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Top Wailea Hotels with Pools

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Wailea Beach Villas, A Destination Luxury Hotel

Wailea Beach Villas, A Destination Luxury Hotel

4.5 out of 5.0 3800 Wailea Alanui Drive, Kihei, HI
5/5
(5 Reviews)
This condo resort features 2 outdoor pools and 2 spa tubs. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle.
$599
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5.0 3550 Wailea Alanui Dr, Kihei, HI
4.9/5
(10 Reviews)
A full-service spa, 4 restaurants, and 5 outdoor pools are all featured at this luxury resort. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi.
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Wailea Ekahi Village, A Destination Residence

Wailea Ekahi Village, A Destination Residence

3.0 out of 5.0 3300 Wailea Alanui, Check-in: 34 Wailea Gateway Pl. A102, Kihei, HI
4.9/5
(7 Reviews)
This condo features 4 outdoor pools, a picnic area, and laundry facilities. Enjoy free perks like free self parking and an area shuttle. Concierge services and barbecue grills are also provided.
$900
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5.0 out of 5.0 3900 Wailea Alanui Drive, Kihei, HI
4.8/5
(18 Reviews)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and free childcare is an added bonus.
$529
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5.0 3700 Wailea Alanui Dr, Kihei, HI
4.8/5
(9 Reviews)
This luxury resort features a golf course, a full-service spa, and 4 restaurants. There's fun for all ages with a children's pool and a waterslide, and supervised childcare is an added bonus. Enjoy the 4 outdoor pools and perks like free WiFi.
$275
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

3.5 out of 5.0 75 Wailea Ike, Kihei, HI
4.8/5
(20 Reviews)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, as well as the business center and free WiFi in public areas. Enjoy the 24-hour fitness center and perks like a free beach shuttle.
$551
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5.0 4100 Wailea Alanui Dr, Kihei, HI
4.7/5
(15 Reviews)
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family and enjoy the free kid's club, children's pool, and waterslide.
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Palms at Wailea Maui by Outrigger

Palms at Wailea Maui by Outrigger

3.5 out of 5.0 3200 Wailea Alanui Dr, Kihei, HI
4.7/5
(3 Reviews)
This condo resort features an outdoor pool and a spa tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, luggage storage, and concierge services are also on offer.
$699
Hotel Wailea, Relais & Chateaux- Adults Only

Hotel Wailea, Relais & Chateaux- Adults Only

5.0 out of 5.0 555 Kaukahi Street, Kihei, HI
4.5/5
(24 Reviews)
This luxury resort includes 2 restaurants, an outdoor pool, and a fitness center. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free valet parking. Unwind with a drink at the poolside bar and enjoy perks like free self parking and a free beach shuttle.
$516
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

4.5 out of 5.0 3850 Wailea Alanui Drive, Kihei, HI
4.3/5
(18 Reviews)
A full-service spa, 6 restaurants, and 9 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi.
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Wailea Grand Champions Villas, A Destination Residence

Wailea Grand Champions Villas, A Destination Residence

3.0 out of 5.0 155 Wailea Ike Place, Kihei, HI
4.2/5
(15 Reviews)
This condo features 2 outdoor pools and 4 outdoor tennis courts. Enjoy the 2 spa tubs and perks like free self parking and a free area shuttle. Free WiFi in public areas, a picnic area, and dry cleaning are also on offer.
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Luxurious Wailea Ekahi 45d! Golf, Tennis, Ocean View- Close to Pools & Beach

Luxurious Wailea Ekahi 45d! Golf, Tennis, Ocean View- Close to Pools & Beach

Kihei, HI
This condo features an outdoor pool and an outdoor tennis court. A garden and barbecue grills are also provided.
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Hotels with a Pool in Wailea

Whether you’re traveling for vacation or business, nothing says “relaxation” quite like floating on an inflatable raft. For water-lovers like you, finding a hotel with a pool in Wailea is a must-do on the itinerary. From cannonballs to gentle wading, Travelocity will help you snag the perfect hotel so you can cool off however you need to.

Booking hotels in Wailea with a pool doesn’t mean you have to sacrifice your room amenities, either. You’ll still receive the same tender loving care from the friendly staff, fresh towels to dry off with, and tasty room service at your beck and call.

Wailea hotels with a pool are perfect for everyone from a solo traveler looking to get some exercise first thing in the morning to a big family who needs to keep the kiddos entertained. Many of these accommodations also offer a hot tub, so you can soak away any stress in the warm bubbles.

If you’re worried about prices, Travelocity won’t leave your wallet hanging out to dry. Book your hotel with us and rely on the Travelocity Price Guarantee to get the most affordable rates. You’ll soon be splashing around and exploring a new city, all from the home base of an affordable hotel.


Recent Wailea hotel reviews by fellow wanderers


*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.