLS
REDUCED $500,000!! Incredible offering !!! Designed by Lucky Bennett, built by Clever this classic Hawaiian resort residence is a timeless expression of island architecture, craftsmanship, and indoor-outdoor living. Set on over one acre within the prestigious Black Sand Beach enclave, the home enjoys astonishing ocean, fairway, and mountain views from its elevated setting. Offering 5 bedrooms plus a large media room, easily converted to a 6th bedroom and 5.5 baths, the residence encompasses 5,292 square feet of interior living space, thoughtfully designed for privacy, comfort, and entertaining. The lower level features three spacious bedroom suites, while the upper level includes two additional bedroom suites with a shared sitting area, ideal for guests or family. A graceful circular driveway leads to a dramatic entry courtyard with tranquil ponds, creating a memorable sense of arrival. From there, the home opens into a soaring great room with vaulted ceilings, rich wood detailing, stone floors, expansive pocket doors, and oversized mahogany shutters that frame the breathtaking views beyond. The gourmet kitchen is appointed with granite countertops and integrates seamlessly with the main living spaces. Outdoor living is elevated with an infinity-edge pool and spa, built-in BBQ, and lush tropical landscaping, creating a private resort setting perfect for sunset entertaining. Offered fully furnished, this exceptional home embodies the elegance, comfort, and lifestyle of luxury resort living in Hawaiʻi. The oceanfront Beach Club features a 25-meter lap pool, spa, cold plunge, steam and dry saunas, a fully equipped fitness center, tennis court, and elegant indoor-outdoor gathering spaces with catering kitchen, BBQ areas, cabanas, and wine storage. Owners enjoy direct access to the black sand shoreline at Honokaʻope Bay, ideal for swimming, snorkeling, paddling, and sunset viewing, along with kayak and canoe storage and concierge services.

68-1059 Honokaope Way, KAMUELA
$7,400,000
4 Beds ⋅ 5 Baths ⋅ 202611227 MLS
Positioned waterside of the iconic Koko Kai cliffs, one of two residences comprising the private Koko Kai Compound, each situated on its own separate TMK. This exceptional 4-bedroom, 3-full-bath, 2-half-bath residence also features a detached surf shack, art studio, or flex space, offering endless possibilities for guests, wellness, work, or creative pursuits. Dramatic soaring ceilings, expansive living spaces, and oversized glass sliding doors fill the home with natural light while framing breathtaking views of Maunalua Bay, lush mountains, and unforgettable sunsets. Step outside to your private pool, where spacious lanais and refreshing trade winds create the perfect setting for entertaining or relaxing after a day on the water. Ideally located in prestigious Portlock, just moments from Koko Marina, shopping, dining, golf, world-class beaches, and endless ocean adventures. For those seeking a truly rare legacy property, this residence may also be purchased together with the companion residence, creating the complete Koko Kai Compound—one of East O?ahu’s most extraordinary private compounds. More Photos to come..

120 Hanapepe Loop, Honolulu
$7,400,000
3 Beds ⋅ 5 Baths ⋅ 408779 MLS
Embrace this one-of-a-kind Tuscan Villa in Paradise! Perfectly perched on the premium parcel located in Phase 1 of the exclusive gated community known as Lanikeha (within the Kaanapali Golf Estates), the estate offers spectacular breathtaking sunset ocean views, island (Molokai and Lanai), golf fairway (hole #7 of Kaanapali's world-famous Kai Course) and the Kaanapali Resort. Exquisitely envisioned & constructed with the finest custom materials imported from around the globe, every aspect of this Villas reveals the best of luxury island living; 16ft. vaulted ceilings (with ceiling wood beams), Brazilian travertine floors, hand scraped walnut wood floors, crown & baseboard hardwood molding, hand-cast stone columns, arches & accents, domed & beamed ceilings and custom cabinetry by Williams Ohs. Further evidence of this enchanting décor includes the Blue Bahia Custom Granite & specimen Quality Onyx Counter tops, Gemstone quality rose quartz master vanity & 18K Gold Plated & crystal fixtures. Appliances include Viking, Sub-zero & Bosch systems This 3 bedroom, 4.5 bathroom single-level estate also offers an office, surround sound HD theater (complete with mini-stage & custom seating), sound & security system, heater pool & spa with complete outdoor pool-side kitchen (accessed via multiple ramp pathways) & three vehicle garage amenity. Meticulously maintained, estate improvements include the painting of the entire exterior estate & driveway (2025) & new washer & dryer (2026) Lanikeha is West Maui’s newest gated community; 110 acres with 132 parcels, Lanikeha Club House offers community spa, pool, & exercise room. Monthly maintenance fees include the following: $248.85 for Kaanapali Golf Estates (paid quarterly), $708.25 for Lanikeha (paid monthly) for a monthly total of $957.10. The 2025/2026 monthly real property tax is $1,750 (classification: owner occupant). Information may not correspond to public records. Buyer/buyer's agent to confirm all information. YOUR Time is Now.

