Refine Search
Map
Sort by
$3,495,000
3 Beds ⋅ 4 Baths ⋅ 410414 MLS
Positioned along the top row of Pineapple Hill in Kapalua, this furnished 3-bedroom, 3.5-bathroom residence offers expansive Pacific Ocean views and 3,674 square feet of interior living space. The two-story design features generous living and dining areas with abundant natural light. Marble flooring runs throughout the home, with marble finishes continuing into each bathroom. A mahogany front door adds warmth at the entry, while a propane fireplace creates an inviting focal point in the living area. The kitchen is equipped with a Sub-Zero refrigerator, Wolf range and oven, and Bosch dishwasher. A GE washer and dryer add everyday convenience. Two Rheem air conditioning units provide interior comfort throughout the residence. Outdoor living centers around the private swimming pool and spa, framed by a flagstone pool deck and landscaped grounds. The tile roof complements the architecture, while a two-car garage, security system, and lawn irrigation add practical features. Pineapple Hill homeowners enjoy access to a clubhouse, community pool, tennis courts, and pickleball courts. The neighborhood is within Kapalua Resort on Maui, with beaches, golf, coastal trails, dining, and resort amenities nearby. Ocean views set the scene, while marble finishes, premium appliances, and a private pool and spa make everyday life in Pineapple Hill feel anything but ordinary.

212 Crestview Rd, Lahaina
$3,495,000
1 Baths ⋅ 410244 MLS
Also Listed as Vacant Land MLS #410222. Create Your Own Private Paradise on 40 Acres in West Maui! Nestled in the foothills of the West Maui Mountains, this extraordinary 40-acre property offers sweeping ocean and mountain views, exceptional privacy, and endless possibilities. The agriculturally zoned parcel has not been CPR’d, preserving that option for the new owner. The property features a modern 1,848-square-foot barn with off-grid solar power, a standing-seam metal roof, a fire-suppression system, double garage doors, an indoor bathroom, an outdoor shower, and both potable and nonpotable water meters. LaCantina-style doors and windows open the barn almost completely to the outdoors, creating a seamless indoor-outdoor space. Spacious covered front and back lanais totaling 1,512 square feet provide the perfect place to relax and enjoy the peaceful surroundings and spectacular views, while mature monkeypod trees and palms provide shade and privacy. Current zoning allows for the creation of a private compound with a primary residence, a guest cottage of up to 1,500 square feet, and the existing 1,848-square-foot barn. Several beautiful potential building sites provide the flexibility to bring your unique vision to life. One of the property’s most significant improvements is the professionally engineered access road, which provides convenient entry from the gated cul-de-sac. From the moment you pass through the gate, the journey into this secluded retreat feels like an escape from the outside world. Hundreds of established trees enhance the property’s natural beauty. The grounds include an orchard of mango, citrus, fig, and avocado trees. Separate from the orchard, monkeypods, Samoan and Malaysian palms, and plumeria have been cultivated and are ready for sale. The landscaping is supported by an automatic irrigation system. With abundant space, dramatic views, mature landscaping, existing infrastructure, and numerous building possibilities, this remarkable West Maui property presents a rare opportunity to create a truly one-of-a-kind island sanctuary.

Haniu Pl Unit Lot 10A, Lahaina
$3,495,000
3 Beds ⋅ 3 Baths ⋅ 731232 MLS ⋅ 5-5236 Taylor BLDG.
Set in the heart of Hanalei, this contemporary 3-bedroom, 2.5-bath home offers the rare opportunity to enjoy one of Hawaii's most beloved beach towns just a short walk or bike ride from world-famous Hanalei Bay. With easy access to local shops, restaurants, farmers markets, and everyday conveniences, you'll spend less time in the car and more time enjoying the North Shore lifestyle. Recently built and thoughtfully designed, the home features a bright open-concept floor plan that seamlessly connects the living, dining, and kitchen areas to a large covered lanai, creating effortless indoor-outdoor living. Stunning mountain and waterfall views provide a beautiful backdrop throughout the property. The spacious kitchen is centered around a large island and features white quartz countertops, stainless steel appliances, and a generous walk-in pantry. Split air conditioning throughout provides year-round comfort, while the fully furnished interior allows for an easy and immediate move-in experience. After a morning surf or beach walk at Hanalei Bay, rinse off in the outdoor shower and store your boards, bikes, and beach gear in the oversized garage. Multiple lanais, generous storage, modern construction, and a prime in-town location make this property ideal as a full-time residence, second home, or island getaway. Move-in ready and perfectly positioned in the center of Hanalei, this home offers the convenience of town living combined with the beauty, recreation, and relaxed lifestyle that continue to make Hanalei one of Kauai's most sought-after destinations. Highlights: • 3 Bedrooms | 2.5 Bathrooms • Fully furnished and move-in ready • Split AC throughout • Multiple covered lanais • Mountain and waterfall views • Oversized garage for vehicles, surfboards, bikes, and beach gear • Outdoor shower • Walk or bike to Hanalei Bay • Easy access to shopping, dining, and town amenities • Prime Hanalei location

