Wailuku Homes with Pool

Wailuku Homes with Pool

Welcome to Wailuku, a charming town nestled on the beautiful island of Maui, Hawaii. Known for its rich history and vibrant culture, Wailuku offers a unique blend of small-town charm and stunning natural beauty. As the county seat of Maui, this lively community is not only a hub of local government but also a gateway to breathtaking landscapes, including the majestic Haleakalā National Park and the scenic Iao Valley State Park.

Wailuku boasts a diverse array of homes, but one of the most sought-after features is the availability of homes with pools. Imagine enjoying the warm Hawaiian sun while lounging by your private oasis, taking refreshing dips on hot summer days, or hosting unforgettable gatherings with friends and family. These homes with pools offer the perfect escape, combining luxury with the laid-back lifestyle that Wailuku is known for.

The neighborhood is also rich in amenities, with local shops, restaurants, and cultural attractions just a stone's throw away. Stroll through the historic district, where you can explore charming boutiques and savor delicious local cuisine. Wailuku is also home to the Maui Arts & Cultural Center, where you can enjoy live performances and art exhibitions that celebrate the island's diverse heritage.

Whether you're looking for a tranquil retreat or an active lifestyle filled with outdoor adventures, Wailuku has something for everyone. With homes featuring pools, you can embrace the essence of island living while enjoying the comforts of your own private sanctuary. Come discover the enchanting allure of Wailuku, where your dream home awaits!

Newest Wailuku Homes with Pool

$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.

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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.