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 charming residential communities here stand within easy commuting distance of Makena and Kihei. 

Wailea Homes For Sale

54 Properties Found. Page 1 of 5.
Photo of Listing #388933
New Listing

8601 Makena Rd, La Perouse Bay, Wailea/Makena

$1,388,800 - 168,142 Sf

MLS® # 388933

Fee Simple
Photo of Listing #388843

7381 Makena Rd, Wailea/Makena

$12,990,000 - 3 Beds, 4 Baths, 3,919 Sf

MLS® # 388843

Fee Simple
Hawaii Life (W)
Photo of Listing #388819

3367 W Lani Ikena Way, Wailea Pualani, Wailea/Makena

$1,475,000 - 4 Beds, 3 Baths, 2,663 Sf

MLS® # 388819

Fee Simple
Coldwell Banker Island Prop(S)
Photo of Listing #388822

173 Heleuma St, Wailea Kialoa, Wailea/Makena

$2,900,000 - 4 Beds, 4 Baths, 3,562 Sf

MLS® # 388822

Fee Simple
Hawaii Life (W)
Photo of Listing #388794

4680 Makena Rd, Poolenalena, Wailea/Makena

$12,900,000 - 3 Beds, 4 Baths, 2,742 Sf

MLS® # 388794

Fee Simple
Island Sotheby's Int'l Rlty(W)
Photo of Listing #388759

7750 Makena Rd, Wailea/Makena

$24,000,000 - 3 Beds, 2 Baths, 2,200 Sf

MLS® # 388759

Fee Simple
Corcoran Pacific Properties
Photo of Listing #388712

3150 Waakea Pl, Wailea Kai, Wailea/Makena

$2,995,000 - 3 Beds, 4 Baths, 2,394 Sf

MLS® # 388712

Fee Simple
Berkshire Hathaway Maui Prop-W
Photo of Listing #388646

4325 E Waiola Loop, Wailea Golf Vistas, Wailea/Makena

$2,950,000 - 4 Beds, 5 Baths, 3,169 Sf

MLS® # 388646

Fee Simple
Wailea Realty+WindermereRE (W)
Photo of Listing #388609

100 Hale Alii Pl, Wailea Fairway Estates, Wailea/Makena

$3,950,000 - 3 Beds, 3 Baths, 2,662 Sf

MLS® # 388609

Fee Simple
Coldwell Banker Island Prop(S)
Photo of Listing #388590

4315 E Waiola Loop, Wailea Golf Vistas, Wailea/Makena

$6,900,000 - 5 Beds, 5 Baths, 5,004 Sf

MLS® # 388590

Fee Simple
Maui Luxury Real Estate LLC
Photo of Listing #388508

7155 Makena Rd, Makena, Wailea/Makena

$12,000,000 - 4 Beds, 5 Baths, 5,828 Sf

MLS® # 388508

Fee Simple
Hawaii Life (W)
Photo of Listing #388494

0 Makena Rd Lot 1, Big Beach Estates, Wailea/Makena

$2,200,000 - 27,822 Sf

MLS® # 388494

Fee Simple
Hawaii Life (W)

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 Homes For Sale Hold Enduring Appeal

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.

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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Listings provided courtesy of the REALTORS® Association of Maui.

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