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

Pick from 50 Wailea Hotels with a Pool and compare 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, (1010)
"The property is amazing! The pools are gorgeous. The beach entry pool was used by mostly children and their parents. It could have been Cleaner. The floors of the hotel were dirty by the elevators and stairways. A cockroach was found in my room"
The price is AED 2,898
AED 3,621 total
includes taxes & fees
1 Dec - 2 Dec
Grand Wailea Maui, A Waldorf Astoria Resort

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.0 out of 10, Wonderful, (909)
"Nice property and freindly staff"
The price is AED 2,260
AED 2,875 total
includes taxes & fees
14 Dec - 15 Dec
Wailea Beach Resort - Marriott, Maui

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1031)
"We had an amazing time over there. Great structure and staff"
The price is AED 3,213
AED 4,005 total
includes taxes & fees
1 Dec - 2 Dec
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, (937)
"Gorgeous property!"
The price is AED 2,090
AED 2,466 total
includes taxes & fees
13 Dec - 14 Dec
Residence Inn by Marriott Maui Wailea

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1060)
"Everything was excellent. The people are incredibly friendly, and the ambiance is outstanding. The location is also conveniently close to shopping and dining areas in Wailea. However, the pool and resort were a bit too quiet—I would have enjoyed some lively music by the pool."
The price is AED 2,370
AED 3,012 total
includes taxes & fees
1 Dec - 2 Dec
Fairmont Kea Lani Maui

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1022)
"A dream!!!"
The price is AED 2,920
AED 3,445 total
includes taxes & fees
30 Nov - 1 Dec
Four Seasons Resort Maui at Wailea

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (981)
"Great place to rest and enjoy the island. Very quiet and relaxed place. The only down side would be very limited dining option in the resort. Restaurants are very, very expensive but they do not offer many options for dining. Not a great kind of restaurant for a hotel resort. You can go once maybe twice and eat, and you already tried everything on the menu. Two person dinner at least $450 and breakfast at least $150-$200 which is just too crazy. "
The price is AED 3,853
AED 4,762 total
includes taxes & fees
3 Dec - 4 Dec
Hotel Wailea, Relais & Chateaux - Adults Only

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (494)
"It is a nice rental property in a nice location overall. It has multiple buildings and units with b ACH direct access. There are several swimming pools, many people have fun playing in swimming poor. Also it is one of best sunsets from the main swimming poor and from the central lawn field. I am really enjoyed. The unit we stayed is large one bed room equipped with a full kitchen set, if someone like cook inside. There are many high ended restaurants and a shopping mall in a short during...
Wailea Ekahi - CoralTree Residence Collection

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (680)
"Excellent location room very spacious "
Wailea Grand Champions - CoralTree Residence Collection

Palms at Wailea Maui

3.5 star property
8.4 out of 10, Very Good, (473)
"Great location. "
The price is AED 1,191
AED 2,805 total
includes taxes & fees
9 Dec - 10 Dec
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 spa 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?
Spend some time experiencing the great outdoors at Ulua Beach and Wailea Beach. During your stay, check out sights such as Shops at Wailea, Wailea Shopping Village Shopping Center, and Polo Beach. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.