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Choose from 578 Wailea Hotel Deals

See all 578 Properties in Wailea

Estimated price for 1 night/2 adults

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei, HI
    4.5 out of 5.0
     
     

    Located in Wailea, this beachfront resort is next to a golf course and within 2 mi (3 km) of Shops at Wailea, Wailea Beach, and Keawakapu Beach. Kamaole Beach ...

    Grand Wailea Maui, A Waldorf Astoria ResortGet Rates

    Andaz Maui at Wailea Resort - a concept by Hyatt

    Andaz Maui at Wailea Resort - a concept by Hyatt

    3550 Wailea Alanui Dr, Kihei, HI
      4.5 out of 5.0
       
       

      Located in Wailea, this beachfront resort is next to a golf course and within 1 mi (2 km) of Shops at Wailea and Keawakapu Beach. Wailea Beach and Kamaole Beach ...

      Andaz Maui at Wailea Resort - a concept by HyattGet Rates

      Wailea Beach Resort - Marriott, Maui

      Wailea Beach Resort - Marriott, Maui

      3700 Wailea Alanui Dr, Kihei, HI
        4.5 out of 5.0
         
         

        This family-friendly Kihei resort is located on the waterfront, within 1 mi (2 km) of Shops at Wailea and Keawakapu Beach. Wailea Beach and Kamaole Beach Park ...

        Wailea Beach Resort - Marriott, MauiGet Rates

        Residence Inn by Marriott Maui Wailea

        Residence Inn by Marriott Maui Wailea

        75 Wailea Ike, Kihei, HI
        • Free Cancellation
        3.5 out of 5.0
         
         

        Located in Wailea, this hotel is 0.2 mi (0.4 km) from Shops at Wailea and within 3 mi (5 km) of Wailea Beach and Keawakapu Beach. Kamaole Beach Park 3 is 2.5 ...

        Residence Inn by Marriott Maui WaileaGet Rates

        Four Seasons Resort Maui at Wailea

        Four Seasons Resort Maui at Wailea

        3900 Wailea Alanui Drive, Kihei, HI
          5.0 out of 5.0
           
           

          Located in Wailea, this beachfront resort is next to a golf course and within 3 mi (5 km) of Wailea Blue Golf Course, Wailea Beach, and Keawakapu Beach. Kamaole ...

          Four Seasons Resort Maui at WaileaGet Rates

          Fairmont Kea Lani Maui

          Fairmont Kea Lani Maui

          4100 Wailea Alanui Dr, Kihei, HI
            4.5 out of 5.0
             
             

            Located in Wailea, this beachfront resort is next to a golf course and within 1 mi (2 km) of Wailea Blue Golf Course and Wailea Beach. Keawakapu Beach is 2.2 ...

            Fairmont Kea Lani MauiGet Rates

            Hotel Wailea, Relais & Chateaux- Adults Only

            Hotel Wailea, Relais & Chateaux- Adults Only

            555 Kaukahi Street, Kihei, HI
              5.0 out of 5.0
               
               

              Located in Wailea, this luxury resort is 0.5 mi (0.7 km) from Wailea Blue Golf Course and within 3 mi (5 km) of Wailea Beach and Keawakapu Beach. Polo Beach ...

              Hotel Wailea, Relais & Chateaux- Adults OnlyGet Rates

              Wailea Grand Champions, A Destination Residence

              Wailea Grand Champions, A Destination Residence

              155 Wailea Ike Place, Kihei, HI
                3.0 out of 5.0
                 
                 

                Located in Wailea, this golf condo building is 0.4 mi (0.7 km) from Shops at Wailea and within 3 mi (5 km) of Wailea Beach and Keawakapu Beach. Kamaole Beach ...

                Wailea Grand Champions, A Destination ResidenceGet 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
                  3.0 out of 5.0
                   
                   

                  Located in Wailea, this beachfront condo building is next to a golf course and within a 15-minute walk of Shops at Wailea and Keawakapu Beach. Wailea Beach and ...

                  Wailea Ekahi Village, A Destination ResidenceGet Rates

                  Palms at Wailea Maui by Outrigger

                  Palms at Wailea Maui by Outrigger

                  3200 Wailea Alanui Dr, Kihei, HI
                    3.5 out of 5.0
                     
                     

                    Located in Wailea, this golf condo resort is within 1 mi (2 km) of Mokapu Beach and Keawakapu Beach. Wailea Beach and Kamaole Beach Park 3 are also within 2 ...

