Wailea Highlands, a gated community in
Wailea, features 24 custom homes across a 14.5-acre parcel.
Originally part of Maui’s cattle ranching and pineapple lands, this area was rezoned in the 1970s as Wailea evolved into a master-planned resort destination.
Development of Wailea Highlands began in the late 1990s, with homes constructed starting in 1999, offering elevated lots and sweeping ocean vistas.
Property Characteristics - Homes are large, typically ranging from 3,500 to 9,000 square feet, with 3 to 5 bedrooms and 4 to 6 bathrooms.
- Lot sizes range from around 20,000 to 26,000 square feet, with some exceeding 40,000 square feet for the larger estates.
- Designs include single-, two-, and tri-level layouts, often with 2- or 3-car garages.
Location Features & Amenities - Many homes boast in-ground pools (some heated), spas, expansive lanais, and outdoor kitchens with ocean views.
- Gated entry ensures privacy, while proximity to golf courses offers residents optional Wailea Golf Club membership perks.
- Indoor-outdoor living is enhanced by high-end finishes like disappearing doors and photovoltaic systems in select homes.
Wailea Highlands combines very spacious, custom-built residences with a prime location overlooking Wailea’s golf terrain, delivering a blend of privacy and access to South Maui’s luxury amenities.
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