104 Anapuni Loop, Lahaina
$7,395,000
6 Beds ⋅ 5 Baths ⋅ 727977 MLS
Set high above the verdant Lawai Valley and embraced on three sides by the renowned National Tropical Botanical Garden, Hale o ka Lani is an extraordinary 5.57-acre estate offering sweeping ocean and mountain vistas with remarkable seclusion. Located within the sought-after Poipu Vistas area on Kauai’s south shore, this legacy property captures the essence of island living while honoring the rich history and natural beauty of its surroundings. A gated entry and private drive lead to an impressive 7,600+ square foot residence thoughtfully designed for both grand entertaining and comfortable everyday living. The flexible floor plan incorporates two distinct yet connected living areas: a four-bedroom primary residence and a separate two-bedroom guest quarters. Each includes its own full kitchen, laundry, and private entrance, offering versatility and privacy. The main kitchen is exceptionally appointed with custom cabinetry, an expansive walk-in pantry, dual farmhouse sinks, three dishwashers, and a dedicated coffee bar—ideal for hosting gatherings large or small. Architectural details throughout the home include soaring open-beam ceilings, stone and French oak flooring, hand-troweled plaster walls, and handcrafted solid wood doors and windows that lend warmth and timeless character. The primary suite occupies its own private wing, creating a tranquil retreat complete with an ocean-view lanai, spa-inspired bath, and an oversized walk-in closet with a secondary laundry system. Additional bedrooms are thoughtfully situated to provide comfort and independence for family and guests alike. Engineered for longevity, the residence is constructed with concrete and steel and supported by an energy-conscious system featuring 30 solar panels, three Tesla Powerwalls, and additional backup capacity for enhanced efficiency and resilience.

4114 Waha Rd Unit J, KALAHEO
$7,250,000
5 Beds ⋅ 6 Baths ⋅ 408179 MLS
Welcome to an extraordinary residence nestled within the esteemed gated community of Lanikeha, located in the Kaanapali Golf Estates on the idyllic island of Maui. A tropical oasis, this magnificent estate offers breathtaking views of the Pacific Ocean, beautifully framed by the mystical islands of Lana'i and Moloka'i. With 5 bedrooms and 6 bathrooms of meticulously crafted living space, this home embodies the essence of a perfect Maui retreat. The open-concept floor plan, complemented by expansive windows, seamlessly merge indoor and outdoor living. Natural light floods the space, showcasing the stunning vistas that this property has to offer. Featuring high ceilings, this home includes two elegant ensuites and a third bedroom within the main living area. A covered pathway leads to two additional bedrooms and a versatile office/flex space, all easily accessible from the interior courtyard. The design of the home enhances the seamless transition from indoor to outdoor spaces, aided by pocketing sliding doors that invite the enchanting surroundings inside. Bathrooms are luxuriously appointed with both indoor and outdoor showers, ensuring a spa-like experience. Custom finishes throughout the residence evoke the spirit and culture of Hawaii, with Ohia Lehua posts handpicked from Hawaii Island and custom Koa cabinetry that adds a distinctive touch. The serene pool and jacuzzi provide a peaceful retreat, while the expansive lanais with generous overhangs serve as an ideal setting for savoring Maui’s spectacular sunsets. The Lanikeha Clubhouse enhances the experience with amenities such as an indoor gym, pool, and game room. Enjoy effortless access to the wealth of offerings at the resort, including pristine beaches, golf, tennis, pickleball, and the vibrant dining and shopping at Whalers Village. Every aspect of this home has been thoughtfully curated to blend sophistication, comfort, and the natural beauty that surrounds it, creating an exceptional living experience in paradise.

137 Anapuni Loop, Lahaina
$7,250,000
5 Beds ⋅ 5 Baths ⋅ 724401 MLS
Discover one of the North Shore’s most desirable offerings: a 5-bedroom, 5-bath beachfront home at 5-6920 Kuhio Highway in Haʻena, plus the adjacent vacant lot for a combined 27,650 sq. ft. of land. With a coveted vacation rental license and a strong history as a successful short-term rental, this property offers both lifestyle and income potential. The residence is designed for island living, featuring expansive ocean-view living spaces and four lanais that invite seamless indoor/outdoor flow. Two of the bedrooms function as private suites with their own living areas, offering extra space and privacy. Step directly from the backyard onto the sandy shoreline, where snorkeling, surfing, and glowing sunsets are part of everyday life. This property is licensed for vacation rental use and has a successful track record operating as a TVR/STR, with the flexibility to continue serving guests through platforms such as Airbnb and VRBO. Whether you're seeking a legacy beachfront residence, a second home, a long-term rental investment, or a turnkey vacation rental business, this property offers remarkable versatility. The adjoining open lot enhances privacy and creates rare opportunities for expansion, additional structures, or simply the luxury of extra beachfront space. Located just minutes from Hanalei, Tunnels Beach, and the Nā Pali Coast, this property blends natural beauty, convenience, and investment strength in one of Kauaʻi’s most sought-after settings. Highlights: 5 bedrooms, 5 bathrooms Coveted vacation rental license (successful income history) Direct beachfront location Total of 27,650 sq. ft. (home + adjacent lot) Four lanais for expansive ocean-view living Two private bedroom suites with their own living areas Prime North Shore location near Hanalei and Nā Pali Coast A rare chance to own a legacy beachfront estate with built-in rental success on Kauaʻi’s North Shore.

