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 $1.1M
Lowest Price $309K
Highest Price $3.9M
Total Listings 131
Avg. Days On Market 86
Avg. Price/SQFT $752

Property Types (active listings)

Wailea Homes For Sale

Sort by:
New

$2,288,000

Maui Meadows

3379 Kehala Dr, Maui Meadows

2 Beds 3 Baths 2,316 SqFt Residential MLS® # 407372

Days on Market: 0

New

$1,999,999

Wailea Pualani

3351 W Lani Ikena Way, Wailea/Makena

3 Beds 3.5 Baths 2,129 SqFt Residential MLS® # 407365

Days on Market: 1

New

$2,695,000

Maui Meadows

3291 Waileia Pl, Maui Meadows

3 Beds 3 Baths 3,028 SqFt Residential MLS® # 407284

Days on Market: 0

$1,895,000

Kanani Wailea

95 Poailani Pl Unit 19, Wailea/Makena

3 Beds 2.5 Baths 2,229 SqFt Residential MLS® # 407265

Days on Market: 8

$1,995,000

Kanani Wailea

71 Poailani Pl Apt 14, Wailea/Makena

3 Beds 2.5 Baths 2,229 SqFt Residential MLS® # 407236

Days on Market: 12

$1,999,000

Maui Meadows

758 Lanina Pl, Maui Meadows

3 Beds 3 Baths 2,344 SqFt Residential MLS® # 407171

Days on Market: 15

In Escrow

$3,249,000

Wailea Kai

85 Pukolu Way, Wailea/Makena

5 Beds 3.5 Baths 4,232 SqFt Residential MLS® # 407080

Days on Market: 11

New

$3,495,000

Wailea Kialoa

210 E Panana Pl, Wailea/Makena

4 Beds 3 Baths 3,465 SqFt Residential MLS® # 407000

Days on Market: 0

$3,200,000

Maui Meadows

440 Mikioi Pl, Maui Meadows

5 Beds 6 Baths 3,753 SqFt Residential MLS® # 403844

Days on Market: 306

New

$2,695,000

Wailea Kai

30 Hoawaa Way, Wailea/Makena

3 Beds 2 Baths 1,948 SqFt Residential MLS® # 406647

Days on Market: 6

$2,950,000

↓ $300,000

Maui Meadows

978 Kupulau Dr, Maui Meadows

4 Beds 3.5 Baths 2,520 SqFt Residential MLS® # 406787

Days on Market: 26

Buying Real Estate on Maui

Buying Real Estate on Maui

Read Evan's complete guide to buying a home or condo on Maui.

