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Two Wailea Highlands Properties Sold Off Market by the Sayles Team

Wailea Highlands Sold by the Sayles Team

280 Akaula Way

We’re proud to have helped our client secure a property that was not on the active market open to the public. Assisting in pocket listing like this deal is always a great feeling to help our clients secure a property they were intent.

The home itself is an astounding 8900 sqft of total living with a unique design throughout that magically incorporates water. Encompassing more than half an acre, the property is representative of the very best Wailea lifestyle.

Sold for $6,875,000

4385 Melianani Place

With more than half an acre of highly desirable Wailea real estate, the possibilities are endless for this parcel. Tucked away on the ridge overlooking South Maui, the value of this piece of land will only be enhanced once developed.

Sold for $1.3 million

Wailea Highlands Neighborhood

Wailea Highlands is sits just off of Kaukahi Street by the World Famous Hotel Wailea. Although this exclusive gated community in Wailea is the smallest, lot sizes are the largest available. There are 24 lots on a 14.5 acre piece of land, making each lot around half an acre or more.

Since some of the lots reside on steep slopes, the views from the Wailea Highlands are extraordinary. The West Maui Mountains and the islands of Molokini and Lanai are all visible from many of the lots.

Wailea Highlands Market Update

Sold data since 2018*

  • Number of Wailea Highlands sold since 2015: 8
  • Median sold price: $6,287,500
  • Highest priced home sold: $8.9 million
  • Lowest priced home sold: $3.8 million
  • Total sold volume: $51,450,000

Wailea Highlands Homes For Sale

  • Number of active Wailea Highlands homes for sale: 1

See a complete list of Wailea Highlands Homes For Sale

Contact a South Maui Real Estate Specialist

Please consider me to be your trusted Maui real estate and lifestyle adviser. I was born and raised on the island, and spend a considerable amount of time to inform my clients about the best deals currently on the market. Don’t hesitate to call me for your any of your Maui real estate needs as I would be honored to assist you in your home search.


Anthony Sayles R(S)


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