North Shore Real Estate Search

North Shore Homes with a Pool for Sale

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Newest North Shore Homes with a Pool for Sale

1642 W Kuiaha Rd, Haiku
$12,900,000
4 Beds ⋅ 4 Baths ⋅ 411187 MLS ⋅ ACTIVE Status
There are properties that follow the landscape, and others that transform the way you experience it. Set across more than 18 acres of rolling green pastures in Haiku, this extraordinary modern retreat offers a remarkable intersection of architecture, art, and nature, with sweeping views from Haleakala to the Pacific Ocean. Designed by SEE Architecture and featured in Dwell, Wallpaper, and Maui Magazine, the residence draws inspiration from celebrated museums, mid-century modernism, and the understated elegance of contemporary retreat architecture. Its clean, minimalist exterior reveals a beautifully considered interior, where soaring glass walls frame the surrounding landscape and blur the distinction between indoors and out. The materials are as exceptional as the design itself. Vein-cut silver travertine, western red cedar, Italian porcelain tile, custom Henrybuilt cabinetry, Heath Ceramics tile, Waterworks fixtures, and a bronze-clad Honduran mahogany pivot entry door reflect an uncompromising attention to craftsmanship. A precision-engineered BONE Structure steel framing system forms the architectural foundation. Beyond the residence, more than two decades of thoughtfully cultivated landscaping have created a lush private setting. Mature tropical gardens, established orchards, expansive pastures, sculptural stone installations, and a sleek swimming pool complement the architecture while celebrating the natural beauty of Ha?iku. A separate two-bedroom guest cottage offers its own private retreat, complete with a full kitchen, covered lanais, and garden views. A 1,000 sq ft barn near a secluded eucalyptus grove provides additional utility and flexibility, while the property's fenced pastures and existing equestrian infrastructure invite a connection to the land. The result is something rarely encountered on Maui: a property where contemporary architecture, extraordinary craftsmanship, and the freedom of expansive acreage exist in remarkable harmony.

1642 W Kuiaha Rd, Haiku

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

1330 Kauhikoa Rd, Haiku
$2,395,000
3 Beds ⋅ 2 Baths ⋅ 411044 MLS ⋅ ACTIVE Status
Tucked away behind two magnificent banyan trees on 2.6 private acres, 1330 Kauhikoa Road feels like a world of its own. This distinctive cedar pole home is surrounded by lush greenery and a beautiful gulch, with a sense of privacy that begins the moment you enter the property. Inside, massive wood beams and wood-lined vaulted ceilings bring warmth and character to the spacious 3-bedroom, 2-bathroom home. Hardwood floors, refinished in 2024, complement the home's authentic character and charm. The bathrooms have been fully renovated, featuring limestone floors and quartzite countertops, while the primary bathroom offers a luxurious steam shower with two overhead rain showerheads. A loft adds flexible space above the main living areas, and ocean views unfold from the shared living spaces, primary bedroom, and wraparound deck. Outside, the property comes alive with spaces designed to enjoy the beauty of its setting. A solar-heated in-ground pool and hot tub overlook the verdant surroundings, while a covered outdoor dining and BBQ area, outdoor fireplace, and lawn with gazebo create inviting places to gather, dine, and linger. An outdoor shower adds to the easy island lifestyle. The property also features a solar electric system with a recently replaced battery, adding to its practical appeal. The main living area and bedrooms are located on the second floor, accessible by stairs or an exterior lift. Below, a spacious 2-car garage offers abundant storage and a bonus room that can serve as a 4th bedroom, office, studio, or flex space. With its storybook setting, ocean views, distinctive architecture, and expansive outdoor spaces, 1330 Kauhikoa Road is a truly special Maui property.

