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Top Wailea Hotels with Pools

Wailea Beach Villas, A Destination Luxury Hotel Get Rates
Wailea Beach Villas, A Destination Luxury Hotel

Wailea Beach Villas, A Destination Luxury Hotel

3800 Wailea Alanui Drive, Kihei, HI
     
    5.0
    of 5, from 5 reviews
    4.5 out of 5.0 Stars

    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 area shuttle.

    Four Seasons Resort Maui at Wailea $670
    Four Seasons Resort Maui at Wailea

    Four Seasons Resort Maui at Wailea

    3900 Wailea Alanui Drive, Kihei, HI
       
      4.9
      of 5, from 36 reviews
      5.0 out of 5.0 Stars

      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.

      Andaz Maui at Wailea Resort - a concept by Hyatt $367
      Andaz Maui at Wailea Resort - a concept by Hyatt

      Andaz Maui at Wailea Resort - a concept by Hyatt

      3550 Wailea Alanui Dr, Kihei, HI
         
        4.9
        of 5, from 8 reviews
        4.5 out of 5.0 Stars

        A full-service spa, 4 restaurants, and 5 outdoor pools are all featured at this smoke-free resort. Spend a day at the beach surfing, 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.

        Residence Inn by Marriott Maui Wailea $299
        Residence Inn by Marriott Maui Wailea

        Residence Inn by Marriott Maui Wailea

        75 Wailea Ike, Kihei, HI
           
          4.8
          of 5, from 15 reviews
          3.5 out of 5.0 Stars

          This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour health club and free buffet breakfast each morning.

          Wailea Ekahi Village, A Destination Residence Get Rates
          Wailea Ekahi Village, A Destination Residence

          Wailea Ekahi Village, A Destination Residence

          3300 Wailea Alanui, Check-in: 34 Wailea Gateway Pl. A102, Kihei, HI
             
            4.8
            of 5, from 5 reviews
            3.0 out of 5.0 Stars

            This condo features 4 outdoor pools, a picnic area, and dry cleaning. Enjoy free perks like free self parking and an area shuttle. A safe deposit box and laundry facilities are also provided.

            Wailea Beach Resort - Marriott, Maui $339
            Wailea Beach Resort - Marriott, Maui

            Wailea Beach Resort - Marriott, Maui

            3700 Wailea Alanui Dr, Kihei, HI
               
              4.8
              of 5, from 9 reviews
              4.5 out of 5.0 Stars

              This smoke-free 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.

              Palms at Wailea Maui by Outrigger Get Rates
              Palms at Wailea Maui by Outrigger

              Palms at Wailea Maui by Outrigger

              3200 Wailea Alanui Dr, Kihei, HI
                 
                4.7
                of 5, from 3 reviews
                3.5 out of 5.0 Stars

                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 laundry facilities are also on offer.

                Hotel Wailea, Relais & Chateaux- Adults Only $549
                Hotel Wailea, Relais & Chateaux- Adults Only

                Hotel Wailea, Relais & Chateaux- Adults Only

                555 Kaukahi Street, Kihei, HI
                   
                  4.5
                  of 5, from 24 reviews
                  5.0 out of 5.0 Stars

                  This smoke-free 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.

                  Fairmont Kea Lani Maui $529
                  Fairmont Kea Lani Maui

                  Fairmont Kea Lani Maui

                  4100 Wailea Alanui Dr, Kihei, HI
                     
                    4.5
                    of 5, from 65 reviews
                    4.5 out of 5.0 Stars

                    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. There's fun for all ages with a free kid's club and a children's pool, and families will appreciate the onsite laundry facilities.

                    Grand Wailea Maui, A Waldorf Astoria Resort $351
                    Grand Wailea Maui, A Waldorf Astoria Resort

                    Grand Wailea Maui, A Waldorf Astoria Resort

                    3850 Wailea Alanui Drive, Kihei, HI
                       
                      4.3
                      of 5, from 79 reviews
                      4.5 out of 5.0 Stars

                      A full-service spa, 6 restaurants, and 9 outdoor pools are all featured at this luxury 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.

                      Wailea Grand Champions, A Destination Residence Get Rates
                      Wailea Grand Champions, A Destination Residence

                      Wailea Grand Champions, A Destination Residence

                      155 Wailea Ike Place, Kihei, HI
                         
                        4.1
                        of 5, from 13 reviews
                        3.0 out of 5.0 Stars

                        This condo features 2 outdoor pools and 11 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.

                        Spectacular Ocean View, Serene Setting... Relaxing Lifestyle Get Rates
                        Spectacular Ocean View, Serene Setting... Relaxing Lifestyle

                        Spectacular Ocean View, Serene Setting... Relaxing Lifestyle

                        Kihei, HI
                           
                          0.0 out of 5.0 Stars

                          An outdoor tennis court is featured at this condo, along with a garden.

                          Travelers Like You Recently Booked These Wailea Hotels

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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.