5-6920 Kuhio Hwy, PRINCEVILLE
$7,200,000
4 Beds ⋅ 5 Baths ⋅ 729531 MLS ⋅ Hale Alani BLDG.
Hale ʻAlani 39 is a 4-bedroom, 4.5-bath residence with a detached guest house, sweeping views of the ocean, golf course, Hualālai Mountain, and Mauna Loa Mountain. Curated furniture package by award-winning designer Nicole Hollis, creates a cohesive and sophisticated interior aesthetic with expansive outdoor spaces. Inside, vaulted ceilings and rich, natural finishes create a warm yet contemporary ambiance. Basalt flooring anchors the main living areas, while the gourmet kitchen is appointed with a walk-in pantry, premium appliances, and a built-in Miele espresso machine. A dedicated wine room further elevates the home’s capacity for entertaining. The great room opens to the outdoors, where a distinctive layout positions the spa along the ocean-facing side and the pool to the north, creating separate yet equally inviting areas for relaxation. Just beyond the kitchen window, a tranquil water feature with lounge seating adds a serene focal point. An outdoor ENO gas grill and oven, anchors the alfresco dining experience, while tiki torches placed throughout the property lend a warm glow to evening gatherings. A detached guest ʻohana provides additional privacy and flexibility, complete with its own side yard, while a detached two-car garage with built-in cabinetry adds convenience. Sustainability and efficiency are supported by 40 solar panels and two Tesla Powerwall batteries. Hale ʻAlani 39 presents a rare opportunity to experience elevated island living, where thoughtful design, comfort, and natural beauty come together effortlessly. Kohanaiki is an exclusive private club and residential community along the Kona coast of Hawaii's Big Island, spanning 450 acres with a 1½-mile shoreline.

73-4476 Lemi Pl Unit 39, KAILUA KONA
$7,100,000
3 Beds ⋅ 5 Baths ⋅ 202611231 MLS
Positioned waterside of the iconic Koko Kai cliffs, one of two residences comprising the private Koko Kai Compound, each situated on its own separate TMK. This exceptional 3-bedroom, 3-full bath, 2-half-bath residence is thoughtfully designed for effortless island living, with all bedrooms and full baths conveniently located on the main entrance level for easy single-level living. Expansive living spaces and oversized floor-to-ceiling glass sliding doors showcase breathtaking views of Maunalua Bay, lush mountains, and unforgettable sunsets while filling the home with natural light. The elegant dining room is designed for memorable gatherings, while the spacious lower-level flex room opens to the private pool through dramatic floor-to-ceiling glass sliding doors, creating the ideal media lounge, game room, fitness studio, home office, or guest retreat. Ideally located in prestigious Portlock, just moments from Koko Marina, shopping, dining, golf, world-class beaches, and endless ocean adventures. This residence may also be purchased with the companion home to create the complete Koko Kai Compound, one of East Oahu’s most extraordinary private compounds. More photos to come..

128 Hanapepe Loop, Honolulu
$6,999,000
5 Beds ⋅ 4 Baths ⋅ 408014 MLS
A rare South Maui estate — 2.118 acres in the exclusive gated community of Kaimanu Estates. This private retreat feels like living in Hana and Old Hawai‘i, surrounded by hundreds of native and fruiting trees including avocado, citrus, banana, lilikoi, guava and many more. With 4,718 sq. ft. in the main residence and a detached studio ohana, the property offers unmatched privacy and opportunity rarely found in South Maui. Just minutes away are Wailea’s world-class golf courses, resorts, fine dining, boutique shopping, and some of the best beaches in the world. Here you’ll find the perfect balance of tropical seclusion and resort-side convenience.

135 Kaimanu Pl, Kihei
$6,998,000
4 Beds ⋅ 5 Baths ⋅ 202610714 MLS
Nestled along one of Oahu’s most coveted stretches of coastline, this exceptional beachfront residence offers a rare combination of privacy, space, and direct access to a secluded sandy beach. Enjoy breathtaking sunrise/moonrise views, "Rabbit Island", Makapuu Lighthouse, and the "Mokes", with the majestic Koolau Mountains providing a dramatic backdrop. Spanning nearly 5,000 square feet of interior living space, the home features 4 bedrooms, a large office, and 5 full bathrooms. An attached guest suite with 2 bedrooms and 2 full bathrooms provides outstanding flexibility for extended family, guests, or a private retreat. Designed to embrace Hawaii’s indoor-outdoor lifestyle, the property offers generous living spaces, abundant natural light, and a tranquil setting. Enjoy the serenity of a private beachfront enclave while remaining conveniently connected, with multiple routes providing easy access to Kailua, Hawaii Kai, Waikiki, and Honolulu International Airport. Whether entertaining, hosting family and friends, or simply enjoying the peaceful rhythm of the ocean, this rare offering delivers the privacy, convenience, and lifestyle of Hawaii beachfront living at its finest.

