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. Also consider our 61 Wailea vacation rentals and 80 Wailea luxury rentals.
Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with gardenview in the Upper Village. Features King, 2 twin beds and a queen sofa sleeper and 3 separate lanais. There is a gas bbq on the... Read More
Wailea Ekahi - newly renovated/updated 1 bedroom, 1 bath condo. Partial Ocean View unit located on the green belt. King size bed and central air conditioning, 2 TVs plus Gas BBQ grill on your own... Read More
Beautiful Wailea Ekahi 1 bedroom, 2 bath - Oceanview, Deluxe unit - Located in the Lower Village close to the pool and beach. King size bed in Master and twin Murphy bed in Living room. Bose sound... Read More
Beatuiful deluxe 1 bedroom, 2 bath filtered ocean view unit in Wailea Ekahi Lower Village - Larger floor plan with Gas BBQ grill on your own lanai. King size bed and sofa sleeper. Air conditioning... Read More
Enjoy your vacation filled with family fun or calm serenity in this inviting 1 bedroom, 2 bath condo. Located close to the pool and beach access. Unit has a Murphy bed in the livingroom instead of... Read More
Wailea Ekahi - 1 bedrrom, 1 bath garden view condo unit located in the Upper Village. Newly renovated unit with air conditioning and King sized bed in bedroom, sofa sleeper in the livingroom and bbq... Read More
Wailea Ekahi Village - 1 bedroom, 2 bath condo with a calming garden view located in the Upper Village. Features a queen size bed, sofa sleeper, air conditioning and bbq on your lanai. 5 night... Read More
Wailea Elua is a luxurious high-end property in Wailea Maui. Fronting one of the world's most famous beaches, Elua Beach, known for it's snorkeling, swimming, sunbathing, and in the winter months... Read More
Vacation at the Wailea Beach Villas and you don't have to be unnecessarily concerned about the availability of lounge chairs or sun umbrellas. There is no need to spend extra money to rent a cabana... Read More
The aptly named Grand Seascape at Wailea Beach Villas, also known as Penthouse/Tower Building K407, is a two bedroom plus den/alcove bedroom, two bath, exceptionally luxurious vacation residence... Read More
If you obtain a lower rate within 24 hours of paying for your booking, we will refund the difference!
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.
Hundreds of vendors list their properties on our site. Hawaiian Beach Rentals is a listing and marketing company. Therefore, all pricing and terms of rental are determined by the individual vendor and are subject to change. All travelers must pay a 30% to 50% deposit to make a reservation and pay the full balance for the vacation rental within 30 to 100 days of arrival depending on the specific rental. Cancellation after a vacation rental confirmation is issued results in forfeiture of any collected money, except the guest's security deposit and cleaning fee (if applicable). Hawaiian Beach Rentals prides itself on outstanding customer service and listing the highest quality accommodations possible. For information on Vacation Rental Travel Insurance Click Here.