N. Shore Homes with Detached Ohana

N. Shore Homes with Detached Ohana

Welcome to the enchanting North Shore of Maui, Hawaii, a hidden gem that captures the essence of island living. Known for its breathtaking landscapes, vibrant culture, and laid-back lifestyle, this region is a paradise for those seeking a slice of tropical bliss. The North Shore is celebrated for its stunning beaches, such as the world-famous Ho'okipa Beach, where surfers and windsurfers showcase their skills against the backdrop of turquoise waters and golden sands.

The North Shore's charm extends beyond its natural beauty. With a rich history and a close-knit community, residents enjoy a lifestyle that embraces the outdoors, from hiking along scenic trails to exploring lush botanical gardens. The area is also home to quaint towns like Paia, where you can find eclectic shops, art galleries, and delicious local eateries serving up fresh seafood and farm-to-table delights.

For those considering a home in this idyllic region, the North Shore offers a unique opportunity with properties featuring detached Ohana units. These charming, self-contained living spaces provide flexibility and privacy, perfect for extended family, guests, or rental income. Imagine enjoying the tranquil sounds of nature while having the option to host friends or family in their own space, all within the lush surroundings of Maui.

Whether you’re looking for a primary residence, a vacation home, or an investment opportunity, the North Shore of Maui beckons with its irresistible allure. Come and discover the magic of island living, where every day feels like a vacation in paradise.

Newest N. Shore Homes with Detached Ohana

$2,195,000
3 Beds ⋅ 3 Baths ⋅ 410263 MLS ⋅ Fee Simple Tenure
Welcome to your private oasis at 4345 Waha Place! Nestled on 2 usable, flat acres just off Hana Hwy, this property offers unparalleled privacy and tranquility. This stunning newly renovated two-story home offers modern comfort and stylish updates throughout. Featuring three bedrooms and three bathrooms, this home is designed for both relaxation and functionality. Inside, you'll find renovated bathrooms, boasting sleek new fixtures and contemporary vanities. The new hardwood flooring flows seamlessly throughout, adding a fresh and durable touch to the living spaces. The home also benefits from updated lighting, fresh interior and exterior paint, and upgraded hardware, creating a polished, move-in-ready space. The home is complemented by a detached Ohana and a separate large workshop. The Ohana exudes warmth with soft, neutral tones, skylights, and large windows that fill the space with natural light. The cozy living area is perfect for unwinding, while the well-appointed kitchen offers modern conveniences with a touch of rustic charm. The expansive grounds, with their vibrant greenery and private location at the base of a Pu'u, are perfect for inspiring your artistic endeavors. This is more than just a home; it’s a sanctuary where creativity and relaxation thrive. Don’t miss the chance to make this stunning retreat yours!

4345 Waha Pl, Haiku

Listing courtesy of Coldwell Banker Island Prop(S).

$2,290,000
3 Beds ⋅ 3 Baths ⋅ 409783 MLS ⋅ Fee Simple Tenure
Gated North Shore estate featuring two substantial dwellings on 2.181 private acres in desirable Haiku Country Estates. Offering approximately 3,481 square feet of combined living area, this exceptional property blends privacy, flexibility, and income potential in one of Maui’s most sought-after rural communities. The main residence is a beautifully crafted Lindal Cedar home offering 3 bedrooms and 3 bathrooms across approximately 2,482 square feet. Thoughtfully updated over the years, including a major renovation in 2017, recent improvements include updated flooring, new garage doors, and refreshed lanai spaces. Its versatile layout provides multiple living areas ideal for extended family, guests, or additional rental opportunities. Built in 2019, the separate 999-square-foot, 2-bedroom, 2-bath ohana is privately situated near the front of the property and offers excellent flexibility for long-term rental income, multigenerational living, or guest accommodations. Adding even more value, a County-approved building permit issued February 5, 2025, allows for an approximately 500-square-foot addition to the ohana, creating future expansion potential without the uncertainty of starting the permitting process. Bordered with mature bamboo for exceptional privacy, the agriculturally zoned property is beautifully landscaped with an abundance of established fruit-bearing trees, including lychee, mango, avocado, banana, macadamia, coconut, pomelo, orange, and a variety of citrus, creating your own tropical orchard and island sanctuary. This rare offering combines lots of usable acreage, two quality residences, expansion potential, privacy, and lifestyle—all just minutes from Haiku Town, world-class beaches, surfing, hiking, and everything Maui’s North Shore has to offer.