5-5236 Kuhio Hwy Unit B, HANALEI
$3,490,000
5 Beds ⋅ 5 Baths ⋅ 731503 MLS
Set atop one of the most remarkable vantage points within the prestigious Summit at Kohala Ranch, this exceptional estate on the Island of Hawaiʻi captures sweeping panoramic views of the Kohala coastline, the Pacific Ocean, and the majestic peaks of Hualālai, Mauna Kea, Mauna Loa and Vibrant sunsets, and brilliant star-filled skies create an extraordinary backdrop for this private luxury retreat. This unique offering includes two contiguous Summit parcels totaling approximately 25.9 acres, providing an extraordinary level of privacy with gated access, open space, and exclusivity within one of Hawaiʻi Island's premier gated communities. Completed in 2009, this 5000 square-foot plus custom residence blends unique architecture with refined craftsmanship. Offering five bedrooms and four-and-one-half baths showcasing open living spaces, rich hardwood and natural stone floor finishes, gas fireplace, oversized garage with wine closet, pocket doors that open to spacious covered lanais creating effortless indoor-outdoor island living. The chef's kitchen features a BlueStar 6-burner gas range, dual Miele ovens, Miele refrigerator, Fisher & Paykel dishwasher, walk-in pantry, formal dining with custom lit cabinetry, and dual wine refrigerators. The expansive ocean-view primary suite offers direct lanai access, cedar walk-in closet , spa bath and custom shower. Main floor includes a junior primary with ensuite bath/shower with direct lanai access and ocean views plus two additional bedroom/office spaces. The lower level includes a 6-seat theater with a 152-inch screen and surround sound, fitness area, guest suite, and versatile flex space. The entertaining lower lanai space offers a 40-foot heated lap pool with spa and a lava rock waterfall, and outdoor shower. Sustainable features include a 30-panel NEM photovoltaic system, Sol-Ark inverters with Blue Ion battery backup, drought-tolerant landscaping, 9 zone irrigation system plus AG building.

59-1104 Kohala Ranch Rd, KAMUELA
$3,490,000
4 Beds ⋅ 4 Baths ⋅ 409234 MLS
A newly completed 2023 Custom home in the prestigious Kula Io subdivision. This 4 bedroom 4 bath home sits on a 2 acre CPR'd lot of gorgeous land with amazing sunset ocean views. Over 5000 square feet of living, garage, and spacious lanai make this well designed house a wonderful place to call your home. Conveniently located just 18 mins from town, its the perfect place to be. At 2200 feet elevation the weather is perfect! Banana, macademia nut, and citrus trees are planted and ready to provide your family with fresh organic food. Fully fenced, and privately located, this is one of the best properties in the subdivision. This property is a CPR & is being sold as unit A, come take a look around sunset and prepare to be amazed!

280 Huahua Pl Unit Lot 21, Unit A, Kula
$3,488,000
4 Beds ⋅ 4 Baths ⋅ 730229 MLS
Copy and paste link for video https://player.vimeo.com/video/1055917169 Welcome to the prestigious Poipu Beach Estates! This exquisite custom-built home is just minutes from Kauai's finest beaches and restaurants. Tucked away along a private driveway and adjacent to the serene Waikomo Stream, you'll experience a unique sense of peace and privacy. This legacy island home was built for endurance and class, sparing no expense on high end materials throughout and a thoughtful layout for both family comfort and social entertaining in mind. Aspects include a gourmet kitchen with honed marble countertops, WOLF double ovens and gas cooktop, oversized Subzero Refrigerator and freezer, microwave drawer, and a large farmhouse sink. The living room and kitchen area can be enhanced for indoor/ outdoor living and entertaining with the wall to wall sliders which open wide onto the large screened in deck with built in barbecue and seating area. The area can further be opened to the picturesque back yard via a remote controlled screen wall. Enjoy beautiful high ceilings, central air conditioning with separate smart controls for each room, and photovoltaic solar panels. The home is pre-wired throughout and includes touch screen wall controls, speakers and a media cabinet ready to be hooked up to the latest media and sound technology. These are among so many other wonderful aspects that this home holds. Situated in one of Kauai's few licensed zones for nightly rentals, providing an excellent income opportunity. Step outside to an outdoor oasis complete with lava rock wall showers and a spacious fire pit, perfect for gatherings or quiet evenings. The two-car detached garage includes an office space, private media room, and hurricane shelter, ensuring both functionality and elegance.

5395-B Loi Pl Unit 1, KOLOA
$3,450,000
3 Beds ⋅ 4 Baths ⋅ 202617433 MLS
Welcome to a rare opportunity in coveted Kuulei Tract, where the best of Kailua living comes together on an expansive 12,000+ square foot lot just a short walk from Kailua Beach. Thoughtfully rebuilt in 2004, this single-level residence offers 3,054 square feet of comfortable, open living designed around Hawaii’s indoor-outdoor lifestyle. At the heart of the home is a modern chef’s kitchen that opens seamlessly to generous living and entertaining spaces. Step outside and the property becomes a private tropical retreat. Lush landscaping surrounds a solar-heated pool and spa, complemented by a tranquil waterfall and covered outdoor living areas that invite year-round entertaining. Whether hosting a gathering after a day at the beach, enjoying dinner outdoors, or simply relaxing poolside, the home was designed to make the most of Kailua’s lifestyle. Features include 46 owned (net metered) photovoltaic panels, solar pool heating (separate from PV system), and propane gas for cooking and heating the spa. The large lot provides a sense of space and privacy that is increasingly difficult to find this close to Kailua Beach.

