Maui's Best Properties

Wailea Condos For Sale

Wailea is an elite luxury resort community in South Maui. It has many luxury gated communities of stunning houses and condominiums, and some of the finest restaurant, shopping, and leisure facilities Maui has to offer. Wailea boasts the best and most consistently sunny weather on Maui as well as quick access to a myriad of world-class beaches and ocean adventures.


Wailea is also one of the top golfing destinations in Hawaii, with three championship-level golf courses that boast world-class amenities and spectacular views. This makes Wailea a highly attractive place to own luxury condos, particularly due to the slow and carefully considered development of real estate in Wailea which is vital in maintaining the resort's exclusivity.

Wailea Condos By The Numbers

Average Price $3M
Lowest Price $9.5K
Highest Price $15.5M
Total Listings 99
Avg. Days On Market 155
Avg. Price/SQFT $1.7K

Property Types (active listings)

Wailea Condos New Listings

Sort by:
New Short Term Rental

$999,999

Grand Champions 111

155 Wailea Ike Pl 111, Wailea/Makena

2 Beds 2 Baths 1,056 SqFt Residential MLS® # 407428

Days on Market: 3

New Short Term Rental

$4,800,000

Wailea Beach Villas PH108

3800 Wailea Alanui Blvd Ph108, Wailea/Makena

2 Beds 2.5 Baths 2,375 SqFt Residential MLS® # 407393

Days on Market: 6

New

$3,000,000

Na Hale O Makena F102

4955 Makena Rd F102, Wailea/Makena

2 Beds 2 Baths 2,183 SqFt Residential MLS® # 407383

Days on Market: 7

$3,795,000

La'i Loa 102 (3B)