2695 Lia Pl, Haiku

Listing courtesy of Kokua Realty LLC.

$9,500,000
6 Beds ⋅ 6 Baths ⋅ 409677 MLS ⋅ Fee Simple Tenure
Welcome to 1949 W Kuiaha Rd: a rare opportunity to acquire a one of a kind, legacy Maui country estate within one of the most beautiful microclimates of all the Hawaiian islands. On 39 acres of pristine land, two skillfully crafted homes look out onto expansive, gently sloping green pastures with full panoramic ocean views.  Enjoy tranquil ocean, garden & mountain views from the entire downstairs great room as well as from the 818 sq ft covered lanai of the 4 bed 3.5 bath main home. Notable features are massive beam construction, Venetian plaster walls, a 1050 sq ft Primary suite with a fireplace, clawfoot tub & its own 756 sq ft private Ipe deck with incredible ocean views, a 659 sq ft multipurpose room with its own stairwell entrance, a 200 sq ft office, a 1933 sq ft garage, 531 sq ft of storage & an owned PV system. Just beyond the bamboo grove is a quaint 2 bed/2.5 bath, 1495 sq ft cottage which features a stunning 586 sq ft covered lanai & Ipe deck offering prime ocean views, Monkeypod slab counters in the kitchen & living room, a fireplace, 2 offices, semi outdoor shower & a gorgeous vaulted cupola roof. In addition, there are 4 fenced pastures, 2 partially enclosed sheds totaling 782 sq ft, 1 garden shed, 3 additional loafing sheds & a hitching post. The impressive array of fruit & ornamental trees, Rainbow Eucalyptus & Cook Pine forests, 2 acre garden, a seasonal stream, 3 property entrances, inspiring Haleakala, Giggle Hill, West Maui mountain & Pacific ocean views, incredible privacy, immersion in nature, general potential & future value that this property offers is unlike any other. There is much to explore, enjoy & create. This property is an equestrian’s and rancher's dream. 1949 W Kuiaha Rd is well-positioned in Haiku Pauwela with close proximity to Haiku, Makawao & Paia towns, Baldwin beach, Twin falls, exceptional schools, the best farmer’s markets on the island, private & international airports.  This property is a gem & must be seen in person to appreciate.  Seller is open to selling all or part of the property: A four unit CPR is in progress. Once completed, individual lots will be available to purchase separately at an elevated value. Seller may be open to trades. Contact Listing agent for more information. Listing agent is related to Seller.

1949 W Kuiaha Rd, Haiku

Listing courtesy of Hawaii Life (MA).

$1,600,000
3 Beds ⋅ 3 Baths ⋅ 409671 MLS ⋅ Fee Simple Tenure
Located in the heart of Haiku, this unique country property offers the perfect blend of privacy, flexibility, and island charm on approximately 2.01 fee simple acres. The property features a 3-bedroom, 3-bath main home along with a detached 2-bedroom, 1-bath cottage that provides additional living space and versatility. Surrounded by lush tropical scenery, the property offers a peaceful setting with ample room to enjoy the outdoor lifestyle that Haiku is known for. Conveniently situated near Haiku Town, North Shore beaches, and Upcountry amenities, this property presents a rare opportunity to enjoy tranquil Maui living while remaining within easy reach of shopping, dining, and recreation.

1630 Kauhikoa Rd, Haiku

Listing courtesy of Shore To Shore Realty, Inc..

$1,895,000
3 Beds ⋅ 3 Baths ⋅ 409579 MLS ⋅ Fee Simple Tenure
Tucked away in a lush tropical setting in the heart of Haiku, this unique multi-dwelling North Shore property captures the timeless feeling of old Maui with expansive valley, gulch, and West Maui Mountain views surrounded by mature landscaping, fruit trees, and peaceful natural beauty. A long private driveway winds through the property, creating a secluded retreat with multiple thoughtfully positioned living spaces throughout the land. The upper cottage features 4 bedrooms and 2 baths with serene garden surroundings and sweeping views overlooking Maliko Gulch and the valley beyond. A brand-new roof has recently been installed on the main dwelling, adding long-term value and peace of mind. The property also includes a newer 2-bedroom, 1-bath ohana enhanced by a newly remodeled attached studio, offering additional flexibility for guests, extended family, rental income, or creative workspace use. Adding even more versatility and charm are two newly built adjoining tiny homes connected by a beautiful custom deck designed to maximize the breathtaking views and indoor-outdoor lifestyle Maui is known for. The tiny home setup includes a shared kitchen and bathroom space, creating a stylish and functional retreat immersed in the surrounding tropical landscape. The lower 3-bedroom, 2-bath home sits privately tucked into its own peaceful setting, completing this rare multi-structure estate with incredible flexibility and income potential. Located just minutes from beaches, restaurants, grocery stores, and the charm of Maui’s beloved North Shore communities, this property offers the ideal balance of privacy, convenience, and authentic Haiku living. Directly adjacent, the same owner is also offering the neighboring 2.4-acre property for sale, creating the potential to own approximately 4.4 combined acres in one of Maui’s most desirable locations. An exceptional opportunity to own a versatile North Shore retreat with multiple dwellings, stunning views, and the rare character and feeling of old Hawai‘i.

