South Maui Living

Wailea Homes For Sale

Wailea is renowned for embodying the Hawaiian resort lifestyle with its golden sandy beaches, world-class golf, and a wide variety of activities. Along the southwestern coast of Maui, Wailea offers more than excellent beaches and stunning scenery. It also offers some of the finest homes anywhere in Hawaii. 


The development of residential communities in Wailea occurred in conjunction with careful planning. As an international vacation destination, Maui attracts large numbers of visitors every year. Luxurious Wailea homes for sale in residential enclaves like Wailea Golf Vistas, Wailea Golf Estates, Wailea Kialoa, Wailea Pualani, Maluhia at Wailea, Wailea Kai, Wailea Highlands, and Wailea Fairway Estates offer security, privacy, and comfortable quality of daily life.

Wailea Residential Statistics

Average Price $1.4M
Lowest Price $395K
Highest Price $12.8M
Total Listings 62
Avg. Days On Market 73
Avg. Price/SQFT $731

Property Types (active listings)

Wailea Homes For Sale

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100 Wailea Ike Dr Lot 4, Wailea/Makena

$5,350,000

Golf Estates II

100 Wailea Ike Dr Lot 4, Wailea/Makena

5 Beds 5.5 Baths 4,845 SqFt Residential MLS® # 393228

Fee Simple

199 E Ikea Moku Pl, Wailea/Makena

$3,200,000

Wailea Kialoa

199 E Ikea Moku Pl, Wailea/Makena

4 Beds 3 Baths 3,195 SqFt Residential MLS® # 393140

Fee Simple

000 Halau Pl Lot 9, Wailea/Makena

$4,750,000

Wailea Golf Estates

000 Halau Pl Lot 9, Wailea/Makena

3 Beds 3.5 Baths 3,389 SqFt Residential MLS® # 393057

Fee Simple

In Escrow
3390 E Lani Ikena Way, Wailea/Makena

$2,250,000

Wailea Pualani

3390 E Lani Ikena Way, Wailea/Makena

3 Beds 3.5 Baths 2,748 SqFt Residential MLS® # 392906

Fee Simple

In Escrow
000 Lolowaa Pl Lot 1, Wailea/Makena

$4,429,000

Wailea Golf Estates

000 Lolowaa Pl Lot 1, Wailea/Makena

3 Beds 3.5 Baths 3,103 SqFt Residential MLS® # 392855

Fee Simple

3076 Manu Hope Pl, Wailea/Makena

$2,185,000

Wailea Kai

3076 Manu Hope Pl, Wailea/Makena

4 Beds 3.5 Baths 2,526 SqFt Residential MLS® # 392840

Fee Simple

In Escrow
230 E Panana Pl, Wailea/Makena

$2,698,800

WAILEA KIALOA

230 E Panana Pl, Wailea/Makena

3 Beds 3.5 Baths 2,582 SqFt Residential MLS® # 392797

Fee Simple

4370 E Waiola Loop, Wailea/Makena

$3,395,000

↓ $200,000

Wailea Golf Vistas

4370 E Waiola Loop, Wailea/Makena

3 Beds 2.5 Baths 3,607 SqFt Residential MLS® # 392669

Fee Simple

In Escrow
32 Manu Ihu Pl, Wailea/Makena

$1,950,000

Wailea Kai

32 Manu Ihu Pl, Wailea/Makena

4 Beds 3.5 Baths 2,526 SqFt Residential MLS® # 392565

Fee Simple

4406 Makena Rd B, Wailea/Makena

$17,888,000

Polo Beach

4406 Makena Rd B, Wailea/Makena

4 Beds 4 Baths 3,550 SqFt Residential MLS® # 392257

Fee Simple

In Escrow
61 Pukolu Pl, Wailea/Makena

$2,626,000

↓ $119,000

Wailea Kai

61 Pukolu Pl, Wailea/Makena

5 Beds 4 Baths 2,884 SqFt Residential MLS® # 392145

Fee Simple

4354 Wailina St, Wailea/Makena

$3,388,000

Wailea Golf Vistas

4354 Wailina St, Wailea/Makena

4 Beds 3.5 Baths 4,011 SqFt Residential MLS® # 391955

Fee Simple

Average Sales Price

Price Per Square Foot

An Ideal Second Home Location 

Before relocating or purchasing a second home anywhere else in the Hawaiian Islands, consider spending a little time reviewing the remarkable Wailea homes for sale. Over the course of time, the Wailea area has attracted some of the most prestigious and exclusive developments in Maui. Eight of these residential enclaves illustrate the different types of luxury options available here.

Wailea Golf Vistas

The renowned Wailea Blue Golf Course surrounds this upscale subdivision. Wailea Golf Vistas stands on a hilltop. It encompasses 48 homesites. These lots range in size from almost 11,000 square feet to around 18,000 square feet. Some tracts provide panoramic vistas of the Pacific Ocean.

The custom single-family dwellings in this gated community include a variety of floor plans. Maui's scenic coastline lies just a short drive from this location. Residents discover fine retail shops and restaurants within walking distance. These luxury homes command a broad spectrum of multi-million-dollar prices.

