Wailuku Homes with Detached Ohana Cottage

2 Beds ⋅ 1 Baths ⋅ 410055 MLS ⋅ Fee Simple Tenure

Unique investment opportunity on an approximately 12,506 sq. ft. lot with two tenant-occupied homes providing current rental income. The first residence (2062 Ulei), built in 1947, features 2 bedroom, 1 bathroom, and approximately 605 sq. ft. of living area. The second home (2064 Ulei), built in 1938, offers 2 bedrooms, 1 bathroom, and approximately 472 sq. ft. Both homes are in need of repairs and updating, but provide a solid foundation for renovation, rental income potential, or multi-generational living. Property is being sold as-is. Buyer and Buyer's Agent are advised to do their own due diligence. Please do not disturb tenants and do not enter property without an appointment. Mahalo

2062 Ulei Pl, Wailuku

Listing courtesy of Realty 1st Inc.

$1,148,000

3 Beds ⋅ 3 Baths ⋅ 410037 MLS ⋅ Fee Simple Tenure

Also listed as commercial MLS # 410039. Three contiguous lots-offered together, featuring a 3-bedroom, 2.5-bath main home, an unfinished 2-bedroom, 1-bath cottage, and a vacant lot with an existing slab foundation. Combined, the properties offer 1,778 sq ft of living area on a total land area of approximately 8,497 sq ft. Zoned Mixed-Use Commercial/Residential within the Wailuku Redevelopment Area (WRA), this rare offering presents exceptional flexibility and endless possibilities. Just moments from the vibrant heart of Wailuku Town, this one-of-a-kind property invites you to live, work, create, and invest—all from one unique location. The welcoming plantation-style main home blends island charm with thoughtful updates, including newer split A/C units, an owned net-metered photovoltaic (PV) system, a new roof, fresh exterior paint, and more. Step outside to a private backyard patio—an inviting space for quiet mornings, outdoor dining, or relaxing with family and friends. Just steps away, the unfinished cottage, previously used as a workspace, offers an exciting opportunity to bring your vision to life. Whether transformed into a guest ohana, home office, creative studio, or income-producing rental, its newer roof and new exterior paint provide a strong foundation for future possibilities. Completing this unique offering is the rare vacant lot presenting additional potential for expansion or future development, subject to applicable approvals. Enjoy the convenience of being just minutes from Wailuku's restaurants, boutiques, government offices, medical facilities, and everyday essentials. Whether you're seeking a personal residence, a live-work environment, or an investment with exceptional upside, this is a rare opportunity to shape your future in one of Maui's most historic and evolving communities.

73A Maluhia Dr, Wailuku

Listing courtesy of ENRG Realty.

$5,995,000

2 Beds ⋅ 2 Baths ⋅ 409768 MLS ⋅ Fee Simple Tenure

Presenting this rare and private oceanfront estate offering over 125 feet of linear ocean frontage in one of Maui’s most captivating coastal settings. Privately gated and thoughtfully secured, the estate opens with an immediate sense of warmth carrying an effortless charm and an authenticity that exceeds expectation. Designed with a relaxed yet refined aesthetic, the spacious home evokes the feeling of a private coastal retreat that is warm, welcoming, and deeply connected to its surroundings. Rich wood flooring, vaulted ceilings, layered textures, expansive pocketing doors, and expansive oceanfront decks create a seamless indoor-outdoor lifestyle that feels both refined and inviting. Beautifully landscaped with Hawaiian style favorites, expansive lawn areas ideal for gathering, and thoughtfully designed rock wall accents, the grounds feel like a destination in themselves, a tranquil setting where you can unwind, entertain, and explore Maui’s coastline. A separate guest cottage with a charming porch and private hot tub offers an inviting retreat for family and friends while maintaining privacy throughout the estate. Positioned on an expansive oceanfront parcel, this secure and welcoming coastal retreat delivers an elevated island experience where panoramic ocean views of Maui’s neighboring islands, sunsets, and moonrises over Haleakala become part of everyday life. And, located just steps from Maalaea Harbor, oceanfront dining, Haycraft Beach, and the iconic Freight Trains surf break, this remarkable offering delivers the rare balance of exclusivity, authenticity, and effortless island living.