41-459 Kalanianaole Highway, Waimanalo
$6,998,000
5 Beds ⋅ 8 Baths ⋅ 202607760 MLS
This home is an exceptional buy for the Kahala market. Priced below replacement cost for this INCREDIBLE & RARE to see craftsmanship! Completed in 1993 & built from quality materials & impeccably detailed carpentry. The original décor & finishes of each room was created as a series of elaborate fantasies from Shakespeare to the travels of Napoleon. A dramatic entry boasts soaring ceilings impeccably detailed; a sweeping staircase highlighted by walls of glass; & an extensive use of fine marble & granite throughout. Wide pocketing glass doors joins the interior to the outdoor spaces & pool for relaxing in this splendid residence. The first level includes a grand dining area with a reflective mirrored ceiling, a service bar with a spacious lounge for social gatherings, a library/media room & two bedroom ensuites. On the second level is a billiard area with a step down cozy seating area for spectators to relax. To the right & left of the billiard room are two additional bedroom ensuites. The home includes a 3-car garage & lots of storage areas. Located across the street from the former Weinberg Estate & a direct access to sandy beach for a stroll along the ocean.

4504 Kahala Avenue, Honolulu
$6,989,000
4 Beds ⋅ 3 Baths ⋅ 731147 MLS
Some properties are only experienced, once you're here, you may never want to leave. I can confidently say that no photograph can possibly capture the extraordinary feeling of sitting beneath the gazebo, perched on the bluff, overlooking your own private world. It is a place that engages every sense. You have arrived. Listen to the rhythmic symphony of the surf as waves crash against the rocks across Kalihiwai Bay. Breathe the fresh ocean air carried by the trade winds. Watch the ever-changing sky, shifting light, and endless shades of blue stretching across the bay and coastline. The experience is nothing short of mesmerizing. From this remarkable vantage point, you'll enjoy sweeping views of Kalihiwai Bay, the dramatic coastline, the open Pacific, and, after sunset, the soft twinkle of lights from homes across the bay. It's a setting that invites you to slow down, unwind, and simply take it all in. . The meticulously maintained four-bedroom cottage complements its spectacular setting with timeless island character, warmth, and charm. Rather than competing with the natural beauty, it embraces it, creating a home where the views, the sounds, and the serenity become part of everyday life. This is more than a home—it's one of those rare places that reminds you why people dream of Kauai.

2999 Kaohe Rd, KILAUEA
$6,950,000
5 Beds ⋅ 6 Baths ⋅ 409921 MLS
Sunlight and ocean breezes flow through 21 feet of bi-folding floor-to-ceiling glass doors, complemented by soaring 14-foot ceilings that blur the boundaries between home and horizon. Step into this South Maui beachfront estate, where elegant stone columns welcome you to a true masterpiece. The open-concept spaces unfold effortlessly, anchored by a chef's kitchen featuring custom white oak cabinetry with an interior finish that adds warmth and depth, quartzite countertops, tumbled Belgian limestone tile accents, hand-scraped French oak flooring, professional-grade appliances, and a generous breakfast bar— the perfect hub for shared meals, laughter, and connection. A floating staircase leads upstairs to the bedrooms, where the primary suite awaits as a serene sanctuary for the soul. It includes a spa-inspired soaking tub, dual vanities, a spacious walk-in closet, and a private ocean-view lanai ideal for morning reflections. Each additional guest suite has been thoughtfully designed to soothe the senses, with layouts and features that prioritize comfort, including ensuite bathrooms for ultimate privacy. Outside, your personal coastal retreat beckons. Lounge poolside in the saltwater pool, host gatherings under a canopy of stars, or savor a cocktail as the sky blazes with sunset hues. A detached guesthouse with a full bathroom and a two-car garage offer flexible additional space, while integrated smart home technology blends modern convenience into this tranquil, soul-nourishing haven. The adjacent lot is also for sale by the same seller. (MLS #409920, 892 S Kihei Rd) and can be purchased together.

860 S Kihei Rd, Kihei
$6,950,000
4 Beds ⋅ 6 Baths ⋅ 408558 MLS
This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views to island vistas. The light-filled interior draws you toward a very private resort-style pool and spa, protected from excess sun and wind. Indoor and outdoor staircases lead to the upper level, where a stunning 360-degree panoramic view unfolds across Lana?i, the West Maui Mountains, open fairways, Haleakala, Kaho'olawe, and Molokini. Seamless indoor-outdoor living connects both levels of the home, with every room opening to its own lanai, terrace, patio, or lawn, including common areas and guest baths. The property also offers flexibility to expand by approximately 500 square feet on each level. The formal living room features a wood-burning fireplace, white painted tongue-and-groove vaulted ceilings, and French doors opening to a covered island-view porch. The kitchen and family room flow to a 35-foot lanai ideal for daily living, sunset views, seasonal whale watching, and twice-yearly resort fireworks. A Haleakala-facing terrace offers peaceful daytime views and nighttime stargazing, while a wet bar off the pool deck supports relaxed outdoor entertaining. Four en-suite bedrooms provide private retreats with outdoor access, including a primary suite with a five-fixture bath and exceptional views. A southern orchard leads to an outdoor laundry entry, and the two-car garage includes ample storage. This is a home that is difficult to leave, wrapping you in the warmth of every aloha memory.

