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Featured Wailea 5 Star Hotels

Price for 1 night 2 adults*

Four Seasons Resort Maui at Wailea $715

Per night/room

Oct 21 - Oct 22

See details
 
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

    Per night/room

    Nov 3 - Nov 4

    See details
     
    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

      Per night/room

      Nov 17 - Nov 18

      See details
       
      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
        See details
         
        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.

          See all 632 Properties in Wailea

          Recently booked Wailea hotels

          Wailea Grand Champions, A Destination Residence 3.0 out of 5.0

          Booked 13 hours ago
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          Wailea Beach Resort - Marriott, Maui 4.5 out of 5.0

          Booked 27 hours ago
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          Grand Wailea Maui, A Waldorf Astoria Resort 4.5 out of 5.0

          Booked 27 hours ago
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          Residence Inn by Marriott Maui Wailea 3.5 out of 5.0

          Booked 30 hours ago
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          Four Seasons Resort Maui at Wailea 5.0 out of 5.0

          Booked 34 hours ago
          Open Four Seasons Resort Maui at Wailea hotel page
          Map

          Recent Wailea Hotel Reviews By Fellow Wanderers

          Wailea Beach Resort - Marriott

          5.0 Travelocity Verified Review
          Beautiful Hotel Well kept grounds Staff Kind and helpful
          2 weeks ago by A verified traveler
          Open Wailea Beach Resort - Marriott hotel guest reviews

          Residence Inn by Marriott Maui Wailea

          5.0 Travelocity Verified Review
          The property is beautiful. The staff goes out of their way to make you feel at home. There is a shuttle that takes you anywhere 2 miles from the hotel. Breakfast is amazing. Beware don’t leave your plate down alone birds will eat unattended food. Bartenders Chloe and Aaron are the best. They will take care of you for sure.
          1 month ago by A verified traveler from Las vegas
          Open Residence Inn by Marriott Maui Wailea hotel guest reviews

          Four Seasons Resort Maui at Wailea

          5.0 Travelocity Verified Review
          Best customer service hands down! Price of food could've been a little lower.
          2 months ago by A verified traveler
          Open Four Seasons Resort Maui at Wailea hotel guest reviews

          Grand Wailea Maui

          5.0 Travelocity Verified Review
          This resort is amazing! It’s not only beautiful but also very clean and perfectly located! You couldn’t ask for a nicer, more friendly and helpful staff. They are the most courteous and respectful of any place I’ve ever stayed! We will definitely tell others to stay here as well as hopefully be able to stay ourselves again in the future! Thank you for a splendid experience !
          2 months ago by A verified traveler from Camarillo
          Open Grand Wailea Maui hotel guest reviews

          Wailea Ekahi Village

          5.0 Travelocity Verified Review
          Cleanliness. Great service. Good location. Nice beaches nearby
          3 months ago by A verified traveler
          Open Wailea Ekahi Village hotel guest reviews

          Wailea Grand Champions

          4.0 Travelocity Verified Review
          The property was beautiful. Very well maintained and really clean.
          3 months ago by A verified traveler from Corona, CA
          Open Wailea Grand Champions hotel guest reviews

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          *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.