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$5,695,000

↓ $193,000

Wailea Golf Estates II

179 Lolowaa Pl 2, Wailea/Makena

3 Beds 3.5 Baths 3,330 SqFt Residential MLS® # 406747

Days on Market: 54

In Escrow

$2,495,000

Maui Meadows

904 Kupulau Dr, Maui Meadows

3 Beds 4.5 Baths 4,220 SqFt Residential MLS® # 404030

Days on Market: 311

New

$2,695,000

Maui Meadows

3435 Hookipa Pl B, Maui Meadows

5 Beds 4 Baths 3,064 SqFt Residential MLS® # 406769

Days on Market: 3

In Escrow

$4,600,000

Wailea Golf Vistas

4281 Wailina Pl, Wailea/Makena

3 Beds 3.5 Baths 3,817 SqFt Residential MLS® # 406745

Days on Market: 67

$3,300,000

↓ $300,000

Wailea Golf Vistas

4351 Wailina St, Wailea/Makena

3 Beds 3.5 Baths 2,739 SqFt Residential MLS® # 404225

Days on Market: 278

$2,775,300

Maui Meadows

3091 Mapu Pl, Maui Meadows

4 Beds 4 Baths 2,646 SqFt Residential MLS® # 404342

Days on Market: 232

$2,795,000

Wailea Pualani Estates

3138 N Noho Loihi Way, Wailea/Makena

4 Beds 3 Baths 2,996 SqFt Residential MLS® # 406546

Days on Market: 56

$5,995,000

Wailea Golf Estates

3857 Waakaula Pl, Wailea/Makena

4 Beds 4 Baths 4,292 SqFt Residential MLS® # 405961

Days on Market: 64

New

$1,499,000

Maui Meadows

3258 Waileia Pl, Maui Meadows

2 Beds 1 Bath 700 SqFt Residential MLS® # 406594

Days on Market: 0

New

$33,000,000

Wailea/Makena

7505 Makena Rd, Wailea/Makena

7 Beds 8 Baths 10,500 SqFt Residential MLS® # 406568

Days on Market: 0

$2,800,000

Maui Meadows

3300 Keha Dr, Maui Meadows

3 Beds 3 Baths 2,484 SqFt Residential MLS® # 404328

Days on Market: 258

$2,990,000

Wailea Kai

124 Waaula Way, Wailea/Makena

3 Beds 3.5 Baths 2,526 SqFt Residential MLS® # 405904

Days on Market: 68

$3,750,000

Wailea Golf Estates

3919 Waakaula Pl, Wailea/Makena

4 Beds 3 Baths 3,839 SqFt Residential MLS® # 406237

Days on Market: 76

Recent Homes Sales in Wailea

Sold
Closed: 09/05/2025
3885 Wailea Ekolu Pl, Wailea/Makena

$6,485,000

Wailea Golf Estates

3885 Wailea Ekolu Pl, Wailea/Makena

4 Beds 3.5 Baths 4,588 SqFt Residential MLS® # 404575 Date Sold: September 5, 2025
Sold
Closed: 08/25/2025
15 Kiloa St N4, Wailea/Makena

$4,800,000

Hoolei N4

15 Kiloa St N4, Wailea/Makena

3 Beds 3.5 Baths 2,619 SqFt Residential MLS® # 404658 Date Sold: August 25, 2025
Sold
Closed: 09/05/2025
145 Poailani Pl 26, Wailea/Makena

$1,425,000

Kanani Wailea 26

145 Poailani Pl 26, Wailea/Makena

3 Beds 2.5 Baths 1,984 SqFt Residential MLS® # 406484 Date Sold: September 5, 2025
Sold
Closed: 07/29/2025
3200 Wailea Alanui Dr 1001, Wailea/Makena

$1,425,000

Palms at Wailea 1001

3200 Wailea Alanui Dr 1001, Wailea/Makena

2 Beds 2 Baths 1,242 SqFt Residential MLS® # 404299 Date Sold: July 29, 2025
Sold
Closed: 10/10/2025

$2,785,000

Makalii at Wailea 101 (17A)

244 Holomoana Way 101 (17a), Wailea/Makena

3 Beds 3 Baths 1,574 SqFt Residential MLS® # 404607 Date Sold: October 10, 2025
Sold
Closed: 07/23/2025
67 Wailea Gateway Pl 6-203, Wailea/Makena

$1,890,000

Keala O Wailea 6-203

67 Wailea Gateway Pl 6-203, Wailea/Makena

2 Beds 2 Baths 1,241 SqFt Residential MLS® # 406231 Date Sold: July 23, 2025
Sold
Closed: 07/25/2025
87 Poailani Pl 17, Wailea/Makena

$1,750,000

Kanani Wailea 17

87 Poailani Pl 17, Wailea/Makena

3 Beds 2.5 Baths 2,229 SqFt Residential MLS® # 403585 Date Sold: July 25, 2025
Sold
Closed: 08/05/2025
3950 Kalai Waa St H-101, Wailea/Makena

$2,300,000

Wailea Fairway Villas H-101

3950 Kalai Waa St H-101, Wailea/Makena

3 Beds 3 Baths 1,790 SqFt Residential MLS® # 403978 Date Sold: August 5, 2025
Sold
Closed: 07/09/2025
134 Kainui Loop 66a, Wailea/Makena

$2,500,000

Kai Malu 66A

134 Kainui Loop 66a, Wailea/Makena

3 Beds 2.5 Baths 1,796 SqFt Residential MLS® # 406118 Date Sold: July 9, 2025
Sold
Closed: 08/25/2025
176 W Panana Pl, Wailea/Makena

$3,850,000

Wailea Kialoa

176 W Panana Pl, Wailea/Makena

4 Beds 4.5 Baths 3,780 SqFt Residential MLS® # 405457 Date Sold: August 25, 2025
Sold
Closed: 07/14/2025
3933 Wailea Ekolu Pl, Wailea/Makena

$3,775,000

Wailea Golf Estates

3933 Wailea Ekolu Pl, Wailea/Makena

3 Beds 4 Baths 2,732 SqFt Residential MLS® # 404369 Date Sold: July 14, 2025
Sold
Closed: 08/11/2025
70 Pukolu Way, Wailea/Makena

$2,795,000

Wailea Kai

70 Pukolu Way, Wailea/Makena

3 Beds 3 Baths 2,500 SqFt Residential MLS® # 406009 Date Sold: August 11, 2025
Sold
Closed: 07/15/2025
36 Kai Malu #202 Dr 5-d, Wailea/Makena

