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Latest Homes for Sale in Wailea Pualani
OVERVIEW

Luxury Homes for Sale in Wailea Pualani, Wailea, HI
Wailea Pualani Estates is a premier residential community that spans 32 tropical acres within the world-renowned Wailea Resort. This private, gated enclave is comprised of 92 homesites, offering residents a serene atmosphere characterized by lush landscaping and a private 2.5-acre park dedicated exclusively to the neighborhood. The community is situated on a gentle hillside, providing many properties with commanding views of the Pacific Ocean and the neighboring islands. Finding Wailea Pualani Estates for sale allows buyers to enter a neighborhood that prides itself on architectural diversity and high standards of craftsmanship.
Life here is defined by both privacy and proximity. While the neighborhood feels like a secluded retreat, it is located just minutes away from the white sands of Wailea Beach and the upscale amenities of the South Maui coast. Residents often take advantage of the private community park for morning strolls or evening gatherings, enjoying the manicured green spaces that set this subdivision apart from others in the area. With its elevated position and thoughtful layout, the community remains one of the most desirable addresses for those seeking a single-family home in the heart of Wailea.
Top Reasons to Buy in Wailea Pualani, Wailea, HI
Architectural Excellence and Diversity
The neighborhood is celebrated for its custom luxury architecture, featuring a variety of styles that range from contemporary plantation to Hawaiian-Mediterranean. Unlike cookie-cutter subdivisions, each home in this community was designed to reflect individual tastes while adhering to high-quality resort standards. You will find homes with vaulted ceilings, floor-to-ceiling glass walls, and seamless indoor-outdoor living spaces that capitalize on Maui’s temperate climate. These bespoke designs ensure that the neighborhood maintains a sophisticated and aesthetically pleasing character.
Dual Access and Controlled Privacy
The community is designed with functionality and security in mind, featuring an upper and lower gated entry to manage traffic flow and enhance resident privacy. One entrance is conveniently located off Okolani Drive, while the second is situated on Kapili Street, providing multiple points of access to the surrounding resort amenities. This dual-entry system ensures that the neighborhood remains quiet and free of through-traffic, creating a safe environment for residents to enjoy the private park and quiet cul-de-sacs. This also provides an added layer of peace of mind for both full-time residents and vacation homeowners.
Proximity to Elite Resort Amenities
Living in this community means having world-class golf, dining, and shopping practically in your backyard. Residents are just a short drive from the Wailea Blue, Gold, and Emerald golf courses, as well as the luxury boutiques at The Shops at Wailea. The neighborhood is also positioned near the famous Wailea Beach Path, allowing for easy access to some of the island’s best snorkeling and swimming spots. This central location combines the tranquility of a private residential street with the vibrant lifestyle of a global resort destination.
Wailea Pualani, Wailea, HI Real Estate Snapshot
- Price Range: Typically ranges from $2,300,000 to over $4,600,000, depending on views and recent renovations.
- Typical Year Built: Most homes were constructed between 1995 and the early 2000s, with several newer custom builds and significant remodels.
- Typical Interior Square Footage: Homes generally offer between 2,000 and 3,500 square feet of living space.
- Typical Lot Size: Spacious lots ranging from approximately 10,000 to nearly 16,000 square feet.
- Market Trends: The median sale price in the broader Wailea area is approximately $2,000,000, with a median price per square foot of around $922 as of early 2026.
DEMOGRAPHICS
Who Lives in Wailea/Makena
ENTERTAINMENT
Things to do around Wailea Pualani
The Shops at Wailea
Premier open-air shopping center featuring luxury brands, local boutiques, and fine dining.
Wailea Golf Club
Home to three award-winning championship courses: the Gold, Emerald, and Blue.
Makena Beach State Park
One of Maui’s largest and most iconic beaches, often referred to as "Big Beach."
Wailea Beach Path
A scenic 1.5-mile coastal walkway connecting Wailea’s major resorts and beaches.
SCHOOLS
Schools near Wailea Pualani
ON THE MAP
Wailea Pualani on the Map
To reach the community from Kahului Airport, head south on the Piʻilani Highway (HI-31) for approximately 15 miles. As you enter the Wailea area, turn right onto Okolani Drive. The upper entrance at Kualono Pl will be on your right and continuing down the hill you will turn right onto Kapili St for the lower entrance. The community is located just above the Wailea Kialoa neighborhood and is easily accessible from the main resort thoroughfares.