Hotels with a Pool in Wailea

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Mar 26 - Mar 27
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Mar 28 - Mar 30
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Apr 4 - Apr 6

Hotels with a Pool in Wailea

Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1035)
The price is $879
includes taxes & fees
$745 per night
Apr 1 - Apr 2
Four Seasons Resort Maui at Wailea
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1005)
The price is $1,296
includes taxes & fees
$1,099 per night
Mar 30 - Mar 31
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (515)
Wailea Ekahi - CoralTree Residence Collection
Wailea Grand Champions - CoralTree Residence Collection
2 outdoor pools

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (697)
Wailea Grand Champions - CoralTree Residence Collection
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.

Top landmarks in Wailea

Wailea Beach showing tropical scenes, swimming and a sandy beach

Wailea Beach

Whether you want to hunt for sand dollars or smell the fresh air, Wailea Beach is one of the most popular seaside spots located 6.5 mi (10.5 km) from central Kihei. Catch the sunset by the shore at Polo Beach, just a short walk away.

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Wailea Beach
Makena Beach State Park showing a beach

Makena State Park Beach

Whether you want to hunt for sand dollars or smell the fresh air, Makena State Park Beach is a spot you might want to check out, located 1.1 mi (1.7 km) from central Makena. Enjoy the sunset by the shore at Little Beach, Big Beach, and Makena State Park, all 3 within a short walk.

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Makena State Park Beach
Maluaka Beach featuring rocky coastline, mountains and landscape views

Maluaka Beach

Whether you want to collect beach glass or watch the sunset, Maluaka Beach is a spot you might want to check out, located 1.6 mi (2.5 km) from central Makena. Catch the sunset by the shore at Oneuli Beach, just a short walk away.

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Maluaka Beach

Frequently asked questions

What are the best hotels with a pool in Wailea?
With a garden, a deep soaking bathtub and plenty of opportunities for pool days, Wailea Beach Villas is a traveler favorite. Residence Inn by Marriott Maui Wailea is another highly rated Wailea hotel with a pool.
What are the cheapest hotels with a pool in Wailea?
Chill by the pool without worrying about your budget at Maui Beach Vacation Club. This property offers a garden and an electric car charging station too. Search for cheap hotels in Wailea with a pool from $802 and have more fun for less.
What is the best time to stay in a hotel with a pool in Wailea?
If you want the warmest weather, organize your trip for August. The temperatures are around 77ºF (25ºC) to 81ºF (27ºC) at this time. December has the coolest temperatures between 73ºF (23ºC) and 75ºF (24ºC). For smaller crowds and potentially cheaper Wailea hotels with a pool, visit in September when it’s less busy.
What hotels with a pool are closest to Wailea Beach?
With an ocean view and hypo-allergenic bedding, Wailea Beach Villas is one of the closest hotels with a pool to Wailea Beach. Residence Inn by Marriott Maui Wailea is another option just a quick drive away. Balance sightseeing with leisure when you stay in a hotel in Wailea with a pool near this attraction.
What hotels with a pool are closest to Kahului Airport (OGG)?
About 2 miles west of Kahului Airport (OGG), Maui Seaside Hotel is a popular choice. Enjoy a leisurely swim after a day of travel and make the most of a firepit and pool sun loungers here. Maui Beach Hotel is another property nearby. Choose a Wailea hotel with a pool close to the airport that offers both convenience and comfort.
Are there any hotels with a pool in Wailea with parking?
There are 1,171 Wailea hotels with a pool and parking. Book a room at Wailea Beach Villas, which has an ocean view and hypo-allergenic bedding. Residence Inn by Marriott Maui Wailea also combines the perks of a pool with the practicality of parking.