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Wailea Vacation Travel Guide

Accommodation in Wailea

Book one of the 21 Wailea hotels listed on Expedia's Wailea hotels guide before you leave.

If you want to have all the creature comforts on the island, make a reservation at one of its more upmarket hotels, such as the Ho'olei at Grand Wailea or the Wailea Beach Villas, A Destination Luxury Hotel. At the budget end of the spectrum are the popular Four Seasons Resort Maui at Wailea and the Polo Beach Club, A Destination Residence.

It’s easy to book the getaway of your dreams when you search through our selection of Wailea vacations. Our goal? To create the perfect trip for you by providing the largest selection of vacation packages. Confidently book your getaway thanks to our trustworthy recommendations and verified consumer reviews from travelers just like you. Personalize your Wailea package with our myriad of hotel rooms and flight tickets, which help to create a vacation specifically for you. Simply sort through our selection and pick and choose the elements that best suit your preferences and price range.

Because we offer the best rates, you can book your travel reservations knowing you won’t find lower prices elsewhere. These discounts are so great, you’ll feel like you gained the title of the ultimate bargain hunter with our Wailea vacation package deals. Whether you’re looking to book multiple flights, stay at the fanciest hotel, or explore the hottest local attractions, you’ll find discounted travel arrangements within your budget right here. You shouldn’t have a care in the world when you go on vacation, so our discounts allow you to rest easy without giving your bank account a second thought. Save money on your vacation today and revel in your much-deserved getaway tomorrow.


Top Hotel Deals

See all 245 Properties in Wailea
Grand Wailea, A Waldorf Astoria Resort $377
Grand Wailea, A Waldorf Astoria Resort

Grand Wailea, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei
     
    4.4
    of 5, from 1,349 reviews
    4.5 out of 5.0

    Set amid waterfall gardens and a meandering canyon of pools, this grand island resort is within a mile of championship golf, a tennis center, and upscale shops; Kihei Town is three miles away.

    Four Seasons Resort Maui at Wailea $599
    Four Seasons Resort Maui at Wailea

    Four Seasons Resort Maui at Wailea

    3900 Wailea Alanui Drive, Kihei
       
      4.8
      of 5, from 875 reviews
      5.0 out of 5.0

      Located on Maui's sunny south shore, this resort faces the wide, crescent curve of Wailea Beach, with its sugar sands and calm waters. The Wailea Blue golf course and The Shops at Wailea are within a half-mile.

      Wailea Beach Resort - Marriott, Maui $351
      Wailea Beach Resort - Marriott, Maui

      Wailea Beach Resort - Marriott, Maui

      3700 Wailea Alanui Dr, Kihei
         
        4.6
        of 5, from 158 reviews
        4.5 out of 5.0

        Cradled against an oceanfront hillside, this expansive, low-rise Maui hotel lies a minute's walk from beaches and a quarter-mile from the Shops at Wailea; 3 golf courses are within 2 miles.

        Fairmont Kea Lani Maui $492
        Fairmont Kea Lani Maui

        Fairmont Kea Lani Maui

        4100 Wailea Alanui Dr, Kihei
           
          4.7
          of 5, from 1,319 reviews
          4.5 out of 5.0

          Set amid waterfall gardens, pools, and Polo Beach, this 22-acre oceanfront resort borders Wailea's 3 championship golf courses and is 1 mile (1.6 kilometers) from the upscale Shops at Wailea and 3 miles (4.8 kilometers) from Kihei Town.

          Residence Inn by Marriott Maui Wailea $359
          Residence Inn by Marriott Maui Wailea

          Residence Inn by Marriott Maui Wailea

          75 Wailea Ike, Kihei
             
            4.6
            of 5, from 373 reviews
            3.0 out of 5.0

            Located in Wailea, this hotel is within 1 mi (2 km) of Shops at Wailea and Wailea Beach. Mokapu Beach and Ulua Beach Park are also within 1 mi (2 km).

            Wailea Ekahi Village, A Destination Residence
            Wailea Ekahi Village, A Destination Residence

            Wailea Ekahi Village, A Destination Residence

            3300 Wailea Alanui, Kihei
               
              4.5
              of 5, from 280 reviews
              3.0 out of 5.0

              Located in Wailea, this beachfront condo building is next to a golf course and within 1 mi (2 km) of Ulua Beach and Wailea Beach. Mokapu Beach and Keawakapu Beach are also within 15 minutes.

              Wailea Grand Champions, A Destination Residence
              Wailea Grand Champions, A Destination Residence

              Wailea Grand Champions, A Destination Residence

              155 Wailea Ike Place, Kihei
                 
                4.4
                of 5, from 525 reviews
                3.0 out of 5.0

                Located in Wailea, Maui, this condo resort is right on the Wailea Golf Club course. It is 1 mile from Mokapu Beach and Ulua Beach, and 1 mile from Wailea Beach. Polo Beach is 2 miles away.

                Hotel Wailea, Relais & Chateaux- Adults Only $599
                Hotel Wailea, Relais & Chateaux- Adults Only

                Hotel Wailea, Relais & Chateaux- Adults Only

                555 Kaukahi Street, Kihei
                   
                  4.5
                  of 5, from 684 reviews
                  5.0 out of 5.0

                  Situated near the beach in Wailea, this spa resort is close to Wailea Blue Golf Course, Wailea Beach, and Wailea Emerald Golf Course. Also nearby are Wailea Gold Golf Course and Polo Beach.

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