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44-421 Kaneohe Bay Drive, Kaneohe
$3,599,000
5 Beds ⋅ 4 Baths ⋅ 202620382 MLS ⋅ FS - Fee Simple Tenure
Kayak, paddle board, or launch a small boat right from your own yard. This waterfront home sits on a half-acre lot with about 80 feet of calm Kaneohe Bay frontage, just minutes from Kailua. Paddle out at sunrise and come home to views of Coconut Island and the Ko’olau Mountains. The upper level offers two bedrooms, two baths, grand living and dining with 11.5-foot ceilings, quartzite counters, split AC, and a wraparound Trex deck with glass railings. The lower level has three bedrooms, two baths, private entrances, and flexible space for a home office, gym, or hobbies. Extensively renovated with a new roof, siding, windows, plumbing, electrical, and driveway, plus foundation reinforcement, upgraded drainage, and double-wall construction with sound insulation. Outside, mature mango and coconut trees, plumeria and pikake, an outdoor shower, and a gazebo at the water’s edge. Walk or boat to Kaneohe Yacht Club, with quick H-3 access to Honolulu. Minutes to Aikahi Park Shopping Center, Kailua town, and Kailua Beach, and served by Kailua’s Aikahi Elementary. Live upstairs, welcome guests and extended family downstairs, and make the bay part of your every day.

44-421 Kaneohe Bay Drive, Kaneohe

Listing courtesy of Hawaii Modern Realty.

4955 Makena Rd Unit D302, Kihei
$3,599,000
4 Beds ⋅ 4 Baths ⋅ 411173 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.
EXCEPTIONAL LUXURY, EXTRAORDINARY VIEWS, AND ROOM FOR EVERYONE! Welcome to Na Hale O Makena D302, a beautifully appointed, expansive 4-bedroom, 3.5-bath luxury condominium offering the space, comfort, and privacy of a gracious island residence, complemented by some of South Maui's most breathtaking ocean views. Imagine gathering family and friends for unforgettable Maui experiences, with generous accommodations that can comfortably host a large group. Whether you're looking for an extraordinary family vacation home, a multigenerational island retreat, or a private corporate getaway, D302 offers the flexibility and spaciousness to bring everyone together without sacrificing personal space. The magnificent ocean panorama takes center stage, with unobstructed views of Molokini, Kaho?olawe, spectacular year-round sunsets, and seasonal whale watching. From the rear bedroom, enjoy a peaceful view of majestic Haleakala. These are the views people dream of when they imagine owning a home in Maui. Inside, you'll discover elegant marble tile flooring, granite countertops, a beautifully designed Snaidero kitchen with premium Gaggenau and Bosch appliances, and thoughtfully furnished living spaces. An additional upstairs living area provides a wonderful second gathering space, ideal for entertaining, relaxing, or simply giving everyone room to spread out. Offered fully furnished, this residence is ready for you to begin enjoying the Maui lifestyle. Set on approximately six beautifully maintained acres with just 40 exclusive residences, Na Hale O Makena offers an intimate, private setting rarely found in condominium living. Residents enjoy a swimming pool, spa, fitness center, and the peace of mind that comes with a gated community. Vacation rentals are prohibited, helping preserve the residential atmosphere and tranquility that make this property so special. Located just minutes south of Wailea's championship golf courses, world-class resorts, fine dining, luxury shopping, and spectacular beaches, you'll enjoy convenient access to South Maui's finest amenities while returning home to the quiet beauty of Makena. More than a luxury condominium, D302 is a place to bring generations together, create lasting memories, and experience the very best of Maui. With its extraordinary views, generous living spaces, elegant appointments, and exclusive setting, this is a rare opportunity to own a truly exceptional Makena retreat. Welcome home to Na Hale O Makena D302.

