HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

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.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Popular Searches

Facilities

Location Type

Local Area

Property Details

Clear Filters
Use filters to narrow your search results!
Favorite
    Viewed 46 times in the last 48 hours
    Wonderful! 4.9/5
    (32 reviews)
    avg/night
    32
    Favorite
      Viewed 33 times in the last 48 hours
      Premier Partner
      Wonderful! 4.9/5
      (77 reviews)
      avg/night
      77
      Favorite
        Viewed 26 times in the last 48 hours
        Premier Partner
        Wonderful! 4.9/5
        (18 reviews)
        avg/night
        18
        Favorite
          Viewed 33 times in the last 48 hours
          Premier Partner
          Exceptional! 5/5
          (46 reviews)
          avg/night
          46
          Favorite
            Viewed 22 times in the last 48 hours
            Premier Partner
            Wonderful! 4.8/5
            (35 reviews)
            avg/night
            35
            Favorite
              Viewed 13 times in the last 48 hours
              Premier Partner
              Excellent! 4.6/5
              (40 reviews)
              avg/night
              40
              Favorite
                Exceptional! 5/5
                (39 reviews)
                avg/night
                39
                Favorite
                  Premier Partner
                  Excellent! 4.5/5
                  (26 reviews)
                  avg/night
                  26
                  Favorite
                    Viewed 14 times in the last 48 hours
                    Exceptional! 5/5
                    (18 reviews)
                    avg/night
                    18
                    Favorite
                      Viewed 22 times in the last 48 hours
                      Exceptional! 5/5
                      (53 reviews)
                      avg/night
                      53
                      Favorite
                        Viewed 9 times in the last 48 hours
                        Premier Partner
                        Wonderful! 4.9/5
                        (19 reviews)
                        avg/night
                        19
                        Favorite
                          Viewed 6 times in the last 48 hours
                          Exceptional! 5/5
                          (34 reviews)
                          avg/night
                          34
                          Favorite
                            Viewed 8 times in the last 48 hours
                            Premier Partner
                            Wonderful! 4.8/5
                            (30 reviews)
                            avg/night
                            30
                            Favorite
                              Viewed 71 times in the last 48 hours
                              Exceptional! 5/5
                              (6 reviews)
                              avg/night
                              6
                              Favorite
                                Viewed 15 times in the last 48 hours
                                Wonderful! 4.8/5
                                (29 reviews)
                                avg/night
                                29
                                Favorite
                                  Viewed 8 times in the last 48 hours
                                  Excellent! 4.7/5
                                  (77 reviews)
                                  avg/night
                                  77
                                  Favorite
                                    Viewed 8 times in the last 48 hours
                                    Premier Partner
                                    Exceptional! 5/5
                                    (51 reviews)
                                    avg/night
                                    51
                                    Favorite
                                      Viewed 17 times in the last 48 hours
                                      Premier Partner
                                      Wonderful! 4.8/5
                                      (41 reviews)
                                      avg/night
                                      41
                                      Favorite
                                        Viewed 21 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (43 reviews)
                                        avg/night
                                        43
                                        Favorite
                                          Premier Partner
                                          Wonderful! 4.9/5
                                          (33 reviews)
                                          avg/night
                                          33
                                          Favorite
                                            Viewed 11 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (53 reviews)
                                            avg/night
                                            53
                                            Favorite
                                              Viewed 14 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (39 reviews)
                                              avg/night
                                              39
                                              Favorite
                                                Viewed 13 times in the last 48 hours
                                                Excellent! 4.6/5
                                                (35 reviews)
                                                avg/night
                                                35
                                                Favorite
                                                  Viewed 10 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (23 reviews)
                                                  avg/night
                                                  23
                                                  Favorite
                                                    Viewed 6 times in the last 48 hours
                                                    Premier Partner
                                                    Excellent! 4.5/5
                                                    (20 reviews)
                                                    avg/night
                                                    20
                                                    Favorite
                                                      Viewed 6 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (90 reviews)
                                                      avg/night
                                                      90
                                                      Favorite
                                                        Viewed 5 times in the last 48 hours
                                                        Premier Partner
                                                        Exceptional! 5/5
                                                        (44 reviews)
                                                        avg/night
                                                        44
                                                        Favorite
                                                          Viewed 15 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (45 reviews)
                                                          avg/night
                                                          45
                                                          Favorite
                                                            Viewed 13 times in the last 48 hours
                                                            Premier Partner
                                                            Exceptional! 5/5
                                                            (34 reviews)
                                                            avg/night
                                                            34
                                                            Favorite
                                                              Viewed 33 times in the last 48 hours
                                                              Premier Partner
                                                              Wonderful! 4.9/5
                                                              (59 reviews)
                                                              avg/night
                                                              59
                                                              Favorite
                                                                Viewed 9 times in the last 48 hours
                                                                Premier Partner
                                                                Excellent! 4.7/5
                                                                (19 reviews)
                                                                avg/night
                                                                19
                                                                Favorite
                                                                  Viewed 13 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (49 reviews)
                                                                  avg/night
                                                                  49
                                                                  Favorite