161 Kuuhoa Place, Kailua
$3,449,000
4 Beds ⋅ 2 Baths ⋅ 726480 MLS ⋅ Nene Kane BLDG.
Kauai Coastal Retreat ~ Iconic Anini Beach Just steps from the turquoise shoreline of Anini Beach, this private island retreat captures the essence of North Shore living. Set on over 17,000 square feet of lush land, the 4-bedroom, 2-bath home with a loft offers a rare opportunity to own a licensed vacation rental in one of Kauai’s most treasured coastal enclaves. Designed to embrace relaxed island living, the home offers flexible spaces ideal for gathering, unwinding, or hosting guests in comfort. Whether envisioned as a full-time residence, second home, or income-producing retreat, the layout adapts effortlessly to your lifestyle while maintaining a sense of privacy and tranquility. Anini Beach is renowned for its two-mile stretch of calm, reef-protected waters, ideal for swimming, snorkeling, and paddleboarding. Framed by luxury estates perched along the bluffs and a peaceful shoreline just steps away, the setting feels both exclusive and unspoiled. Opportunities to own in this coveted coastal neighborhood are rare. Homes in this coveted coastal enclave are seldom available. With its blend of location, land, and lifestyle, this property presents an exceptional opportunity for those who’ve been waiting for the right moment. With its exceptional location, generous land, and versatile use, this Anini Beach retreat invites you to experience Kauai living at its most authentic and enduring.

3591 Anini Rd, KILAUEA
$3,400,000
4 Beds ⋅ 3 Baths ⋅ 202612270 MLS
Discover a rare opportunity to own a newly built luxury estate on nearly 3 private acres beneath the majestic Ko'olau Mountains in Kaneohe. Thoughtfully designed to embrace Hawaii's natural beauty, this custom home captures breathtaking ocean and mountain views while offering exceptional privacy and usable agricultural land. Expansive mahogany-framed sliding doors create seamless indoor-outdoor living, opening to Tigerwood lanais perfect for entertaining or quiet relaxation. Inside, soaring ceilings, rich Monkeypod architectural accents, custom LED lighting, split A/C throughout, and a chef's kitchen with premium appliances, oversized island, prep sink, and abundant storage define modern island living. Two luxurious primary suites feature spa-inspired baths, custom walk-in closets, and a private upper lanai. A detached 900 sq. ft. workshop, oversized garage, gated entry, security system, 42 owned PV panels with two batteries, and fire sprinklers complete this exceptional legacy property, just minutes from Kaneohe Town, Kaneohe Bay, and H-3. This estate combines luxury, acreage, privacy, and convenience. A truly exceptional island retreat designed to be treasured for generations.

47-546-E Mapele Place Unit B, Kaneohe
$3,400,000
3 Beds ⋅ 3 Baths ⋅ 729684 MLS
Located in the sought-after Kiahuna Golf Village in Poipu on Kauai’s sunny south shore, this 3-bedroom, 2.5-bath residence offers approximately 2,443 sq ft of living space set along the fairway with ocean views beyond, where both sunrise and sunset skies can be enjoyed. Designed to embrace effortless island living, the open-concept layout is filled with natural light, with expansive windows framing lush golf course greenery and the blue horizon. The kitchen features granite countertops and built-in bench seating, flowing seamlessly into the living and dining areas for relaxed living and easy entertaining. The primary suite offers a private retreat with marble flooring, tranquil views, and direct access to outdoor spaces. Two additional bedrooms provide flexibility for guests or a home office. A screened-in downstairs lanai with a Murphy bed creates an inviting space for extended stays. Thoughtful upgrades include a new roof installed by the current owner, Fleetwood sliding glass doors opening to the upstairs lanai, and smart electric toilets in all bathrooms. Outdoor living is enhanced by a spacious lanai, an outdoor shower, and curated tropical landscaping with a vibrant blend of plants and trees providing natural beauty and privacy. Kiahuna Golf Village is known for its peaceful setting, underground utilities, and convenient access to Poipu’s beaches, dining, shopping, and outdoor recreation. Experience refined island living with golf course setting and ocean views in one of Poipu’s well-regarded communities.

2661 Puuone St, KOLOA
$3,400,000
4 Beds ⋅ 3 Baths ⋅ 409325 MLS
If home is where your horse is, try imagining yourself on this 9.618-acre ranch in the heart of Maui's cowboy town, Makawao! With a 16-stall horse barn and a climate-controlled tack room, a huge riding arena used for horse shows, training, and riding lessons, and farm buildings filling every corner, this has been a working ranch for the last 25 years. The primary dwelling was originally built as a barn but was converted into a 4-bedroom, 3-bath, 2,914 sq. ft. amazing home with windows looking out on the ranch as well as barn-high ceilings that give a spacious feeling to the heart of the house! Enjoy extreme comfort with cooling and heating mini-splits in every room! Wind down the rustic center spiral staircase to the mother-in-law style lower-level, where you'll find 2 of the bedrooms and the laundry room. Across from the main arena is the original home that is now a completely rebuilt cottage with a large attached studio... a great place for a ranch manager to live. The possibilities are endless with this versatile property!