                    Palms at Wailea Maui by OutriggerGet Rates

                    Ho'olei at Grand Wailea

                    Ho'olei at Grand Wailea

                    146 Ho'olei Circle, Kihei, HI
                      4.5 out of 5.0
                       
                       

                      This family-friendly Kihei resort is located near the beach, within a 15-minute walk of Shops at Wailea and Wailea Blue Golf Course. Wailea Beach and Keawakapu ...

                      Ho'olei at Grand WaileaGet Rates

                      Wailea Beach Villas, A Destination Luxury Hotel

                      Wailea Beach Villas, A Destination Luxury Hotel

                      3800 Wailea Alanui Drive, Kihei, HI
                        4.5 out of 5.0
                         
                         

                        Located in Wailea, this beachfront condo resort is next to a golf course and within a 15-minute walk of Shops at Wailea, Ulua Beach, and Ulua Beach Park. Mokapu ...

                        Wailea Beach Villas, A Destination Luxury HotelGet Rates

                        Wailea Elua Village, A Destination Residence

                        Wailea Elua Village, A Destination Residence

                        3600 Wailea Alanui, Check-in: 34 Wailea Gateway Pl. A102, Kihei, HI
                          3.5 out of 5.0
                           
                           

                          Nestled on the beach, this Wailea condo building is within 1 mi (2 km) of Shops at Wailea and Keawakapu Beach. Wailea Beach and Kamaole Beach Park 3 are also ...

                          Wailea Elua Village, A Destination ResidenceGet Rates

                          Wailea Ekolu Village, A Destination Residence

                          Wailea Ekolu Village, A Destination Residence

                          10 Wailea Ekolu Place, Check-in: 34 Wailea Gateway Pl. A102, Kihei, HI
                            3.5 out of 5.0
                             
                             

                            Located in Wailea, this golf condo building is 0.6 mi (0.9 km) from Shops at Wailea and within 3 mi (5 km) of Wailea Beach and Keawakapu Beach. Kamaole Beach ...

                            Wailea Ekolu Village, A Destination ResidenceGet Rates

                            Makena Surf, A Destination Residence

                            Makena Surf, A Destination Residence

                            4850 Makena Alanui, Check-in: 34 Wailea Gateway Place, Kihei, HI
                              4.0 out of 5.0
                               
                               

                              Located in Wailea, this beachfront condo resort is next to a golf course and within a 10-minute walk of Po'olenalena Beach and Wailea Beach. Makena State Park ...

                              Makena Surf, A Destination ResidenceGet Rates

                              Fairmont Kea Lani Maui Villa Experience

                              Fairmont Kea Lani Maui Villa Experience

                              4100 Wailea Alanui Dr-Building A, Kihei, HI
                                5.0 out of 5.0
                                 
                                 

                                Located in Wailea, this beachfront resort is next to a golf course and within 1 mi (2 km) of Wailea Blue Golf Course and Wailea Beach. Keawakapu Beach is 2.2 ...

                                Fairmont Kea Lani Maui Villa ExperienceGet Rates

                                Family Friendly Vacations in Wailea

                                Looking to plan your next big trip with the whole family? Wailea offers some of the best family-friendly activities, hotels, and amenities, so you can rest easy, because your clan is going to love the vacation that you plan. And with the AARP Travel Center Powered by Expedia® as your guide, traveling to Wailea is easier than ever. You will find that with your member status, you can combine your members-only discount with the best rates from Expedia. Forget stressing over the cost—you'll be getting the best value available.

                                Family-Friendly Activities in Wailea

                                You'll find fabulous experiences to share together while you are in Wailea. If there's other activities you're specifically looking forward to in Wailea, we can help you get them scheduled. Remember to check the weather forecast before you pack your bags, so you don't have any surprises along the way. You may experience a longer than usual commute time, so please prepare in advance and double-check your reservation and excursion schedule.

                                Where to Stay in Wailea

                                If you're looking for a peaceful getaway or quality time at your hotel, our family accommodations have plenty of amenities that will make your trip run smoothly. From huge family suites, specialty dining, cribs, and roll-away beds, you won't have to lift a finger to make sure your entire crew is satisfied with the accommodations you pick.

                                Your kids and grandkids will be thrilled to stay at one of our Wailea kid-friendly hotels. And the adults will love that they are located near dining options, activities, and attractions.

                                Book Your Family Wailea Trip Now

                                If you are looking to make a legendary family getaway that you and your relatives will reminisce over for years, you're in good hands with AARP Travel. From grandparents to children and everyone in between, you're sure to have a memorable Wailea trip. Do not miss out on these all-inclusive deals, and make sure you have your member advantage information handy. The best family getaway in Wailea is just a click away.