210 S Hauoli St, Wailuku

Listing courtesy of Engel & Volkers Maui.

$4,895,000

4 Beds ⋅ 6 Baths ⋅ 409534 MLS ⋅ Fee Simple Tenure

Located within the coveted acreage community of Wailuku Country Estates, 2150 Kamaile Street offers a rare combination of privacy, scale, and resort-style living across approximately 2.78 acres. The main residence spans approximately 3,175 square feet and is designed to capture the essence of indoor-outdoor island living. Generous living spaces flow effortlessly to the surrounding grounds, creating an inviting setting for both everyday comfort and elevated entertaining. A detached two-bedroom, two-bathroom Ohana of approximately 1,000 square feet enhances the compound feel of the property. Complete with an oversized garage, this separate residence offers privacy and versatility while remaining integrated into the overall estate design. Recent enhancements have transformed the outdoor experience into a private retreat. A newly constructed resort-style pool and spa anchor the property’s recreational amenities, complemented by an expanded pool deck ideal for gatherings. A tranquil water feature and private putting green further elevate the grounds, creating a curated setting designed for relaxation and enjoyment. The detached barn structure has been thoughtfully upgraded and finished, adding substantial flexibility to the estate. Whether utilized as a studio, gym, office, creative space, or extended entertaining area, it contributes meaningful utility and enhances the property’s overall functionality. With nearly three acres of usable land, multiple structures, and newly added resort-level amenities, 2150 Kamaile Street presents a compelling opportunity to own a private lifestyle compound in one of Central Maui’s most desirable estate communities. This is a property designed not only as a residence — but as a destination.

2150 Kamaile St, Wailuku

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$1,250,000

3 Beds ⋅ 2 Baths ⋅ 408913 MLS ⋅ Fee Simple Tenure

Wake up to this awesome Maui Island beauty in this exceptional dual-residence property offering both comfort and versatility. The main home features 3 bedrooms and 2 bathrooms, thoughtfully designed for everyday living, while the charming cottage offers 2 bedrooms and 1 bath—perfect for extended family, guests, or potential rental income. Set on a large, level lot, this property captures expansive, breathtaking views stretching from the North Shore to the South Shore, with unforgettable sunrises over Haleakala that will start each day on a spectacular note. Additional highlights include a 2-car attached garage with ample storage, providing both convenience and functionality. Ideally located, this home is just minutes from shopping, dining, schools, and all the amenities you could need—offering the perfect balance of tranquility and accessibility. A rare opportunity to own a versatile property with unmatched views and endless potential.

299 Liholiho St, Wailuku

Listing courtesy of Coldwell Banker Island Prop(S).

$3,595,000

4 Beds ⋅ 6 Baths ⋅ 408673 MLS ⋅ Fee Simple Tenure

Come and see this spacious 7,595 square foot estate home located in the peaceful countryside of Wailuku Country Estates. Just 10 minutes from town, the setting feels quiet and rural while still being conveniently close to everyday amenities. The 2 acre property offers a wonderful sense of openness, with plenty of room to enjoy the outdoors, including putting greens for practicing your golf game. The right side of the home is designed for recreation and fitness, featuring a half court basketball area that leads into an above ground pool room with a jetted swim pool for exercising against the current. A welcoming porte cochere leads into a large entry area with dual staircases that open to an upstairs office and landing. From here, enjoy expansive views of the mountains and ocean, an ideal spot for working from home. Upstairs on the right side are three bedrooms, each with its own bathroom, along with a generous laundry area. The left side of the upper level is dedicated to the main suite, which includes a spacious bedroom, a large dressing room with built-in storage, and a well appointed bathroom. A private staircase connects the main suite to the kitchen, dining, and family gathering areas below. The kitchen sits at the center of the home, designed so the cook remains part of the conversation and activity. Additional features include a three-bay garage with space for vehicles and hobbies, an electric vehicle charging station, and solar panels that help keep energy costs down. A separate single-story cottage offers approximately 1,000 square feet with two bedrooms and two baths, perfect for hosting guests or accommodating extended family. Bright and airy, it features a comfortable living room, a separate dining space, a garage, and a covered lanai where you can enjoy the island breeze. This property is designed for comfortable everyday living. Schedule a private showing with your agent today and come see it for yourself.

