Find Hotels with a Pool in Wailea, HI from CA $706

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Top Wailea Hotels with a Pool

2 outdoor pools, free cabanas, pool umbrellas
Wailea Beach Villas
4.5 star property
9.8 out of 10, Exceptional, (154)
"Incredible! Excellent from start to finish!"
Wailea Beach Villas
View from property
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
9.8 out of 10, Exceptional, (159)
"Fabulous panoramic view, comfortable accommodations, well appointed condo, everything you could possibly need in the kitchen. Beautiful Lanai setting & comfortable furnishings. Dave was very responsive throughout our planning & while we were in the condo. Sure hope we get to come back some day. This is a keeper condo/vacation. Mahalo!"
The price is CA $374
CA $856 total
includes taxes & fees
May 28 - May 29
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Club Suite, 1 Bedroom
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1000)
"Great in everything "
The price is CA $1,353
CA $1,596 total
includes taxes & fees
May 19 - May 20
Four Seasons Resort Maui at Wailea
Beach nearby, sun loungers, beach towels
Luxurious Wailea Ekahi 45D! Close to Pools & Beach. 25 miles from fire area.
9.6 out of 10, Exceptional, (79)
"This unit exceeded our expectations! Everything we wanted or needed was there and the property was beautiful! Although we were in one of the condos farthest from the ocean, it didn’t matter! Views were amazing and walk was easy! I would highly recommend this property and hope to return again soon!!"
Luxurious Wailea Ekahi 45D! Close to Pools & Beach. 25 miles from fire area.
View from room
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, (999)
"Everything about this resort is amazing. The suites are newly updated and very nice. The staff goes out of their way to assist in anyway possible. We look forward to coming back in the future. "
The price is CA $1,400
CA $1,731 total
includes taxes & fees
May 23 - May 24
Fairmont Kea Lani Maui
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)
"Very family friendly! We loved being able to walk to beach and explore or hang out by one many different pools. Service was overall pretty great with exception of one breakfast server. Didn’t distract from a fabulous time on the property! P.S. We loved the Ohana Lounge for our last day. After we checked out we could hang out by the pool and had a place to shower before driving to airport for a red-eye flight. "
The price is CA $1,260
CA $1,566 total
includes taxes & fees
May 19 - May 20
Andaz Maui at Wailea Resort - a concept by Hyatt
Property amenity
Residence Inn by Marriott Maui Wailea
3.5 star property
9.2 out of 10, Wonderful, (925)
"I really enjoyed the location of the property and how tranquil it felt being here. Also, the rooms were very spacious and came with everything we needed."
The price is CA $706
CA $833 total
includes taxes & fees
Jun 1 - Jun 2
Residence Inn by Marriott Maui Wailea
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.2 out of 10, Wonderful, (945)
"This hotel is a total gem. It's a rare adults-only property in Hawaii, and the amenities are everything you need, nothing you don't. The bar is perfect, the restaurant is great (especially for breakfast or a celebratory dinner), and the pool bar is first rate. Best Mai Tai we had in Maui! If you prefer boutique hotels and want a quiet experience with a lovely suite, look no further!"
The price is CA $1,223
CA $1,507 total
includes taxes & fees
May 19 - May 20
Hotel Wailea, Relais & Chateaux - Adults Only
Exterior
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (466)
"I would definitely recommend this property to other and would happily stay there again on a future trip to Maui"
Wailea Ekahi - CoralTree Residence Collection
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)
"Great place "
The price is CA $993
CA $1,251 total
includes taxes & fees
Jun 3 - Jun 4
Grand Wailea Maui, A Waldorf Astoria Resort
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Price trends for hotels in Wailea

Less expensive
More expensive
Next month
September
February
CA $877
Month
Price
January
CA $930
February
CA $954
March
CA $887
April
CA $506
May
CA $683
June
CA $877
July
CA $682
August
CA $827
September
CA $484
October
CA $582
November
CA $513
December
CA $737
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 a Pool information

 

Hotels with a Pool in Wailea

50

Highest price
CA $1,400
Cheapest price
CA $706
Number of guest reviews
8,269
Total number of hotels in Wailea
1,200

 

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 Wailea Beach, and then kick back and relax poolside at one of the accommodations in Wailea that travelers 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 5 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children’s pool, and 4 restaurants. Andaz Maui at Wailea Resort - a concept by Hyatt: Resort located near Wailea Beach. Provides 4 restaurants, 5 outdoor pools, and 2 pool bars. Hotel Wailea, Relais & Chateaux - Adults Only: Resort located near Wailea Beach. Features 3 restaurants, an outdoor pool, and a full-service spa. Fairmont Kea Lani Maui Villa Experience: Resort, 12-minute walk from Wailea Beach. Offers 3 outdoor pools, a children’s pool, and 4 restaurants.
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.

Recent Reviews in Wailea
Expedia verified reviews

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5/5 Excellent
"The staff is amazing from the front desk to the house keeping to the lifeguards at the pool. The hospitality was fantastic. So many things to do on the property from their game room to the restaurants and little boutique for shopping. This property really has it all. Just a short walk to the beach and a short walk from the shops. It’s a great family friendly hotel"
A verified traveller stayed at Wailea Beach Resort - Marriott, Maui
Posted 5 days ago
Wailea Beach Resort - Marriott, Maui