3977 Wailea Ekolu Pl, Kihei
$6,900,000
2 Beds ⋅ 1 Baths ⋅ 409482 MLS
4025 Lower Honoapiilani is an exquisite and rare 1-acre oceanfront gated estate, located in one of the world's most desirable locations, between Kaanapali and Kapalua, on the Island of Maui. This one-of-a-kind property offers dramatic sunsets year-round and seasonal whale watching. Situated west facing, the panoramic views of the outer islands Molokai and Lanai create a backdrop like no other. A rare opportunity to own one of the few prime oceanfront sites available. The property is surrounded by blue rock walls and well-maintained mature landscaping offering privacy and tranquility. The bright and opened property features an updated and charming 2-bedroom cottage with additional flex rooms. The mid-level lawn offers a leveled homesite for a main residence. Terraced lawns, and seaside trails take you to the lower grass lawn and ocean access. It's A-1 apartment zoning may offer other potential development options.

4025 Lower Honoapiilani Rd, Lahaina
$6,900,000
7 Beds ⋅ 8 Baths ⋅ 202601735 MLS
PRICE REDUCED! MOTIVATED SELLER. This luxury home was taken nearly to the studs and rebuilt a few years ago, and it shows. Unobstructed ocean views are framed by 30-foot windows and ceilings spanning the entire front of the house, opening to oversized decks. A rooftop deck adds sweeping views of the coastline, Diamond Head, and the ocean. Quiet, private setting two blocks from Diamond Head Road and a short distance to the beach. Seven bedrooms and six full baths plus two half baths. Includes a separate studio with its own private entrance — one bedroom, one bath, full kitchenette — ideal for multigenerational living, guests, or rental income. Owned 27-panel photovoltaic system keeps energy costs low. Seller financing may be available.

3849 Poka Street, Honolulu
$6,900,000
3 Beds ⋅ 4 Baths ⋅ 202528103 MLS
Rarely will you find a home that evokes quintessential Hawaii living at its finest. This SINGLE LEVEL oceanfront home is located on a LARGE 15,000+lot on prestigious Portlock Rd. It has everything: a beautifully designed Ossipoff home, off-shore breezes, & rare double WIDTH private lane entrance. The local property Owner is the founder of the surf company, Local Motion. He says the area PORTLOCK has the BEST WEATHER IN THE WORLD, the location has direct West exposure w-off-shore breezes, slower living away from the hustle-bustle. Raised in Kailua, the seller has also lived in different areas of Hawaii & chose this area. ONLY a few homes on Portlock Rd. have private land in front, this is one of them. This home sits on the ocean but has NO SAND that attracts people, no music, trash or hanging around. Hawaii Kai has everything needed: 5 surfing areas in front (beginners-advanced), ranked schools, public golf, recreation pools & shopping conveniences. Private & separate entry for Guest room for family or care giving. Hawaii living at its finest; unpretentious, you deserve to live the dream. Rob is a Hawaiian Local & raised in Hawaii all his life & will provide his BIO if asked.

469 A Portlock Road, Honolulu
$6,888,000
6 Beds ⋅ 7 Baths ⋅ 202603331 MLS
BREATHTAKING OCEAN VIEWS take center stage from the moment you step through the front doors of this elevated Spanish-style retreat at the base of world-renowned Diamond Head. Perched above neighboring homes, the property offers rare privacy, open sightlines, and the feeling of a private villa. Inside, graceful arched doorways, soaring ceilings, rich ohia wood floors, and beautiful carpentry reflect the home's timeless character. The layout features multiple living areas, a commercial-style kitchen with stainless steel counters, and three ocean-view bedroom suites with vintage bathrooms, and cedar-lined closets- offering a wonderful opportunity to update and personalize while honoring the home's original charm. Originally built by the Magoon family as a gathering space, the lower level includes two one-bedroom units and a studio, each with separate entrances and access to a shared laundry area. These spaces open to a lush, enclosed garden with fruiting trees and greenery, adding flexibility, income potential, a serene outdoor setting in one of Honolulu's most iconic locations.