4955 Makena Rd Unit D302, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

77-212 Ke Alohi Kai Pl, KAILUA KONA
$3,599,000
4 Beds ⋅ 7 Baths ⋅ 733331 MLS ⋅ ['Fee Simple'] Tenure
Luxury Ke Alohi Kai Residence with Established Vacation Rental History Discover refined island living in Ke Alohi Kai, an exclusive oceanfront gated community within Kailua-Kona’s resort-designated area, where short-term vacation rental use is permitted subject to applicable requirements. This custom-built 4-bedroom, 7-bath residence offers 4,035 square feet of interior living space on a 10,034-square-foot lot. Quality construction, elegant architectural details, rich wood finishes and generous gathering spaces create a warm, timeless island style. Designed for seamless indoor-outdoor living, the home features more than 1,000 square feet of covered lanais. Expansive pocket sliding doors connect the main living areas with multiple outdoor spaces for dining, entertaining and enjoying Kona’s tropical climate. Each bedroom is en-suite and includes its own private balcony or covered lanai, providing comfort and privacy for owners and guests. The ground-level primary suite opens directly to the pool area and features a jetted tub, walk-in shower and dual vanities. A private zero-edge pool, cascading spa and waterfall create a resort-inspired outdoor retreat surrounded by lush tropical landscaping, stone walls and wooden gates. Additional highlights include a spacious kitchen with rich wood cabinetry, large living and dining areas, two sitting areas, an upstairs wet bar, central vacuum, photovoltaic solar system and enhanced air conditioning. The residence also has an established and successful vacation-rental history, with supporting information available for review. Located near Magic Sands Beach, popular restaurants and the attractions of Kailua-Kona, this exceptional property offers flexibility as a private island retreat, part-time residence or luxury vacation rental.

77-212 Ke Alohi Kai Pl, KAILUA KONA

Listing courtesy of COMPASS.

1503-E Puu Rd, KALAHEO
$3,595,000
3 Beds ⋅ 4 Baths ⋅ 734555 MLS ⋅ ['Fee Simple'] Tenure
Positioned on 3.99 acres, and within 20 minutes of Poipu, this tropically inspired estate, overlooking Kauai’s southwest coastline, captures the essence of pure island living. Here, you experience ocean views that span long and wide, serenity from dawn through the evening, natural sounds baths and incomparable sunsets over the horizon. A private gated entrance and long concrete driveway create intrigue and unveil the custom-built Balinese inspired residence offering over 3,100 square feet of thoughtfully designed interior living space, not including the 829 sq ft of interior garage & workshop space. The home features an open-concept floor plan, 3 bedrooms, 2.5 bathrooms plus an office with its own half bath, 3 expansive lanai areas, and views from every room. For additional value, find a second approved water meter and an Additional Dwelling Unit clearance for potential expansion. Buyer to confirm during due diligence period. The primary suite is a true sanctuary, complete with ocean views and spacious covered lanai. Two additional suites provide ocean vistas and easy access to the great room. Premium finishes throughout include rich walnut flooring, vaulted bedroom ceilings, Merbau wood ceilings, and elegant Ipe wood window and door trim. The property offers 24 photovoltaic panels, solar hot water, and a large garage & workshop space with convenient drive-through access. Outside, mature trees, a fenced pasture-ready yard, and ample room for additional structures or pool & spa create endless opportunities to enjoy the magical property. VIEW THE VIDEO (copy & paste link into browser): https://player.vimeo.com/video/1222816838 FEATURES Acreage: 3.99 Interiors: 3,141 SF Garage: 829 SF Furniture: Negotiable Bed/Baths 3 Bed + Flex Spaces + 2 Baths + 2 Half Baths More: Tropical architecture, Custom joinery and wood floors, 3 lanai areas, Unobstructed views, PV + Solar hot water, Gated entry. Not part of an HOA.

1503-E Puu Rd, KALAHEO

Listing courtesy of COMPASS.

59-576 Kaala Rd, KAMUELA
$3,595,000
7 Beds ⋅ 7 Baths ⋅ 734457 MLS ⋅ ['Fee Simple'] Tenure
A substantial residence with detached guest quarters, exceptional privacy and a lower elevation within the Heathers at Kohala Ranch. Together they total 6,287 square feet of living area, set well back from the road at the end of a long driveway. Primary suites occupy separate wings. The great room has tall ceilings and Fleetwood sliding doors opening to approximately 1,140 square feet of covered lanai, with a pool, spa and ocean views beyond. The property occupies 3.07 acres at approximately 500 to 600 feet above sea level and includes a 3 car garage. Kohala Ranch is a gated community extending from the coastal lowlands into the Kohala hills. The Heathers places this property in its lower reaches, a short drive from the Kohala Coast’s resorts, beaches, golf and dining.

59-576 Kaala Rd, KAMUELA

Listing courtesy of Private Listings Hawaii.

4400 Makena Rd Unit 109, Kihei
$3,595,000
2 Beds ⋅ 2 Baths ⋅ 410949 MLS ⋅ Fee Simple Tenure ⋅ Polo Beach Club BLDG.
At Polo Beach Club 109, the best part of a Maui day is how easily it unfolds. Open the doors to a generous ground-floor lanai, enjoy your morning coffee among the palms, and take in the ocean view before exploring the pool or the lovely sand at Polo Beach. This two-bedroom, two-bath Wailea residence offers 1,238 square feet of interior living space, an inviting kitchen and dining area, and a comfortable place to gather after a day outdoors. Its location within the property offers a quieter, more private feel while keeping the beach close. With no elevator ride between the lanai and the lawn, it is easy to head out for another swim, welcome grandchildren for a beach day, or make the kind of family memories that bring everyone back to Maui. Polo Beach Club puts Wailea’s coastal walk, dining, shopping, and golf within reach. Come for the setting; stay for the simple pleasure of making it your own.

