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Discover Wailea Kialoa

OVERVIEW
modern villa with swimming pool and outdoor seating
Overview

Luxury Homes for Sale in Wailea Kialoa, Wailea, HI

Wailea Kialoa stands as one of the most distinguished residential enclaves in South Maui, offering an elevated lifestyle defined by privacy and architectural diversity. Spanning approximately 34 lush acres, this premier neighborhood consists of 102 custom homesites perched on a gentle hillside. The layout is meticulously designed to maximize the dramatic topography, ensuring that many residents enjoy sweeping views of the Pacific Ocean and the West Maui Mountains. Unlike the higher-density resort condominiums nearby, this area is a gated community with 3 entrances, providing a sense of seclusion and controlled access that is highly valued by full-time residents and seasonal homeowners alike.

The neighborhood is characterized by its quiet, wide streets and impeccably maintained tropical landscaping that has matured over decades. Because the homes were custom-built, the community avoids a “cookie-cutter” aesthetic, featuring a mix of contemporary island designs and classic Mediterranean-inspired estates. Its location is perfectly balanced, situated just far enough above the main resort drive to escape the bustle of tourism, yet close enough to provide easy access to the world-class amenities of the Wailea Resort. If you are exploring the local market, you will find that Wailea Kialoa homes for sale represent a rare opportunity to secure a high-end property in a neighborhood that truly prioritizes a peaceful, residential atmosphere.

Top Reasons to Buy in Wailea Kialoa, Wailea, HI

Guaranteed Peace and Privacy
One of the most significant advantages of living in this enclave is that no vacation rentals are allowed within the gates. This restriction ensures a stable neighborhood environment where you can actually get to know your neighbors rather than seeing a rotating door of tourists every week. The community attracts individuals who value a quiet sanctuary, making it one of the few places in Wailea where the “Old Hawaii” residential feel is strictly preserved. This long-term stability often translates to better property maintenance and a stronger sense of community pride among the homeowners. Being an owner in this community gives you “golf member” status, which provides access to special rates and tee times at the nearby Wailea Blue, Gold, and Emerald courses.

Expansive Living Spaces
Prospective buyers are often drawn to the large residential lots that define the properties here, with many parcels ranging from 7,000 to over 20,000 square feet. These generous land areas provide ample room for private swimming pools, expansive tropical gardens, and large outdoor entertainment spaces that are essential for the Maui lifestyle. The extra space between homes creates a natural buffer that is hard to find in newer, more crowded developments. Having this much land allows for significant privacy and the ability to create a truly custom outdoor oasis.

Unmatched Coastal Proximity
Living in Wailea Kialoa puts you within minutes of some of the world’s most beautiful beaches, including Wailea Beach and Palauea (White Rock) Beach. Residents often take advantage of the neighborhood’s “golf member” status, which provides access to special rates and tee times at the nearby Wailea Blue, Gold, and Emerald courses. Beyond the greens, the upscale shopping and fine dining at The Shops at Wailea are just a short drive down the hill. You get the best of both worlds: a tranquil hilltop retreat and immediate access to five-star resort amenities.

Wailea Kialoa, Wailea, HI Real Estate Snapshot

  • Price Range: Typically ranges from $2,500,000 to over $6,500,000 depending on view quality and recent renovations.
  • Typical Year Built: Most homes were built between 1988 and 2000, with many having undergone extensive modern-luxury remodels.
  • Interior Square Footage: Residences generally offer between 2,000 and 5,500 square feet of living space.
  • Typical Lot Size: Ranging from approximately 0.16 acres to 0.50 acres (roughly 7,000 to 22,000 square feet).
  • Market Fact: Owners in Wailea Kialoa are eligible for the Wailea Golf Club’s residential membership program, offering discounted rates on Maui’s premier courses.
DEMOGRAPHICS
Demographics

Who Lives in Wailea/Makena

Population
6,717
Median Age
58.1
Median Household Income
$90,000
Households
2,998
Household Size
2.18
Cost of Living
160.2
ENTERTAINMENT
Entertainment

Things to do around Wailea Kialoa

The Shops at Wailea

A premier destination featuring over 70 luxury boutiques and restaurants.

Wailea Beach

Consistently ranked as one of the best beaches in America.

Wailea Golf Club

Three championship courses offering stunning ocean views and world-class play.

Mākena State Park

Home to "Big Beach," one of Maui's most iconic shorelines.

SCHOOLS
Education

Schools near Wailea Kialoa

ON THE MAP
Interactive Map

Wailea Kialoa on the Map

To reach the community from Kahului Airport (OGG), head south on the Airport Access Road and continue onto Dairy Road, which merges into the Kuihelani Highway. Turn left onto Maui Veterans Highway (Highway 311) and follow it until it merges into Pi’ilani Highway (Highway 31) heading toward Wailea. Turn right on Okolani dr. then take a right onto Kikihi to 1 of 3 gated entrances of Wailea Kialoa.