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 $3.4M
Lowest Price $12K
Highest Price $16.5M
Total Listings 98
Avg. Days On Market 131
Avg. Price/SQFT $1.9K

Property Types (active listings)

Wailea Condos New Listings

Sort by:
New
4955 Makena Rd, Unit F102, Wailea/Makena

$2,199,000

Na Hale O Makena F102

4955 Makena Rd, Unit F102, Wailea/Makena

2 Beds 2.5 Baths 2,088 SqFt Residential MLS® # 405733

Coldwell Banker Island Prop(S)

New
4955 Makena Rd, Unit C302, Wailea/Makena

$2,800,000

Na Hale O Makena C302

4955 Makena Rd, Unit C302, Wailea/Makena

2 Beds 2.5 Baths 2,088 SqFt Residential MLS® # 405704

Coldwell Banker Island Prop(P)

New Short Term Rental
3200 Wailea Alanui Dr, Unit 307, Wailea/Makena

$1,149,000

Palms at Wailea 307

3200 Wailea Alanui Dr, Unit 307, Wailea/Makena

1 Bed 2 Baths 1,022 SqFt Residential MLS® # 405679

Hawaii Life (W)

New
4400 Makena Rd, Unit 301, Wailea/Makena

$3,900,000

Polo Beach Club 301

4400 Makena Rd, Unit 301, Wailea/Makena

2 Beds 2 Baths 1,239 SqFt Residential MLS® # 405659

Coldwell Banker Island Prop(S)

Short Term Rental
155 Wailea Ike Pl, Unit 145, Wailea/Makena

$899,000

Grand Champions 145

155 Wailea Ike Pl, Unit 145, Wailea/Makena

1 Bed 2 Baths 908 SqFt Residential MLS® # 405625

Coldwell Banker Island Prop(S)

Short Term Rental
155 Wailea Ike Pl, Unit 162, Wailea/Makena

$1,095,000

Grand Champions 162

155 Wailea Ike Pl, Unit 162, Wailea/Makena

1 Bed 2 Baths 908 SqFt Residential MLS® # 405624

Coldwell Banker Island Prop(S)

78 Kai Malu Dr, Unit 101, Wailea/Makena

$11,500

↓ $2,500

Wailea/Makena

78 Kai Malu Dr, Unit 101, Wailea/Makena

3 Beds 3 Baths 1,742 SqFt Residential Lease MLS® # 405622

Polaris Pacific

24 Kai Malu Dr, Unit 102, Wailea/Makena

$3,900,000

La'i Loa 102

24 Kai Malu Dr, Unit 102, Wailea/Makena

3 Beds 3 Baths 1,742 SqFt Residential MLS® # 405611

Polaris Pacific

Short Term Rental
4850 Makena Alanui Rd, Unit F201, Wailea/Makena

$4,750,000

Makena Surf F201

4850 Makena Alanui Rd, Unit F201, Wailea/Makena

2 Beds 2 Baths 1,379 SqFt Residential MLS® # 405582

Polaris Pacific

Short Term Rental
155 Wailea Ike Pl, Unit 74, Wailea/Makena

$950,000

Grand Champions 74

155 Wailea Ike Pl, Unit 74, Wailea/Makena

1 Bed 2 Baths 908 SqFt Residential MLS® # 405574

Coldwell Banker Island Prop(S)

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

$3,900,000

La'i Loa 5-D

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

3 Beds 3 Baths 1,742 SqFt Residential MLS® # 405563

Island Sotheby's Int'l Rlty(W)

Short Term Rental
3300 Wailea Alanui Dr, Unit 37b, Wailea/Makena

$1,100,000

Wailea Ekahi 37B

3300 Wailea Alanui Dr, Unit 37b, Wailea/Makena

1 Bed 2 Baths 952 SqFt Residential MLS® # 405540

Hawaii Life (W)

Short Term Rental
81-2 Makakehau St, Unit 81-2 (h2), Wailea/Makena

$5,200,000

Hoolei 81-2 (H2)

81-2 Makakehau St, Unit 81-2 (h2), Wailea/Makena

3 Beds 3.5 Baths 2,426 SqFt Residential MLS® # 405484

Waiola Realty

3950 Kalai Waa St, Unit M102, Wailea/Makena

$749,000

Wailea Fairway Villas M102

3950 Kalai Waa St, Unit M102, Wailea/Makena

2 Beds 2 Baths 949 SqFt Residential MLS® # 405478

Coldwell Banker Island Prop(S)

168 Kainui Loop, Unit 63b, Wailea/Makena

$2,600,000

Kai Malu 63B

168 Kainui Loop, Unit 63b, Wailea/Makena

3 Beds 2.5 Baths 1,796 SqFt Residential MLS® # 405443

Coldwell Banker Island Prop(S)

In Escrow
244 Holomoana Way, Unit 104 (17d), Wailea/Makena

$3,650,000

Makalii at Wailea 104 (17D)