4400 Makena Rd Unit 109, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2979 Kalakaua Avenue Unit 904, Honolulu
$3,590,000
2 Beds ⋅ 2 Baths ⋅ 202613818 MLS ⋅ FS - Fee Simple Tenure ⋅ Coral Strand Ltd BLDG.
Experience refined Gold Coast living in this beautifully crafted oceanfront residence at Coral Strand Ltd. Perfectly positioned above the canopy of Kapiolani Park, this exceptional home captures breathtaking panoramic views of the Pacific Ocean, Diamond Head, the Honolulu skyline from three private lanais. Expertly remodeled by renowned contractor John Sutton, the residence showcases timeless design, exceptional craftsmanship, and premium materials throughout. European limestone flooring, exquisite marble bathrooms, hand-finished teak accents, custom walnut cabinetry, and soaring 9-foot ceilings create an elegant and sophisticated living environment. The gourmet kitchen is appointed with Miele, Bosch, and Sub-Zero appliances, while a wet bar, Lutron lighting and automated shades, Sonos sound system, dual-zone central air conditioning, and an in-unit washer and dryer provide modern comfort and convenience. Residents enjoy secure underground parking, private storage, a heated saltwater pool, and direct access to one of Oahu's most desirable coastal settings. Just moments from Kapiolani Park, Waikiki and world-famous beaches, this is island living at its finest.

2979 Kalakaua Avenue Unit 904, Honolulu

Listing courtesy of List Sotheby's Int'l Realty.

802 Pahumele Place, Kailua
$3,550,000
5 Beds ⋅ 4 Baths ⋅ 202612388 MLS ⋅ FS - Fee Simple Tenure
Set along the peaceful shoreline of a tranquil lake, this stunning five-bedroom, four-bathroom residence offers a lifestyle where every day starts and ends with views that feel like a getaway. From the moment you step inside, you'll appreciate the thoughtfully designed layout, where spacious living areas flow effortlessly together for both everyday comfort and entertaining. All rooms are very generous in size on the main level and upstairs you will find a spacious studio with a wrap-around lanai that creates endless possibilities. Outside, the magic continues - imagine spending sunny afternoons relaxing beside the sparkling pool, hosting unforgettable gatherings with the lake as your backdrop, or simply unwinding as gentle Hawaiian breezes ripple across the water. Perfectly positioned in an exceptional location, this is more than a beautiful home—it's a place where memories are made and every day feels just a little more extraordinary.

802 Pahumele Place, Kailua

Listing courtesy of LUVA Real Estate.

390 Pualoa Nani Pl, Kihei
$3,550,000
4 Beds ⋅ 4 Baths ⋅ 409908 MLS ⋅ Fee Simple Tenure
Refined Island Living | Wailea Pualani Estates Discover elevated island living in this custom two-story residence within the desirable gated community of Wailea Pualani Estates. Offering 4 bedrooms, 3.5 baths, and over 2,800 square feet of interior living space, this thoughtfully designed home blends quality craftsmanship with effortless indoor-outdoor living. Nine-foot ceilings, abundant natural light, elegant travertine flooring, and a spacious entertainer’s kitchen create a sophisticated yet welcoming atmosphere. Expansive covered lanais, a private pool with jacuzzi, and a lovely, landscaped yard provide the perfect setting for family gatherings, outdoor enjoyment, and relaxed island living. Enhancing the home’s appeal are 69 owned photovoltaic panels and three Tesla Powerwall batteries, offering an energy-conscious lifestyle. Beautifully furnished and move-in ready, this exceptional turnkey offering allows you to settle into Maui living with ease. Enjoy close proximity to South Maui’s sought-after beaches, luxury resorts, world-class golf, and Wailea’s premier shopping and dining. A distinctive opportunity to experience the comfort, sophistication, and effortless beauty of the Wailea lifestyle.

