Also consider 27 Wailea vacation rentals and 89 Wailea luxury rentals

Refined and remarkable describe Wailea’s fashionable and upscale resort setting. Make it an idyllic vacation with a stay in one of our Wailea condos in this town of embracing crescent beaches, top-notch golf courses, diverse cuisines and bountiful boutiques.

Once home to many ancient villages, today, the resort community of Wailea in South Maui is expansive in its landscape without the overwhelming setting a crowded city can evoke.

Things To Do

Remote and in pristine condition, Polo Beach is the spot for swimmers and snorkelers of all skill levels. Wailea Beach is also excellent for swimming is a signature resort beach. Keawakapu Beach is a snorkeler’s beach with a unique facet—a sea of cars in an ocean junkyard of sorts that actually brings an unusually entertaining experience for snorkelers. Mokapu and Ulua Beach are more resort beaches of scenic acclaim and popular for snorkeling, swimming and diving. They offer shower and restroom facilities so pack a picnic and while the hours away before heading back to your Wailea beach condo. Golfers find their dream three courses in Wailea Blue (the oldest of the three), Wailea Gold and Wailea Emerald (notably recognized as one of the most female friendliest courses worldwide). The golf courses offer superb views of Lanai, Molokai, Kohoolawe and Molokini with a smattering of tropical flowers. Nearby are two public golf courses.

Further indulge the world-class spas in Wailea indoors while beholding nature’s bounty throughout the town—lava rock walls, sea turtles and tropical gardens to name a few. Activities in Wailea are seemingly endless, sailing, surfing, snuba, paragliding and more. Strolling and jogging are great activities in this safe, secure and scenic community.

Eat and Shop

Wailea is walkable and you’ll find many restaurants at a leisurely distance from your Wailea condo. The of cuisines is excellent, as is the budget range. In addition, if you visit in June, attend the annual Maui Film Festival and the Taste of Wailea, where you’ll be treated to Hawaiian regional cuisine.

The Shops at Wailea offer one stop for taking in a day of indulgent shopping, from local to luxury. Stroll through the art galleries or sip coffee or eat ice cream and people watch in the courtyard surrounded by tropical flowers on a sunny day. Have lunch or dinner and enjoy the light entertainment—Hawaiian music on slack key guitar and hula dancers under the stars.

Nearby Kihei is where you’ll find a grocery store to purchase items for meals you make in your Wailea beachfront condo for nights in or for fun picnics at the beach. Wailea has a general store at the Shops at Wailea for basic items.

Getting Around

Wailea is a fun town for walking, but for convenience and to take day trips, a rental car is a good idea.