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, (1000)
"loved it lots of families tho"
The price is SAR 3,186
SAR 3,965 total
includes taxes & fees
1 May - 2 May
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, (968)
"Beautiful property, spread out so it didn’t feel crowded."
The price is SAR 2,548
SAR 3,220 total
includes taxes & fees
4 May - 5 May
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 hotel and service!"
The price is SAR 3,750
SAR 4,644 total
includes taxes & fees
22 Apr - 23 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, (941)
" Excellent service! Very polite and easy going staff. Our 2 kids enjoyed the pool."
The price is SAR 1,798
SAR 2,121 total
includes taxes & fees
7 May - 8 May
Residence Inn by Marriott Maui Wailea
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1000)
"The hotel and grounds are meticulous. The Fairmont has truly thought of every detail big and small. What a wonderful experience for the entire family. Highly recommend!"
The price is SAR 3,787
SAR 4,688 total
includes taxes & fees
7 May - 8 May
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)
"This must be the most beautiful and welcoming property in Maui. Yes, it is expensive but they do everything right. Cultural experiences, sporting experiences, poolside retreats, etc, etc all included. It is also on the best beach on the island. We loved our entire trip. Thank you very much to all the staff! "
The price is SAR 2,647
SAR 3,122 total
includes taxes & fees
2 May - 3 May
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)
"Peaceful and beautiful "
The price is SAR 3,374
SAR 4,201 total
includes taxes & fees
29 Apr - 30 Apr
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, (530)
"Was nice to come back to your own place after a long day of exploring. No resort traffic/business. Great especially for families. "
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, (701)
"We forgot some work equipment after checking out and it was brought to the Coral Collection management. Nakai contacted us and ensured we got it back. Overall a great stay in a lovely unit."
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, (493)
"Location, the views, the swimming pool, friendly staff and the general layout and upkeep of the property."
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 Polo Beach. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.