61 Kee Rd, Makawao
$3,399,000
6 Beds ⋅ 6 Baths ⋅ 410430 MLS
Kaanapali Hillside's Crown Jewel! Few homes on Maui are built to this scale, and fewer still are built to run this efficiently. Nearly 6,100 square feet on the highest street in Kaaanapali Hillside, West Maui, with an owned 41-panel PV system, solar water heating, 3-zone central AC, and HOA dues under $500 per quarter. The kitchen was fully remodeled in 2024 — Wolf throughout, with a 48" dual-fuel range, steam oven, warming drawer, and coffee station with cup warmer, plus Sub-Zero refrigeration — opening to a bay-windowed dine-in area. Ocean views from an expansive upper-level sun deck above the blue-tiled private pool, in Kaanapali's famously perfect year-round climate. A double-height reception hall opens the home at proportions rarely built on Maui: formal living room, wood-paneled office, dining room, and an expansive family room built for graceful entertaining with a custom bar and French doors to the lanai. Backlit stained glass in the kitchen, skylights and bay windows and custom built-ins throughout. Six bedrooms, 5 full and 2 half baths — four en suite, including two primary suites; one bedroom is currently a media room. Indoor sauna, and generous closets. Manicured, irrigated grounds on a fenced 11,000+ sf lot. Minutes to beaches, golf, and dining.

54 Hakui Loop, Lahaina
$3,399,000
4 Beds ⋅ 5 Baths ⋅ 729810 MLS ⋅ Makapala Orchards BLDG.
This 11.73-acre estate offers a rare mix of total privacy and resort-style luxury in North Kohala. Located near the beauty of Pololu Valley, the home is freshly painted and perfectly maintained to feel like a private sanctuary the moment you arrive. The home is a masterclass in high-end craftsmanship, featuring vaulted cedar ceilings and quartzite floors that flow throughout. With custom Koa cabinetry, granite countertops, and professional-grade appliances, the gourmet kitchen is a chef’s dream. A large walk-through pantry leads to the three-car garage and an additional one-car garage/workshop. Host elegant evenings in the dedicated formal dining room, highlighted by Koa display cabinets, or enjoy a casual breakfast on the lanai. The stunning stained-glass transom between the lanai and living room reminds you that you are living the ultimate Big Island dream. The layout is designed for both grand entertaining and quiet privacy. The master suite is a true retreat with an adjoining office and a double shower that opens directly to the outdoors. A cozy media room with a wet bar sits directly off the living room, while a teak stairway leads downstairs to a massive entertainment area featuring a teak bar and large sliders that open to the lower lanai with a hot tub. While three bedrooms are located on the lower level, a separate ohana upstairs has its own kitchenette, laundry and private lanai to enjoy that ocean view. For those seeking a sustainable lifestyle, the land is a literal fruitful investment. An agricultural tax exception has been granted due to approximately nine acres dedicated to a thriving orchard with over 500 lime trees and over 150 avocado trees. Plenty of agricultural storage and a separate caretaker's cottage sit well away from the residence. Built with steel-framed construction and a Met-tile roof, this isn't just a beautiful home—it's a legacy property built to be enjoyed for generations.

52-4602 Akoni Pule Hwy Unit D, KAPAAU
$3,399,000
4 Beds ⋅ 5 Baths ⋅ 726346 MLS
Short term rental in the exclusive gated community of Keauhou Estates! This stunning 3,548 sq ft fully furnished 4-bedroom (plus bonus room configured as a 5th bedroom), 4.5-bath luxury residence is designed for effortless indoor-outdoor Hawaiian living and generates rental income. Private pool surrounded by rock walls and an expansive pool deck perfect for lounging and entertaining. Custom outdoor BBQ area with refrigerator, and a custom table. Sweeping ocean and coastline views from almost every room in the house! The gourmet kitchen features rich Koa cabinetry and quartz countertops. Spacious open-concept dining and living areas flow seamlessly to the covered lanai and pool. A generous primary suite with luxury bathroom and 2 additional bedrooms are located upstairs with a second primary and bonus room downstairs. Oversized two car garage with storage and large driveway provide ample parking for you and your guests. Located behind the private gates of prestigious Keauhou Estates, you’re just minutes from Keauhou Bay, magic sands beaches, snorkeling, golf, shopping, restaurants, and the Keauhou Shopping Center. Whether you’re looking for an income-producing vacation rental, a second home that pays for itself, or your forever Big Island retreat, this turn-key property checks every box.

78-6955 Kiaaina St, KAILUA KONA
$3,388,000
4 Beds ⋅ 3 Baths ⋅ 731122 MLS ⋅ Iolani BLDG.
IOLANI- Owner highly motivated ,a smart opportunity .Ocean views,resort style,gated property with lots of privacy . If your looking for contemporary this house is not for you.1.1 acres.Lush lawns, multiple lanais,several outdoor entertaining areas,home spans approx 3500 sq ft. built with Integrity.Heated zero edge pool and spa,outdoor BBQ and wet bar perfect for entertaining.Sunsets year round! Ocean and coastline views, comfortable elevation 950 ft approx.fully landscaped and irrigated. Abounding in native flora and fauna, professionally designed and landscaped, The manicured tropical gardens are nestled on private cul de sac street. Custom finishes galore, just minutes from town. Home approximately 3500 sq ft living space, attached 3 car garage,copper gutters, drain spouts & chains, concrete tile roof. 3 bedroom (or office could be used as 4 bedroom, )3 bath with screened in auxiliary room, plus large covered lanais. Laundry room with walk in pantry and lots of storage,and 3 car attached garage. Custom lighting details inside and out.Large custom chefs kitchen, granite counter tops,sub- zero,viking double oven, bosch dishwasher, thermador, storage galore, plus attic. Ohia solid flooring thru out, and french chiseled stone travertine .Unparalleled sense of peace and seclusion . Quality lava rock walls, and Large Lava rock and koa gas fireplace is focal point in Great room.One of Kona's most prestigious neighborhoods. The view as you enter thru the regal double door entry will leave you breathless. Passing thru gated driveway you are greeted by vibrant gardens. close to beaches, shopping,medical facilities, restaurants all the conveniences , yet so secluded and private. A once in a life time opportunity to own one of the best built homes in Kailua-Kona. (sq. footage may not match county records. ) Home is sold unfurnished.

