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Make a self catering villa or holiday rental in Wailea, Maui, Hawaii your home away from home

Wailea offers a wonderful destination for a relaxing, low-key vacation in the sun on Hawaii’s second largest island. Maui offers spectacular scenery, volcanoes, beautiful beaches and great shopping. Wailea is a relatively new resort but it is rapidly increasing in popularity. Popular as an idyllic wedding or honeymoon destination, a holiday villa in Wailea makes the perfect base for exploring the island’s natural beauty and lush vegetation. The island is known for its sugar plantations, pineapple farms and its exotic flowers. Although there are plenty of bars and restaurants close to Wailea, nightlife is fairly quiet.

Things to do in Wailea, Maui

Golf

Wailea is well-known for its beautifully maintained golf courses, each hole offering spectacular scenery and unique challenges.

Beaches and Watersports

Maui has some of the best beaches in the world along with clear warm seas. Relax in the sun, or take a snorkel and flippers and explore the fantastic underwater world. The area also offers excellent diving, including the offshore volcanic crater close to Wailea. Shopping

There are plenty of opportunities for shopping in and around Wailea. Lahaina Cannery Mall is in a replica canning factory and has 50 speciality shops and restaurants in a fun location.

Places to visit near Wailea, Maui Hana Highway

One of the world’s most scenic drives can easily be enjoyed from your Wailea apartment in Maui. The winding 56-mile tour takes in old plantation towns, beaches, forests and the Haleakala Crater. Lahaina

A traditional Hawaiian evening is guaranteed at the Lahaina Luau with a delicious buffet of local dishes such as kalua pig and haupia (coconut pudding) alongside international dishes. The outdoor beachside setting is fantastic and the local entertainment is colourful and vibrant. Enjoy the local cultural activities including Hawaiian music, hula girls and even fire dancing.

Pineapple Plantation Tour

Almost one third of the world’s pineapples come from Maui. See how pineapples grow, ride a cart, pick your own juicy pineapple and watch a pineapple cutting demonstration at one of the many pineapple plantations close to your holiday rental home in Waimea.

Weather in Wailea, Maui

Wailea is well known for its year-round tropical warmth. Temperatures range between 79-84°F (26-29°C) from winter to summer although Maui does have a little rain each month from October to March which falls as occasional showers. The mountainous inland region has heavy rainfall throughout the year.

Travel to Wailea, Maui

The main Maui airport serving your holiday home in Wailea is Kahului airport which receives both inter-island and overseas flights. It is approximately 25 miles from Wailea.

Honolulu International airport is on the nearby island of Honolulu so a connecting flight to Maui would be needed.

    Wonderful! 4.9/5
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    Condo #4272970
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      Wonderful! 4.9/5
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      Condo #275710vb
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        Excellent! 4.5/5
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          Wonderful! 4.9/5
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            Wonderful! 4.8/5
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            Condo #500715vb
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              Wonderful! 4.8/5
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              House #3590022
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                Condo #314495vb
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                  Wonderful! 4.9/5
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                  Condo #597074vb
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                    Wonderful! 4.9/5
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                    Condo #430588vb
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                      Wonderful! 4.9/5
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                      Condo #627021vb
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                        Excellent! 4.5/5
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                        Condo #156620
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                          Exceptional! 5/5
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                          Condo #471550vb
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                            Exceptional! 5/5
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                            Condo #694469vb
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                              Excellent! 4.7/5
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                              Studio #756478vb
                              37
                              Viewed 35 times in the last 48 hours
                                Wonderful! 4.8/5
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                                Condo #764853vb
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                                  Excellent! 4.7/5
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                                  Condo #502643vb
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                                  Viewed 16 times in the last 48 hours
                                    Exceptional! 5/5
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                                    Condo #898066vb
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                                    Viewed 42 times in the last 48 hours
                                      Exceptional! 5/5
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                                      Cottage #3617930
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                                        Wonderful! 4.9/5
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                                        Condo #467442vb
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                                          Exceptional! 5/5
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                                          Condo #927424vb
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                                          Viewed 8 times in the last 48 hours
                                            Excellent! 4.7/5
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                                            Condo #19953vb
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                                              Excellent! 4.6/5
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                                              Condo #363297vb
                                              30
                                              Viewed 24 times in the last 48 hours
                                                Wonderful! 4.9/5
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                                                Condo #71926vb
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                                                  Wonderful! 4.8/5
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                                                  Condo #351737
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                                                    Wonderful! 4.9/5
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                                                    House #561795vb
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                                                      Excellent! 4.6/5
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                                                      Condo #771282vb
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                                                        Wonderful! 4.9/5
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                                                        Condo #58293vb
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                                                        Viewed 28 times in the last 48 hours
                                                          Wonderful! 4.8/5
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                                                          Condo #742008vb
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                                                            Wonderful! 4.8/5
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                                                            Apartment #327351vb
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                                                              Wonderful! 4.9/5
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                                                              Condo #15464vb
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                                                                Exceptional! 5/5
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                                                                Condo #874372vb
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                                                                  Exceptional! 5/5
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                                                                  House #502088vb
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                                                                  Viewed 17 times in the last 48 hours
                                                                    Exceptional! 5/5
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                                                                    Condo #501619vb
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                                                                      Exceptional! 5/5
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                                                                      Condo #113264vb
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                                                                      Viewed 28 times in the last 48 hours
                                                                        Exceptional! 5/5
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                                                                        Condo #3014119
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                                                                        Viewed 12 times in the last 48 hours
                                                                          Wonderful! 4.8/5
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                                                                          Condo #285429vb
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                                                                          Viewed 17 times in the last 48 hours
                                                                            Exceptional! 5/5
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                                                                            Condo #439842vb
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                                                                              Exceptional! 5/5
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                                                                              Condo #463449vb
                                                                              45
                                                                              Viewed 16 times in the last 48 hours
                                                                                Wonderful! 4.9/5
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                                                                                House #309151vb
                                                                                46
                                                                                Viewed 24 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (84 reviews)
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                                                                                  Condo #343904vb
                                                                                  84
                                                                                  Viewed 31 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (41 reviews)
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                                                                                    Condo #229577vb
                                                                                    41
                                                                                    Viewed 6 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (20 reviews)
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                                                                                      Condo #811955vb
                                                                                      20
                                                                                      Viewed 19 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (42 reviews)
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                                                                                        Condo #495358vb
                                                                                        42
                                                                                        Viewed 25 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (83 reviews)
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                                                                                          • 2 BR
                                                                                          • 2 BA
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                                                                                          Condo #246671vb
                                                                                          83
                                                                                          Viewed 21 times in the last 48 hours
                                                                                            Exceptional! 5/5
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                                                                                            Condo #579376vb
                                                                                            22
                                                                                            Viewed 14 times in the last 48 hours
                                                                                              • 1 BR
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                                                                                              Condo #678888vb
                                                                                              19
                                                                                                Wonderful! 4.9/5
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                                                                                                • 1 BR
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                                                                                                Condo #326392vb
                                                                                                23
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  Excellent! 4.6/5
                                                                                                  (21 reviews)
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                                                                                                  • 1 BR
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                                                                                                  Condo #51420vb
                                                                                                  21
                                                                                                  Viewed 21 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (28 reviews)
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                                                                                                    • 2 BR
                                                                                                    • 2 BA
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                                                                                                    Condo #188334vb
                                                                                                    28
                                                                                                    Viewed 9 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (27 reviews)
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                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 5
                                                                                                      Condo #3507322
                                                                                                      27
                                                                                                      Viewed 10 times in the last 48 hours

                                                                                                      Wailea Holiday Rentals & Homes (300+)