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

Popular amenities for Wailea vacation rentals

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

Wailea Ekolu Village 410 - Wailea, HI

$431 avg / night
Wailea Ekolu Village 203
2 Bedroom | 2 Bath | Sleeps 4

Wailea Ekolu Village 203 - Wailea, HI

$294 avg / night
Wailea Grand Champions 147
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 147 - Wailea, HI

$275 avg / night
Wailea Grand Champions 149
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 149 - Wailea, HI

$202 avg / night
The Palms at Wailea 702
1 Bedroom | 2 Bath | Sleeps 4

The Palms at Wailea 702 - Wailea, HI

$344 avg / night

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Recent Wailea guest reviews

My husband and I came to Maui for two weeks in April for his birthday, and we chose to spend the first week in Wailea. This property [Wailea Ekolu Village 410] was absolutely wonderful and a perfect location for our first week. The neighborhood is very quiet and serene... the views of the ocean, golf course, and surrounding gardens made for a very peaceful and restful time. We spent quite a bit of our day on the lanai just reading or having our meals outdoors. The property is very well-groomed with beautiful trees that attract many birds. We were pleasantly surprised that there were no mosquitoes or other biting insects at all, even as we spent our evenings enjoying a drink on the lanai in the dark. The unit itself is very comfortable and spacious with all of the amenities that we needed (including a desk to work, which we ended up not using, thankfully). Wifi was speedy and we got good cell reception as well. We highly recommend this property and this unit for many reasons. Thank you!
Andrea O. | May 2024
We enjoyed our stay at this property, although it was short. Didn’t utilize it as much as we wanted because of our short stay, but it seemed to have everything you would need. Huge shower in master.Nice view on the golf course. Only have window AC in bedrooms, but a nice efficient AC in LR. They also had beach chairs and an umbrella for the beach so that was nice. Pool was very clean and big. We would definitely recommend this property to others.
Byron O. | May 2024
The condo was great. Traveled with 2 couples and it could not have been more perfect. The set up is great for 2 couples, each room is equally equipped with space and private bathroom. The kitchen was well stocked. The lanai has beautiful views of the ocean and sunset every night, you can't see any other condo balconies when sitting out there so it feels very private, nice and quiet. The location was great, can walk to Wailea Beach within 15min down the hill and many restaurants are walking distance. We liked Manolis just a 2min walk from the condo, great food and atmosphere with a good happy hour and it's also open late to have drinks. Manolis patio is unbeatable. We explored the entire island but all agreed Wailea is the best location to stay in. Wonderful stay overall.
Scott S. | Apr 2024
Wailea vacation rental FAQ

Yes. 260 of our Wailea vacation rentals have internet access, so you can stay connected throughout your trip.

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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.