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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

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Wailea Vacation Packages

Indulge in Hawai’i’s high life with a stay in this beautiful coastal area known for its luxury accommodation and secluded beaches. 

Enjoy a luxury Hawaiian experience in the sheltered community of Wailea. A vacation here will exceed even the high expectations most people have for a trip to these paradise islands. Breathtaking ocean vistas, five wonderfully tranquil beaches and a selection of excellent golf courses make this part of Hawai’i a favorite with high-end holidaymakers.

Wailea is home to several luxury resorts and hotels. One look at the immediate surroundings and it’s easy to understand why these businesses have chosen his spot to offer the ultimate in indulgence and relaxation. The beaches in this area are perfect, with Wailea Beach having once even been named “America’s Best Beach.”

Spend your time here relaxing. Spend all day at the beach sunbathing, swimming or snorkeling. Which beach you choose depends on what you’re looking for. Makena Beach is the place to go for dreamlike views of a nearly untouched stretch of sand. Or, step into the calm waters at Polo Beach to explore the rich marine life of the area, undisturbed by strong waves and currents.

While away an afternoon at Wailea Golf Club, taking advantage of a rare opportunity to play some rounds amid idyllic scenery. Afterwards, unwind with a treatment at one of the extravagant local spas or carry on your sports session at Wailea Tennis Club.

Outdoorsy people of all ages and levels of ability should definitely add Makena Stables to their itinerary. View Wailea’s stunning landscapes from the back of a horse. Some rides are organized for the evening, set against the backdrop of an impossibly perfect Hawaiian sunset.

High-end dining and shopping options abound. Treat yourself to a shopping spree at the Shops at Wailea, where classic brands such as Gucci and Louis Vuitton can be found next to more affordable chain stores. Afterwards, enjoy dinner set to live music or head down to the sand to get the perfect photo of that iconic Hawaiian sunset.

From Kahului Airport, drive south across Maui’s narrowest part to reach Wailea. Within just half an hour, you’ll be closer to heaven than you thought was possible.

Accommodation in Wailea

Wailea is a highly popular destination for travelers, and boasts a fine range of places to stay. Expedia's Wailea lodging guide has all the details.

The Ho'olei at Grand Wailea and Wailea Beach Villas, A Destination Luxury Hotel are among the most popular accommodation options to be found on the island.

Traveling isn't just about checking off places on a map. It's about the friends we make and the adventures we have on the way!

This place has a range of activities on offer. Here are some suggestions to kick start your trip to Wailea:

If you'd rather view the full range of activities, go to our Wailea things to do page.

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2020, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.


Top Wailea Flight + Hotel Deals

2021 Wailea vacation deals

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These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Best Lodging Options Near Wailea

See all 614 Properties in Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
Reviewed on May 14, 2020
See details
 
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei, HI
     
    4.4 of 5
    4.5 out of 5.0 Stars

    We fell in love with this property from the moment we drove into the driveway. The service was fantastic and we cant help but long to go back. We are planning our honeymoon there in a few months!

    Four Seasons Resort Maui at Wailea
    Reviewed on Mar 23, 2020
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    Four Seasons Resort Maui at Wailea

    Four Seasons Resort Maui at Wailea

    3900 Wailea Alanui Drive, Kihei, HI
       
      4.8 of 5
      5.0 out of 5.0 Stars

      Resort was amazing, They did the best they could during the Covid-19

      Andaz Maui at Wailea Resort - a concept by Hyatt
      Reviewed on Mar 16, 2020
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      Andaz Maui at Wailea Resort - a concept by Hyatt

      Andaz Maui at Wailea Resort - a concept by Hyatt

      3550 Wailea Alanui Dr, Kihei, HI
         
        4.6 of 5
        4.5 out of 5.0 Stars

        We loved staying at the Andaz Maui. The staff was top notch and so friendly and accommodating. We had chosen a room overlooking the property expansion for a less expensive rate so we understood there might be some construction noise. The only time it was even slightly bothersome was in the morning. ...

        Wailea Beach Resort - Marriott, Maui
        Reviewed on Feb 25, 2020
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        Wailea Beach Resort - Marriott, Maui

        Wailea Beach Resort - Marriott, Maui

        3700 Wailea Alanui Dr, Kihei, HI
           
          4.5 of 5
          4.5 out of 5.0 Stars

          Great combination of adult and kid amenities. Nice water features for kids, movie nights, Game Center. There was a beautiful adult only pool overlooking ocean, perfect for sunset viewing.

          Wailea Beach Villas, A Destination Luxury Hotel
          Reviewed on Dec 6, 2019
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          Wailea Beach Villas, A Destination Luxury Hotel

          Wailea Beach Villas, A Destination Luxury Hotel

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

            Loved staying here! A truly luxurious experience! My family plans to stay here again on our next visit to Maui!

            Residence Inn by Marriott Maui Wailea $369
            Reviewed on Apr 17, 2020
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            Residence Inn by Marriott Maui Wailea

            Residence Inn by Marriott Maui Wailea

            75 Wailea Ike, Kihei, HI
               
              4.6 of 5
              3.5 out of 5.0 Stars

              Everything! The staff were friendly, helpful and efficient. Could not have asked for more. Would definitely recommend. In fact, I have.

              Hotel Wailea, Relais & Chateaux- Adults Only
              Reviewed on Mar 21, 2020
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              Hotel Wailea, Relais & Chateaux- Adults Only

              Hotel Wailea, Relais & Chateaux- Adults Only

              555 Kaukahi Street, Kihei, HI
                 
                4.6 of 5
                5.0 out of 5.0 Stars

                Hotel was beautiful - loved the greenery, waterfalls, and the pool! The room was spacious and I really liked having my own kitchen to make drinks and enjoy on the balcony. Also enjoyed the poolside food, drinks and service. We were celebrating our babymoon - they sent some fruit and champagne as ...

                Wailea Ekolu Village, A Destination Residence
                Reviewed on Apr 2, 2020
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                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
                   
                  4.4 of 5
                  3.5 out of 5.0 Stars

                  location was good, although a bit far from the beach. Due to COVID-19, there was no shuttle and the pool was closed.The balcony (lanai) had a beautiful view from the ocean. The unit was spacious, however a bit dated. I asked to change unit, and my request was declined, although there were very few ...

                  Top Activities in Wailea

                  See all 145 things to do in Wailea
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