Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Get 24/7 travel help, thanks to our Customer First Guarantee

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Featured Wailea 5 Star Hotels

Four Seasons Resort Maui at Wailea $715
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.

    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 Villa Experience $1,609
      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 Stars

        A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with beach cabanas and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and barbecue grills are available on site.

        Loas Lani - Three Bedroom Estate Get Rates
        Loas Lani - Three Bedroom Estate

        Loas Lani - Three Bedroom Estate

        Wailea Beach Villas C302, 3800 Wailea Alanui Road, Kihei, HI
           
          5.0 out of 5.0 Stars

          This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

          Recently booked Wailea hotels

          Map

          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.