Wailea Highlands

Neighboring the elegant Hotel Wailea, Wailea Highlands is one of the area’s most spacious communities, with only 24 homesites over just more than 14 acres. Situated on a slope overlooking Maui’s southern coast, Wailea Highlands offers some of the most luxurious living Wailea has to offer.

The west Maui mountains can be seen in the distance, while humpback whales can be spotted offshore during the winter months. Championship golf courses, fine dining and spas are only minutes away from the community, which neighbors some of the island’s finest resorts.


Wailea Highlands Homes For Sale

Photo of Listing #376300

4340 Melianani Pl

  • 4 Beds
  • 7.00 Baths
  • 8,657 SqFt
With its 78-foot wrap-around pool and grand lanais this magnificent Wailea Highlands home offers the finest in indoor-outdoor living and incomparable architectural design. Majestic ocean views and coveted privacy are yours in this 8657 sq. ft. 4 bedr...
Photo of Listing #381507

4280 Melianani Pl

  • 4 Beds
  • 4.50 Baths
  • 4,831 SqFt
“The Best We Can Be.” This phrase epitomized Joseph Phelps’ life. It was woven into his family values, and professional endeavors, as a leader in business, most notably as the founder of Joseph Phelps Vineyards. Although a humble man, he inspir...
Photo of Listing #381253

292 Akaula Way 22

  • 4 Beds
  • 6.00 Baths
  • 6,287 SqFt
REDUCED by $500K!!! 6287 sq ft of tranquil luxury living at approx only $875 per sq ft with a picturesque panarama ocean view. This ultimate Custom home is in one of Maui's most exclusive gated communities, Wailea Highlands, and is designed to captu...
Photo of Listing #380079

4355 Melianani Pl

  • Beds
  • Baths
  • 20,038 SqFt
Are you aware you will have a huge head start in the building process with this PREMIER Wailea homesite that is now available on Maui? Included with the purchase of this exclusive luxury homesite featuring expansive unobstructed ocean views are the W...
Vacant Land

Wailea Highlands Map

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Listings provided courtesy of the REALTORS® Association of Maui.

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