76-863 Pakalakala Pl, KAILUA KONA
$3,388,000
4 Beds ⋅ 3 Baths ⋅ 202610816 MLS
Exceptional custom-designed residence thoughtfully designed to capture unobstructed views of the Pacific Ocean, coastline, and iconic Diamond Head. A foyer with soaring ceilings and a tranquil koi pond creates an unforgettable arrival. The living room showcases three walls of stunning views, soaring ceilings, a wet bar, and direct access to an expansive lanai for effortless indoor-outdoor living. The formal dining room and lanai are adjacent to a grassy area, with a permit for a pool, and stunning ocean vistas. The spacious kitchen boasts a center island, custom cabinetry, walk-in pantry, and casual dining area, while the adjoining family room opens to two lanais, including a large patio for entertainment. The main level includes a bedroom and full bath, ideal for guests or a home office. Upstairs, the primary suite offers a private ocean-view lanai, spa-inspired bath with soaking tub, and walk-in shower. There are two additional bedrooms, a full bath, a laundry room, and a permit to add two additional bedrooms. Stay cool with 7 split AC systems, and reduced electricity fees with $100,000 of new PV solar panels and energy storage batteries. An amazing home with great feng shui!

626 Kahiau Loop, Honolulu
$3,350,000
4 Beds ⋅ 4 Baths ⋅ 202613010 MLS
Spectacular ocean views!!  Nestled within the private gated community of Kahala Kua, this elegant residence exudes sophistication and luxury. Soaring high ceilings and floor to ceiling sliding glass doors and windows flood the home with natural light, showcasing stunning ocean views. Polished marble floors throughout living, dining and kitchen areas. Top of the line kitchen appliances- Thermador gas stove and Subzero appliances. Step outside to the big patio with a heated swimming pool, jacuzzi and views beyond. The upstairs level transitions to warm, rich Brazilian cherry wood floors. All 4 upstairs bedrooms have their own lanais to catch the views.  Great open floor plan, ideal for indoor outdoor living. Enjoy poolside barbecues and sunset gatherings while taking in the ocean view. Drive up and enjoy this peaceful and elegant home.

5609 Poola Street Unit A, Honolulu
$3,333,000
7 Beds ⋅ 5 Baths ⋅ 409514 MLS
THE MAUI SANCTUARY. Three structures. Five separate living spaces. Ocean views. Resort-style pool. Two acres of lush tropical grounds. One extraordinary Maui estate. Welcome to 1073 Nanihoku Place, a rare Hawaiian-style property in Haiku offering privacy, flexibility and luxurious resort-style living that is distinctly Maui. The property is well suited for a private family retreat, extended family and guests, creative or wellness pursuits, investment potential, or simply enjoying your own world in the heart of Maui's North Shore. The main residence features warm wood, natural light, multiple gathering areas and an abundance of indoor-outdoor living. It is thoughtfully configured into a two-bedroom plus den home, a separate two-bedroom, one-bath wing, and a ground-floor apartment with three bedrooms. A beautiful two-bedroom ohana sits at the top of the property with its own hot tub and gated entry, and is currently operated as an Airbnb. Just behind the main residence is a private 280-square-foot loft space, creating a total of five distinct living environments for family, guests and extended stays. This private tropical retreat is a must see with its amenities and endless possibilities.

1073 Nanihoku Pl, Haiku
$3,330,000
6 Beds ⋅ 6 Baths ⋅ 202608303 MLS
| Seller Financing Available | Offering over 5,000 square feet of interior living space on more than an acre of land, this expansive estate delivers space, privacy, and potential rarely found on Oahu. Enjoy the best of both worlds with sweeping ocean and mountain views, all from the comfort of your own private compound. Surrounded by lush landscaping and enclosed by a full rock wall, the property offers a true sense of retreat and seclusion. Designed for both everyday living and entertaining, the home features multiple living areas, a chef’s kitchen equipped with high-end commercial-grade appliances, and a separate guest quarters with its own entrance. The grounds include a private tennis court and expansive open space, offering endless possibilities to create your ideal outdoor setting.