2673 Kamaile St, Wailuku

Listing courtesy of Compass-W.

$1,395,000

3 Beds ⋅ 3 Baths ⋅ 407568 MLS ⋅ Fee Simple Tenure

Also listed as Multi-Dwelling Residential - MLS 409651. Situated on nearly one acre, the 3-bedroom, 3-bath main home and detached 2-bedroom, 1-bath cottage enjoy sweeping ocean views, sunrise and moonrise vistas, and the tranquility of indoor/outdoor living from the expansive wraparound covered lanai — the ideal spot to watch whales breach and ships sail by. Set against a lush backdrop of tropical landscaping, yet just a short drive from town, this beautifully renovated property offers the perfect blend of island luxury, comfort, and versatility. The main residence was thoughtfully renovated in 2018, showcasing vaulted open-beam ceilings, upgraded lighting fixtures, Australian eucalyptus wood and travertine flooring, and abundant windows that bathe the interiors in natural light. The gourmet kitchen is a chef’s dream, featuring granite countertops, soft-close cherry wood cabinetry, and top-of-the-line Viking stainless steel appliances, including a custom panel side-by-side refrigerator, gas stove with hood, built-in microwave, convection oven, and a separate pantry. The spa-inspired bathrooms offer marble countertops, river rock and mosaic tile shower floors, and a soaking tub in the primary suite — perfect for unwinding after a day in paradise. Additional upgrades include a new roof, windows, and doors (2018), and updated electrical and plumbing systems and interior and exterior paint (2020). Downstairs, a bonus finished basement adds versatility with a full bath, wet bar, and concrete-stained flooring — ideal as a media room, game room or home office. The main home has hot water on demand from its propane tankless water heater. The detached cottage, renovated in 2022, features 2 bedrooms, 1 bath, a 1-car carport, vinyl plank flooring, updated kitchen cabinets, countertops, and appliances. Thoughtfully positioned to allow for privacy, it’s a perfect income opportunity, guest space, or multigenerational living option. The property has two county water meters and two electric meters. Don’t miss the chance to own this unique island retreat — a rare opportunity to enjoy serene tropical living with modern upgrades, flexible living spaces, and unforgettable ocean views.

2609 Kahekili Hwy, Wailuku

Listing courtesy of Carol Ball & Assocs.

$1,695,000

5 Beds ⋅ 3 Baths ⋅ 406777 MLS ⋅ Fee Simple Tenure

Beautiful Lower Waiehu house and detached cottage with the possibility of owner financing. This gated and fenced property has multiple dwellings and fantastic rental possibilities, great for help on the mortgage payment. Built in 2007, this 5 bedroom, 3 bathroom house and 2 bedroom, 1 bathroom ohana offer multiple units and plenty of parking. Beautifully appointed with high end finishes and designed for low maintenance. No carpet, hardwood floors, real stone and top of line fixtures. The ohana (great mortgage helper) sits at the front of the lot, just across the street from the ocean. The living space for the ohana is on the second floor, with a large garage beneath. The main home is at the back of the property, featuring creative design to maximize the living space on two levels. Both homes have ocean views and bright airy lanais. You're conveniently located next to shopping, restaurants, Waiehu Municipal Golf Course and great ocean access. The property has owned photovoltaic on NET metering. A solid income for the investor-minded buyer. We have complete Matterport walkthroughs for each unit available upon request. The property is also interim zoning that allows for expansion beyond what is currently built to maximize your ROI. The seller is submitting plans to the County for an additional 3 bedroom house to be built on the property - once the permit is granted, the list price will increase.

167 Lower Waiehu Beach Rd, Wailuku

Listing courtesy of Hawaii Life (W).

