Wailuku Homes with Pool

Wailuku Homes with Pool

Welcome to Wailuku, a charming district nestled in the heart of Maui, Hawaii. Known for its rich history, vibrant culture, and breathtaking landscapes, Wailuku is a place where the spirit of Aloha thrives. As the county seat of Maui, this quaint town offers a delightful mix of modern amenities and traditional Hawaiian charm. Residents and visitors alike can enjoy the stunning views of the West Maui Mountains, explore the lush gardens at the nearby Iao Valley State Park, or take a leisurely stroll through the historic streets lined with colorful storefronts and local eateries.

One of the standout features of Wailuku is its exquisite selection of homes, many of which come with private pools, perfect for those warm Hawaiian days. Imagine waking up to the sound of gentle waves and the scent of tropical flowers, then stepping outside to your own oasis. Homes with pools in Wailuku offer not only a refreshing escape from the sun but also a space for entertaining family and friends. Whether you’re hosting a summer barbecue or enjoying a quiet evening under the stars, a poolside retreat can enhance your island living experience.

Wailuku’s real estate market is as diverse as its community, with options ranging from charming single-family homes to modern condos, all set against the backdrop of Maui’s stunning natural beauty. With its rich culture, beautiful landscapes, and inviting community, Wailuku is not just a place to live; it’s a lifestyle waiting to be embraced. Discover your dream home with a pool in this vibrant district, and let the magic of Maui envelop you.

Newest Wailuku Homes with Pool

$545,000
2 Beds ⋅ 2 Baths ⋅ 409765 MLS ⋅ Fee Simple Tenure ⋅ Iao Gardens BLDG.
Welcome home to this beautifully upgraded 2-bedroom, 2-bath Corner Unit with Impressive Views of Iao Valley, the West Maui and Waihee Mountains, and Ocean Views from the Lanai and Primary Suite. With 839 SF of thoughtfully designed living space, this inviting floorplan offers both comfort and privacy, featuring a spacious great room that separates the primary suite from the second bedroom and bath. Inside, you’ll find tasteful updates throughout, including luxury vinyl plank flooring, fresh interior paint, refreshed white cabinetry, granite countertops, new bathroom vanities, and a generous walk-in storage closet. The convenience of an in-unit washer and dryer adds to the ease of everyday living. Glass doors from both bedrooms open directly to the lanai, allowing refreshing tradewinds to flow naturally through the home and creating a seamless indoor-outdoor lifestyle. Surrounded by a mature tropical landscape, the lanai features a built-in bar with footrest — the perfect place to enjoy morning coffee, outdoor dining, or simply relax while taking in the scenic ocean and mountain views. This secure and well-maintained building offers an elevator, covered parking, an inground pool, and a barbecue deck area designed for enjoying Maui’s year-round island lifestyle. This Unit includes one assigned parking stall with additional nearby street parking and the Wailuku Parking Structure. Ideally located in the Heart of Historic Wailuku Town, you’ll enjoy easy access to restaurants, shopping, entertainment, medical facilities, schools, parks, banks, churches, and government offices. This property is perfectly suited as a primary residence, second home, or an investment opportunity. Schedule your private showing today and discover a beautiful condo to call home, where gentle tradewinds, lush tropical surroundings, and scenic mountain and ocean views create a peaceful island retreat. As a Bonus, furnishings & housewares are included!

2180 W Vineyard St Unit 106, Wailuku

Listing courtesy of Maui Real Estate Advisors LLC.

$510,000
2 Beds ⋅ 2 Baths ⋅ 409737 MLS ⋅ Fee Simple Tenure ⋅ Iao Gardens BLDG.
Perched on the top floor as a coveted corner unit, Iao Gardens Unit 302 is a thoughtfully updated 2 bedroom, 2 bathroom residence with 839 square feet of comfortable living space with privacy, views and Central Maui convenience. Vaulted ceilings with upper jalousie windows invite refreshing trade winds and abundant natural airflow, while expansive windows frame beautiful Haleakala views and bring natural light into the home. From the primary bedroom, enjoy ocean views that add to the unit’s unique sense of place. Thoughtfully updated, the residence features honey oak luxury vinyl plank flooring throughout the main living spaces and recently installed carpet in the bedrooms for added comfort. The lanai overlooks Vineyard Street toward Haleakala, creating the perfect setting to enjoy cool breezes year round. Customized storage solutions maximize functionality, while a large loft provides valuable additional storage space. Kitchen and bathroom remodels offer stylish and functional updates to the home. The primary ensuite stands out with honeycomb tile, wallpaper and custom wood accents that add warmth and personality. A custom built Murphy bed in the second bedroom creates exceptional flexibility, allowing the space to easily function as a guest room, office, or creative retreat. Located within a secured elevator building, Iao Gardens is a quiet community with a pool and barbecue area, conveniently positioned near County offices, Wailuku Elementary, the library, Market Street, restaurants, shops, and Wailuku First Fridays. Unit 302 is among the rare few with two deeded parking stalls, plus close proximity to Maui Memorial Hospital, Iao Valley, and North Shore surf. Listing agent is owner.