390 Pualoa Nani Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

62 Ironwood Ln Unit 62, Lahaina
$3,550,000
2 Beds ⋅ 3 Baths ⋅ 408042 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Ironwoods BLDG.
Beautifully remodeled in 2022, this single-level ocean-view residence at the Ironwoods captures the effortless luxury and serenity of Kapalua living. Custom sliding pocket doors open to an expansive lanai with sweeping views of Honolua Bay and the lush fairways of the Kapalua Bay Course. A dramatic wall of ocean-facing windows pulls the coastline into your living space, filling the home with golden light and that unmistakable Kapalua magic. Inside, the residence blends warmth with refined sophistication—pristine white oiled oak flooring, custom Schüller cabinetry, Monte Cristo granite countertops, state-of-the-art Bosch appliances, intuitive smart-home integrations, and thoughtfully curated lighting throughout. Newly installed energy-efficient Pella windows enhance the bright, airy ambiance that flows through the home. The primary suite serves as a private retreat, complete with a spacious bath suite and a luxurious granite steam shower. One of the rare Ironwoods offerings, this residence features a fully private, single-level entry with direct access from the enclosed garage—an exceptional advantage for those who value ease, accessibility, and complete privacy. Nestled within the exclusive gated community of the Ironwoods, residents enjoy resort-style amenities including a fitness center, tennis courts, and a solar-heated pool and spa—set across 9.2 acres of meticulously manicured grounds. A nearby walking gate provides effortless access to the Kapalua Coastal Trail, world-class beaches, and the breathtaking shoreline that defines this extraordinary region. Offered fully furnished, this residence is a serene, turn-key ocean-view haven in one of Maui’s most coveted enclaves.

62 Ironwood Ln Unit 62, Lahaina

Listing courtesy of Island Sotheby's International Realty(W).

91-1399 Halili Street, Ewa Beach
$3,540,000
5 Beds ⋅ 5 Baths ⋅ 202512463 MLS ⋅ FS - Fee Simple Tenure
Lot F76, 75.20 A(R) BRAND NEW construction in Kekainani! This luxury single-family home with ocean views is one of the 32 last remaining lots in Kuapapa. With over 4,000 sf of living area, this Pohinahina, 75.20 A(R) floorplan includes five bedrooms, 4-1/2 baths, 2-car covered garage + tandem space, a study and both a covered lanai and courtyard. Standard features include central air conditioning, 120-gallon solar hot water heater, accommodations for PV solar electric system and electric vehicle charger, Sub-Zero 42” built-in refrigerator, Wolf stainless steel induction cooktop, exhaust hood vented to outside, 30” built-in convection oven, 30” microwave oven with drop-down door and Energy Star-certified Bosch dishwasher. Professionally designed front and rear yard landscaping with automatic irrigation system. This home is perfect for entertaining!

91-1399 Halili Street, Ewa Beach

Listing courtesy of Haseko Realty (Hawaii), Inc..

92-1208 Alii Blvd, OCEAN VIEW
$3,500,000
3 Beds ⋅ 5 Baths ⋅ 734497 MLS ⋅ ['Fee Simple'] Tenure
PROFITABLE HAWAI‘I SPECIALTY COFFEE BUSINESS WITH REAL ESTATE, EQUIPMENT & OPERATING INFRASTRUCTURE Aloha Farms Hawaii, Inc. is a Hawai‘i-based specialty coffee enterprise with revenue from green and roasted coffee processing and sales, branded value-added product lines, and related services. The offering comprises the operating company, real estate, equipment, business assets, inventory, and goodwill. The business benefits from established supplier and grower networks, customer channels, and international trade connections. The company's portfolio includes its own brands, specialty coffees, and other value-added product lines. The real estate encompasses three acres of agricultural zoned land in the Ka‘ū District, on the south side of Hawai‘i Island, improved with residential dwellings and purpose-built commercial facilities, offering the flexibility to live on-site while managing business operations. For an off-island investor, this integrated setup provides a practical base for overseeing the enterprise; for an owner-operator, it offers the opportunity to combine a business venture with a Hawai‘i lifestyle. Commercial facilities accommodate processing, packaging, shipping, office functions, inventory warehousing, and equipment and vehicle storage. The fully fenced property operates 100% off-grid and offers coastline and ocean views. Strategically located between the major coffee-producing regions of South Kona and Pāhala/Wood Valley, the property provides a physical base for the company's operations and connections with local coffee growers. The turnkey acquisition also offers continuity through an existing operational manager, subject to mutually agreeable arrangements. Confidential business information and detailed financial materials are available to qualified prospective buyers following execution of an NDA.

92-1208 Alii Blvd, OCEAN VIEW

Listing courtesy of Hawaii Life.