84-940 Moaelehua Street, Waianae
$3,300,000
3 Beds ⋅ 4 Baths ⋅ 731681 MLS
Welcome to Hale Haena Kai—an enchanting island retreat in the heart of Kauai's coveted North Shore. This permitted vacation rental offers an exceptional opportunity to own a home in one of Hawaii's most breathtaking coastal communities. Perfectly situated across from Kepuhi Beach with easy walking access to the shoreline, this inviting two-story residence features 3 bedrooms and 3.5 bathrooms and is tucked away on a peaceful cul-de-sac, offering privacy and tranquility just moments from the ocean. Adventure is always close at hand. Ke'e Beach is approximately two miles away, while nearby Tunnels Beach and the world-renowned Kalalau Trail along the spectacular Nā Pali Coast are just about a mile from the property. The Hanalei Colony Resort, featuring a popular restaurant and coffee shop, is also within easy walking distance. Currently operating as a very active vacation rental, Hale Haena Kai is equally well suited as a full-time residence or a second home,. Spacious front and rear lanais invite you to embrace Kauai's indoor-outdoor lifestyle, surrounded by lush tropical landscaping with swaying coconut palms, avocado and citrus trees, vibrant flowering plants, and mature tropical foliage that create a peaceful garden setting. Just a short drive from Hanalei Town, the iconic Hanalei Pier, and the North Shore's world-famous beaches, this exceptional property places you in the heart of everything that makes Kauai so special. Whether you're seeking a private island sanctuary, a family getaway, or a vacation rental , Hale Haena Kai offers the perfect blend of location, comfort, and authentic Hawaiian charm.

4523 Uku Lii Pl, HANALEI
$3,300,000
2 Beds ⋅ 2 Baths ⋅ 731233 MLS ⋅ Kahili Nani BLDG.
Unique offering combining a move-in ready home, nearly 2 acres of usable land, and deeded access to a private waterfront parcel with easy access to the Kilauea River. Perched on a bluff overlooking the Kilauea River Valley, this private retreat captures the best of island living with privacy, space, and adventure right outside your door. The single-level residence comes fully furnished and move-in ready, offering comfortable indoor-outdoor living with a swimming pool, covered lanai, and multiple accessory structures. These flexible spaces are ideal for a home office, creative studio, workshop, guest overflow, or additional storage. Whether you're seeking a turnkey North Shore residence, a small farm, or a private property with room to grow, this offering provides immediate enjoyment while maintaining future potential. One of the property's most exceptional features is its deeded access to the Kilauea River. Ownership includes a shared easement and partial ownership in a private 6-acre riverfront park. Load up the UTV, head down to the river, and launch your paddleboard, kayak, or canoe for adventures along the Kilauea River and out to Kahili Beach, known locally as Rock Quarry. Few properties offer this unique combination of acreage, privacy, and direct access to one of Kauai's most scenic waterways. The nearly 2-acre parcel features a mature orchard with avocado, mango, lychee, citrus, banana, and other fruit trees, creating a productive and beautiful landscape. Located just outside of Kilauea, you'll enjoy a peaceful rural setting while remaining minutes from shopping, schools, dining, and North Shore beaches. Highlights: • 1.8-acre bluff-top parcel above Kilauea River Valley • Move-in ready residence • Deeded water access + 6-acre riverfront park ownership • Pool, outdoor living & flex spaces

4316-C Kahili Makai St Unit B, KILAUEA
$3,300,000
3 Beds ⋅ 2 Baths ⋅ 730592 MLS
An internationally acclaimed masterpiece of organic architecture, the legendary Onion House is a rare opportunity for a connoisseur of Architecturally significant homes. Hand-built by master architect Kendrick Bangs Kellogg, this iconic estate offers an immersive experience minutes from town, yet worlds away. Curved steps guide you onto a terrace framed by views of the Kona coast. The property’s silhouette features two structural shells mirrored in a brilliant 70-foot turquoise pool wrapping around the compound. A custom pivoting glass door reveals open-air interiors with vibrant stained-glass windows by famed artist James Hubbell. Cast-in-place concrete arches radiate from a central fireplace, spanned by translucent roof panels that bathe the home in a warm glow by day and illuminate like twin Japanese lanterns by night. The interior walls are formed of native Hawaiian Koa wood and slanted lava rock walls echoing ancient Hawaiian heiau. Redefining indoor-outdoor living, the exterior utilizes screens and stained glass, allowing tropical trade winds and the fragrance of jasmine to drift seamlessly through. A covered walkway leads across the water to a completely detached master bedroom oasis offering ultimate seclusion, complete with its own bath and private meditation garden. Lovingly maintained, the estate matches architectural prestige with exceptional financial sustainability. It features a legacy unhosted Short-Term Vacation Rental (STVR) license. Offered with adjoining garden parcels 3-7-7-9-53 and 3-7-7-9-54, this almost 1 acre compound ensures complete privacy, view protection, and an unrepeatable piece of architectural history.