244 Holomoana Way, Unit 104 (17d), Wailea/Makena

3 Beds 3 Baths 1,574 SqFt Residential MLS® # 405392

Polaris Pacific

Short Term Rental
155 Wailea Ike Pl, Unit 92, Wailea/Makena

$999,000

↓ $100,000

Grand Champions 92

155 Wailea Ike Pl, Unit 92, Wailea/Makena

1 Bed 2 Baths 908 SqFt Residential MLS® # 405379

Maui Real Estate Advisors LLC

333 Kai Malu Pl, Unit 58a, Wailea/Makena

$3,150,000

Kai Malu 58A

333 Kai Malu Pl, Unit 58a, Wailea/Makena

3 Beds 3 Baths 1,796 SqFt Residential MLS® # 405347

Coldwell Banker Island Prop(S)

Wailea Average Condo Sales Price

Wailea Price Per Square Foot

Recent Condo Sales in Wailea

Sold
Closed: 04/17/2025
155 Wailea Ike Pl, Unit 83, Wailea/Makena

$1,632,500

↓ $117,500

Grand Champions 83

155 Wailea Ike Pl, Unit 83, Wailea/Makena

3 Beds 2 Baths 1,383 SqFt Residential MLS® # 404734 Date Sold: April 17, 2025

Island Premier Realty LLC

Sold
Closed: 04/17/2025
3150 Wailea Alanui Dr, Unit 2803, Wailea/Makena

$1,600,000

Wailea Palms 2803

3150 Wailea Alanui Dr, Unit 2803, Wailea/Makena

2 Beds 2 Baths 1,692 SqFt Residential MLS® # 403695 Date Sold: April 17, 2025

Coldwell Banker Island Prop-Ku

Sold
Closed: 04/09/2025
3950 Kalai Waa St, Unit S103, Wailea/Makena

$1,100,000

↓ $250,000

Wailea Fairway Villas S103

3950 Kalai Waa St, Unit S103, Wailea/Makena

2 Beds 2 Baths 949 SqFt Residential MLS® # 402544 Date Sold: April 9, 2025

Coldwell Banker Island Prop(S)

Sold
Closed: 04/04/2025
57 Makakehau St, Unit J2, Wailea/Makena

$4,150,000

↓ $1,100,000

Hoolei J2

57 Makakehau St, Unit J2, Wailea/Makena

3 Beds 3.5 Baths 2,426 SqFt Residential MLS® # 401739 Date Sold: April 4, 2025

Coldwell Banker Island Prop(S)

Sold
Closed: 04/03/2025
3300 Wailea Alanui Dr, Unit 36d, Wailea/Makena

$1,101,000

Wailea Ekahi 36D

3300 Wailea Alanui Dr, Unit 36d, Wailea/Makena

1 Bed 2 Baths 885 SqFt Residential MLS® # 404716 Date Sold: April 3, 2025

Romvari Realty Ltd

Sold
Closed: 04/02/2025
3150 Wailea Alanui Dr, Unit 3106, Wailea/Makena

$2,550,000

↓ $245,000

Wailea Palms 3106

3150 Wailea Alanui Dr, Unit 3106, Wailea/Makena

2 Beds 3 Baths 1,699 SqFt Residential MLS® # 403726 Date Sold: April 2, 2025

Coldwell Banker Island Prop(S)

Sold
Closed: 04/02/2025
3300 Wailea Alanui Dr, Unit 38d, Wailea/Makena

$1,850,000

Wailea Ekahi 38D

3300 Wailea Alanui Dr, Unit 38d, Wailea/Makena

1 Bed 2 Baths 969 SqFt Residential MLS® # 405047 Date Sold: April 2, 2025

Compass

Sold
Closed: 04/02/2025
4955 Makena Rd, Unit A102, Wailea/Makena

$2,950,000

Na Hale O Makena A102

4955 Makena Rd, Unit A102, Wailea/Makena

3 Beds 2.5 Baths 2,116 SqFt Residential MLS® # 404553 Date Sold: April 2, 2025

Coldwell Banker Island Prop(P)

Sold
Closed: 03/31/2025
4000 Wailea Alanui Dr, Unit 1501, Wailea/Makena

$8,655,000

Wailea Point 1501

4000 Wailea Alanui Dr, Unit 1501, Wailea/Makena

3 Beds 4 Baths 3,027 SqFt Residential MLS® # 404190 Date Sold: March 31, 2025

Coldwell Banker Island Prop(S)

Sold
Closed: 03/31/2025
4000 Wailea Alanui Dr, Unit 2703, Wailea/Makena

$5,250,000

Wailea Point 2703

4000 Wailea Alanui Dr, Unit 2703, Wailea/Makena

3 Beds 4 Baths 2,554 SqFt Residential MLS® # 405444 Date Sold: March 31, 2025

Wailea Point Realty, Inc.