1330 Kauhikoa Rd, Haiku

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

311 Door Of Faith Rd, Haiku
$3,985,000
4 Beds ⋅ 3 Baths ⋅ 410782 MLS ⋅ ACTIVE Status
5 STRUCTURE OCEANFRONT COMPOUND | OFFERED AT $ 3,985,000. An exceptional opportunity to own a private oceanfront estate overlooking breathtaking Waipio Bay in beautiful Huelo. Set behind electronic gates and surrounded by a protective hedge on 2 acres, this fully permitted sanctuary offers the rare combination of privacy, expansive ocean views, multiple living spaces, lush tropical grounds and a remarkable degree of self-sufficiency. The main residence features 4 bedrooms/3 baths, beautiful teak flooring and a Primary Suite spa inspired bathroom with a private entrance to the pool. The Primary Suite entry doors and bed are custom made from Koa Wood, adding to the tropical elegance. A large gazebo next to the main house has a private ocean view deck, shower and spa as your guests will enjoy yoga, stargazing, whale watching or cocktails at sunset with the outdoor lifestyle Maui is known for. A beautifully renovated 2 bedroom/1 bath ohana provides a private retreat for guests, extended family or tenants, with its own patio and spa and expansive ocean views. A 4-car garage includes a 1 bedroom/1 bath apartment with a deck up above. A separate Garden Cottage with a kitchen adds yet another peaceful area for naps, personal seclusion or the perfect artist’s studio. You’ll find an abundance of fruit trees, tropical flowers and a large organic garden with a nearby equipment shed to support the property’s practical side. The grounds are a true delight with a pool and waterfall feature surrounded by mature tropical, low maintenance landscaping. Designed with 2 large capacity water catchment tanks and pump house, propane for hot water and cooking, security system and established hardscape walkways, while only 30 minutes to the airport and Costco. A property of this scale, privacy, oceanfront setting and versatility is rarely offered at this price point. Come experience it in person by appointment through your favorite Realtor.

311 Door Of Faith Rd, Haiku

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

2350 Baldwin Ave Unit B, Makawao
$4,400,000
2 Beds ⋅ 3 Baths ⋅ 410147 MLS ⋅ ACTIVE Status
Located in Baldwin Ranch Estates, this property is a refined expression of contemporary plantation coastal design, where timeless architecture and effortless indoor-outdoor living come together against a backdrop of sweeping ocean and West Maui Mountain views. Designed by Jeff Lundahl, the residence is oriented to capture Maui's natural beauty from nearly every room, with expansive pocketing doors opening to an oversized covered lanai that becomes a seamless extension of the living space. The gated entry to resort-inspired grounds are designed for both relaxation and entertaining, featuring a sparkling pool, a pool cabana with a lounge area, a bathroom, and an outdoor shower, all surrounded by beautifully landscaped living areas that embrace Maui's year-round climate. A spacious three-bay garage of more than 1,000 square feet includes versatile air conditioned flex space and a bathroom, providing options for a home gym, workshop, creative studio, and additional storage for surfboards, bikes, and other North Shore pursuits. Positioned between the charming boutiques and cafés of Makawao and the vibrant beaches and lifestyle of Paia, this exceptional property has refreshing trade winds, panoramic vistas, and convenient access to some of Maui's most sought-after schools, world-class beaches and connections to Maui's North Shore lifestyle. The is Unit B of a CPR.

2350 Baldwin Ave Unit B, Makawao

Listing courtesy of Hawaii Life (W).

1073 Nanihoku Pl, Haiku
$3,333,000
7 Beds ⋅ 5 Baths ⋅ 409514 MLS ⋅ ACTIVE Status
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.

