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 $2.5M
Lowest Price $915K
Highest Price $17.8M
Total Listings 104
Avg. Days On Market 260
Avg. Price/SQFT $1.5K

Property Types (active listings)

Wailea Condos New Listings

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New
3600 Wailea Alanui Dr 501, Wailea/Makena

$3,850,000

Wailea Elua

3600 Wailea Alanui Dr 501, Wailea/Makena

3 Beds 2 Baths 1,568 SqFt Condominium MLS® # 393861

Fee Simple

New In Escrow
208 Holomoana Way 104, Wailea/Makena

$3,200,000

Makalii at Wailea

208 Holomoana Way 104, Wailea/Makena

3 Beds 3 Baths 1,574 SqFt Condominium MLS® # 393857

Fee Simple

In Escrow
3200 Wailea Alanui Dr 1904, Wailea/Makena

$1,395,000

Palms at Wailea

3200 Wailea Alanui Dr 1904, Wailea/Makena

2 Beds 2 Baths 1,194 SqFt Condominium MLS® # 393788

Fee Simple

373 Kai Malu Pl 55b, Wailea/Makena

$2,200,000

Kai Malu

373 Kai Malu Pl 55b, Wailea/Makena

3 Beds 2.5 Baths 1,796 SqFt Condominium MLS® # 393762

Fee Simple

4850 Makena Alanui Rd F305, Wailea/Makena

$4,400,000

Makena Surf

4850 Makena Alanui Rd F305, Wailea/Makena

2 Beds 2 Baths 1,038 SqFt Condominium MLS® # 393744

Fee Simple

In Escrow
3150 Wailea Alanui Dr 3306, Wailea/Makena

$1,525,000

Wailea Palms

3150 Wailea Alanui Dr 3306, Wailea/Makena

2 Beds 2 Baths 1,194 SqFt Condominium MLS® # 393676

Fee Simple

In Escrow
3300 Wailea Alanui Dr 43d, Wailea/Makena

$1,895,000

Wailea Ekahi

3300 Wailea Alanui Dr 43d, Wailea/Makena

2 Beds 2 Baths 1,172 SqFt Condominium MLS® # 393650

Fee Simple

In Escrow
3300 Wailea Alanui Dr 46a, Wailea/Makena

$1,299,000

Wailea Ekahi

3300 Wailea Alanui Dr 46a, Wailea/Makena

1 Bed 2 Baths 885 SqFt Condominium MLS® # 393553

Fee Simple

3300 Wailea Alanui Dr 25c, Wailea/Makena

$1,125,000

Wailea Ekahi

3300 Wailea Alanui Dr 25c, Wailea/Makena

1 Bed 1 Bath 792 SqFt Condominium MLS® # 393500

Fee Simple

3950 Kalai Waa St C202, Wailea/Makena

$925,000

Wailea Fairway Villas

3950 Kalai Waa St C202, Wailea/Makena

2 Beds 2 Baths 949 SqFt Condominium MLS® # 393487

Fee Simple

In Escrow
3200 Wailea Alanui Dr 305, Wailea/Makena

$1,200,000

Palms at Wailea

3200 Wailea Alanui Dr 305, Wailea/Makena

2 Beds 2 Baths 1,242 SqFt Condominium MLS® # 393477

Fee Simple

In Escrow
155 Wailea Ike Pl 152, Wailea/Makena

$1,098,000

Grand Champions

155 Wailea Ike Pl 152, Wailea/Makena

1 Bed 2 Baths 908 SqFt Condominium MLS® # 393476

Fee Simple

In Escrow
155 Wailea Ike Pl 4, Wailea/Makena

$969,500

Grand Champions

155 Wailea Ike Pl 4, Wailea/Makena

2 Beds 2 Baths 1,148 SqFt Condominium MLS® # 393347

Fee Simple

In Escrow
10 Wailea Ekolu Pl 504, Wailea/Makena

$1,475,000

↑ $80,000

Wailea Ekolu

10 Wailea Ekolu Pl 504, Wailea/Makena

2 Beds 2 Baths 1,071 SqFt Condominium MLS® # 393343

Fee Simple

4400 Makena Rd 804, Wailea/Makena

$4,675,000

↓ $300,000

Polo Beach Club

4400 Makena Rd 804, Wailea/Makena

2 Beds 2 Baths 1,303 SqFt Condominium MLS® # 393329

Fee Simple

3300 Wailea Alanui Dr 37c, Wailea/Makena

$1,275,000

↓ $100,000

Wailea Ekahi

3300 Wailea Alanui Dr 37c, Wailea/Makena

1 Bed 2 Baths 885 SqFt Condominium MLS® # 393256

Fee Simple

Average Condo Sales Price

Price Per Square Foot

Long Term Vs Short Term Condos in Wailea

There are two new condo developments currently under construction in Wailea, Makalii finishing development in late 2021 and Wailea Hills La'i Loa finishing in Q4 2023, 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.

While Wailea condos are often more expensive than other parts of Maui, you’ll be able to return a relatively higher yield through short-term rentals if you are an investor. Some luxury condos for sale in Wailea can be rented out for up to $4000 a night depending on where you purchase. Prices for Wailea condos start around $900,000, going up to in excess of $20 million.

You'll Find Luxury and Beauty In Wailea

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.

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 $2 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 $3.3 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 $5000 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.

Wailea Ekahi

Wailea Ekahi Maui

At the northern end of Wailea, close to the beach community of Kihei, are the Wailea Ekahi condos. These are smart, two-story buildings that contain well-appointed condos of one or two bedrooms, positioned on the fabulous Keawakapu Beach across from the new development at Wailea Hills La'i Loa

Prices start from around $900,000 for a one-bedroom unit and $1.6 million for a two-bedroom unit. The condos have a light and airy feel thanks to their high ceilings, and look out onto 34 acres of well-maintained gardens. The development also boasts a newly renovated beachside pavilion and four swimming pools.

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

Evan Harlow Maui

Get started on your journey to owning property on Maui by getting in touch with us at Maui Elite Property. 

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