2574 Hoonani Rd Unit B, KOLOA
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 734171 MLS ⋅ ['Fee Simple'] Tenure ⋅ Poipu Townhomes/Oceanside BLDG.
EXCEPTIONAL OCEANFRONT LIVING IN SUNNY POʻIPŪ! Experience the beauty of Kauaʻi’s South Shore from this elegantly appointed 3-bedroom, 3-bath residence in Air-Conditioned comfort. Overlooking the turquoise Pacific, seasonal whales, spectacular sunsets and rhythmic surf create an extraordinary island setting. Offshore waters are designated CLASS AA COASTAL WATERS by the State of Hawaiʻi, its highest marine water quality classification. An ACTIVE, LICENSED VACATION RENTAL, this inviting retreat features THREE DISTINCT OCEAN-VIEW OUTDOOR SPACES: a living-room lanai and lawn for alfresco dining & relaxation; a semi-private Primary Suite lanai where a Jacuzzi once stood, with an existing electrical connection and an upstairs OCEAN VIEWING DECK, where string lights add ambience for nightly stargazing. Upstairs, a BONUS ROOM with a sofa sleeper and cozy reading nook leads to the JR Suite and its ocean-view deck. Separate 1st floor "OFFICE" (3RD GUEST SUITE) offers flexibility for guests or an opportunity for working remotely. IMPROVEMENTS SINCE 2023 include FOUR split-system AC units serving all bedrooms, the office/sleeping room and living area; select replacement windows, new drywall, fresh interior paint, updated electrical fixtures, and new vanities and plumbing in all three bathrooms. ORIGINAL TRAVERTINE FLOORING lends timeless character throughout. Unit B is the larger of the Duplex residences in an oceanfront CPR, with approximately 5,354 SF of designated LAND AREA, its own cesspool and currently NO MONTHLY HOA FEES. Tax Records show Total Indoor/Outdoor Build Out of an impressive 2,824 SF OFFERED FULLY FURNISHED, including artwork, accessories and linens. The single-car garage accommodates a large SUV, full-size washer/dryer and beach gear. Near Poʻipū beaches, dining and shopping, this is a rare opportunity to enjoy an established vacation rental and an exceptional oceanfront retreat.

2574 Hoonani Rd Unit B, KOLOA

Listing courtesy of Coldwell Banker Island Properties - Kauai.

283 Wai Nani Way, Honolulu
$3,500,000
202619341 MLS ⋅ FS - Fee Simple Tenure
Excellent opportunity to acquire a fee simple, 11-unit multifamily investment property operated as 13 individual rentals! Ideally situated on the quiet side of Waikiki, this property features two separate buildings separated by a spacious courtyard, 5 parking stalls, separately metered electricity and gas, and is NOT in a designated flood zone! Building One is solid concrete with eight 1-bedroom units. Building Two offers a studio, 2-bedroom, and 3-bedroom unit currently rented by the room. The versatile configuration provides multiple income streams and investment flexibility. Enjoy a peaceful residential setting near Waikiki Beach, Kapiolani Park, shopping, dining, and entertainment. An attractive investment opportunity in a desirable rental location!

283 Wai Nani Way, Honolulu

Listing courtesy of CBI Residential Advisory Svcs..

1108 Auahi Street Unit 3300, Honolulu
$3,500,000
3 Beds ⋅ 4 Baths ⋅ 202618663 MLS ⋅ FS - Fee Simple Tenure ⋅ Anaha - 1108 Auahi BLDG.
Anaha stands as one of Honolulu's premier ultra-luxury destinations, situated in award-winning Ward Village, where boutique shops, acclaimed restaurants, entertainment, & sandy beaches are within blocks. This high-floor, rarely available front-corner 3-bedroom, 3.5-bath, 2,445 sq.ft. residence sits just under the Penthouse-level & features higher ceilings, unique to the 33rd floor & Penthouse suites. Inside, panoramic floor-to-ceiling windows in the open-concept luxury living space draw in views from Diamond Head & Waikiki, to Ala Moana Beach Park & Kewalo Boat Harbor. The primary bedroom enjoys stunning Pacific Ocean & Beach Park views, & includes a large walk-in closet & resort ensuite bath. Two additional bedrooms enjoy Diamond Head & Pacific Ocean views. This residence is sold with an additional storage room & EV charger. Anaha features a host of resort amenities including an iconic infinity-edge pool with a transparent overhang, a full-size tennis court/pickleball courts, grassy lawn area, multiple barbecue areas, kid's play area, golf simulation, billiards room, movie theater room, chef's kitchen, & much more.

1108 Auahi Street Unit 3300, Honolulu

Listing courtesy of Sachi HI Pacific Century Prop..

