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, (1206)
" There was limited vegetarian food options. Otherwise a fantastic trip."
The price is SAR 3,185
SAR 3,963 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, (960)
" "
The price is SAR 2,772
SAR 3,484 total
includes taxes & fees
28 Apr - 29 Apr
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, (1036)
"Lovely resort. Comfy room. Some strange interactions with the valet upon arrival. They were confrontational and laughed at my husband when he asked a question. Overall, I don’t think the staff was very happy as we had few positive interactions. Very pretty grounds. Loved the tranquil pool. "
The price is SAR 3,747
SAR 4,641 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, (939)
" Excellent service! Very polite and easy going staff. Our 2 kids enjoyed the pool."
The price is SAR 1,909
SAR 2,252 total
includes taxes & fees
25 Apr - 26 Apr
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, (1111)
"Wonderful property with large renovated suites and upgraded amenities. Great beach and multiple pools. Staff were friendly and attentive. "
The price is SAR 3,440
SAR 4,279 total
includes taxes & fees
26 Apr - 27 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, (1049)
"Excellent service, clean and beautiful property"
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, (1009)
"Hotel Wailea was a beautiful property with excellent amenities and a friendly staff. Highlight was using the pool, cabanas, and poolside dining every day. The walk to the beach was hilly which made the hotel less walkable than Wailea Beach but the views from our ocean view room were gorgeous. Excellent amenities provided throughout our stay. "
The price is SAR 3,935
SAR 4,863 total
includes taxes & fees
5 Apr - 6 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, (515)
"It was lovely "
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, (697)
"This property was spacious, clean and very comfortable. Highly recommend."
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, (492)
"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.