Find Hotels with a Pool in Wailea, HI

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Wailea Hotels with a Pool

Next weekend
In two weeks

Compare Wailea Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1005)
"The property is very big which leads to a lot of walking. They charge $150.00 a day for beach chairs.and one umbrella No other alternative available. No umbrellas available in the adult section. Not a five star hotel. "
The price is AED 3,302
AED 4,097 total
includes taxes & fees
27 Feb - 28 Feb
Grand Wailea Maui, A Waldorf Astoria Resort

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.0 out of 10, Wonderful, (947)
"Great pools, fun classes, close to beach."
The price is AED 2,200
AED 2,805 total
includes taxes & fees
28 Feb - 1 Mar
Wailea Beach Resort - Marriott, Maui

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1001)
"Went for conference with my wife. Outstanding resort in every way. "
The price is AED 3,306
AED 4,115 total
includes taxes & fees
27 Feb - 28 Feb
Andaz Maui at Wailea Resort - a concept by Hyatt

Residence Inn by Marriott Maui Wailea

3.5 star property
9.2 out of 10, Wonderful, (939)
"This property is quite beautiful. Though it is not on the beach, there is a pathway to walk to the beach. "
The price is AED 1,906
AED 2,249 total
includes taxes & fees
16 Mar - 17 Mar
Residence Inn by Marriott Maui Wailea

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1001)
"This is an outstanding resort. I was upgraded to a suite which was fantastic. The room was spacious, comfortable and had a great wrap around balcony with seating and great views of the ocean. Any resort like this is not going to be inexpensive so as long as you know that going in, you will not be disappointed. The amenities are excellent and easily accessible. The grounds have been set up so that you can get to the pool, the beach, the restaurants with ease. The adult only pool is a great...
The price is AED 2,807
AED 3,528 total
includes taxes & fees
1 Mar - 2 Mar
Fairmont Kea Lani Maui

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Very enjoyable experience, we stayed on the Club Level and felt the perks were worth it."
The price is AED 3,287
AED 3,878 total
includes taxes & fees
7 Mar - 8 Mar
Four Seasons Resort Maui at Wailea

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1002)
"I can’t recommend Hotel Wailea enough! From the moment we arrived to the moment we left, we had an absolutely spectacular stay. Everyone was friendly and accommodating and helpful. The hotel itself is magical. The suites are private and so well equipped and decorated beautifully. My husband loved the fact that he could ask for more cookies on demand. Sometimes it’s the little things. Being an adult only resort was the main attraction for us but once we arrived, we realized there was so much more...
The price is AED 3,853
AED 4,762 total
includes taxes & fees
25 Mar - 26 Mar
Hotel Wailea, Relais & Chateaux - Adults Only

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (510)
"Perfect location, comfortable apartment and great view. Coral tree was very responsive to all my needs. "
Wailea Ekahi - CoralTree Residence Collection

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (690)
"Great stay. Great customer services. Property was perfect for our 9 day stay!"
Wailea Grand Champions - CoralTree Residence Collection

Palms at Wailea Maui

3.5 star property
8.4 out of 10, Very Good, (485)
"Wonderful property. We hope to return in the future."
Palms at Wailea Maui
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.
Don't see what you're looking for?
See all available properties in Wailea

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?
Andaz Maui at Wailea Resort - a concept by Hyatt: Resort located near Wailea Beach. Features 4 restaurants, 5 outdoor pools, and 2 pool bars. Makena Surf - CoralTree Residence Collection: Hotel located near Wailea Beach. Offers 2 hot tubs, an outdoor pool, and 2 outdoor tennis courts.
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 Polo Beach. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.