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+

Aston at the Maui Banyan

Hotels in Wailea

Featured facilities: Public Beach

Good

102 reviews

7.8/10

1 night

From CAD 268

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99+

Four Seasons Resort Maui at Wailea

Hotels in Wailea

Featured facilities: Exclusive Beach Area, Bar, Spa

Good

115 reviews

7.8/10

1 night

From CAD 1,676

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99+

Aston Maui Hill

Hotels in Wailea

Featured facilities: Public Beach

Very Good

106 reviews

8.8/10

1 night

From CAD 398

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99+

Andaz Maui at Wailea Resort

Hotels in Wailea

Featured facilities: Public Beach, Beach Bar, Bar

Great

107 reviews

9.1/10

1 night

From CAD 1,513

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99+

Residence Inn Maui Wailea

Hotels in Wailea

Featured facilities: Bar, Fitness Room

Great

106 reviews

9.2/10

1 night

From CAD 689

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99+

Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort

Hotels in Wailea

Featured facilities: Public Beach, Water Park, Bar

Very Good

135 reviews

8.8/10

1 night

From CAD 862

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99+

Fairmont Kea Lani, Maui

Hotels in Wailea

Featured facilities: Exclusive Beach Area, Bar, Spa

Great

103 reviews

9.2/10

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Mana Kai Maui - Official Onsite Rental Company

Hotels in Wailea

Featured facilities: Fitness Room

Very Good

102 reviews

8.7/10

1 night

From CAD 758

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AC Hotel by Marriott Maui Wailea

Hotels in Wailea

Featured facilities: Fitness Room

Very Good

115 reviews

8.5/10

1 night

From CAD 688

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99+

Wailea Beach Resort - Marriott, Maui

Hotels in Wailea

Featured facilities: Exclusive Beach Area, Water Park, Bar

Very Good

136 reviews

8.6/10

1 night

From CAD 1,120

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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, Four Seasons Resort Maui at Wailea (from CAD 1,394) , Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort (from CAD 1,023) and Aston at the Maui Banyan (from CAD 267) 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 2,362 on weekdays and CAD 2,609 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. Four Seasons Resort Maui at Wailea (from CAD 1,394), Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort (from CAD 1,023) and Wailea Beach Resort - Marriott, Maui (from CAD 877) are popular choices.