Wailea Hotels with Pools
A hotel with a pool in Wailea offers a refreshing retreat after a day of exploring. Relax in an infinity pool, rooftop pool, or heated indoor swimming pool. Many options provide stunning views to enhance your stay.
Trip.com Featured hotels with Swimming Pools in Wailea
1. Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort
• Guests particularly enjoy the Dry Cleaning, Garden, and Fax/Copying Service.
• With a rating of 8.9/10 from 136 guest reviews.
• Convenient to Christopher Egan Gallery, only 0.1km.
• Price range: £477-£12,158.
2. Aston Maui Hill
• Offers Eco Tours, Dry Cleaning, and Garden.
• Rated 9/10 based on 106 reviews.
• Convenient to Blue Water Rafting, only 0.3km.
• Price range: £198-£803.
3. Andaz Maui at Wailea Resort
• Offers Dry Cleaning, Garden, and Fax/Copying Service.
• Rated 9.1/10 from 107 reviews.
• The Feast at Mōkapu Lūʻau is only 0.03km away.
• Price range: £570-£2,526.
The above hotel prices are based on Trip.com for October 5-October 11.
Hotels in Wailea with a pool for a refreshing stay
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Amazing 9+Great 8+Good 7+Pleasant 6+Best Wailea Hotels with Swimming Pools
Check out our selection of Wailea hotels with Pool
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Great
106 reviews
9.0/10
1 night
From £229
99+
Hotels in Wailea
Featured facilities: Swimming Pool, Public Beach, Beach Bar
Great
107 reviews
9.1/10
1 night
From £605
99+
Good
103 reviews
7.8/10
1 night
From £139
99+
Hotels in Wailea
Featured facilities: Swimming Pool, Exclusive Beach Area, Bar
Very Good
114 reviews
8.1/10
1 night
From £624
94
Very Good
117 reviews
8.7/10
1 night
From £378
99+
Hotels in Wailea
Featured facilities: Swimming Pool, Exclusive Beach Area, Water Park
Very Good
41 reviews
8.6/10
1 night
From £574
99+
Great
108 reviews
9.2/10
1 night
From £405
99+
Very Good
56 reviews
8.8/10
1 night
From £37
99+
Hotels in Wailea
Featured facilities: Swimming Pool, Fitness Room
Very Good
103 reviews
8.8/10
1 night
From £406
99+
Hotels in Wailea
Featured facilities: Swimming Pool, Exclusive Beach Area, Bar
Amazing
103 reviews
9.4/10
Top rated hotels in Wailea
See all
Explore genuine reviews and ratings from real travellers to find the perfect accommodation for your needs.
Ho Olei at Grand Wailea
9.5/10
Amazing
Posted on Feb 2, 2020
HAIYINGAmazing hotel, great, great, all kinds of convenience, two floors, three bedrooms, two double beds, a large restaurant, fully equipped, you can cook your own meals, and a laundry room downstairs To meet various needs of life, very good staying experience, much better than ordinary hotels, and Dalf Hotel is one, you can use Dalf's entertainment facilities, there is a parking garage, free parking, there is mall across, There is a supermarket to buy food, very good hotel, the family is very satisfied
Price per night from:£1,450
Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort
8.9/10
Very Good
Posted on Jul 16, 2025
Guest User
Well it’s just time for a renovation at the Grand Wailea. All the little slides to connect each pool are closed. The Grotto spa is closed. Phone in the room didn’t work and keys stopped working on the first day for the door. With that said it’s still a nice place and can still have plenty of fun. If you haven’t been in a year or more, you will probably be disappointed. We normally go every year for at least one day and it’s slowly declining. The attached pic is considered ocean view just for reference.
Price per night from:£440
Frequently Asked Questions
How much is the average rate for hotels with Swimming Pools in Wailea?
For hotels with Swimming Pools in Wailea, the average price on weekdays is £1,356, and the average price on weekends (Friday–Saturday) is £1,389.
Which hotels with Swimming Pools in Wailea are luxury hotels?
Many hotels with Swimming Pools in Wailea are luxury hotels. Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort (from £477), Four Seasons Resort Maui at Wailea (from £643) and Wailea Beach Resort - Marriott, Maui (from £399) are very popular.
What are the popular hotels with Swimming Pools in Wailea?
Whether you are travelling to Wailea for business or tourism, Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort (from £477) , Aston Maui Hill (from £198) and Andaz Maui at Wailea Resort (from £570) are all preferred hotels.
What promotions are available for hotels with Swimming Pools in Wailea?
Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.
Wailea Hotels with Pool Information
| Total properties | 166 |
|---|---|
| Number of reviews | 2,648 |
| Highest price | £2,260 |
| Lowest price | £391 |
| Weekday Avg. Price | £1,356 |
| Weekend Avg. Price | £1,389 |
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