1555 Kapiolani Boulevard Unit PH2206, Honolulu
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 202617490 MLS ⋅ FS - Fee Simple Tenure ⋅ One Ala Moana BLDG.
Rare 3 bedroom Penthouse situated in the Diamond Head Tower of ONE Ala Moana. Stunning OCEAN & Magic Island views from every room in the unit. Designed for both entertaining and everyday comfort, this spacious 3-bedroom, 3-bath home features soaring 10-foot ceilings, an expansive open floor plan, and floor-to-ceiling windows. The thoughtfully designed interior showcases refined contemporary finishes, a gourmet kitchen with premium Wolf & Miele appliances including convection and steam ovens, generous storage, and an oversized wine chiller. ONE Ala Moana offers an exceptional resort-style lifestyle with 24-hour security and concierge services, infinity pool, whirlpool, fitness center, sauna, putting green, BBQ cabanas, recreation areas, private dining and entertaining spaces, movie theater, library, guest suites, children's play area, and more. Ideally positioned above Ala Moana Center with world-class shopping and dining at your doorstep, and minutes from Ala Moana Beach Park and Waikiki. A rare opportunity to own one of Honolulu's premier luxury residences in the heart of Ala Moana.

1555 Kapiolani Boulevard Unit PH2206, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

4134 Black Point Road, Honolulu
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 202614472 MLS ⋅ FS - Fee Simple Tenure
Live your best life by the Pacific Ocean in one of Oahu’s most prestigious and sought after enclave communities. Tucked away within the gates of Black Point, this hidden gem offers a rare blend of privacy, space, view, and coastal charm! Designed for effortless indoor-outdoor living, the expansive layout features 4 bedrooms, 3 full baths, and 1 half bath, with sun drenched spaces that open to a private swimming pool and sweeping patio poolside deck. This property was designed to capture refreshed year round trade winds, ocean, and sunrise views. Presenting an incredible restoration opportunity, the existing residence serves as the ultimate canvas to reimagine, rebuild, or restore a world-class coastal estate. Complete with private access to the legendary Black Point oceanfront saltwater pool naturally filled by the waves of the Pacific. This is a once in a lifetime opportunity to create a legacy property. A truly magnificent island lifestyle awaits!

4134 Black Point Road, Honolulu

Listing courtesy of List Sotheby's Int'l Realty.

1101 Kauhikoa Rd, Haiku
$3,500,000
3 Beds ⋅ 2 Baths ⋅ 410373 MLS ⋅ Fee Simple Tenure
Set among the lush hills of Haiku, on Maui’s storied north shore, this residence stands as one of the district’s most architecturally distinguished private estates. Designed by an award winning Maui architect, the home reveals its pedigree from the moment its glass doors part, opening into a great room of vaulted ceilings and rich maple floors, where light and trade winds move freely through a space that feels as much a part of the landscape as the jungle canopy surrounding it. The kitchen is a study in refined function, granite counters, a substantial center island, and custom cabinetry, positioned to command sweeping views of the property from every angle. Beyond it, the dining room unfolds over tumbled marble, overlooking a backyard so private and so verdant it feels like its own hidden world, a rarity even by Haiku’s famously secluded standards. Walls of glass extend the living space onto a covered lanai, framed by windows that dissolve the boundary between indoors and out. From select rooms and the outdoor living areas, panoramic ocean views command the horizon, an exceptional distinction in this part of Maui, where dense upcountry forest typically claims the view instead. Three bedrooms and two bathrooms offer gracious, well appointed living, complemented by an outdoor shower that brings the ease of island life to the doorstep. A separate studio provides refined versatility as an office, home gym, or creative retreat, while a finished indoor laundry room, garage, and skylights complete the residence throughout. Unlike much of what comes to market in Hawai’i, this home asks nothing of its next owner, finished, updated, and ready to be lived in from the first day. Beyond the residence, two acres unfold in quiet splendor, a mature landscape of palms, bamboo, flowering shrubs, and citrus trees enclosing the property in complete privacy without isolation, with ample room remaining to build, cultivate, and expand. This is a home built for family and for legacy, private, verdant, and complete, set within the heart of Haiku, among Maui’s most coveted and least replicable settings.

1101 Kauhikoa Rd, Haiku

Listing courtesy of Deep Blue HI.

