Find Hotels with an Outdoor Pool in Wailea, HI

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Pick from 45 Wailea Hotels with an Outdoor Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, 1,001 reviews
"Great service, great place! "
The price is $995
$1,174 total
includes taxes & fees
Jun 7 - Jun 8
Four Seasons Resort Maui at Wailea
Ho‘olei Villas at Grand Wailea
5.0 star property
9.6 out of 10, Exceptional, 36 reviews
"This is an amazing place to stay with a family. Views. Facilities. Local entertainment, dining, shopping, and activities."
The price is $2,155
$2,601 total
includes taxes & fees
Jun 3 - Jun 4
Ho‘olei Villas at Grand Wailea
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.4 out of 10, Exceptional, 952 reviews
"A truly beautiful property! The staff was all super friendly and accommodating. The rooms are spacious and comfortable. They threw in dozens of “little touches” to make us feel welcomed and appreciated. Highly recommended. By far the nicest place I’ve ever stayed!"
The price is $899
$1,108 total
includes taxes & fees
Jun 2 - Jun 3
Hotel Wailea, Relais & Chateaux - Adults Only
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, 1,001 reviews
"Easily some of the best service at any resort we’ve ever stayed. Start to finish everyone was fantastic. Front desk. Valet. Pool. Restaurants. Everyone went above and beyond. Will definitely return. "
The price is $807
$1,011 total
includes taxes & fees
Jun 4 - Jun 5
Fairmont Kea Lani Maui
Residence Inn by Marriott Maui Wailea
3.5 star property
9.2 out of 10, Wonderful, 927 reviews
"Great place to stay! It exceeded our expectations! We will definitely be coming back!"
The price is $519
$612 total
includes taxes & fees
Jun 15 - Jun 16
Residence Inn by Marriott Maui Wailea
Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
9.2 out of 10, Wonderful, 1,001 reviews
"Absolutely loved our stay at the Andaz!!! One thing we did not enjoy was that it was $50/day for parking which we were not expecting. Breakfast was also $50/day (per person) along with a $50/day resort fee. Seemed like there wasn't much included in the price of the hotel. Overall, a stunning hotel and great service but we will these prices were a little more clear when booking."
The price is $854
$1,066 total
includes taxes & fees
Jun 2 - Jun 3
Andaz Maui at Wailea Resort - a concept by Hyatt
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, 468 reviews
"Close to the beach and beautiful"
Wailea Ekahi - CoralTree Residence Collection
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, 1,001 reviews
"Best resort in Maui. Views everywhere that are spectacular. Amazing guest experience with fantastic rooms. Pool area was lots of fun and adjacent to the best beach in Wailea! Unbelievable resort. "
The price is $824
$1,030 total
includes taxes & fees
Jun 7 - Jun 8
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui
4.5 star property
9.0 out of 10, Wonderful, 829 reviews
"The hotel was above expectation. "
The price is $809
$1,019 total
includes taxes & fees
Jun 2 - Jun 3
Wailea Beach Resort - Marriott, Maui
Wailea Grand Champions - CoralTree Residence Collection
3.0 star property
9.0 out of 10, Wonderful, 662 reviews
"WiFi had issue and Technical support had to come to condo to repair. Master bathroom toilet had to been leaking and owner had to be contacted fir approval to be replaced during our stay and left us with 1 toilet to share for 24 hours. We had to inconvenience our invited guest with this situation. "
Wailea Grand Champions - CoralTree Residence Collection
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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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Most booked related stays in Wailea in 2024

Price trends for hotels in Wailea

Less expensive
More expensive
This month
Next month
August
January
$349
$375
Month
Price
January
$755
February
$491
March
$440
April
$449
May
$399
June
$349
July
$375
August
$345
September
$367
October
$401
November
$486
December
$425
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Wailea. Select dates and complete search for nightly totals inclusive of taxes and fees.

Wailea Hotels with an Outdoor Pool information

 

Hotels with an Outdoor Pool in Wailea

45

Highest price
$995
Cheapest price
$519
Number of guest reviews
8,291
Total number of hotels in Wailea
1,150

 

Recent reviews of Wailea hotels
Expedia verified reviews