1640 Kokomo Rd, Haiku

Listing courtesy of KM Brokerage LLC.

$1,995,000
3 Beds ⋅ 2 Baths ⋅ 409577 MLS ⋅ Fee Simple Tenure
Set on 2.4 lush acres in one of Haiku’s most coveted North Shore locations, this exceptional Maui property captures the essence of old Hawai‘i with expansive ocean views, direct sightlines into ?Iao Valley, rolling jungle landscapes, and an established tropical food forest designed for both beauty and abundance. Thoughtfully improved and meticulously cared for over the years, the property features a spacious 3-bedroom, 2-bath main home, a privately positioned 2-bedroom, 1-bath ohana, and two additional studio spaces offering excellent flexibility for guests, creative use, storage, rental potential, or multigenerational living. Surrounded by mature tropical landscaping and terraced gardens, significant foundation and structural improvements have been completed on both the main home and ohana, providing long-term stability and peace of mind for years to come. Major infrastructure and utility upgrades have also been completed throughout the property, including solar systems servicing both the main residence and ohana with recently replaced panels and a new inverter installed approximately one year ago. A properly permitted electrical upgrade expanded service from 200 to 400 amps, allowing for electric vehicle charging capability at both the main home and ohana. The system was additionally designed with generator backfeed capability, offering the ability to power the property during outages for added resilience and functionality. Outdoor living is at the heart of the property, highlighted by a massive open-air deck adjoining the main residence, perfectly positioned to capture the breathtaking West Maui Mountain and ocean views. A second lower entertainment deck creates an additional gathering space immersed in the natural beauty of the land and surrounding valley. The grounds are a true Maui homestead experience, featuring hundreds of fruit tree varieties ranging from newly planted to mature producing trees, established farm roads throughout the gulch, daily egg-laying chickens, miniature dwarf goats, and a peaceful studio structure tucked into the gulch currently used for farm and agricultural storage. A utility vehicle used to access and maintain the property is also included in the sale. Located just minutes from beaches, restaurants, grocery stores, and the charm of Maui’s North Shore communities, this property offers an increasingly rare opportunity to own a private, usable agricultural retreat that blends sustainability, functionality, and natural beauty. Directly adjacent is the neighboring multi-dwelling property also offered for sale by the same owner, creating the potential for approximately 4.4 combined acres in one of Maui’s most desirable areas. A truly special North Shore estate offering privacy, infrastructure, abundance, and the timeless feeling of old Hawai‘i living.

1660 Kokomo Rd, Haiku

Listing courtesy of KM Brokerage LLC.

$1,795,000
4 Beds ⋅ 1 Baths ⋅ 409572 MLS ⋅ Fee Simple Tenure
Discover a rare opportunity to own approximately 11.3 acres in the peaceful Hali’imaile/Makawao area. This private agricultural-zoned Lot A CPR parcel offers ocean and mountain views, cool breezes, and a true Upcountry ranch feel. Located within the Kaluanui Ridge 7-lot subdivision, the property is conveniently positioned between Makawao and Paia, with approximately a 5-minute drive in either direction. At an elevation of about 1200 ft this area reportedly gets an average of about 59 inches of rainfall per year and mostly sunny days all year round. This spacious property offers the privacy, open space, and quiet rural lifestyle that make Upcountry Maui so desirable. The land is mostly fenced and includes an approx. one-acre fenced animal pasture, making it well suited for livestock, farming, homesteading, or creating your ideal Maui country retreat. The lot also borders a drainage reserve, providing additional privacy and a natural buffer. Two existing container home dwellings are already in place. The larger dwelling features 4 bedrooms, a kitchen, bathroom, 40ft storage container, off-grid solar system with 21 PV panels, inverter setup, and roughly 14 kWh of 48V battery storage, and an 800-gallon water catchment system. The second container dwelling includes 2 bedrooms, 1 bathroom, kitchen, and catchment system, with power available by generator or from the main solar setup. Enjoy privacy, acreage, views, and the peaceful beauty of Maui’s Upcountry lifestyle—all while remaining close to town, beaches, schools, shops, and conveniences.

