Wailea Condo Rentals

Compare 6 vacation rentals. Enter your trip dates to get started.
USA > Hawaii > Wailea

Make Wailea your next getaway—choose from 6 great vacation rentals

Explore our Wailea condos & vacation rentals

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 Grand Champions 87
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 87 - Wailea, HI

$523 avg / night
Wailea Ekolu Village 203
2 Bedroom | 2 Bath | Sleeps 4

Wailea Ekolu Village 203 - Wailea, HI

$390 avg / night
Wailea Grand Champions 147
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 147 - Wailea, HI

$348 avg / night
The Palms at Wailea 702
1 Bedroom | 2 Bath | Sleeps 4

The Palms at Wailea 702 - Wailea, HI

$423 avg / night
Wailea Ekolu Village 410
2 Bedroom | 2.5 Bath | Sleeps 4

Wailea Ekolu Village 410 - Wailea, HI

$559 avg / night

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Recent Wailea vacation rental reviews

Title says it all! It was an amazing experience and out of 6 adults and 2 kids no one wanted to leave!
Catherine (LCO @ 2PM) P. | Sep 2022
Spacious town house with 2 bedrooms, AC and beautiful views of the ocean. Would stay here again with our family of 4!
Kasey C. | Jul 2022
Our stay in Ekolu Village Wailea was amazing. The only negative is the upstairs neighbors with kids who start walking and running around the house very heavily at early hours in the morning. Other than that, the house was beautiful, clean, well stocked with everything we could possibly need. Thank you for a wonderful Maui vacation.
Jason C. | Jul 2022
Wailea Frequently Asked Questions

Yes. 315 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

When you book a stay in a Wailea condo rental, you’re setting yourself up to experience the very best of Maui. These beautiful vacation rentals give you easy access to three world-class golf courses, so it’s an excellent choice for golf enthusiasts. If you’re not bringing clubs along, there’s still plenty to do---explore Wailea Beach, Big Beach, or Makena Cove and prepare to be awed by their picturesque beauty. The on-site amenities at your Wailea vacation rental include two pools, a hot tub, grills, and a tennis court, so you’ll never be bored during your stay in paradise. Find your own Wailea condo rental for a Maui vacation you’ll never forget.