$1,550,000

3 Beds ⋅ 2 Baths ⋅ 406718 MLS ⋅ Fee Simple Tenure

PRICE ADJUSTED TO SELL! Unlock the possibilities of this versatile property. Are you're looking for a spacious Multi-generational home or an Investment property on approximately 20,025 sf useable land area. There are (2) separate buildings configured with five separate living spaces, each is designed to offer both separation and privacy. With multiple living areas, the setup is ideal for extended families or for potentially generating rental income. As follows: there are (2) living quarters in the front dwelling; 3 bedroom & 1 bath upstairs, and 2 bedroom & 2 bath downstairs. In addition, there are (3) living quarters in the back dwelling; 2 bedroom & 1 bath, 3 bedroom & 1 bath, and 2-story 4 bedroom & 2 bath. Large backyard perfect for gardening, lot’s of parking available. Both dwellings were remodeled in 2019 with many building improvements. There are Tenants in each area. Serious Buyers only! Due to the privacy of the tenants, interior pictures are not available. Do Not Disturb the Tenants. Call your favorite Realtor to setup an appointment to show with the listing agent. Property information obtained from Real Property Tax Records. Buyer and/or buyer’s agent to conduct the own due diligence on the property.

2259 Mokuhau Rd, Wailuku

Listing courtesy of Blue Hawaii Realty Inc.

$2,900,000

6 Beds ⋅ 5 Baths ⋅ 406466 MLS ⋅ Fee Simple Tenure

The road up to 21 Hulumanu Place winds along a dramatic cliffside. Not everyone will follow it to the top. That's what makes this place yours. By the time the gates swing open, the town below has already disappeared. This is Maluhia Country Ranches, and maluhia means peace and tranquility for a reason. As you step inside the main home, light pours through soaring ceilings and the views open in every direction. Ocean on one side, mountains on the other. The lanai pulls you outside immediately. You'll find yourself lingering long after dinner, watching the light change over the water until the stars take over. It's that kind of place. The layout was designed for the way people want to live. The main house has three bedrooms, three baths, a lofted bonus space, and a kitchen for people who love to cook and gather. An attached studio is perfect for an au pair, a creative space, or the in-laws who want to be close but not that close. Down the path, a detached two-bedroom cottage sits with its own jaw-dropping views, ready for visiting friends, a long-term guest, or rental income when no one's coming to stay. At over 2.6 acres and agriculturally zoned, the land is yours to dream on. A barn. Room for horses. A garden. Or just wide open space under the Hawaiian sky. When you need town, you're twenty minutes away. You just won't want to leave. This is the kind of place most people never find. Once you do, you'll understand why.

21 Hulumanu Pl, Wailuku

Listing courtesy of Compass-W.

$1,050,000

3 Beds ⋅ 1 Baths ⋅ 405845 MLS ⋅ Fee Simple Tenure

DRASTIC PRICE REDUCTION! Sellers are motivated! Large 1/2 Acre lot with sweeping ocean & mountain views for you to enjoy from this treasured Kamaaina Estate nestled in Waiehu. Serenity abounds as you enjoy the sweeping ocean views and the swaying palm trees. Both the main residence as well as the cottage are in need of TLC. The main home is reminiscent of Old Hawaii with fine architecture featuring high ceilings, spacious rooms, crown molding and built in glass cabinets. Imagine restoring this home back to its grander. This sprawling estate is situated on a rare 26,404 sq. ft. lot also includes a 1/1 bath cottage with fabulous views as well. The R-3 Zoning is a huge opportunity to have multiple accessory dwellings under current zoning rules. This is a great investment to generate income or to create your own family compound. Conveniently located near shopping centers, the MAC, the hospital and churches. Both dwellings are in need work but this project is an opportunity that doesn’t come around very often. To be sold in as-is condition. Sellers did a survey but no Termite Inspection or treatment. Electricity was disconnected. The owners will not do any repairs but are open to offers. Showings to pre-qualified buyers only. Listing agent must be present. Sellers are motivated! LOOKING FOR OFFERS!

658 Waiehu Beach Rd, Wailuku

Listing courtesy of Sunward Realty Inc.

Wailuku Homes with Detached Ohana Cottage

Newest Wailuku Homes with Detached Ohana Cottage