$3,700,000

La'i Loa 5-D

36 Kai Malu #202 Dr 5-d, Wailea/Makena

3 Beds 3 Baths 1,742 SqFt Residential MLS® # 405563 Date Sold: July 15, 2025
Sold
Closed: 08/27/2025
3800 Wailea Alanui St E201, Wailea/Makena

$6,185,000

Wailea Beach Villas E201

3800 Wailea Alanui St E201, Wailea/Makena

3 Beds 3.5 Baths 2,879 SqFt Residential MLS® # 406476 Date Sold: August 27, 2025
Sold
Closed: 08/21/2025
3950 Kalai Waa St M102, Wailea/Makena

$650,000

Wailea Fairway Villas M102

3950 Kalai Waa St M102, Wailea/Makena

2 Beds 2 Baths 949 SqFt Residential MLS® # 405478 Date Sold: August 21, 2025
Sold
Closed: 07/01/2025
360 Kai Malu Pl 49-b, Wailea/Makena

$2,100,000

Kai Malu 49-B

360 Kai Malu Pl 49-b, Wailea/Makena

3 Beds 2.5 Baths 1,852 SqFt Residential MLS® # 402497 Date Sold: July 1, 2025
Sold
Closed: 06/25/2025
4361 E Waiola Loop, Wailea/Makena

$3,200,000

Wailea Golf Vistas

4361 E Waiola Loop, Wailea/Makena

4 Beds 5 Baths 3,693 SqFt Residential MLS® # 405716 Date Sold: June 25, 2025
Sold
Closed: 10/10/2025

$1,815,000

Wailea Fairway Villas R 103

3950 Kalai Waa St R 103, Wailea/Makena

3 Beds 3 Baths 1,833 SqFt Residential MLS® # 406340 Date Sold: October 10, 2025
Sold
Closed: 06/20/2025
72 Kainui Loop 70a, Wailea/Makena

$2,475,000

Kai Malu 70A

72 Kainui Loop 70a, Wailea/Makena

3 Beds 2.5 Baths 1,796 SqFt Residential MLS® # 404136 Date Sold: June 20, 2025
Sold
Closed: 08/22/2025
4000 Wailea Alanui Dr 102, Wailea/Makena

$12,900,000

Wailea Point 102

4000 Wailea Alanui Dr 102, Wailea/Makena

3 Beds 3 Baths 3,850 SqFt Residential MLS® # 403646 Date Sold: August 22, 2025
Sold
Closed: 06/12/2025
155 Wailea Ike Pl 92, Wailea/Makena

$865,804

Grand Champions 92

155 Wailea Ike Pl 92, Wailea/Makena

1 Bed 2 Baths 908 SqFt Residential MLS® # 405379 Date Sold: June 12, 2025
Sold
Closed: 06/12/2025
172 Holomoana Way 11b, Wailea/Makena

$2,570,000

Makalii at Wailea 11B

172 Holomoana Way 11b, Wailea/Makena

2 Beds 2 Baths 1,574 SqFt Residential MLS® # 404595 Date Sold: June 12, 2025
Sold
Closed: 06/10/2025
3300 Wailea Alanui Dr 37b, Wailea/Makena

$1,050,000

Wailea Ekahi 37B

3300 Wailea Alanui Dr 37b, Wailea/Makena

1 Bed 2 Baths 952 SqFt Residential MLS® # 405540 Date Sold: June 10, 2025
Sold
Closed: 06/09/2025
4955 Makena Rd F102, Wailea/Makena

$2,065,000

Na Hale O Makena F102

4955 Makena Rd F102, Wailea/Makena

2 Beds 2.5 Baths 2,088 SqFt Residential MLS® # 405733 Date Sold: June 9, 2025
Buying Real Estate on Maui

Buying Real Estate on Maui

Read Evan's complete guide to buying a home or condo on Maui.

Read the Guide

Wailea Average Home Sales Price Average home price

Wailea Price Per Square Foot Price per square foot

Wailea Is 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.

The Many Great Residential Neighborhoods in Wailea

Wailea Golf Vistas

Wailea Homes For Sale in 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.

Homes For Sale in 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

Wailea Homes For Sale 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

Wailea Kai Homes For Sale in Wailea

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 luxury residences 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

Wailea Homes in Wailea Highlands For Sale

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 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.

If have any questions about buying a home or selling a home on Maui, I'd be happy to answer them for you. Feel free to reach out anytime with any questions you may have.

Get In Touch With Evan!

Evan Harlow Maui

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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