Wailea Luxury Homes

Wailea Highlands

Since its establishment during the 1960s, the Wailea resort has drawn visitors from around the world. The location enjoys balmy, tropical weather. Bountiful sunny days arise here during the course of a typical year. Beautiful sandy beaches, scenic ocean vistas, and three championship golf courses help make Wailea a prime vacation address.


If you've decided it's time to own a home in this incredible area, you should certainly consider homes for sale in the Wailea Highlands. The elegant Wailea Highlands subdivision encompasses some of the most magnificent luxury homes in all of Maui.

Wailea Highlands Statistics

Average Price $2.4M
Lowest Price $2M
Highest Price $2.9M
Total Listings 2
Avg. Days On Market 288
Avg. Price/SQFT $0

Property Types (active listings)

Wailea Highlands For Sale

About Wailea Highlands Homes For Sale

The 24 executive homes in Wailea Highlands sit on sloping terrain providing outstanding views of the sparkling blue Pacific Ocean in the distance. Fairways of the renowned Wailea Bue Golf Course adjoin this 14-acre tract on one side. The Hotel Wailea stands close to this subdivision's gated entrance.

Wailea Highlands sits near the intersection of Kaukahi Street and Kalai Waa Street. Its luxurious residences line quiet lanes and cul-de-sacs, with Melianani Place serving as a primary road through the subdivision. Attractive landscaping contributes to the park-like ambiance of this setting.

Luxurious Residential Properties in Wailea

The custom homes in this residential community enjoy generously-sized lots and some of the best features of any homes for sale in Wailea. Many offer private backyard swimming pools and lanais. The lots range from around 20,000 square feet to 30,000 square feet, providing ample room for large residences.

Although these lovely single-family homes vary in terms of their architectural designs and floor plans, they include a variety of in-demand features. Four-bedroom homes with multiple bathrooms and gourmet kitchens are most common. A custom home in Wailea Highlands offers a spacious, luxurious slice of paradise. 

Wailea Highlands Map

Map of Wailea Highlands

A Prestigious Enclave

The properties in this subdivision have reportedly listed within a broad price range in the past (from $4 million to over $9 million). They enjoy close proximity to an array of recreational activities and amenities. From this location, residents easily access soft sandy beaches, tennis courts, championship golf courses, and boutique shops. Fine restaurants stand within walking distance of the Wailea Highlands.

One perk of owning a home with a Wailea Highlands address delights avid golfers: the right to apply for Wailea Golf Club membership. Players who purchase club memberships enjoy reservation privileges. They also obtain reduced rates for many services offered at the Wailea Blue Golf Course, the Wailea Emerald Golf Course, the Wailea Gold Golf Course, and the Kihei Maui Nui Golf Course.

Some Reasons to Prefer Homes For Sale in Wailea Highlands

Many reasons inspire Maui real estate buyers to search for elegant Wailea Highlands homes. Consider some of these reasons to select these properties:

  • Enjoy residing in an internationally acclaimed resort community
  • Own a home located within close proximity to a multitude of services and recreational activities
  • Invest in one of Wailea's premier subdivisions
  • Live in a secure, private, well-maintained residential enclave
  • Commute easily to Makena, Kihei, Ma'alaea, or Lahaina
  • Enjoy close proximity to tournaments and other events conducted at the Wailea Blue Golf Course

Although Wailea Highlands remains one of the smaller subdivisions at the Wailea Resort, it enjoys a reputation as one of the most exclusive developments in Maui.

Choosing Wailea Highlands Homes For Sale

Many strong reasons support investing in Wailea Highlands homes for sale. Yet the comparatively small size of this exclusive enclave means the residences here reach the re-sale marketplace infrequently. For example, during 2017, only a single property in this subdivision sold.

Maui real estate investors in this well-established neighborhood tend to retain ownership of their homes for many years. Finding a property in this choice location requires patience as they are only rarely on the market. Maui real estate buyers seeking these homes for sale in Wailea should consider taking quick action to evaluate any new listings.

Get In Touch With Evan!

Evan Harlow Maui

Evan Harlow is an award-winning Realtor on Maui ranking in the top 1% of Coldwell Banker agents worldwide. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what our clients are saying on Google.

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