Wailea Hotels with Pools

For travelers seeking relaxation, a hotel with a pool in Wailea offers the perfect respite. You can take a refreshing swim or lounge poolside without leaving the property. When booking, look for hotels with well-maintained pools to enhance your stay.

Trip.com Featured Hotels with Swimming Pools in Wailea

1. Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort

• Offers Dry cleaning, Garden, and Fax/copying service.

• Guest Rated: 8.9/10 (135 Reviews)

• Convenient to Wailea Beach, only 0.26 km.

• Price range: $633-$15,997.

2. Aston Maui Hill

• Offers Eco tours, Dry cleaning, and Garden.

• Rated 9/10 based on 106 reviews.

• Just a 0.3 km walk from Blue Water Rafting.

• Price range: $272-$1,121.

3. Four Seasons Resort Maui at Wailea

• Offers Dry cleaning, Garden, and Fax/copying service.

• Guest rating: 8.1/10, based on 115 reviews.

• Convenient to Next Health IV Therapy in Maui, only 0.02 km.

• $803-$42,499 / night

All prices shown are for September 27-October 3, as listed on Trip.com.

Find Wailea hotels with a sprawling Pools.

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Top Hotels with Pools in Wailea

Seek out top Wailea hotels with proistine Pools.

Most Booked

Lowest price

Closest to downtown

Highest Rated

99+

Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort

Hotels in Wailea

Featured facilities: Pool, Public beach, Water park

Very Good

135 reviews

8.9/10

1 night

From $592

Check availability

99+

Aston at the Maui Banyan

Hotels in Wailea

Featured facilities: Pool, Public beach

Good

103 reviews

7.8/10

1 night

From $183

Check availability

99+

Four Seasons Resort Maui at Wailea

Hotels in Wailea

Featured facilities: Pool, Private beach area, Bar

Very Good

115 reviews

8.1/10

1 night

From $833

Check availability

99+

Andaz Maui at Wailea Resort

Hotels in Wailea

Featured facilities: Pool, Public beach, Beach bar

Great

107 reviews

9.1/10

1 night

From $827

Check availability

AC Hotel by Marriott Maui Wailea

Hotels in Wailea

Featured facilities: Pool, Gym

Very Good

117 reviews

8.7/10

1 night

From $420

Check availability

99+

Residence Inn Maui Wailea

Hotels in Wailea

Featured facilities: Pool, Bar, Gym

Great

108 reviews

9.2/10

1 night

From $455

Check availability

99+

Wailea Beach Resort - Marriott, Maui

Hotels in Wailea

Featured facilities: Pool, Private beach area, Water park

Very Good

41 reviews

8.6/10

1 night

From $569

Check availability

99+

Aston Maui Hill

Hotels in Wailea

Featured facilities: Pool, Public beach

Great

106 reviews

9.0/10

1 night

From $290

Check availability

99+

Fairmont Kea Lani, Maui

Hotels in Wailea

Featured facilities: Pool, Private beach area, Bar

Amazing

103 reviews

9.4/10

Check availability

99+

Ho Olei at Grand Wailea

Hotels in Wailea

Featured facilities: Pool, Private beach area, Bar

Amazing

20 reviews

9.5/10

1 night

From $1,849

Check availability

See More Hotels with Pools in Wailea

Frequently Asked Questions

What are the best hotels with Swimming Pools in Wailea?

If you are visiting Wailea for business or tourism, Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort (from $633) , Aston Maui Hill (from $272) and Andaz Maui at Wailea Resort (from $753) are popular choices.

How much is a hotel with Swimming Pools in Wailea?

For hotels with Swimming Pools in Wailea, the average price on weekdays is $1,686, and on weekends (Friday–Saturday) is $1,576.

What available deals for hotels with Swimming Pools in Wailea?

Trip.com always provides various promotions and discounts for both new and loyal users. You can check the promotions page to figure out what promotions are available for your stay.

What are some of the best luxury hotels with Swimming Pools in Wailea?

There are many luxury hotels with Swimming Pools in Wailea. Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort (from $633), Four Seasons Resort Maui at Wailea (from $803) and Wailea Beach Resort - Marriott, Maui (from $530) are very popular.