24 Kai Malu Dr 102 (3b), Wailea/Makena

3 Beds 3 Baths 1,742 SqFt Residential MLS® # 407355

Days on Market: 11

Short Term Rental

$1,345,000

Wailea Ekahi 13D

3300 Wailea Alanui Dr 13d, Wailea/Makena

1 Bed 1 Bath 792 SqFt Residential MLS® # 407334

Days on Market: 12

$2,275,000

Kai Malu 35B

139 Kai La Pl 35b, Wailea/Makena

3 Beds 2.5 Baths 1,796 SqFt Residential MLS® # 407317

Days on Market: 16

Short Term Rental

$999,000

Palms at Wailea 405

3200 Wailea Alanui Dr 405, Wailea/Makena

1 Bed 2 Baths 1,022 SqFt Residential MLS® # 407299

Days on Market: 17

$1,444,000

Grand Champions 40

155 Wailea Ike Pl 40, Wailea/Makena

2 Beds 2 Baths 1,148 SqFt Residential MLS® # 407291

Days on Market: 18

$3,999,000

La'i Loa 201

30 Kai Malu Dr 201, Wailea/Makena

3 Beds 3 Baths 1,742 SqFt Residential MLS® # 407282

Days on Market: 18

Short Term Rental

$1,149,000

Wailea Ekahi 20D

3300 Wailea Alanui Dr 20d, Wailea/Makena

1 Bed 2 Baths 952 SqFt Residential MLS® # 407276

Days on Market: 18

Short Term Rental

$1,699,000

Grand Champions 134

155 Wailea Ike Pl 134, Wailea/Makena

3 Beds 2 Baths 1,383 SqFt Residential MLS® # 407266

Days on Market: 19

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$1,895,000

Kanani Wailea 19

95 Poailani Pl 19, Wailea/Makena

3 Beds 2.5 Baths 2,229 SqFt Residential MLS® # 407264

Days on Market: 19

$5,375,000

Wailea Elua 803

3600 Wailea Alanui Dr 803, Wailea/Makena

3 Beds 2 Baths 1,609 SqFt Residential MLS® # 407249

Days on Market: 23

$1,995,000

Kanani Wailea 14

71 Poailani Pl 14, Wailea/Makena

3 Beds 2.5 Baths 2,229 SqFt Residential MLS® # 407235

Days on Market: 24

Short Term Rental

$1,049,000

Palms at Wailea 406

3200 Wailea Alanui Dr 406, Wailea/Makena

1 Bed 2 Baths 1,022 SqFt Residential MLS® # 407230

Days on Market: 24

Short Term Rental

$6,750,000

Wailea Beach Villas J 505

3800 Wailea Alanui Dr J 505, Wailea/Makena

3 Beds 3 Baths 1,961 SqFt Residential MLS® # 407172

Days on Market: 31

$1,223,000

Wailea Fairway Villas V-202

3950 Kalai Waa St V-202, Wailea/Makena

2 Beds 2 Baths 949 SqFt Residential MLS® # 407112

Days on Market: 37

Short Term Rental

$1,550,000

Palms at Wailea 304

3200 Wailea Alanui Dr 304, Wailea/Makena

2 Beds 2 Baths 1,194 SqFt Residential MLS® # 407095

Days on Market: 38

$5,200,000

Wailea Point 2802

4000 Wailea Alanui Dr 2802, Wailea/Makena

2 Beds 2 Baths 1,808 SqFt Residential MLS® # 407132

Days on Market: 34

Wailea Average Condo Sales Price

Wailea Price Per Square Foot

Recent Condo Sales in Wailea

Sold
Closed: 08/25/2025

$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

$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

$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: 10/17/2025

$1,200,000

Wailea Palms 2404

3150 Wailea Alanui Dr 2404, Wailea/Makena

2 Beds 2 Baths 1,194 SqFt Residential MLS® # 404291 Date Sold: October 17, 2025
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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

$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

$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

$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

$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: 07/15/2025

$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

$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

$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

$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: 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

$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

$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: 10/13/2025

$899,000

Wailea Ekahi 3D

3300 Wailea Alanui Dr 3d, Wailea/Makena

0 Beds 1 Bath 484 SqFt Residential MLS® # 405198 Date Sold: October 13, 2025
Sold
Closed: 06/12/2025

$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

$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

The Wailea Condo Market

Wailea Condos For Sale

What makes Wailea so special? Well, for one, it has the best weather of any area on Maui. Maui has several different micro-climates and Wailea's unique position on the island protects it from ever getting too windy or from receiving much rain. It is very dry, sunny, and warm year-round. 

The Wailea community was thoughtfully developed and offers a low-density, luxury experience that is uniquely all its own among the Hawaiian Islands. Beginning with the development of Wailea Ekahi along with the Wailea Blue Golf Course and the Wailea Fairway Estates in the 1970's Wailea has expanded to become the number one luxury market on Maui. Take a stroll down the Wailea Beach Path and you can see many of the best condos in Wailea across that stretch. 

From the Wailea Beach Villas to the newly completed developments at Makalii and Lai Loa, there are many different types of condo communities to consider and I've provided my insights along with everything you should know about Wailea here on my website. When considering a condo in Wailea, you'll want to start by determining if you're looking for a community that allows short-term rentals or not. 

Long Term Vs Short Term Condos in Wailea

Some of the Available Condos for sale in Wailea Maui

There are two new condo developments currently under construction in Wailea, Makalii finished development in late 2021 and early 2022, and Wailea Hills La'i Loa finished construction in Q4 2024, but these are for long-term occupancy only. There are no current permits for the construction of any new short-term rentable condos, which means Wailea is the ideal location for those looking for a community feel with the added luxury of privacy.

Luxury condos in Wailea aren’t like the high-rise blocks elsewhere in Maui - here you’ll find most condos are divided amongst low-rise buildings set amongst acres of immaculately kept gardens, with shared amenities that are nothing less than superb. One of the most attractive features about the short-term rentable condos for sale in Wailea is the rental revenue. Learn more about the complexes that allow short term rentals and the short term rental rules. 

The rental revenues are significant amongst these STR condos, and if you ever have a question about how much a unit can generate, please reach out to me at evan@mauieliteproperty.com for a complimentary Pro-forma from our property management division.

You'll Find Luxury and Beauty In These Wailea Condos

We are proud to offer condos in the most luxurious developments in Wailea. Whether you are looking for an investment property that you can also enjoy yourself or a fabulous home where you plan to live long term, we are confident you will find your dream condo in Wailea. What makes this area so appealing?