                                                                    Viewed 9 times in the last 48 hours
                                                                    Excellent! 4.6/5
                                                                    (41 reviews)
                                                                    avg/night
                                                                    41
                                                                    Favorite
                                                                      Viewed 5 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (31 reviews)
                                                                      avg/night
                                                                      31
                                                                      Favorite
                                                                        Viewed 13 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (27 reviews)
                                                                        avg/night
                                                                        27
                                                                        Favorite
                                                                          Viewed 10 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (39 reviews)
                                                                          avg/night
                                                                          39
                                                                          Favorite
                                                                            Viewed 7 times in the last 48 hours
                                                                            Premier Partner
                                                                            Wonderful! 4.8/5
                                                                            (28 reviews)
                                                                            avg/night
                                                                            28
                                                                            Favorite
                                                                              Viewed 6 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (44 reviews)
                                                                              avg/night
                                                                              44
                                                                              Favorite
                                                                                Viewed 12 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (40 reviews)
                                                                                avg/night
                                                                                40
                                                                                Favorite
                                                                                  Viewed 10 times in the last 48 hours
                                                                                  Premier Partner
                                                                                  Exceptional! 5/5
                                                                                  (36 reviews)
                                                                                  avg/night
                                                                                  36
                                                                                  Favorite
                                                                                    Viewed 16 times in the last 48 hours
                                                                                    Premier Partner
                                                                                    Wonderful! 4.8/5
                                                                                    (24 reviews)
                                                                                    avg/night
                                                                                    24
                                                                                    Favorite
                                                                                      Viewed 12 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (65 reviews)
                                                                                      avg/night
                                                                                      65
                                                                                      Favorite
                                                                                        Viewed 6 times in the last 48 hours
                                                                                        Premier Partner
                                                                                        Wonderful! 4.9/5
                                                                                        (67 reviews)
                                                                                        avg/night
                                                                                        67
                                                                                        Favorite
                                                                                          Wonderful! 4.9/5
                                                                                          (25 reviews)
                                                                                          avg/night
                                                                                          25
                                                                                          Favorite
                                                                                            Viewed 8 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (41 reviews)
                                                                                            avg/night
                                                                                            41
                                                                                            Favorite
                                                                                              Viewed 12 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (95 reviews)
                                                                                              avg/night
                                                                                              95
                                                                                              Favorite
                                                                                                Viewed 31 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (90 reviews)
                                                                                                avg/night
                                                                                                90
                                                                                                Favorite
                                                                                                  Viewed 7 times in the last 48 hours
                                                                                                  Premier Partner
                                                                                                  Wonderful! 4.8/5
                                                                                                  (42 reviews)
                                                                                                  avg/night
                                                                                                  42
                                                                                                  Favorite
                                                                                                    Viewed 6 times in the last 48 hours
                                                                                                    Excellent! 4.6/5
                                                                                                    (36 reviews)
                                                                                                    avg/night
                                                                                                    36
                                                                                                    Favorite
                                                                                                      Viewed 17 times in the last 48 hours
                                                                                                      Premier Partner
                                                                                                      Exceptional! 5/5
                                                                                                      (49 reviews)
                                                                                                      avg/night
                                                                                                      49

                                                                                                      Wailea Holiday Rentals & Homes (300+)