3647 Diamond Head Road, Honolulu
$6,850,000
4 Beds ⋅ 5 Baths ⋅ 731339 MLS
Set within Kukuiula, Hale Mahana embodies the essence of island style living. This single-level residence artfully captures breathtaking views of the Pacific and its coastal landscape, offering the comfort and sophistication of a meticulously crafted island retreat. With 4,215 square feet of total living space, including 3,177 square feet of beautifully designed interiors, the home provides generous room for relaxation, and elegant hosting. Step inside, where an organic palette features warm wood flooring in the living and bedroom areas, complemented by stone finishes in the baths. A coffered ceiling and expansive multi-panel pocket doors create a relational flow between indoor and outdoor environments. The gourmet kitchen, with a pass-through window to the lanai entertainment area, includes Thermador and Sub-Zero appliances and an expansive island with a secondary sink. Adjacent to the kitchen, a dedicated media room offers an intimate space perfect for movie nights. On opposite wings of the home, two ocean-view primary suites each include walk-in closets, dual vanities, and private garden showers. The third ensuite bedroom overlooks the garden, while the attached Ohana suite, complete with its own entrance and bath, provides an additional private haven. Outdoors, the infinity-edge pool and in-ground spa are positioned to capture the ocean vistas, while tiki torches, a firepit and built-in BBQ are ideal for gatherings around the pool. Whether you are hosting guests under the starry skies or enjoying a quiet evening, the outdoor spaces provide a seamless extension of the home. Other highlights include a photovoltaic system with Tesla Powerwalls and multi-zone air conditioning. FEATURES Land Area: 16,812 sf Interiors: 3,177 sf Lanai: 1,038 sf Garage: 625 sf Bedrooms/Baths: 4/4.5 Amenities: Pool, Spa Tiki Torches, Firepit, Built-In BBQ, A/C, PV View the video (copy & paste): https://player.vimeo.com/video/1051356274

5599 Holo Malanai St, KOLOA
$6,830,000
2 Beds ⋅ 3 Baths ⋅ 730873 MLS
ANALEA RANCH – A Rare Kona Coast Retreat Nestled along Hawaiʻi’s breathtaking Kona Coast, Analea Ranch is a 25-acre off-grid sanctuary offering privacy, sustainability, and panoramic ocean views. Rich in history and surrounded by natural beauty, this unique property blends modern self-sufficiency with the timeless charm of old Hawaiʻi. Property Highlights: * 25-acre private estate * Custom 2-bedroom cottage with wraparound lanai and ocean views * Fully off-grid with solar power, battery storage, backup generator, and a 30,000 gallon triple filteration water catchment system * Historic features including restored historic stone structures and traditional dry stack rock walls * Mature fruit and shade trees throughout the property * Detached garage, agricultural barn, multiple gazebos, and pickleball court * Ag-5 zoning with subdivision potential * Close to shopping, dining, medical facilities, and world-class ocean activities * Contiguous with Hokulia * Full set of architectural plans included * An Archaeological Inventory Survey * This property stands among the most unique offering on the Hawai'i Island A truly exceptional opportunity to own a private family retreat, agricultural estate, or legacy property for generations to come.

81-7870 Alii Dr, KEALAKEKUA
$6,800,000
4 Beds ⋅ 5 Baths ⋅ 724995 MLS
Welcome to 2736 Uluwehi Street, a brand new 4 bedroom, 4.5 bath custom home in the prestigious Kukui’ula development in sunny Poipu on the magical island of Kaua’i. Located on the 4th fairway of the Tom Weiskopf designed championship golf course, this home invites you take in the distant mountain views and breathtaking sunsets while sipping wine by the outdoor fire pit. The home’s great room boasts high vaulted ceilings and expansive floor to ceiling glass pocketing doors to the covered lanais blending indoor and outdoor living seamlessly. The chef’s gourmet kitchen equipped with high end appliances, a large island and a separate pantry. Two of the en-suites bedrooms open to the stylish pool area, complete with baja shelf, spa, outdoor kitchen, beverage fridge, and barbeque all surrounded by lava rock walls for privacy and lush landscaping. Experience the tropical private rock wall showers off both en-suite baths ideal for Kauai’s warm weather. One of the en-suites enjoys its own separate entrance, ideal for guests. This home offers central AC throughout, automatic blinds, built in surround sound system in the great room and pool area, a large two car garage, and is enhanced with a Tesla battery and photovoltaic panels. Located in the visitor destination area (VDA), this home is perfect whether you are seeking a luxurious Kaua’i retreat or a rental property. Kukui’ula is close to world class beaches, hiking trails, & golfing. The Plantation House restaurant is a 5-star dining experience, including a world class spa, outdoor lap pool, steam room, sauna, complete fitness center, yoga studios, indoor/outdoor treatment rooms, and 24 hour security. Shop and dine at the shops at Kukui’ula, and enjoy local fresh produce at the Wednesday market. Kukui`ula offers extensive ownership privileges and amenities. To view video copy and paste link into browser https://kauai-real-estate-media.aryeo.com/videos/019c03db-652a-7126-8e1d-00779724b294

2736 Uluwehi St, KOLOA
$6,800,000
4 Beds ⋅ 3 Baths ⋅ 407207 MLS
A rare opportunity to own a gated multi-structural coastal estate with beach access just steps away. Set at the end of a quiet cul-de-sac, this versatile property offers 4 bedrooms and 2.5 baths, featuring warm wood floors, open floor plan, a detached 3-car garage with office and bonus rooms above, and separate yoga studio. Enjoy a spa/hot tub under the stars, harvest from your own citrus orchard, and entertain guests in a setting that blends comfort and island charm. Perfect for extended family, rental income, or a private retreat. Live the laid-back North Shore lifestyle with surf, sand, and sunshine outside your door, just minutes to Paia and world-class beaches.

