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$1,198,000
5 Beds ⋅ 3 Baths ⋅ 410799 MLS ⋅ Fee Simple Tenure
Nestled in the heart of Wailuku, this single-family residence on Wailupe Drive offers exceptional potential for those looking to create their ideal island home. Set against the stunning backdrop of the West Maui Mountains, the property benefits from cooling trade winds and a layout ready for your personal touch. The location provides convenient access to public and private schools, essential amenities, and local dining. You are situated just minutes from the charming boutiques and cafes of Historic Market Street, Maui Memorial Medical Center, Kahului Airport, and retail hubs like Queen Ka?ahumanu Center, beach parks and golf course. Tax records reflect a 3-bedroom layout; however, an enclosed lanai is currently utilized as an additional bedroom, bringing the functional configuration to 5 bedrooms.

765 Wailupe Dr, Wailuku

Listing courtesy of Pacific Century Realty.

$520,000
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.

$590,000
408249 MLS ⋅ Fee Simple Tenure
SELLER FINANCING AVAILABLE. An exceptional opportunity awaits. Perched at the end of a quiet cul-de-sac in the highly sought-after Laikeha at Kehalani subdivision, Lot #3 is a premier homesite spanning just over 0.6 acres and offering sweeping ocean views that are truly captivating.This remarkable property is equipped with a county water meter and underground utilities, providing both convenience and efficiency. Thoughtfully cleared and graded, with permitted home plans, 165 S Laikeha is ready-to-build with unobstructed ocean and mountain views. An ideal canvas for your forever home. Enjoy the perfect balance of tranquility and accessibility, with close proximity to schools, shopping, and dining, all while embracing the charm of a peaceful country setting. Schedule a showing today.

165 S Laikeha Pl Unit Lot 3, Wailuku

Listing courtesy of Coldwell Banker Island Prop(P).

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.