Wailea Kialoa By The Numbers
| Average Price | $2.8M |
|---|---|
| Lowest Price | $2.5M |
| Highest Price | $3.2M |
| Total Listings | 4 |
| Avg. Days On Market | 107 |
| Avg. Price/SQFT | $971 |
Property Types (active listings)
Wailea Kialoa For Sale
Recent Sales in Wailea Kialoa
A Pristine Tropical Atmosphere in Wailea
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Maui home buyers discover an alluring quality of daily life in the gated residential community of Wailea Kialoa.
Located in the luxury South Maui community of Wailea next to Wailea Pualani Estates and the Palms at Wailea, this delightful subdivision allows property owners to enjoy a luxurious lifestyle. Investors seeking solid realty values should consider homes in this location seriously.
Wailea Kialoa Map

Luxury, Privacy, and Serenity at Wailea Kialoa
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The homes for sale in Wailea Kialoa have interested prospective buyers for many years. This residential development boasts quiet paved streets with sidewalks and fashionably landscaped grounds. Residents access the 102 homesites here through any of three separate gated entrances.
Located on Heleuma Street, Kaipili Street, and Okolani Street, these portals offer convenient access to the surrounding area. The Heleuma Street entrance includes an impressive expanse of green lawn as a buffer against the noise from passing traffic.
The developers allowed home buyers to select their own architects and builders, resulting in an appealing selection of home styles and floor plans. Monthly maintenance fees stand in the low $400 range. Additionally, residents also pay low quarterly dues to the Wailea Community Association.
The Association's covenants prohibit vacation rentals in this location. These rules promote a stable, comparatively quiet neighborhood milieu.
With its well-developed infrastructure and the availability of underground utilities, this site offers a very comfortable locale. Properties here reach the sales marketplace comparatively infrequently.
Wailea Homes For Sale
Wailea Kialoa Homes For Sale
The dimensions of the lots in this development vary considerably. Most homes sit on tracts ranging from 7,000 to 23,000 square feet. Some homeowners have remodeled extensively in recent years. Yards in this community also tend to display mature landscaping.
The typical home will include at least three bedrooms and three baths, and provide around 3,000 square feet of living space. However, a few homes in the neighborhood are larger and offer four bedrooms/five baths.
Features of These Wailea Homes
What features do Wailea Kialoa Homes for sale offer? Although exceptions do occur, in most cases these stylish residences provide balconies and shaded lanais. They feature refreshingly air-conditioned interiors, spacious floor plans, and generously sized walk-in closets.
The majority of homes feature high ceilings, ceiling fans, sliding glass exterior doors, and large, attractive kitchens with generous storage. The houses in this neighborhood frequently include in-ground swimming pools, hot tubs, outdoor showers, or spas.
Solar panels and solar hot water heaters represent popular additions, too. Residents enjoy numerous amenities in this affluent, well-established gated community.
Find Yourself in Wailea Kialoa
What considerations prompt Maui home buyers to search for residential properties in Wailea? Many reasons contribute to this decision. First, the well-established aspects of this enclave appeal to some astute realty purchasers. The area has demonstrated popularity with second and third-home buyers for a number of years. As of 2026, the prices range from 3 million to 5 million.
Second, the luxury homes in this residential community include a variety of fashionable home styles. In some subdivisions, property owners obtain only a narrow selection of floor plan choices. By contrast, this enclave allows homeowners the freedom to implement their preferred designs.
Third, although Wailea Kialoa owners cannot rent out their properties in this enclave on a short-term basis, they can (and do) still benefit from the popularity of Hawaii as a vacation destination. Water sports, tennis, golf, and hiking allow residents to pursue a fitness lifestyle throughout the year.
Why Invest in a Home in This Gated Wailea Community?
With spectacular scenery and in-demand attractions only a short drive away, owning a luxury residence in this community permits a supremely luxurious lifestyle in a tourism hot spot.
Residents easily explore Maui from this location during a series of fun day excursions, including easy access to the Wailea Beach Path and all of the fun things to do in Wailea. They avoid steep resort accommodation bills while benefiting from long-term equity appreciation in many cases.
Just consider a few of the reasons to prefer residential properties in this location. These factors likely contribute to the limited availability of homes here:
- Select an in-demand location for your home
- Enjoy a fully built property with mature landscaping
- Enjoy easy access to the best of Wailea
- Enjoy outstanding Maui beaches on a 24/7 basis
- Choose a home with awesome mountain and ocean panoramas
- Maintain a carefree lifestyle in a popular vacation haven
With so many advantages, homes in this community appeal to a wide segment of Hawaii's real estate buyers. Don't overlook this luxurious Maui gated community during a property search!
Get In Touch With Evan!
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Evan Harlow ranks among the best real estate agents on Maui annually and is in the top 1% of Coldwell Banker agents worldwide in production. 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 Evan's clients are saying on Google.
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