1050 Kapukaulua Pl, Paia
$6,790,000
8 Beds ⋅ 11 Baths ⋅ 730152 MLS
Exceptional Income-Producing Opportunity in Poʻipū Beach Estates. Located in the highly sought-after Poʻipū Beach Estates community, presents a rare opportunity to acquire a high-performing vacation rental property on approximately 1.09 acres in the heart of Kaua‘i’s South Shore. Currently generating about $750,000 per year in gross vacation rental bookings, this property offers strong existing cash flow and exceptional investment potential. The property features four separate structures designed to maximize occupancy and flexibility: One 4-bedroom, 4.5-bath Balinese style home with four primary bedrooms each with its attached bathroom and private lanai. Fully air-conditioned home also includes full kitchen, dining and living areas, patio with grill and washer/dryer. One 4-bedroom, 4-bath brand new home with four primary bedrooms with attached bathrooms and one large lanai for family gathering. Fully air-conditioned home also includes full kitchen, dining and living areas, patio with grill and washer/dryer. Two detached 2-car garage structures that can be used as additional non-rentable storage space, each including a loft, bathroom, sun deck, AC and washer/dryer. The versatile layout accommodates a variety of living and rental configurations, making it ideal for large groups, multi-generational travelers, or extended stays. The expansive grounds and beautiful, lush landscaping provide privacy and separation between structures while maintaining a cohesive estate-style setting. This estate has a total of 8595 sf of useable space, 5405 sf of interior air-conditioned space, 3985 sf living space, and 2033 sf lanai space. Positioned minutes from Poʻipū’s beach, golf courses, shopping, restaurants, this property is in one of Kauai's most desirable communities.

2661 Halalu St Unit A, KOLOA
$6,750,000
5 Beds ⋅ 5 Baths ⋅ 202607539 MLS
Located on a private cul-du-sac in the Kaimalino neighborhood of Kukuiula, this rare 5 bedroom and 4.5 bath residence is perfect for your tropical family retreat, or as a lucrative investment rental property. One of the few properties available with both ocean and golf course views, the property is located on the 9th hole of the Tom Weiskopf designed championship golf course. The home is thoughtfully positioned to both frame sweeping ocean views from nearly every room in the home and capture the natural trade winds of Kauai. The outdoor space features lush tropical landscaping with a private fenced-in back yard for privacy and enjoyment. The open-concept living area flows seamlessly to the outdoor lanai through Fleetwood retractable doors, providing effortless indoor/outdoor living. A refined interior designed for both elevated living and effortless entertaining, this property showcases a seamless blend of sophistication and functionality. The home is uniquely distinguished by two primary suites, each serving as its own tranquil retreat. Both suites are. All comments, data is provided by seller or seller's representatives.

4556 Kaimalino Place, Koloa
$6,750,000
5 Beds ⋅ 4 Baths ⋅ 729678 MLS
Located on a private cul-du-sac in the Kaimalino neighborhood of Kukui’ula, this rare 5 bedroom and 4.5 bath residence is perfect for your tropical family retreat, or as a lucrative rental property. One of the few properties available with both ocean and golf course views, the property is located on the 9th hole of the Tom Weiskopf designed championship golf course. The home is thoughtfully positioned to both frame sweeping ocean views from nearly every room in the home and capture the natural trade winds of Kaua’i. The outdoor space features lush tropical landscaping with a private fenced-in back yard for privacy and enjoyment. The open-concept living area flows seamlessly to the outdoor lanai through Fleetwood retractable doors, providing effortless indoor/outdoor living. A refined interior designed for both elevated living and effortless entertaining, this property showcases a seamless blend of sophistication and functionality. The home is uniquely distinguished by two primary suites, each serving as its own tranquil retreat . Both suites feature a luxurious en suite bathroom, providing spa-like comfort and privacy, ideal for owners and guests alike. Total living area under roof of 4,152 square feet captures the island's trade winds, sunlight, and ever-changing seascape. Ownership Privileges and Amenities Include: Private Club Membership at Tom Weiskopf-designed, Private 18-hole Par-72 golf course; World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, sauna, cold plunge and complete fitness rooms and movement studios. Engineered for luxury living, the home includes Fleetwood hurricane-rated doors, multi-zoned AC, a solar array with Tesla battery backup powered by three (3) Tesla Powerwall’s, and an energy-efficient solar hot water system. DETAILS Completed in 2025 Air Conditioned Interiors: 3,443; SF Covered Lanais: 709 SF; Garage: 644 SF

