A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

Hotels with Pool & Resorts in Wailea from NZ$656

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Wailea Hotels with Pool

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Wailea hotels with a pool

A poolside lounge area with outdoor seating, a fire feature, and umbrellas providing shade.

1. AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea
4.0 star property
Wailea
9.2 out of 10, Wonderful, (307 reviews)
"Incredible stay"
United States
Eshrar
The price is NZ$1,001
includes taxes & fees
15 Nov - 16 Nov
AC Hotel by Marriott Maui Wailea
A resort with a large pool, a water slide, and a view of the ocean.

2. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
5.0 star property
Wailea
9.0 out of 10, Wonderful, (1,000 reviews)
"Not sure if you can beat the pools, value, location, views, snorkel, and staff on the island! Loved our stay!"
United States
Rachel
The price is NZ$1,275
includes taxes & fees
4 Dec - 5 Dec
Wailea Beach Resort - Marriott, Maui
A pool with a waterfall feature, surrounded by palm trees and a stone structure.

3. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,006 reviews)
"Beautiful hotel, great amenities, so many pools and fun things and beach access, restaurants, bar, will definitely go back!"
United States
Seyed Kamyar
The price is NZ$1,576
includes taxes & fees
20 Nov - 21 Nov
Grand Wailea Maui, A Waldorf Astoria Resort
A resort pool area with sun loungers and umbrellas, surrounded by lush greenery and overlooking a body of water with a sunset in the background.

4. Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
3.5 star property
Wailea
9.2 out of 10, Wonderful, (1,000 reviews)
"Hotel was in a great location for us."
United States
Keala
The price is NZ$967
includes taxes & fees
15 Nov - 16 Nov
Residence Inn by Marriott Maui Wailea
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

5. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,001 reviews)
"We were here with our adult children for a family trip and really enjoyed the pools, spa, Spago, the complementary car service and every employee we came in contact with! A great trip!"
United States
Quinn
The price is NZ$1,868
includes taxes & fees
6 Nov - 7 Nov
Four Seasons Resort Maui at Wailea
A resort pool area with lounge chairs, umbrellas, and palm trees.

6. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,002 reviews)
"Great place to stay with the family."
United States
Iulian
The price is NZ$2,203
includes taxes & fees
27 Nov - 28 Nov
Fairmont Kea Lani Maui
A swimming pool area with lounge chairs and umbrellas, surrounded by lush greenery and palm trees.

7. Grand Champions

Grand Champions
2.5 star property
Wailea
9.2 out of 10, Wonderful, (9 reviews)
"Beautiful property in Maui and definitely will look at coming back at this unit. Appreciated all the helpful recommendations from the host. This part of Maui in Wailea is also very convenient for great restaurants at other resorts. "
United States
Sophie
The price is NZ$858
includes taxes & fees
7 Nov - 8 Nov
Grand Champions
A resort with multiple swimming pools, palm trees, and a view of the ocean.

8. Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1,000 reviews)
"Very nice way to end our stay in Maui. Great pool, easy beach access, and clean room."
United States
Alexander
The price is NZ$1,899
includes taxes & fees
15 Nov - 16 Nov
Andaz Maui at Wailea Resort - a concept by Hyatt
A poolside area with a fire pit, lounge chairs, and umbrellas.

9. Hotel Wailea Maui

Hotel Wailea Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,001 reviews)
"Spacious and updates rooms with everything you need. The service is simply outstanding. The pool was never crowded. The food at the restaurants was so good!"
United States
Maureen
The price is NZ$2,142
includes taxes & fees
18 Nov - 19 Nov
Hotel Wailea Maui
A swimming pool with a turtle, surrounded by palm trees and a building with balconies.

10. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (65 reviews)
"The condo property was beautiful and in a great location. We had to book last minute due to storms affecting our initial booking and host was very responsive. "
United States
Kathryn R.
The price is NZ$656
includes taxes & fees
18 Nov - 19 Nov
Romantic 1 BR Condo with King Tempurpedic
A swimming pool with a curved edge, surrounded by lounge chairs and umbrellas, with palm trees and flowering plants in the background.

11. Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝

Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
Wailea
10.0 out of 10, Exceptional, (165 reviews)
"Everything was amazing, I enjoyed all the amenities the room had to offer. Will definitely book again in the future."
United States
Rojelio G.
The price is NZ$1,141
includes taxes & fees
8 Nov - 9 Nov
Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
An aerial view of a resort with a central swimming pool, lounge areas, and lush greenery.

12. Wailea Luxury Retreat | Walk to Beach & Shops

Wailea Luxury Retreat | Walk to Beach & Shops
Wailea
9.4 out of 10, Exceptional, (8 reviews)
"Excellent communication and the facilities were really nice with Two pools to choose from! Close to shops and walking paths "
United States
Jennifer A.
The price is NZ$1,135
includes taxes & fees
13 Nov - 14 Nov
Wailea Luxury Retreat | Walk to Beach & Shops
A swimming pool with lounge chairs and a lifeguard stand.

