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Wailea flight + hotel packages - 4-star hotels

Wailea Vacations

Unintentionally stumbling across someplace new is exactly what makes traveling so magical, But of course, it certainly never hurts to research a little about the destination before you set off. We'll get you up to speed on a few details about Wailea.

This city is about 100 miles (161 kilometers) to the southeast of the capital of Hawaii, Honolulu. Wailea is also 9 miles (14 kilometers) south of Kihei.

Wailea Vacation Packages

Gain significant savings on Travelocity's Wailea accommodation and airfare packages. You'll also have plenty to pick from with no less than 400 airlines and 665,000 properties.

After a panic-free getaway experience? Our Customer 1st Guarantee means you'll have the security of 24/7 personal assistance on all our services. Have you seen an even better bargain? We'll match the price and reimburse the difference^.

Changes to airfare and accommodation bookings do not incur an extra fee from us. And as long as you get in fast, most accommodations don't charge fees either^.

Hotels in Wailea

With 49 excellent accommodations in Wailea, your options are many and varied. But don't dilly-dally. The sooner you book, the sooner you can start your adventure!

The Ho'olei at Grand Wailea (146 Ho'olei Circle) or the Fairmont Kea Lani Maui (4100 Wailea Alanui Dr) are fabulous options for travelers who love to indulge in the finer things in life. That being said, if you want to save your pennies for an unforgettable island experience, consider the Wailea Beach Villas, A Destination Luxury Hotel (3800 Wailea Alanui Drive) or the Four Seasons Resort Maui at Wailea (3900 Wailea Alanui Drive).

Where do you fly into for Wailea?

Get set for some thrilling new experiences! The middle of Wailea is just 17 miles (27 kilometers) south of Kahului Airport (OGG).

Can I rent a car in Wailea?

Plane tickets to Wailea? Check. Awesome playlists? Check. Now the only thing left is to book a ride via Travelocity. You'll be on the road in no time at all!

If you're flying in, it's easy to pick up a vehicle from Kahului Airport. Thrifty Car Rental is the outlet to look for.

Explore Wailea

Major Attractions

After some sightseeing recommendations? Head to Wailea Beach, a notable attraction that will give you an insight into this city's unique culture.

Traveling can often mean putting on the same old clothes each day. So, if you fancy treating yourself to a new outfit, head on over to Shops at Wailea. Need some more options? Getting out on the fairways is a great way to enjoy the fresh air and have a blast. Test your technique with a friendly round at Makena Golf Course. But that's not all. Wanting to impress your special someone? Treat them to a sunset walk along the shoreline at Polo Beach.

Tours and Activities in Wailea

So you've offloaded your luggage and you're beginning to feel a little tired after your flight — what's next? Sleep? No way... vacations are all about one-off experiences and extraordinary adventures! (Besides, you can always sleep when you arrive back home.)

Looking forward to some exciting adventures while you're in Wailea? We suggest trying a few of these experiences:

Places to Visit Near Wailea

Visit Wailea for its unique personality and feel. Though, you also have celebrated attractions right on your doorstep! 20 miles (32 kilometers) away is Downtown Lahaina. Many people use this destination as a base to visit the world-renowned attraction, Kaanapali Beach.

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Top Wailea Hotels Deals

Four Seasons Resort Maui at Wailea $685
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.

    Andaz Maui at Wailea Resort - a concept by Hyatt $367
    Andaz Maui at Wailea Resort - a concept by Hyatt

    Andaz Maui at Wailea Resort - a concept by Hyatt

    3550 Wailea Alanui Dr, Kihei, HI
       
      4.9
      of 5, from 8 reviews
      4.5 out of 5.0 Stars

      A full-service spa, 4 restaurants, and 5 outdoor pools are all featured at this smoke-free resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi.

      Residence Inn by Marriott Maui Wailea $294
      Residence Inn by Marriott Maui Wailea

      Residence Inn by Marriott Maui Wailea

      75 Wailea Ike, Kihei, HI
         
        4.8
        of 5, from 15 reviews
        3.5 out of 5.0 Stars

        This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour health club and free buffet breakfast each morning.

        Wailea Ekahi Village, A Destination Residence Get 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
           
          4.8
          of 5, from 5 reviews
          3.0 out of 5.0 Stars

          This condo features 4 outdoor pools, a picnic area, and dry cleaning. Enjoy free perks like free self parking and an area shuttle. A safe deposit box and laundry facilities are also provided.

          Wailea Beach Resort - Marriott, Maui $339
          Wailea Beach Resort - Marriott, Maui

          Wailea Beach Resort - Marriott, Maui

          3700 Wailea Alanui Dr, Kihei, HI
             
            4.8
            of 5, from 9 reviews
            4.5 out of 5.0 Stars

            This smoke-free resort features a golf course, a full-service spa, and 4 restaurants. There's fun for all ages with a children's pool and a waterslide, and supervised childcare is an added bonus. Enjoy the 4 outdoor pools and perks like free WiFi.

            Fairmont Kea Lani Maui $529
            Fairmont Kea Lani Maui

            Fairmont Kea Lani Maui

            4100 Wailea Alanui Dr, Kihei, HI
               
              4.5
              of 5, from 65 reviews
              4.5 out of 5.0 Stars

              A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and families will appreciate the onsite laundry facilities.

              Grand Wailea Maui, A Waldorf Astoria Resort $351
              Grand Wailea Maui, A Waldorf Astoria Resort

              Grand Wailea Maui, A Waldorf Astoria Resort

              3850 Wailea Alanui Drive, Kihei, HI
                 
                4.3
                of 5, from 79 reviews
                4.5 out of 5.0 Stars

                A full-service spa, 6 restaurants, and 9 outdoor pools are all featured at this luxury resort. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi.

                Wailea Grand Champions, A Destination Residence Get Rates
                Wailea Grand Champions, A Destination Residence

                Wailea Grand Champions, A Destination Residence

                155 Wailea Ike Place, Kihei, HI
                   
                  4.1
                  of 5, from 13 reviews
                  3.0 out of 5.0 Stars

                  This condo features 2 outdoor pools and 11 outdoor tennis courts. Enjoy the 2 spa tubs and perks like free self parking and a free area shuttle. Free WiFi in public areas, a picnic area, and dry cleaning are also on offer.

                  Things to do in Wailea

                  See all 190 things to do in Wailea

                  Top Flight Deals to Wailea

                  Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

                  ^Savings based on all package bookings made with Flight + Hotel on Travelocity.com from January 1, 2018 to December 31, 2018, as compared to the 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.

                  *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.