Wailea Golf Estates

One of the first finished luxury neighborhoods in Wailea, this one includes some homes dating from the late 1980s. Wailea Golf Estates encompasses 61 home sites within a 30-acre development. The championship Wailea Blue Golf Course adjoins this enclave. The neighborhood overlooks the Wailea Resort and the Pacific Ocean. A second building phase may commence in the future (it would add an additional 16 custom homes to this subdivision).

A luxury residence here typically includes a private pool and lush mature landscaping. Residents pay a monthly maintenance fee. Many of these multi-million dollar homes offer three bedrooms and three to four baths. Some furnish outstanding ocean views.

Wailea Kialoa

This fashionable community includes 102 homesites on a 34-acre tract. Some finished custom homes here sold for prices into the upper $3 million price ranges during 2012 and 2013. Most residences offer generously sized living spaces, with three or four bedrooms and two to four baths. The development lies on a hillside and enjoys close proximity to Keawakapu Beach.

A green belt divides the homes in Wailea Kialoa into two sections. Residents access their homes through any of the three gated entrances. Tree-lined sidewalks enhance the walkability of this charming residential enclave.

Wailea Pualani Estates

Buyers seeking homes for sale in Wailea furnishing excellent ocean views appreciate the luxurious single-family residences in Wailea Pualani. This neighborhood features 92 home sites on a roughly triangular 32-acre tract. Piilani Highway, Olokani Drive, and Kapili Street frame this location.

The homes in this gated community display a variety of floor plans in contemporary styles. Five residences sold in this community during 2017. From time to time, lots still become available here, too. The hilltop development encompasses a private 2.5-acre green space and supplies easy access to nearby resorts, shops, restaurants, and golf courses.

Maluhia at Wailea

Located immediately south of Wailea Ekahi Village, Maluhia at Wailea boasts one of the most prestigious addresses in Wailea. The subdivision stands on a series of terraces cut into a steep slope directly above Mokapu Beach. The Andaz Maui Resort adjoins this enclave, a gated development containing only 14 dwellings.

Five of these residences sit on lots of nearly an acre each. These luxury properties supply outstanding oceanfront views. Custom homes here range in size from 3,300 square feet to over 7,000 square feet. They include backyard private in-ground swimming pools, lanais, and attractively landscaped grounds. Despite its diminutive size, Maluhia maintains an exclusive beach clubhouse. The club offers concierge services supplied through the Andaz Resort. It features catered dining and a wet bar.

Wailea Kai

The 100 homesites in 34-acre Wailea Kai appeal to Maui property buyers seeking luxury homes within walking distance of Keawakapu Beach. Residences in this well-planned subdivision cluster along quiet lanes ending in a series of cul-de-sacs.

They furnish close proximity to a small community park. South Kihei Road, Wailea Alanui Drive, and Kilohana Drive frame the outskirts of this development. The acclaimed beachfront lies on the opposite side of South Kihei Road. Residents easily access a variety of outdoor recreational activities from this location, including swimming, snorkeling, and paddleboarding.

Most of the fine custom homes in this subdivision include multiple stories. These dwellings typically provide between 2,000 and 4,500 square feet of finished living space. Floor plans vary but often supply four bedrooms and three baths. Some of the residences here date from the late 1980s. In the past, average sales prices reportedly have ranged from $850,000 to well over $1,500,000.

Wailea Highlands

One of the smaller luxury subdivisions in Wailea, the 24 homesites in the Wailea Highlands stand on a tract of slightly over 14 acres near the intersection of Kaukahi Street and Kalai Waa Street. Lush, mature landscaping, and spacious yards contribute to the curb appeal of the attractive multi-million dollar properties in this prestigious gated residential community. These homes reach the resale marketplace comparatively infrequently. Resorts, upscale shops, and restaurants lie just minutes away by car.

These custom residences vary in terms of their specific floor plans and features. However, they offer desirable amenities, including high ceilings, gourmet kitchens, and extensive cabinetry and countertops. Properties here frequently feature private in-ground swimming pools and eye-catching vistas of the Pacific Ocean in the distance. The Wailea Blue Golf Course adjoins this well-established neighborhood, allowing residents to enjoy the links without journeying far from home.

Wailea Fairway Estates

One of the first subdivisions developed at the Wailea Resort, properties in the Wailea Fairway Estates now feature beautiful mature landscaping. The 31 homesites stand on a 14-acre hillside overlooking fairways of the acclaimed Wailea Blue Golf Course and portions of Mokapu Beach Park. The gated entrance to this exclusive neighborhood lies just off Wailea Alanui.

Some homes here date from the late 1970s. They offer close proximity to Mokapu Beach and Ulua Beach. The Wailea Tennis Club and the Shops at Wailea stand within walking distance of this development. Contemporary Hawaiian-style architecture contributes to the eye-catching appeal of these residences. Many offer backyards with in-ground swimming pools, private outdoor showers, and generously-sized lanais.

Wailea Properties Hold Enduring Appeal


Don't hesitate to learn more about these outstanding neighborhoods adjoining one of Maui's most acclaimed golf courses. Homes in some of these subdivisions become available comparatively infrequently. Due to the high demand for these properties, interested Maui property buyers should consider evaluating luxury Wailea homes for sale quickly when they discover new listings meeting their search criteria.

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Evan Harlow Maui

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