First, it's definitely the weather and beaches. Maui has a variety of microclimates, and you won't find a better climate anywhere on Maui. A desert climate with little rain, abundant sunshine, and gentle trade winds combine for the perfect day at the beach at 5 of the best beaches on Maui.

There are so many great things to do in Wailea. Easy access to great walking trails along the Wailea Beach Path, an assortment of incredible restaurants, and three great golf courses make Wailea the perfect place to live your best island life. 

There are many great opportunities in Wailea for a second home or investment condo. Check out a few of the best in the collection of complexes that offer fee-simple units for purchase. 

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Wailea Point Condos

Wailea Point Maui

Wailea Point is situated on one of the best coastal vantage points in all of Hawaii, on a small headland between Wailea Beach and Polo Beach, and offers a level of luxury rarely found in a condominium. The development is 26 acres in size and is comprised of meticulously kept tropical gardens, two pools, tennis courts, a fitness studio, and storage for cars and boats.

Condos here range in size from 2 bedrooms and 2 bathrooms up to 6 bedrooms and 5 bathrooms and range from $4 million to $18 million. While short-term rentals are permitted here, the zoning of Wailea Point means that they must be for a minimum of one month, meaning there is minimal traffic of guests checking in and out.

Ho'olei Condos

Ho'olei Condos Maui

The Ho’olei at Grand Wailea is next to and affiliated with the Grand Wailea development, which is a Waldorf Astoria resort. This means that condo owners here enjoy residential living with full access to the resort amenities and activities. This community is made up of 6 buildings spread across 30 acres, and each two-story villa is between 3000 and 4000 square feet in size.

Ho’olei condos are truly exceptional, each with a private elevator and garage, and views of either the Pacific Ocean or the Wailea Blue Golf Course and the mountains beyond. The accessible facilities for the villas here include a tropical pool with a waterfall, several gourmet restaurants and bars, and a world-class spa. Prices start from around $4.5 million.

Wailea Beach Villas

Wailea Beach Villas Maui

The Wailea Beach Villas are situated on Wailea Beach and are made up of 99 luxury condos of two or four bedrooms, set amongst 10 acres of tropical landscaping. The development is one of the best in Maui for investors, as you’ll have the ability to generate significant returns on investment thanks to its popularity as a short-term rental location.

Nightly rentals start from $1,100 and can be up to $10,000 depending on the unit. Facilities at Wailea Beach Villas include a beachfront infinity pool and jacuzzi, beach and poolside personal attendants, and a state-of-the-art fitness center. What’s more, world-class dining, shopping, and art galleries are just a few steps away.

Grand Champions Condos

Grand Champions Wailea

The Grand Champion Villas Resort is surrounded on three sides by the Wailea Blue Golf Course, and is also next to the Wailea Tennis Club, making it the ideal location for those who enjoy these recreational sports. Built in 1990, condos here are more moderately priced than in other complexes in Wailea, ranging from $800,000 to $1.3 million.

Many of the condos have been recently refitted to include high-end interior features such as granite countertops, marble flooring, and custom showers. This means that you can own a first-rate condo for exceptional value here, while still being in easy reach of the upscale dining, shopping, and leisure facilities that Wailea has to offer.

Palms at Wailea 

Palms at Wailea

The Palms at Wailea is a condo resort set in a beautiful hillside location across from Keawakapu Beach and the border of Wailea and Kihei. The condos here are spacious for their pricing category and are arranged into two-story properties across 14 acres of land.

At the more affordable end of the Wailea market, you can find condos here of 1,000 square ft in size from around $900,000. The gardens at the Palms at Wailea are serene, with ponds, wooden bridges, and small waterfalls. Other facilities at the development include a large pool, whirlpool spa, fitness center, pavilion, and multiple barbeque areas.


Make Wailea Your Home Away From Home

There are many great condos complexes in Wailea. Wailea is the perfect location for a wonderful second home or investment property. Finding the perfect unit at the perfect complex is where having a great realtor comes into play. We specialize in South Maui luxury properties and would be honored to serve you along your path to owning in Maui's best community.

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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