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$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.

$3,333,000
7 Beds ⋅ 5 Baths ⋅ 409514 MLS ⋅ Fee Simple Tenure
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

Listing courtesy of eXp Realty.

$3,999,000
5 Beds ⋅ 6 Baths ⋅ 409285 MLS ⋅ Fee Simple Tenure
Situated on two privately fenced and gated acres in Haiku, Holokai Hale is a North Shore estate designed for indoor-outdoor living. More than 1,600 square feet of covered space includes lanais, walkways, and multiple areas to relax. Plumeria and puakenikeni line the grounds, with partial ocean views through the canopy. The home offers five bedrooms, six bathrooms, and over 5,000 square feet. The main residence centers on a chef’s kitchen with a large island, butler’s pantry, and direct access to covered lanais for dining and entertaining. Interior and exterior spaces connect seamlessly. The grounds include a saline pool and spa, sauna, cold plunge, and established landscaping with raised garden beds, papaya trees, banana and ginger groves, citrus, lei flowers, and a mature soursop tree. You will find vaulted ceilings and Brazilian Tiger wood floors and each bedroom includes an en-suite bathroom with the primary bedrooms Italian White Carrara Marble bathroom and extra large dressing suite. A separate guest suite provides privacy for extended stays. Additional structures include a detached workshop, an air-conditioned studio with its own sink, and a bonus room above the garage which also has a dumbwaiter. The property is supported by a 52-panel photovoltaic system, solar hot water, split air conditioning, and a whole-home backup generator. Holokai Hale is a flexible property suited for a primary residence, extended family living, or a private retreat.

65 N Holokai Rd, Haiku

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,599,000
3 Beds ⋅ 3 Baths ⋅ 409231 MLS ⋅ Fee Simple Tenure
Now offered at $1,599,000, this move-in-ready Haiku home combines three bedrooms, three bathrooms, approximately 2,400 square feet of flexible living space, ocean views, and one full acre of beautiful, usable grounds. Set at the end of a quiet cul-de-sac just above Jaws Country Store, the property offers views across the Pacific toward the West Maui Mountains and Kahakuloa. Vaulted ceilings create an airy great room, while two side-by-side sliding glass doors bring in natural light and open to the upstairs covered lanai. Refreshed in April 2026, the home features three updated bathrooms, a new kitchen island counter, refinished cabinetry, newer stainless-steel appliances, and fresh interior and exterior paint. The lower level has its own entrance and includes a game/media room, wet bar with beverage refrigerator, and a spacious additional room offering flexibility for multigenerational living, visitors, work, fitness, or wellness. The two-car garage provides generous storage. Outside, enjoy open park-like lawns, a young fruit orchard, raised garden beds, a cedar sauna, and a second covered lanai—with ample room to garden, gather, play, and enjoy the surroundings. Fee-simple Unit A of a two-unit residential CPR. New pricing is now in place—contact your favorite Realtor to schedule a private showing.

4535 Opana Pl Unit A, Haiku

Listing courtesy of West Maui Land Company Inc.

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.