Wailea Highlands

Neighboring the elegant Hotel Wailea, Wailea Highlands is considered to be THE most exclusive subdivision in the Wailea resort, with only 24 homesites atop more than 14 acres of incredibly well positioned Maui real estate. Situated on a slope overlooking Maui's southern coast, Wailea Highlands offers some of the most luxurious living Wailea has to offer.
View corridors include panoramic ocean views - from Molokini to Lanai, perfectly framing the visiting humpback whales, which 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

$8,999,995
  • 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...
Residential
Photo of Listing #381507

4280 Melianani Pl

$5,700,000
  • 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...
Residential
Photo of Listing #381253

292 Akaula Way 22

$5,498,000 In Escrow
  • 4 Beds
  • 6.00 Baths
  • 6,287 SqFt
Motivated! Phenomenal home with a super low price per sq ft with a picturesque panorama ocean view. This ultimate Custom home is in one of Maui's most exclusive gated communities, Wailea Highlands, and is designed to capture breathtaking Pacific Ocea...
Residential
Photo of Listing #380079

4355 Melianani Pl

$1,698,880
  • Beds
  • Baths
  • 20,038 SqFt
THE premier Wailea luxury ocean view homesite currently on the market! ONLY four Wailea homesites currently available in MLS. Are you interested in building a panoramic oceanview luxury residence? Are you aware you will have a huge head start in the...
Vacant Land

Wailea Highlands Map

Map of Wailea Highlands Maui

Wailea Highlands Experts

Thinking of purchasing or selling a Wailea Highlands property for sale? Contact us for a private consultation - our team encompasses some of the utmost experts in the Wailea real estate market who would be happy to answer any questions.


South Maui Realtors
Island Sotheby's Int Realty
Tel 808.879.8880
Fax 808.879.2931

South Maui Real Estate Leaders

Have Questions About the Real Estate Market in Kihei, Wailea, or Makena?

Our South Maui Real Estate experts have combined decades of experience in serving the South Maui real estate market and have expert-level local knowledge to best serve our clients. For a private consultation, stop by our conveniently located office in Kihei, 2463 South Kihei Road, Suite A-22 (2nd Floor), call us at 808-879-8880, or fill out the form below and one of our experts will be in touch.

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Listings provided courtesy of the REALTORS® Association of Maui.

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