Find Hotels with a Pool in Wailea, HI

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Check availability on Wailea Hotels with a Pool

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

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, (1001)
"An absolute dream! Gorgeous resort, friendly staff, fantastic location. "
The price is SAR 3,372
SAR 4,185 total
includes taxes & fees
1 Apr - 2 Apr
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
9.2 out of 10, Wonderful, (950)
"Hotel was Amazing!! Pools are Gorgeous! We especially loved the Infinity pool!! Our ocean view room with a balcony was beautiful! Hotel is expensive but as the saying goes You get what you pay for!! We really enjoyed our time here!!"
The price is SAR 2,108
SAR 2,701 total
includes taxes & fees
21 Mar - 22 Mar
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, (1001)
"Amazing "
The price is SAR 4,014
SAR 4,955 total
includes taxes & fees
7 Apr - 8 Apr
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, (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 SAR 1,797
SAR 2,120 total
includes taxes & fees
1 Apr - 2 Apr
Residence Inn by Marriott Maui Wailea
Fairmont Kea Lani Maui
3 outdoor pools, cabanas (surcharge), pool umbrellas

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1000)
"We stayed here for our babymoon and every experience at the hotel made us feel extra special. The service was amazing and the grounds were beautiful. The Fairmont staff also left a whale stuffed animal in our room for our baby with a sweet note to congratulate us. We will cherish our memories here forever!"
The price is SAR 4,110
SAR 5,070 total
includes taxes & fees
1 Apr - 2 Apr
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, (1000)
"Very enjoyable experience, we stayed on the Club Level and felt the perks were worth it."
The price is SAR 2,795
SAR 3,297 total
includes taxes & fees
1 Apr - 2 Apr
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, (1001)
"Beautiful resort an welcoming staff"
The price is SAR 3,935
SAR 4,863 total
includes taxes & fees
30 Mar - 31 Mar
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, (511)
"A beautiful property with a very nice unit. The check inwas very easy. The beach was wonderful with a spectacular view. You wont be disappointed. "
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, (695)
"Great location, remodeled and clean. "
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, (487)
"Awesome"
The price is SAR 1,339
SAR 3,008 total
includes taxes & fees
3 Apr - 4 Apr
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.
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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 Keawakapu Beach South. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.