Sold
Closed: 03/24/2025
3300 Wailea Alanui Dr, Unit 47b, Wailea/Makena

$1,260,000

↓ $115,000

Wailea Ekahi 47B

3300 Wailea Alanui Dr, Unit 47b, Wailea/Makena

1 Bed 2 Baths 952 SqFt Residential MLS® # 403542 Date Sold: March 24, 2025

Island Sotheby's Int'l Rlty(M)

Sold
Closed: 03/24/2025
3800 Wailea Alanui Dr, Unit 404, Wailea/Makena

$5,000,000

↓ $888,000

Wailea Beach Villas 404

3800 Wailea Alanui Dr, Unit 404, Wailea/Makena

2 Beds 2 Baths 1,978 SqFt Residential MLS® # 401641 Date Sold: March 24, 2025

Maui Luxury Real Estate LLC

Sold
Closed: 03/19/2025
3100 Wailea Alanui Dr, Unit 1, Wailea/Makena

$4,690,000

↓ $310,000

Papali Wailea 1

3100 Wailea Alanui Dr, Unit 1, Wailea/Makena

3 Beds 3.5 Baths 2,386 SqFt Residential MLS® # 404016 Date Sold: March 19, 2025

Coldwell Banker Island Prop(S)

Sold
Closed: 03/19/2025
113 Holomoana Way, Unit 2b, Wailea/Makena

$2,500,000

↓ $290,000

Makalii at Wailea 2B

113 Holomoana Way, Unit 2b, Wailea/Makena

3 Beds 3 Baths 1,802 SqFt Residential MLS® # 402327 Date Sold: March 19, 2025

Compass

Sold
Closed: 03/11/2025
4400 Makena Rd, Unit 605, Wailea/Makena

$5,200,000

Polo Beach Club 605

4400 Makena Rd, Unit 605, Wailea/Makena

2 Beds 2 Baths 1,321 SqFt Residential MLS® # 402683 Date Sold: March 11, 2025

Coldwell Banker Island Prop(S)

Sold
Closed: 02/27/2025
10 Wailea Ekolu Pl, Unit 1006, Wailea/Makena

$1,700,000

Wailea Ekolu 1006

10 Wailea Ekolu Pl, Unit 1006, Wailea/Makena

2 Beds 2 Baths 1,071 SqFt Residential MLS® # 404433 Date Sold: February 27, 2025

Hawaii Life (W)

Sold
Closed: 02/27/2025
3300 Wailea Alanui Dr, Unit 6e, Wailea/Makena

$1,725,000

Wailea Ekahi 6E

3300 Wailea Alanui Dr, Unit 6e, Wailea/Makena

1 Bed 2 Baths 952 SqFt Residential MLS® # 404656 Date Sold: February 27, 2025

Coldwell Banker Island Prop(S)

Sold
Closed: 02/21/2025
3950 Kalai Waa St, Unit P201, Wailea/Makena

$1,300,000

Wailea Fairway Villas P201

3950 Kalai Waa St, Unit P201, Wailea/Makena

2 Beds 2 Baths 949 SqFt Residential MLS® # 403922 Date Sold: February 21, 2025

Hawaii Life (W)

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 development at Makalii, 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 is scheduled to finish construction in Q3 2024, but these will be 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.

The rental revenues are significant 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 micro-climates 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. 

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 is an award-winning Realtor on Maui ranking in the top 1% of Coldwell Banker agents worldwide. 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 our clients are saying on Google.

Provide a valid email address.
Newsletter consent

Related Blogs

Things to Do in Wailea
Evan Harlow R(S) 82003
By Evan Harlow R(S) 82003 | February 1, 2023

The 21 Very Best Things to Do in Wailea, Maui

The 21 Very Best Things To Do in Wailea Maui For 2024
When I moved to Maui in 2010, I made it my mission to explore all of the many great activities and things to do around the island. In fact, one of my first jobs on Maui before I became a Realtor, was working in the activity business selling all of the…

Walking The Wailea Beach Path
Evan Harlow R(S) 82003
By Evan Harlow R(S) 82003 | August 6, 2022

The Wailea Beach Path Walker's Guide | Enjoy a Walk in Wailea

Wailea Golf Courses
Evan Harlow R(S) 82003
By Evan Harlow R(S) 82003 | November 30, 2020

Wailea Golf Courses: The Blue, Emerald, and Gold Courses

Wailea Condos Short Term Vacation Rentable
Evan Harlow R(S) 82003
By Evan Harlow R(S) 82003 | October 20, 2020

The Best Short Term Rentable Condo Complexes in Wailea

Maui

Start searching for your dream home now.

When it comes to convenience, our site is unparalleled. Whether you're in the comfort of your home, or on the go.
Our site works flawlessly on multiple devices so you can find the information you need.

Start Search