Wailea Condo Rentals

Compare 6 vacation rentals.
USA > Hawaii > Wailea

Make Wailea your next getaway

Relax into a slice of paradise with a Wailea vacation rental. With stunning beaches, top-rated resorts, and world-class golf courses, you’ll have everything you need for an amazing getaway at your fingertips. Choose from amenities like ocean views, direct beach access, and outdoor pools to find the right home base for your adventure.

Explore Wailea condo rentals, and more

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Condo rentals

View 6 Condo rentals

Wailea vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Wailea Ekolu Village 410
2 Bedroom | 2.5 Bath | Sleeps 4

Wailea Ekolu Village 410 - Wailea, HI

$377 avg / night
Wailea Ekolu Village 203
2 Bedroom | 2 Bath | Sleeps 4

Wailea Ekolu Village 203 - Wailea, HI

$258 avg / night
Wailea Grand Champions 147
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 147 - Wailea, HI

$255 avg / night
Wailea Grand Champions 149
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 149 - Wailea, HI

$214 avg / night
The Palms at Wailea 702
1 Bedroom | 2 Bath | Sleeps 4

The Palms at Wailea 702 - Wailea, HI

$307 avg / night

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Recent Wailea vacation rental reviews

Nice place. Great view of golf course with partial ocean view. It’s conveniently located close to beaches and shops/restaurants.
Andrew J. | Apr 2024
Great stay from beginning to end! Huge unit with great view of the golf course out the back sliding glass rear door. Huge rooms and phenomenal showers. Wish I could stay longer, highly recommend this unit to anyone looking for a great value less than five minutes from Ulua Beach, Makena Beach, Wailea Beach, Shops at Wailea, and many other amenities!
Barry T. | Mar 2024
This is the first time we stayed at this location and loved it. This specific unit had a great view of the golf course and could see the water in the distance. It was in a great location with close access to many beaches, Wailea shops and restaurants. It was well maintained, clean and very comfortable for 4 adults. They have a security presence so we felt very safe. They had all of the amenities we needed as well as a lot of storage/cupboard space for food, clothing and toiletries. The check in and out process was extremely easy and we never had to contact anyone during out stay. There is a notebook in the condo with all of the necessary details. I would definitely recommend and stay there again. The cost is reasonable compared to other locations.
Holly N. | Mar 2024
Wailea vacation rental FAQ

Yes. 264 of our Wailea vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Wailea vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Wailea team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Wailea, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Explore our Wailea, HI, vacation rentals

Wailea vacation rentals are located on the southwest coast of Maui, offering travelers a luxurious and serene escape. From here, you can enjoy three world-class golf courses, incredible beaches and snorkeling sites, and nearby parks. Find the perfect home away from home with amenities like ocean views, direct beach access, outdoor pools, hot tubs, private balconies, and more. 

Beach hop to your heart’s content between Wailea Beach, Big Beach, or Makena Cove, and prepare to be awed by their picturesque beauty. Experience fantastic snorkeling at Molokini Crater, tee off at championship golf courses, and indulge in upscale dining along the Wailea Beach Walk. For more outdoor adventure, lace up your sneakers for scenic hikes and waterfalls in nearby Haleakalā National Park.