Hotels with Pool & Resorts in Wailea from NZ$1,077

Most accommodation are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Best Wailea Hotels with Pool

2 outdoor pools, free pool 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 NZ$1,028
per night
27 May - 28 May
#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 NZ$1,916
per night
18 May - 19 May
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 NZ$1,982
per night
23 May - 24 May
Fairmont Kea Lani Maui
5 outdoor pools, pool 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 NZ$1,784
per night
18 May - 19 May
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 NZ$1,077
per night
5 Jun - 6 Jun
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, (944)
"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 NZ$1,732
per night
17 May - 18 May
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 NZ$1,439
per night
23 May - 24 May
Grand Wailea Maui, A Waldorf Astoria Resort
Don't see what you're looking for?
See all available properties in Wailea
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.

Wailea Hotels with Pool information

 

Hotels with Pool in Wailea

50

Highest price
NZ$1,982
Cheapest price
NZ$1,077
Number of guest reviews
8,268
Total number of hotels in Wailea
1,216

 

Frequently asked questions

What's it like visiting Wailea?
If laying by the pool is your idea of the perfect getaway, you may want to consider romantic Wailea, which has 6 places to stay with pools. During your visit, you can explore sights such as Wailea Beach, and then take it easy poolside at one of the accommodation options in Wailea that travellers like for their pools.
What are some accommodation options with pools in Wailea?
Grand Wailea Maui, A Waldorf Astoria Resort: Resort, 9-minute walk from Wailea Beach. Features 9 outdoor swimming pools, a children’s pool and 5 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor swimming 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 swimming 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 swimming pools, a children’s pool and 4 restaurants.
How many pool hotels should I expect to find in Wailea?
Expedia has 6 hotels in Wailea for your poolside break.
What is there to see and do in Wailea?
Explore places such as 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