15-2179 Government Beach Rd, PAHOA
$3,500,000
3 Beds ⋅ 5 Baths ⋅ 732118 MLS ⋅ ['Fee Simple'] Tenure
There are places that can be built, and there are places that can only be discovered. Onalani (Heavenly Place) is one of them. Set on 5.43 private oceanfront acres with an extraordinary 560' of Pacific coastline, this legacy estate is one of the rarest offerings along the Puna Coast. Originally created as an artist's retreat by the artists themselves, the property embodies the timeless beauty of Old Hawaiʻi, where native birds, ancient Hawaiian rock walls, towering kamani and bamboo groves, rolling lawns and tropical gardens create a setting that luxury resorts strive to emulate. Designed by Bamboo Living architect David Sands, the 1,772 sq ft custom residence was thoughtfully positioned to capture breathtaking ocean, sunrise, and moonrise views while maintaining exceptional privacy. Soaring 25-foot open-beam ceilings, eucalyptus hardwood and golden travertine floors step out toward the ocean through multiple wide pocket doors. Quartzite countertops, a tiki bar-style kitchen, solid wood doors, and an antique Chinese entry door reflect exceptional craftsmanship. The primary suite opens to sunrise ocean views on one end and a private garden courtyard with a covered lanai on the other end. A separate 720 sq ft ocean-view studio with a kitchenette, custom bath, split A/C, and lanai offers exceptional flexibility for guests, creative pursuits, or a home office. The finished 1,152 sq ft barn includes a loft, a bath, a kitchenette, and an additional room, creating endless possibilities. A secluded screened pavilion, fenced pasture and stable, fruit trees, gardens, and homestead amenities complete this remarkable estate. New roof, catchment tank and interior/exterior paint were completed in 2026. Grid-tied. This is a once-in-a-generation opportunity to own one of Hawaiʻi's truly irreplaceable oceanfront estates. Video link:https://vimeopro.com/user19597573/15-2179-government-beach-road

15-2179 Government Beach Rd, PAHOA

Listing courtesy of Hilo Bay Realty LLC.

3919 Waakaula Pl, Kihei
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 410226 MLS ⋅ Fee Simple Tenure
Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining.

3919 Waakaula Pl, Kihei

Listing courtesy of Century 21 Island Homes.

4556 Sierra Drive, Honolulu
$3,500,000
8 Beds ⋅ 6 Baths ⋅ 202612081 MLS ⋅ FS - Fee Simple Tenure
Nestled in the prestigious hillside community of Maunalani Heights, this exceptional residence offers an ideal blend of contemporary luxury, expansive living spaces, and breathtaking views of Diamond Head and the Pacific Ocean. Situated on a generous sized lot, the home provides over 5,500 square feet of interior living space designed for both grand entertaining and comfortable island living. The kitchen is a chef's delight, equipped with Sub-Zero and Wolf appliances. The thoughtfully designed floor plan features multiple living areas, spacious bedrooms, and a Ohana 2/1 with a separate entrance, ideal for extended family, or guests. Just moments from Kaimuki's vibrant dining scene, Waikiki’s renowned beaches, Downtown Honolulu’s business district, and some of Oahu’s most highly regarded schools, the property provides the perfect balance of scenic beauty and everyday convenience.

4556 Sierra Drive, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

Makena Rd, Kihei
$3,500,000
409689 MLS ⋅ Fee Simple Tenure
A rare and extraordinary opportunity in coveted Makena awaits. Just steps from world famous Makena Beach (Big Beach). This exceptional vacant lot spans approximately 28,706 sq. ft. (0.658 acres) and offers the perfect canvas to create your Maui Estate. Nestled within an exclusive gated subdivision of only four properties, this prime homesite combines privacy, tranquility, and the natural beauty that defines South Maui living. A ¾-inch water meter is already installed, and underground utilities are brought directly to the site for added convenience. Enjoy the soothing sounds of the ocean along with beautiful glimpses of the sparkling blue Pacific Ocean. Ideally located near championship golf courses, upscale shopping and dining, world class Wailea resorts, luxury spas, and pristine beaches, this property offers the very best of the Makena lifestyle. Truly one of Maui’s most special offerings. This is an exceptional opportunity to build in one of Hawaii’s most sought after coastal communities.

Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

59-746 Maulukua Road, Haleiwa
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 202606526 MLS ⋅ FS - Fee Simple Tenure
Impeccably built by Jeff Denman, Architect design by Chris Moorland, this is a rare offering to purchase a well maintained residence with an attached, approx. 800 sq. ft. STUDIO apartment. The studio offers a wet bar & full bath on the lower level that spills out to the Xtra-Large covered lanai, perfect for extended family or guests. BONUS DETACHED PERMITTED REC ROOM on the grounds for many possibilities + plans for permitted additions to the dwellings. High-end finishes grace every room, such as wainscoting, hardwood flooring, granite counter tops, and luxury tile flooring. Gourmet chef's kitchen with WOLF & SUB ZERO appliances. Open concept living & dining area. A tankless water heater was recently added to upgrade this home's efficiency. 2-car GARAGE includes an oversized STORGE ROOM/WORKSHOP, laundry room & shoot and covered entry to the house. There is plenty of room to flow outside on the manicured lawn, sprinkled with mature citrus, lychee, and starfruit trees. Fenced for privacy and security, the driveway can accommodate multiple vehicles/BOAT. This home has it all.. Seller to participate in a 1031 Exchange.

59-746 Maulukua Road, Haleiwa

Listing courtesy of Hawaii Life.

59-3005 Kailani Pl, KAMUELA
$3,500,000
727883 MLS ⋅ ['Fee Simple'] Tenure
Kohala Kai is an exclusive residential development featuring seven custom oceanfront home sites situated on a total of 63 acres along Hawai'i island's North Kohala Coast. This gated community offers parcel sizes ranging from 5 acres to 28 acres, all with an abundance of wide open space and unobstructed panoramic views to enjoy year round sunsets and seasonal whale watching. Excellent location just minutes from Waimea, Hawi and the white sand beaches, luxury resorts, spas and golf courses along the Kona Kohala Coast. Notable Features at Lot 4: * 20 ft. of ocean frontage and shoreline trails. * Building site with panoramic views. * Private gated entrance. * Protective Covenants and Design Guidelines. * Utilities in place at cul-de-sac entry to each driveway. * An abundance of natural resources if a more sustainable lifestyle is desired. * Swimming, snorkeling, diving, kayaking, fishing and coastal hiking trails. * Year round sunsets and seasonal whale watching from the comfort of home. Kohala Kai includes 7 parcels plus the roadway parcel. All parcels may be purchased together, offering a unique opportunity for investors and for those who value Hawaii's natural beauty. Refer to MLS# 727866 for bulk listing. HOA fees shall apply and are yet to be determined.

59-3005 Kailani Pl, KAMUELA

Listing courtesy of COMPASS.

47-711 Kamehameha Highway Unit 2, Kaneohe
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 202601204 MLS ⋅ FS - Fee Simple Tenure
Extraordinary opportunity to own your own waterfront treasure in Hawaii’s most coveted sailing Bay. This spacious 3-bedroom 3 bath home sits on a generous 18,257 square foot lot at the end of a quite driveway, offering privacy and tranquility.  Built in 2013, crafted with exceptional quality by the owner, a skilled masonry contractor, this home exudes sturdy construction, pride, and timeless island elegance. Includes 27 solar panels and 3 storage batteries. Enjoy the breathtaking views of world-famous Kaneohe Bay, where sailboats glide across turquoise waters and the iconic sandbar beckons for adventure. Excellent resort living for entertaining and hosting unforgettable gatherings with stunning panoramic ocean views from the lanai. The ultimate island lifestyle: Launch from your pier in your backyard and sail across the bay or paddle your canoe through calm waters. Enjoy stand-up paddling to secluded coves and islands. Visit the famous Kaneohe Sandbar for picnics, parties, and unforgettable recreation. Don’t miss your chance to own this rare waterfront paradise!

47-711 Kamehameha Highway Unit 2, Kaneohe

Listing courtesy of Coldwell Banker Realty.

5171 Makena Rd Unit Lot 7, Kihei
$3,500,000
408307 MLS ⋅ Fee Simple Tenure
Set on approximately ±0.5 acres (20,573 sq ft), this exceptional gated property offers unobstructed ocean views in one of South Maui’s most coveted locations—directly across from Makena Landing with immediate beach and ocean access. The elevated parcel provides an ideal setting for a private coastal retreat, capturing sweeping sunset views, cooling trade winds, and the soothing presence of the Pacific. With ample space to create a custom residence and resort-style outdoor living, this rare offering combines privacy, natural beauty, and an iconic Makena lifestyle—just moments from some of Maui’s most celebrated beaches and outdoor experiences. Purchasers also have the unique opportunity to apply for membership to Makena Golf and Beach Club, enhancing their lifestyle with exclusive amenities and privileges. Disclaimer: This is a lot only sale. Renderings are for illustrative purposes only and represent conceptual imagery of a potential future residence. No plans or approvals are included in the purchase. Buyer to independently verify all information and obtain any necessary permits and approvals.

5171 Makena Rd Unit Lot 7, Kihei

Listing courtesy of Discovery Makena Realty LLC.

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.

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