2759 Baldwin Ave Unit 7 F A, Makawao

Listing courtesy of Hawaii Life (W).

$3,333,000
7 Beds ⋅ 5 Baths ⋅ 409514 MLS ⋅ Fee Simple Tenure
Set on 2 acres of lush, tropical grounds, this is a gorgeous private, ocean view Haiku estate that offers a rare combination of space, flexibility, and luxury. The main home has warm wood finishes, exposed beam ceilings, and an open layout that brings in natural light all around. The craftsmanship throughout is immediately felt—from the solid wood flooring underfoot to the custom details that give the home both substance and warmth. In addition to the main residence, there are four well-integrated living spaces, including an attached 2/1 and 3/1, as well as a detached ohana and a separate studio space. Whether for extended family, guests, or simply creating a more expansive way of living, the layout allows for a level of versatility that’s increasingly hard to find. The resort-style pool area captures ocean views and is designed for relaxation and entertaining. Entry to the home is marked by a serene garden setting, complete with a koi pond, water features, and a footbridge that sets a calm, intentional tone as you arrive. This property balances multiple living spaces while still feeling like a single, cohesive estate. It’s well-suited for those looking for a private retreat, a multi-generational setup, or a Maui home that offers more than just one way to live. Located with easy access to the North Shore and Paia, this is a property that offers both privacy and convenience in equal measure.

1073 Nanihoku Pl, Haiku

Listing courtesy of eXp Realty.

$1,590,000
1 Beds ⋅ 2 Baths ⋅ 409209 MLS ⋅ Fee Simple Tenure
Tucked away in Haiku, this exceptional Upcountry property spans approximately 2 usable acres and offers the perfect blend of privacy, flexibility, and North Shore charm. Featuring both a main home and a detached cottage, this rare offering presents an ideal opportunity for multi-generational living, rental income, or extended guest accommodations. The main house showcases a spacious layout with high ceilings, abundant natural light, and a seamless indoor-outdoor flow that captures the essence of island living. Recent remodeling upgrades enhance both comfort and style. Set on mostly level, usable land, the property offers beautiful open spaces, mature landscaping, and good views of the surrounding countryside. Enjoy peaceful rural living while still being just minutes from Haiku Town, nearby beaches, and world-class surf. A truly special property with endless potential in one of Maui’s most sought-after neighborhoods.

24 Poko Way, Haiku

Listing courtesy of Commercial Prop of Maui LLC.

$2,900,000
6 Beds ⋅ 3 Baths ⋅ 408817 MLS ⋅ Fee Simple Tenure
Also listed as Multi-Dwelling Res - MLS# 408644 Owner financing with 65% down. This property is majestic and unique. One of a kind!!! Perfect for Estate Living or farming. Zoning is commercial/AG A-1 Plan for your families future. Several opportunities. Welcome to Bamboo Valley Haiku, Maui. This Maui estate, located in a hidden tropical valley and bordered by a year round flowing stream is the ultimate in privacy and seclusion. At the heart of the estate is a custom 6 bedroom, 3 bath main residence and 1 bdrm detached cottage currently operating as Bamboo Valley Inn - loved by travelers from around the world. The main home offers exceptional privacy and exquisite design elements set upon an incredible backdrop of raw natural beauty. With no homes in sight, the property captures the essence of North Shore living- peaceful, tropical, powerful and refined. 3 cozy fireplaces complement the tropical atmosphere on cool north shore nights. The expansive covered lanai has tremendous views creating an idyllic setting for outdoor dining, entertaining and relaxing. The gated entry leads to a meandering stone driveway ensuring tranquility, security and seclusion. Tucked away approximately 100 yards from the main home, and beautifully concealed behind swaying bamboo, you will discover the charming Polynesian style pole home cottage. This home is full of architectural character containing custom lava rock features throughout, wrap around lanais and an open design creating a strong indoor-outdoor Hawaiian lifestyle. Both homes contain large windows that dissolve the boundaries between indoor and outdoor, so light pours in from every direction and the tropical forest and landscape become part of the interior decor. Without ever leaving the property you can enjoy a peaceful stroll through an exotic bamboo forest on a groomed trail which leads to the year round stream. This is more than an estate - it is a tranquil retreat where nature and comfort blend seamlessly. Spacious, quiet and surrounded by beauty, this Haiku property offers a lifestyle that is increasingly hard to find in the heart of Haiku, Maui. This property is being offered fully furnished with quality, move-in ready furnishings.