145 S Holokai Rd, Haiku
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 409390 MLS ⋅ ACTIVE Status
Tucked away on 1.47 lush agricultural acres in Haiku, this private property offers a rare blend of flexibility, privacy, and island charm. Public records reflect a 2-bedroom, 2-bath home, while the adaptable layout allows for multiple living options, including a potential attached studio or separate-entry unit—ideal for extended family, guests, or rental income. The home features a spacious, open feel with seamless indoor-outdoor living. Mature landscaping includes a variety of fruit trees—lime, Hawaiian lemon, coconut, banana, and sugar cane—along with puakenikeni, heliconia, and gardenia and other tropical flowers. A peaceful bamboo grove adds to the sense of serenity, tucked within the uncultivated portion of the acreage. Additional highlights include a detached structure with an Endless Pool spa and storage, extra outbuildings, and two fenced areas suited for gardening, pets, or agriculture. Set back from Holokai Road behind a gated entry, the property offers exceptional privacy in a peaceful Haiku setting. Within a 15 minute drive, are stores, schools, post office and beaches. Some images include virtual staging. Survey Completed 05/06/2026

145 S Holokai Rd, Haiku

Listing courtesy of REMAX Hawaii Maui.

65 N Holokai Rd, Haiku
$3,999,000
5 Beds ⋅ 6 Baths ⋅ 409285 MLS ⋅ ACTIVE Status
Gated 2-acre Haiku estate • Saline pool, spa, sauna, and cold plunge • Owned solar Holokai Hale at 65 North Holokai Road is a 5-bedroom, 6-bath, 5,091-square-foot fee simple estate on 2.03 level, fully fenced, and gated acres in the Peahi area of Haiku, Maui, Hawaii 96708. Built in 1999 and remodeled in 2022, the double-wall home has vaulted ceilings, Brazilian tigerwood floors, and partial ocean views through the tree canopy. More than 1,600 square feet of covered lanais and walkways connect the indoor and outdoor living spaces. The chef's kitchen features a large island, eat-in nook, butler's pantry, and trash compactor, with direct access to covered lanais for outdoor dining. Additional rooms include a formal dining room, family room, and den or study with built-in bookshelves. Every bedroom has an en-suite bathroom, and the primary suite includes an Italian white Carrara marble bathroom and an oversized dressing room. A separate guest suite offers privacy for visitors. Additional structures include a detached workshop, an air-conditioned studio with a sink, and a bonus room above the 2-car garage with a dumbwaiter. The wellness amenities include a saline pool and spa, sauna, and cold plunge. The established grounds feature raised garden beds, papaya, banana, citrus, ginger, a mature soursop tree, lei flowers, plumeria, and puakenikeni. The property also includes owned photovoltaic solar panels, 12 room air conditioning units, a security system, and an automatic garage door opener. A private, gated North Shore estate in Peahi, Haiku, Maui.

65 N Holokai Rd, Haiku

Listing courtesy of Keller Williams Realty Maui-Ki.

180 Door Of Faith Rd, Haiku
$7,350,000
3 Beds ⋅ 2 Baths ⋅ 408161 MLS ⋅ ACTIVE Status
This truly irreplaceable North Shore Maui oasis. Set amid panoramic ocean, coastline, and waterfall views, this sanctuary offers rare natural resources and privacy. Enter through hand-crafted 24-foot custom gates into a double-fenced private estate featuring 6 permitted structures thoughtfully designed with a blend of Japanese, Hawaiian, and Balinese architectural influences. Improvements include a dedicated ag center, office/garage, infrared sauna, custom loft, and multiple living spaces that harmonize seamlessly with the surrounding landscape. A stone walking path encircles the property, guiding you through a stunning rainbow eucalyptus forest, paperbark tree grove, and a variety of producing trees including cherry, papaya, banana and more. A wrap-around driveway with parking for 20+ vehicles makes the estate ideal for hosting gatherings and entertaining family/friends. This self-sustaining retreat features a 280-foot private well with county water rights, nutrient-rich soil ideal for agriculture, and owned solar with commercial-grade infrastructure. Enjoy ocean and waterfall access from the property! An opportunity to fully own one of Maui’s most inspiring and unique estates—Don’t miss out!!!

180 Door Of Faith Rd, Haiku

Listing courtesy of eXp Realty.

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