Find Hotels with a Pool in Wailea, HI

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Wailea Hotels with a Pool

Tonight
8 Jun - 9 Jun
Tomorrow
9 Jun - 10 Jun
Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun

Top Wailea Hotels with a Pool

Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1004)
"Amazing resort for families, pools and slides were outstanding "
The price is SAR 3,372
SAR 4,184 total
includes taxes & fees
9 Jun - 10 Jun
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui
4 outdoor pools, pool umbrellas, sun loungers

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.0 out of 10, Wonderful, (987)
"Great place, grandkids love the kids pool area"
The price is SAR 2,292
SAR 2,917 total
includes taxes & fees
13 Jun - 14 Jun
Wailea Beach Resort - Marriott, Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
5 outdoor pools, cabanas (surcharge), pool umbrellas

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1002)
"Excellent resort, service was great. We would Highly recommended "
The price is SAR 2,907
SAR 3,649 total
includes taxes & fees
7 Jul - 8 Jul
Andaz Maui at Wailea Resort - a concept by Hyatt
Residence Inn by Marriott Maui Wailea
Outdoor pool, free cabanas, pool umbrellas

Residence Inn by Marriott Maui Wailea

3.5 star property
9.2 out of 10, Wonderful, (943)
"Great place"
The price is SAR 1,688
SAR 1,991 total
includes taxes & fees
14 Jun - 15 Jun
Residence Inn by Marriott Maui Wailea
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Beautiful property and really great and helpful staff "
The price is SAR 3,185
SAR 3,978 total
includes taxes & fees
10 Jun - 11 Jun
Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1001)
"One of the best resorts in Hawaii "
The price is SAR 2,907
SAR 3,429 total
includes taxes & fees
9 Jun - 10 Jun
Four Seasons Resort Maui at Wailea
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1002)
"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."
The price is SAR 2,820
SAR 3,548 total
includes taxes & fees
10 Jun - 11 Jun
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (543)
"Great location for shopping, beaches, and doing. Wonderful resort"
Wailea Ekahi - CoralTree Residence Collection
Wailea Grand Champions - CoralTree Residence Collection
2 outdoor pools

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (718)
"We loved staying here and would definitely stay here again."
Wailea Grand Champions - CoralTree Residence Collection
Palms at Wailea Maui
Outdoor pool

Palms at Wailea Maui

3.5 star property
8.4 out of 10, Very Good, (497)
"We loved our stay at the Palms!"
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.

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. Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Offers 3 outdoor pools, a children’s pool, and 3 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Provides 3 outdoor pools, a children’s pool, and 6 restaurants. Wailea Beach Resort - Marriott, Maui: Resort, 10-minute walk from Wailea Beach. Features 4 outdoor pools, a children’s pool, and 4 restaurants. AC Hotel by Marriott Maui Wailea: Hotel located near Wailea Beach. Offers 2 restaurants, an outdoor pool, and complimentary wireless internet access.
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 Park and Ulua Beach. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.