77-6411 Nalani St, KAILUA KONA
$3,299,000
6 Beds ⋅ 6 Baths ⋅ 410406 MLS
Discover a fully updated West Maui residence that blends flexibility, comfort, and island elegance in one exceptional property. This duplex has been tastefully upgraded throughout with quality finishes, updated fixtures, and newer appliances, offering a clean, modern feel while preserving the charm of an established Napili home. Configured as Side A and Side B, each side features a two bedroom, two bathroom layout with a spiral staircase leading to a loft, plus an additional one bedroom/one bathroom with its own private entry and lanai. The flexible configuration offers a variety of possibilities for comfortable living, extended family arrangements, long-term options, guest accommodations, or creating distinct spaces to suit the new owner’s needs. Every detail has been thoughtfully upgraded: updated kitchens and bathrooms, new flooring and countertops, and high quality finishes throughout. New windows were installed, and the exterior has been freshly sealed and painted, giving the entire property outstanding curb appeal. Mature landscaping, fruit trees, palms, and flowering plants, frames a peaceful, private outdoor setting. Four individual garages, generous parking, and abundant storage provide exceptional convenience for vehicles, beach gear, and all the essentials of the Maui lifestyle. Just a five-minute walk to beach access, with Napili Bay and Kapalua Bay nearby, this prime location puts you within easy reach of world-class beaches, golf, shopping, and dining. Enjoy the convenience of golf-cart access to many of these destinations, with a quick two-minute ride to take in spectacular Maui sunsets. The property’s flexible configuration may offer future opportunities for separate ownership, subject to Buyer and Buyer’s Agent’s independent due diligence and all applicable requirements. Side B is tenant occupied and shall not be disturbed. Buyer and Buyer’s Agent are advised to conduct their own due diligence.

99 Hui F Rd Unit A & B, Lahaina
$3,299,000
3 Beds ⋅ 4 Baths ⋅ 730398 MLS ⋅ Kalihiwai Palms BLDG.
Trustee Sale — A Truly Rare Offering.....Never before on the market Perched along the rim of the breathtaking Kalihiwai Valley, this extraordinary estate presents a once-in-a-generation opportunity to own a property of remarkable beauty and potential. Sweeping mountain, river, and valley views surround the home, offering a dramatic natural backdrop from nearly every vantage point — with even more opportunity to expand and enhance the vistas to create your own private sanctuary. Rich with architectural character, the residence features soaring vaulted open-beam ceilings, warm pine flooring, and an expansive open-concept design filled with natural light and island breezes. The home’s striking mosaic-tile pool appears to float above the valley below, delivering an unforgettable setting for relaxation, entertaining, and quiet moments immersed in nature. A rare combination of location, privacy, and untapped potential, this is a legacy property unlike anything else on the market. This property is located in drier area of Kalihiwai Ridge within close proximity to the amenities, shopping and dining opportunities of Kilauea Town.

5250-D Kahiliholo Rd, KILAUEA
$3,295,000
5 Beds ⋅ 5 Baths ⋅ 731611 MLS ⋅ Hale Opueo B-3 BLDG.
Enjoy cool upcountry living and sweeping ocean views from this private 2.69-acre estate in desirable Hale O Pueo, just minutes from Kailua-Kona. This 3,486 sq. ft. residence offers 4 bedrooms, 4 baths, soaring 13-foot ceilings, a dramatic three-sided fireplace, multiple living areas, and expansive covered lanais capturing coastline views and year-round sunsets. The gourmet kitchen features honed granite countertops, an oversized island, an 8-burner range, double ovens, and a butler's pantry. The flexible floor plan includes a spacious primary suite with ocean views, recreation room with antique Brunswick billiards table and wet bar, plus generous guest accommodations. A detached 1-bedroom, 1-bath guest house with full kitchen, laundry, covered lanai, and private carport provides exceptional flexibility for extended family and guests. The grounds include mature fruit trees, raised garden beds, and a screened orchid greenhouse that doubles as a unique venue for outdoor dining and entertaining. Why Buyers Are Choosing Homes Like This: Nearly 3 acres minutes from Kona; detached guest house; panoramic coastline views; 3,500 sq. ft. of living space; cool Hualālai elevation; orchid greenhouse; room for a future pool; rare privacy and convenience. Why This Purchase Makes Sense: Buyers today value land, flexibility, and features that are difficult to replace. This estate combines acreage, ocean views, a detached guest house, and an outstanding location, creating long-term lifestyle value. Ideal for buyers seeking privacy, multigenerational living, and cooler upcountry living. Best suited for buyers comfortable maintaining a larger estate and an established home.

74-4994 Mamalahoa Highway, HOLUALOA
$3,280,000
5 Beds ⋅ 4 Baths ⋅ 202613577 MLS
Spacious 5 bedroom 4 bath home on Maono Place, a quiet interior street, within prestigious Hawaii Loa Ridge. This home features a covered lanai with beautiful sweeping ocean views and sunsets. Upstairs also features a spacious living area, dining room, kitchen with breakfast room, and 2 bedrooms, 1 bath. Downstairs features the primary bedroom & bathroom which look out to a spacious lanai, 2 bedrooms each with their own ensuite, and a dedicated laundry room. This gated community features gated security, tennis courts, hiking trails, and club room.