13. #708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Wailea
9.8 out of 10, Exceptional, (194 reviews)
"Amazing view, good size spaces nice proximity to the shops in Wailea. Overall great stay."
United States
Scott M.
The price is NZ$1,081
includes taxes & fees
18 Nov - 19 Nov
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
A clear blue pool surrounded by palm trees and greenery, with lounge chairs and a fence in the background.

14. Wailea Ekolu 310 - Molokini to West Maui Ocean View, Modern Renovation, Split AC

Wailea Ekolu 310 - Molokini to West Maui Ocean View, Modern Renovation, Split AC
Wailea
10.0 out of 10, Exceptional, (76 reviews)
"Great place to stay for your vacation!"
United States
Nick D.
The price is NZ$1,643
includes taxes & fees
4 Dec - 5 Dec
Wailea Ekolu 310 - Molokini to West Maui Ocean View, Modern Renovation, Split AC
A resort with a swimming pool, palm trees, and a view of the ocean.

15. ContemporaryHawaiianReno in Wailea*Pool*Beach*Golf

ContemporaryHawaiianReno in Wailea*Pool*Beach*Golf
Wailea
10.0 out of 10, Exceptional, (45 reviews)
"Great condo! "
Canada
Marcie M.
The price is NZ$916
includes taxes & fees
1 Dec - 2 Dec
ContemporaryHawaiianReno in Wailea*Pool*Beach*Golf
A resort with a swimming pool, palm trees, and a view of the ocean.

16. StunningReno*Palms in Wailea Condo-Beach*Golf*Pool

StunningReno*Palms in Wailea Condo-Beach*Golf*Pool
Wailea
9.8 out of 10, Exceptional, (53 reviews)
"Great place to stay! We throughly enjoyed our time here "
United States
Emily B.
The price is NZ$921
includes taxes & fees
30 Nov - 1 Dec
StunningReno*Palms in Wailea Condo-Beach*Golf*Pool
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building.

17. Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool

Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
Wailea
10.0 out of 10, Exceptional, (39 reviews)
"Location location location! Just 1 block from the shops and Wailea beach…can’t beat that! "
United States
david k.
The price is NZ$836
includes taxes & fees
8 Nov - 9 Nov
Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building.

18. Wailea Grand Champions. Walk to shops, dining & golf. Nice Ocean View. From 225

Wailea Grand Champions. Walk to shops, dining & golf. Nice Ocean View. From 225
Wailea
9.6 out of 10, Exceptional, (73 reviews)
"A fantastic place to stay! You can easily walk to shops, restaurants, and the golf course. Plus, the ocean view is amazing. "
United States
lily v.
The price is NZ$994
includes taxes & fees
15 Nov - 16 Nov
Wailea Grand Champions. Walk to shops, dining & golf. Nice Ocean View. From 225
A pool area with lounge chairs and a small pool, surrounded by palm trees and greenery.

19. Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (5 reviews)
"Clean everything great time great location! "
United States
Sean
The price is NZ$1,694
includes taxes & fees
19 Nov - 20 Nov
Grand Champions by KBM
An aerial view of a resort with a central swimming pool, surrounded by lounge areas and palm trees.

20. Serene Maui Retreat | Walk to Beach & Shops

Serene Maui Retreat | Walk to Beach & Shops
Wailea
8.0 out of 10, Very good, (2 reviews)
"The area is perfect! The condo is very clean and convenient to shops and the ocean! Highly recommend!"
United Kingdom
Michelle B.
The price is NZ$1,019
includes taxes & fees
7 Nov - 8 Nov
Serene Maui Retreat | Walk to Beach & Shops
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Wailea

Breakfast included
4 stars

Top Wailea Hotel Reviews

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Great service and overall experience"
Alfred 6-night trip
Posted 5 hours ago
Four Seasons Resort Maui at Wailea

Frequently asked questions

What are some accommodation options with pools in Wailea?
Grand Wailea Maui, A Waldorf Astoria Resort: Resort, 9-minute walk from Wailea Beach. Features 9 outdoor swimming pools, a children's pool and a lazy river. Wailea Beach Resort - Marriott, Maui: Resort, 10-minute walk from Wailea Beach. Offers 4 outdoor swimming pools, a children's pool and 4 restaurants. Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Provides 3 outdoor swimming pools, a children's pool and 3 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Features 3 outdoor swimming pools, a children's pool and 6 restaurants. Andaz Maui at Wailea Resort - a concept by Hyatt: Resort located near Wailea Beach. Offers 4 restaurants, 5 outdoor swimming pools and 2 pool bars.
What is there to see and do in Wailea?
Explore places such as Wailea Beach while you're in Wailea. Surround yourself with nature at Ulua Beach and Mokapu Beach. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.

Explore a world of travel with Expedia