4556 Kaimalino Pl, KOLOA
$6,750,000
4 Beds ⋅ 5 Baths ⋅ 724360 MLS
Newly Completed Luxury Residence. Welcome to Lot 31, an exquisite luxury estate nestled within the exclusive Champion Ridge community of Mauna Lani Resort on the Big Island. This gated enclave comprises 35 half-acre lots, offering unparalleled privacy and prestige. This newly constructed four-bedroom, five-bathroom home boasts over 3,200 square feet of seamless indoor-outdoor living, embodying the ultimate resort-style experience. Enjoy breathtaking panoramic views of Hualalai, Mauna Kea, Mauna Loa and the Kohala Mountain ranges, complemented by stunning ocean and sunset views framed by the distant backdrop of Haleakala. Designed with meticulous attention to detail, the estate features dual primary suites on each level, complete with spa-like en-suite bathrooms. Two additional private guest bedrooms ensure ideal comfort and privacy for visitors or rental guests. Open-concept living and dining areas flow effortlessly onto expansive lanais through pocket doors, creating perfect outdoor entertainment spaces unique to island living. The gourmet chef's kitchen is a culinary dream, equipped with high-end appliances and custom cabinetry. Soaring vaulted ceilings, thoughtfully designed interior finishes, and meticulous craftsmanship elevate the home's luxurious appeal. Located within the gated Champion Ridge community, this residence provides access to Mauna Lani’s world-class amenities. Indulge in championship golf courses, the exclusive Mauna Lani Beach Club with its private beach and oceanfront dining, and the upscale Shops at Mauna Lani offering fine dining, shopping, and a gourmet market. With its short-term vacation rental (STVR) permit, this property offers exceptional flexibility, serving as a primary residence, a luxurious second home, or a lucrative investment opportunity. *Seller is also considering the option of a 25% co-ownership interest sale for $1,715,000

68-118 Pukaua Pl, KAMUELA
$6,750,000
3 Beds ⋅ 3 Baths ⋅ 202518163 MLS
Situated on over 2 acres of beautifully landscaped grounds, this 3-bed, 3-bath home offers exceptional privacy, expansive living and family rooms, and an oversized primary suite complete with an ensuite bath, walk-in closet, and dedicated office. A newly tiled pool with jacuzzi invites you to fully embrace the island lifestyle. The front yard orchard boasts avocado, mango, Tahitian lime, Meyer lemon, grapefruit, oranges, dragon fruit, and more, while the backyard showcases a striking ponytail palm, stately monkeypod trees, and a variety of well-established shade trees. Additional highlights include a 4-car epoxy-coated garage, ample guest parking, and expansive open areas ideal for entertaining. Perfectly positioned near secluded beaches offering year-round surfing, fishing, and diving, the property is also close to Dillingham Airfield (private planes), seasonal polo matches, and Haleiwa Harbor (boat storage). Bonus: Dual Zoning - Agricultural and Residential - keeps water bills around $46/month and property taxes near $9,000/year. This rare North Shore retreat offers the perfect blend of space and serenity.

68-222 Olohio Street, Waialua
$6,700,000
4 Beds ⋅ 4 Baths ⋅ 730652 MLS
Nestled along the lush Haena coastline of Kauai, this gated oceanfront home combines privacy and laid-back luxury. Ideally situated to capture the views, the home offers 4 bedrooms, 3 full and 1 half bathrooms in an impressive 4,774 sqft. The open floor plan is ideal for both family life and entertaining, making it perfect for hosting guests or unwinding in style. Upstairs, enjoy 3,500 sqft of vaulted living space where ocean breezes and natural light flow freely. Floor-to-ceiling glass doors open to a lanai spanning the width of the home, seamlessly blending indoor comfort with breathtaking outdoor views. Whether relaxing inside or outside on the lanai, take in whale watching and al fresco dining. The chef's kitchen is a stand out feature with custom cherry and oak cabinetry, stainless steel appliances, granite countertops, a spacious walk-in pantry, and a large island with seating. The primary suite offers ocean views in a spa-like setting with dual sinks, oversized jetted tub, and glass walk-in shower. The 3 additional bedrooms all boast lanais with views of Mt. Makana. Downstairs, you’ll find 1,200 sqft of flexible space to be defined by your imagination - ideal for a game room, or fitness area perhaps? The landscaped outdoor space is perfect for BBQs, beachside dining, and surfside adventures, with a private path leading to tidepools and endless ocean activities. Notable features include: - New windows, roof, and exterior paint - Elevator for easy access - Motorized storm shutters - Split A/C systems - 2-car garage with copper Martin door - Outdoor lava rock shower - Ipe and Redwood lanais - Security system Around every corner adventure awaits! Located just a short bike ride or stroll from Tunnels and Ke’e Beach, charming coffee shops, a day spa, oceanfront dining, and scenic parks; this pristine, rarely used, and never-rented home is not just a residence; it's a lifestyle.

7312 Alealea Rd, PRINCEVILLE

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