Wailea Condo Rentals

Compare 5 vacation rentals.
1 Guest
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

housing_type_condo.jpg

Condo rentals

View 5 Condo rentals

Wailea vacation rentals for every getaway

Popular
Hot tub Internet Pool
Wailea Ekolu Village 410
2 Bed | 2.5 Bath | Sleeps 4

Wailea Ekolu Village 410 - Wailea, HI

$607 avg / night
(excludes fees and taxes)
4.89 (19)
Wailea Grand Champions 149
2 Bed | 2 Bath | Sleeps 4

Wailea Grand Champions 149 - Wailea, HI

$461 avg / night
(excludes fees and taxes)
4.42 (19)
Wailea Ekolu Village 203
2 Bed | 2 Bath | Sleeps 4

Wailea Ekolu Village 203 - Wailea, HI

$437 avg / night
(excludes fees and taxes)
4.73 (26)
Wailea Grand Champions 87
2 Bed | 2 Bath | Sleeps 4

Wailea Grand Champions 87 - Wailea, HI

$641 avg / night
(excludes fees and taxes)
4.55 (33)
Wailea Grand Champions 7
2 Bed | 2 Bath | Sleeps 6

Wailea Grand Champions 7 - Wailea, HI

$486 avg / night
(excludes fees and taxes)

View 0 more homes

Recent Wailea vacation rental reviews

Location was fabulous! Beautiful, clean property!!!! Would come again, and again, and again! Thanks you!
MICHAEL, M. | Jun 2025
Clean and well maintained with a great view.
Robyn E. | Jun 2025
View, pool.
Wanda R. | May 2025
Wailea Frequently Asked Questions

Yes. 223 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.

Su
Mo
Tu
We
Th
Fr
Sa
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2