Wailea Hotels with Pools

Select your dates to see hotels in Wailea with a Pools 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 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: Swimming Pool, Public Beach, Water Park

Very Good

135 reviews

8.9/10

1 night

From CAD 776

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99+

Aston at the Maui Banyan

Hotels in Wailea

Featured facilities: Swimming Pool, Public Beach

Good

103 reviews

7.8/10

1 night

From CAD 258

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99+

Four Seasons Resort Maui at Wailea

Hotels in Wailea

Featured facilities: Swimming Pool, Exclusive Beach Area, Bar

Very Good

115 reviews

8.1/10

1 night

From CAD 1,062

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99+

Andaz Maui at Wailea Resort

Hotels in Wailea

Featured facilities: Swimming Pool, Public Beach, Beach Bar

Great

107 reviews

9.1/10

1 night

From CAD 1,194

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AC Hotel by Marriott Maui Wailea

Hotels in Wailea

Featured facilities: Swimming Pool, Fitness Room

Very Good

117 reviews

8.7/10

1 night

From CAD 654

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99+

Residence Inn Maui Wailea

Hotels in Wailea

Featured facilities: Swimming Pool, Bar, Fitness Room

Great

108 reviews

9.2/10

1 night

From CAD 639

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99+

Wailea Beach Resort - Marriott, Maui

Hotels in Wailea

Featured facilities: Swimming Pool, Exclusive Beach Area, Water Park

Very Good

41 reviews

8.6/10

1 night

From CAD 807

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99+

Aston Maui Hill

Hotels in Wailea

Featured facilities: Swimming Pool, Public Beach

Great

106 reviews

9.0/10

1 night

From CAD 420

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99+

Fairmont Kea Lani, Maui

Hotels in Wailea

Featured facilities: Swimming Pool, Exclusive Beach Area, Bar

Amazing

104 reviews

9.4/10

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99+

Ho Olei at Grand Wailea

Hotels in Wailea

Featured facilities: Swimming Pool, Exclusive Beach Area, Bar

Amazing

20 reviews

9.5/10

1 night

From CAD 2,516

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See All Hotels with Pools in Wailea

Frequently Asked Questions

What's the best hotel with Swimming Pools in Wailea?

Whether your trip to Wailea is for business or leisure, Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort (from CAD 891) , Aston Maui Hill (from CAD 382) and Four Seasons Resort Maui at Wailea (from CAD 1,129) are popular choices.

What's the average price for hotels with Swimming Pools in Wailea?

For hotels with Swimming Pools in Wailea, the average price is CAD 3,266 on weekdays and CAD 3,256 on weekends (Friday–Saturday).

Which hotels with Swimming Pools in Wailea have deals?

There are many deals available on Trip.com for both new and loyal users. Please check the promotions page to save your upcoming stays.

What's the best luxury hotel with Swimming Pools in Wailea?

Wailea has many luxury hotels with Swimming Pools. Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort (from CAD 891), Four Seasons Resort Maui at Wailea (from CAD 1,129) and Wailea Beach Resort - Marriott, Maui (from CAD 745) are popular choices.