1444 W Kuiaha Rd, Haiku

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$11,900,000
3 Beds ⋅ 4 Baths ⋅ 408784 MLS ⋅ Fee Simple Tenure
Above a quarter mile of untouched North Shore coastline rises a rare opportunity to own one of Maui’s most extraordinary oceanfront estates. 400 Mehana Road commands sweeping 180 degree views of the Pacific from its elevated perch 275 feet above the sea. From sunrise to moonrise, panoramic ocean views create a constantly evolving backdrop to daily life. The 5,403 square foot primary residence offers 3 bedrooms and 3.5 bathrooms, thoughtfully positioned to embrace the extraordinary setting from nearly every room. Soaring coffered ceilings and expansive windows frame the ocean beyond, while newly installed bamboo flooring adds warmth and natural texture. Motorized shade screens provide comfort and ease, allowing the interiors to transition effortlessly throughout the day. The chef’s kitchen is both striking and functional, anchored by dual islands finished in black India leathered granite, creating a natural gathering space for entertaining or quiet evenings at home. A separate 1,050 square foot cottage with 1 bedroom and 1.5 bathrooms sits discreetly above the bluffs, privately tucked away from the main residence. Ideal for guests, extended family, or a creative retreat, it offers flexibility without compromising the estate’s sense of privacy and scale. Just fifteen minutes from town and easily accessible off Hana Highway, the property offers a rare balance of seclusion and connection. Some of Maui’s most respected private schools, including Seabury Hall, Montessori, Carden Academy, and Waldorf High School, are all within a short drive, adding meaningful convenience to this exceptional lifestyle. Spanning 20.5 acres, the grounds unfold with open lower meadows suited for equestrian use, irrigated gardens, and an edible orchard. A 293 foot well and a 5/8 inch County water meter provide reliable water resources. Along the eastern boundary, an enchanting 80 foot waterfall cascades toward the shoreline, creating a natural habitat for native Hawaiian green sea turtles. Private access to a secluded rocky beach enhances the rarity of this exceptional Maui estate. This is more than a home. It is a legacy estate where privacy, natural grandeur, and architectural presence come together in one of Maui’s most extraordinary coastal settings.

400 Mehana Rd, Haiku

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$2,995,000
3 Beds ⋅ 2 Baths ⋅ 408713 MLS ⋅ Fee Simple Tenure
Set on over five private acres in one of Haiku’s most peaceful pockets, this exceptional cedar residence offers a rare blend of craftsmanship and true custom design. The 3-bedroom, 2-bath main home spans approximately 2,430 sq ft and is defined by soaring ceilings, rich natural materials, and an immediate sense of quality. The heart of the home is the chef’s kitchen, dining area, and inviting sitting space, opening to a screened-in lanai overlooking the property. The kitchen features an oversized Wolf range, warming drawers, wine refrigerator, reverse-osmosis water at the bar sink, and thoughtfully designed appliance garages. A great room provides a more formal setting with 20+ ft ceilings. Custom cabinetry and built-ins throughout reflect the work of a master woodworker, including special details such as a custom vanity base crafted from 1830s dining table legs. Privacy is exceptional, with a tall, mature areca palm hedge lining the perimeter. Additional structures include a 2,500 sq ft steel workshop with half bath and separate electric meter, a detached garage used as a 1-bed/1-bath residence, a second detached two-car garage with studio and loft, and a detached office. The established grounds feature a concrete driveway to all structures, fenced garden, fire pit, barn with tack room and chicken coop, and mature fruit trees. An exceptional Haiku offering—properties of this caliber and privacy rarely come to market. Private showings now available.

30 Mamao Pl, Haiku

Listing courtesy of West Maui Land Company Inc.

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