167 Maono Place, Honolulu
$3,265,000
3 Beds ⋅ 3 Baths ⋅ 730909 MLS
Unobstructed Ocean Views that make you say "WOW!" Nestled into a lush greenbelt along an ocean bluff on one of the most sought-after streets in Princeville; Kaweonui Road, sits the iconic 2,371sf Dragon House. This 3-bedroom, 3-bath Japandi-inspired home is situated at just the right angle to take advantage of stunning ocean views and gentle breezes in every room. Immersed in natural beauty, this light-filled and comfortable home is protected by dragons on the North and South roof peaks, promoting a sense of good fortune. The sculpted Japanese garden leads you past the 2-car garage to the roomy front porch. You are welcomed by a dragon on the custom stained glass front door. Enter into a tall-ceilinged hallway filled with colorful light from another artful stained-glass window depicting the essence of Kauai’s natural beauty. As you move around the corner you are enthralled by the ocean view from the main living area. With floor to ceiling windows, the living room seamlessly connects the dining area and adjoining functional kitchen with the spacious covered lanai outside. This is the heart of the home. This is where you want to spend meaningful time immersing yourself in soulful serenity. There are 2 bedrooms on the main level each with their own lanai, ample closet space and full bathrooms. A second-floor spacious primary bedroom suite is beautifully detailed with Japandi-design finishing touches, featuring another sizable lanai. This room has an en suite full bathroom, two large closets and adjoining annex room which can be set up as an office, yoga retreat or baby room. Located on a highly usable 1/4+ acre lot, the existing floor plan offers a significant advantage for future improvements and sizable expansion, or an exceptional potential for a major transformation.

3629 Kaweonui Rd, PRINCEVILLE
$3,250,000
6 Beds ⋅ 4 Baths ⋅ 202616520 MLS
This quintessential Hawaiian home on the water has everything you could dream of for the perfect island getaway. Rebuilt in 2020 with extensive renovations like a new build, the estate is tucked behind a private gate and surrounded by tropical landscaping with fruit trees and a quick paddle out to the sandbar! Set on over 21,000sq. ft. of land, a magnificent monkeypod tree canopys the property. A newly built 2-bedroom, 1-bath Ohana sits above a 3-car carport, offering beautifully designed space for family or guests. Meander around the monkeypod tree to the main home featuring 4 bedrooms, 3 baths, garage, carport and seamless indoor-outdoor living. Vaulted ipe wood ceilings, solar panels, designer finishes and indoor and outdoor kitchens add warmth and character throughout. The private primary suite can also function as separate guest quarters with a wet bar and large covered lanai. An expansive covered lanai with outdoor kitchen and spa overlooks the large grassy yard, unobstructed ocean views and spectacular sunrises. Crafted for entertaining and relaxing, this extraordinary property embodies the best of island living, yet is just 7 minutes from Kaneohe and 25 min to the airport.

47-207 Kamehameha Highway, Kaneohe
$3,250,000
3 Beds ⋅ 3 Baths ⋅ 732860 MLS ⋅ Kolo Road Estates BLDG.
Some homes you walk through once and don't forget. This is one of them. Set on 1.25 ag-zoned acres above Kilauea just minutes from town, yet entirely its own world, 2020 Kolo Road was built by Jeff Hassell, a contractor known for overbuilding and for working with the land rather than against it. He sited the home so the trade winds run straight through it and cantilevered the master toward the view, so it reads like the captain's perch of a boat. Ocean and mountain views from nearly every window, with enough natural privacy that the home was lived in without a single curtain. The 2,316 sq ft main residence (3 bed / 2 bath) carries craftsmanship that doesn't repeat itself. Front door and kitchen island in Big Island mango, the fiery grain a product of volcanic ash from a forest that no longer exists. Custom millwork through the kitchen and master, an ergonomic kitchen laid out down to the last detail, and modern touches like lights that come on and off as you move through the house. Hand-forged Rocky Mountain hardware on every door and cabinet. Thermador refrigerator and microwave drawer, with Thermador and Bosch dishwashers integrated into the millwork. A separate 603 sq ft studio with a full bath and solar hot water adjoins a 611 sq ft shop wired for 220, with a solid-wood floor the builder's point of pride, and a high-tech office. Both structures wear Gaco-sealed metal roofs. Even the raised garden beds are plumbed for water — with fire spigots stationed throughout the grounds and purified water running to the entire property. The yard has a PetSafe YardMax in-ground wire pet fence. A new five-fin Envirofin septic replaced the cesspool. Mature avocado and citrus, modest acreage, but more than enough to grow your own food, and with a gravel pad and driveway radius built to park a boat. A genuinely special property. Whoever lands it will love it.

2020-B Kolo Rd, KILAUEA
$3,250,000
3 Beds ⋅ 2 Baths ⋅ 410512 MLS
Experience the essence of South Maui living at this exceptional residence in the heart of Kihei, just a short stroll from the golden sands and crystal-clear waters of Kamaole Beach I. Privately situated on an expansive 10,000+ sq. ft. lot, this thoughtfully designed island retreat blends timeless Hawaiian character with modern comfort. Soaring vaulted ceilings, warm natural hand carved doors, with mahogany wood, a beautiful expansive lanai space, outdoor showers to enjoy the stars while you unwind, outdoor laundry and abundant natural light create an inviting atmosphere, while seamless indoor-outdoor living spaces embrace Maui's year-round tropical climate. The lush grounds are a private oasis, featuring mature tropical landscaping, fruit trees, and tranquil areas for entertaining or quiet relaxation. An owned photovoltaic system enhances efficiency and sustainability. Ideally located near renowned beaches, snorkeling, paddleboarding, dining, boutique shopping, and golf, this rare offering presents an exceptional opportunity to enjoy one of South Kihei's most coveted beachside neighborhoods. Whether as a full-time residence, island getaway, or investment property, this home embodies the relaxed elegance and unmatched lifestyle that define Maui.

2165 Iliili Rd, Kihei

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.