Find hotels with pools in Wailea, Kihei from $518

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Check availability on Wailea Hotels with a Pool

Check prices for these dates

Tonight
Aug 7 - Aug 8
Tomorrow
Aug 8 - Aug 9
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Wailea Hotels with a Pool

Wailea Beach Resort - Marriott, Maui
Relax by the pool surrounded by lounge chairs and umbrellas, offering a tranquil ocean view.

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.2 out of 10, Wonderful, (1000)
"This is a beautiful property with an attentive, friendly staff. The beds were very comfortable and plenty of towels were provided. The beach is easily accessed and the Luau was wonderful!"
$626 nightly
The price is $738
Aug 14 - Aug 15
Total includes taxes and fees
Wailea Beach Resort - Marriott, Maui
Four Seasons Resort Maui at Wailea
Enjoy breathtaking ocean views from this beachfront resort, surrounded by palm trees and a sandy beach area.

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Fantastic staff! "
$705 nightly
The price is $832
Sep 5 - Sep 6
Total includes taxes and fees
Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui
Relax by the wavy pool surrounded by palm trees and lounge areas, with ocean views from the adjacent beachfront.

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Beautiful resort "
$874 nightly
The price is $1,031
Aug 28 - Aug 29
Total includes taxes and fees
Fairmont Kea Lani Maui
Hotel Wailea, Relais & Chateaux - Adults Only
Relax by the serene pool surrounded by lush greenery and shaded lounge chairs.

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1001)
"This place is truly amazing! The service is impeccable, the resort is beautiful, and the views are breathtaking. I can’t wait to return again."
$842 nightly
The price is $993
Aug 19 - Aug 20
Total includes taxes and fees
Hotel Wailea, Relais & Chateaux - Adults Only
Grand Wailea Maui, A Waldorf Astoria Resort
9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1000)
"This place was AMAZING!!!"
$742 nightly
The price is $875
Aug 17 - Aug 18
Total includes taxes and fees
Grand Wailea Maui, A Waldorf Astoria Resort
Andaz Maui at Wailea Resort - a concept by Hyatt
Relax by the infinity pool overlooking the ocean, surrounded by lush greenery and palm trees.

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1000)
"I loved everything about the property The ocean view was most beautiful. I can’t wait to return!"
$809 nightly
The price is $954
Sep 7 - Sep 8
Total includes taxes and fees
Andaz Maui at Wailea Resort - a concept by Hyatt
Wailea Ekahi - CoralTree Residence Collection
Relax by the ocean with a refreshing dip in the pool surrounded by lounge chairs and umbrellas.

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (561)
"We had a very amazing stay, it’s a very calm ,quiet area that makes it enjoyable for relaxation, we had a view of the ocean and about a 5 min walk to a beautiful beach , there’s lots of shops and eating places within a 5 min drive which made it very convenient, would 10/10 recommend. "
$701 nightly
The price is $820
Aug 17 - Aug 18
Total includes taxes and fees
Wailea Ekahi - CoralTree Residence Collection
Wailea Grand Champions - CoralTree Residence Collection
Relax by the pool surrounded by lush vegetation and palm trees, with lounge chairs and umbrellas for comfort.

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (730)
"Great location, close to everything we wanted to do. We have a family of six, and it was a perfect size for us."
$579 nightly
The price is $679
Aug 10 - Aug 11
Total includes taxes and fees
Wailea Grand Champions - CoralTree Residence Collection
AC Hotel by Marriott Maui Wailea
Relax by the water's edge in this serene lounge area, featuring a fire feature and comfortable seating.

AC Hotel by Marriott Maui Wailea

3.5 star property
9.2 out of 10, Wonderful, (155)
"Beautiful property walkable to shopping and less than a mile to an amazing beach."
$439 nightly
The price is $518
Aug 15 - Aug 16
Total includes taxes and fees
AC Hotel by Marriott Maui Wailea
Residence Inn by Marriott Maui Wailea
Relax by the oceanfront pool surrounded by lounge chairs and umbrellas.

Residence Inn by Marriott Maui Wailea

3.5 star property
9.2 out of 10, Wonderful, (960)
"Excellent place in Maui . Near all the best beaches in Wailea. "
$552 nightly
The price is $651
Aug 14 - Aug 15
Total includes taxes and fees
Residence Inn by Marriott Maui Wailea
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.

Top Wailea Hotel Reviews

Wailea Beach Villas

Wailea Beach Villas

10/10 Excellent
"Excellent room with large space including full kitchen and in room laundry. Very secure property."
Kirk 4-night trip
Posted 21 hours ago
Wailea Beach Villas

Frequently asked questions

What's it like visiting Wailea?
If lounging by a pool is your idea of the perfect getaway, you might want to think about romantic Wailea, which has 6 places to stay with pools. During your trip, you can explore sights such as Shops at Wailea and Ulua Beach, and then kick back and relax poolside at one of the accommodations in Wailea that guests like for their pools.
What are some accommodations with pools in Wailea?
Grand Wailea Maui, A Waldorf Astoria Resort: Resort, 9-minute walk from Wailea Beach. Features 9 outdoor pools, a children's pool, and a lazy river. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 6 restaurants. Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Provides 3 outdoor pools, a children's pool, and 3 restaurants. Andaz Maui at Wailea Resort - a concept by Hyatt: Resort located near Wailea Beach. Features 4 restaurants, 5 outdoor pools, and 2 pool bars. Wailea Beach Resort - Marriott, Maui: Resort, 10-minute walk from Wailea Beach. Offers 4 outdoor pools, a children's pool, and 4 restaurants.
How many pool hotels will I find in Wailea?
Expedia has 6 hotels in Wailea for your poolside break.
What is there to see and do in Wailea?
Explore places like 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.