2180 Vineyard St Unit 302, Wailuku

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

$550,000
2 Beds ⋅ 2 Baths ⋅ 409736 MLS ⋅ Fee Simple Tenure ⋅ Iao Gardens BLDG.
Located in the heart of Wailuku, Iao Gardens offers convenient Central Maui living close to government buildings, schools, medical facilities, restaurants, shopping, parks, and other local businesses. Nearby Iao Valley State Monument, home to the iconic Iao Needle, is just minutes away. This secured complex features an elevator, one covered parking, swimming pool, BBQ and car wash amenities. The spacious 839 sqft unit enjoys refreshing breezes, views overlooking Happy Valley, and a partial ocean view. The well-maintained interior includes upgraded kitchen and bathroom finishes, creating a clean and comfortable living space in a convenient Wailuku location. The primary shower has a fiberglass molded one piece seated shower on a steel frame.

2180 Vineyard St Unit 204, Wailuku

Listing courtesy of Coldwell Banker Island Prop(S).

$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.

$475,000
2 Beds ⋅ 2 Baths ⋅ 409457 MLS ⋅ Fee Simple Tenure ⋅ Iao Gardens BLDG.
Tucked into the heart of Wailuku, this 2-bedroom, 2-bath, third-floor condo in a secured building offers comfortable living in a highly convenient location. Situated less than a 1 mile radius of local shops, restaurants, lounges, markets, medical facilities, and county buildings. High ceilings create an open, airy feel, while expansive West Maui Mountain views add a natural sense of calm. The layout flows easily between the kitchen and living area, making the space both functional and inviting. Located less than 5 miles from the airport, Central Kahului and North Shore beaches like Kanaha—known for its world-class windsurfing and kiteboarding—this is a central base that supports both daily life and an active island lifestyle. A great opportunity for a buyer looking to make it their own, this unit offers potential to add value over time. Whether you’re searching for a primary residence or an investment, this is a well-located option worth exploring.

2180 Vineyard St Unit 308, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ka.

$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.

$1,374,000
3 Beds ⋅ 3 Baths ⋅ 408465 MLS ⋅ Fee Simple Tenure
Beautiful home with in-ground pool and spa on spacious corner lot in the highly desirable Kealohilani neighborhood at Kehalani. Incredible views of the North Shore, Haleakala, and West Maui mountains from all throughout the house and pool area. 5 split system A/C units keep the entire 3 bedroom, 2.5 bathroom home comfortable. The photovoltaic system helps keep things affordable. This only seven year old home, just had the exterior professionally painted. Stamped cement walkway and pool deck, over 100' of tight joint rock wall, Privacy fence, and gates create an ideal outdoor sanctuary. 9' ceilings and large windows add to the spacious feeling throughout the home. Conveniently located, near shopping, hospital, airport, Iao Valley, golf, and ocean activities. Please check out the video link above.

100 Lili Lehua St, Wailuku

Listing courtesy of Haleakala Realty, LLC.

$3,849,000
4 Beds ⋅ 6 Baths ⋅ 407886 MLS ⋅ Fee Simple Tenure
Welcome to Hale Ho’omalu, “a place of peace and content” located in the exclusive gated enclave of Maluhia Country Ranches, this extraordinary custom estate exudes opulence, ultimate privacy and a one-of-a-kind ambiance where awe inspiring ocean and North shore coastal views are the theme. This unparalleled offering hosts a spacious, well thought out floorplan to accommodate your entourage in this single level layout with four separate en-suites and 5.5 baths with multiple indoor/outdoor spaces that seamlessly integrate indoor/outdoor living. The expansive master suite with private lanai and integrated personal office space is sure to impress with continuous views, vaulted ceilings and incredible natural light throughout. Be compelled to enjoy the expansive views from the multilevel custom Brazilian hardwood wood deck that adorn the colossal infinity edge saltwater pool with incorporated 10-person hot tub, ideal for the discerning lap swimmer. On the lower pool deck level, the views continue where whale spotting, magnificent sunrises and entertaining with your favorite libations will create lasting memories. Further exploring will lead you to a private wellness area with a full gym and a spacious spa inspired pool bathroom and sauna with relaxation in mind. This incredible estate boasts many additional amenities such as a 49 panel solar array with 4 tesla power wall batteries, fiber optic internet throughout, a proper chef’s kitchen with commercial grade stainless appliances and gas cooking, a spacious 3 car garage and multiple water features/fountains throughout the impeccably manicured grounds. The meticulous nature of the seller and pride of ownership is highly evident. Home is sold fully furnished and turn key with a UTV machine to explore the 2.25 acres with ease. Schedule your private showing today!

39 Lahaole Pl Unit 14, Wailuku

Listing courtesy of Coldwell Banker Island Prop-KP.

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