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 $3.6M
Lowest Price $12K
Highest Price $18M
Total Listings 105
Avg. Days On Market 329
Avg. Price/SQFT $2K

Property Types (active listings)

Wailea Condos New Listings

Wailea Average Condo Sales Price

Wailea Price Per Square Foot

Recent Condo Sales in Wailea

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 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. 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 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. Recently, the Maui Pacaso group has started selling co-ownership interests in a variety of communities around the island. Contact me if you are interested in any co-ownership opportunities as well.

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.

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

Evan Harlow is a Realtor on Maui who has the expertise, experience, and work ethic to help you achieve all of your real estate buying or selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond.

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