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Wailea Beach Vacation Rentals Vacation Rentals(345)

345 Results
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5 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (27)
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    5 night minimum stay
    • 1 BR,
    • 2 BA,
    • Sleeps 4
      (31)
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      5 - 14 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
        (32)
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        5 night minimum stay
        • 2 BR,
        • 2 BA,
        • 1 HF BA,
        • Sleeps 6
          (11)
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          5 - 14 night minimum stay
          • 1 BR,
          • 2 BA,
          • Sleeps 4
            (10)
            3 - 7 night minimum stay
            • 2 BR,
            • 2 BA,
            • Sleeps 6
              (32)
              3 - 7 night minimum stay
              • 3 BR,
              • 3 BA,
              • Sleeps 8
                (19)
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                6 - 10 night minimum stay
                • 3 BR,
                • 3 BA,
                • Sleeps 6
                  (6)
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                  4 - 14 night minimum stay
                  • 1 BR,
                  • 1 BA,
                  • Sleeps 4
                    (20)
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                    5 - 14 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 7
                      1 Review
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                      6 - 10 night minimum stay
                      • 3 BR,
                      • 3 BA,
                      • 1 HF BA,
                      • Sleeps 8
                        (13)
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                        6 - 10 night minimum stay
                        • 3 BR,
                        • 3 BA,
                        • 1 HF BA,
                        • Sleeps 6
                          (7)
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                          1 - 14 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 6
                            (4)
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                            3 - 14 night minimum stay
                            • 1 BR,
                            • 2 BA,
                            • Sleeps 5
                              2 Reviews
                              $650 - $1,950
                              per night
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                              6 - 10 night minimum stay
                              • 3 BR,
                              • 3 BA,
                              • 1 HF BA,
                              • Sleeps 6
                                2 Reviews
                                7 - 14 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 5
                                  (37)
                                  5 - 7 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    (16)
                                    $1,595 - $5,000
                                    per night
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                                    5 - 14 night minimum stay
                                    • 3 BR,
                                    • 4 BA,
                                    • Sleeps 6
                                      1 Review
                                      5 - 10 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                        (4)
                                        5 - 10 night minimum stay
                                        • 3 BR,
                                        • 3 BA,
                                        • 1 HF BA,
                                        • Sleeps 6
                                          Book it Now!
                                          6 - 7 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            2 Reviews
                                            Book it Now!
                                            3 - 5 night minimum stay
                                            • 1 BR,
                                            • 2 BA,
                                            • Sleeps 2
                                              (3)
                                              5 night minimum stay
                                              • 4 BR,
                                              • 3 BA,
                                              • Sleeps 8
                                                4 night minimum stay
                                                • 1 BR,
                                                • 2 BA,
                                                • Sleeps 5
                                                  (16)
                                                  5 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                    (16)
                                                    5 night minimum stay
                                                    • 4 BR,
                                                    • 3 BA,
                                                    • Sleeps 6
                                                      2 Reviews
                                                      $35,000
                                                      per week
                                                      Book it Now!
                                                      14 night minimum stay
                                                      • 3 BR,
                                                      • 3 BA,
                                                      • Sleeps 6
                                                        5 - 10 night minimum stay
                                                        • 3 BR,
                                                        • 3 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 6
                                                          5 night minimum stay
                                                          • 2 BR,
                                                          • 1 BA,
                                                          • Sleeps 4
                                                            1 Review
                                                            5 - 12 night minimum stay
                                                            • 4 BR,
                                                            • 5 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 10
                                                              1 Review
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                                                              Recent Wailea Reviews

                                                              PARADISE FOR A WEEK

                                                              5 of 5
                                                              Our party of two adult couples stayed for a week at 2A at the beginning of May, and thoroughly enjoyed this lovely and immaculately-maintained condo. The location allows easy access to two pools, is a short walk to the beach, and parking is close and very convenient. We appreciated the fact that there are two master bedroom suites, and that they are separated so that early risers don’t disturb anyone who wants to sleep in. The kitchen is updated and fully equipped, and it is very pleasant to fix meals while admiring the panoramic view of the ocean out the dining room window. The lanai is wonderful, with a gorgeous view as well as privacy that is provided by the lush plantings around the space. Furniture was very comfortable, there was excellent cross-ventilation which made the air conditioning almost unnecessary, and the bathrooms had been completely renovated. We would highly recommend this condo, and wouldn’t hesitate to stay here again!
                                                              • Submitted: Jun 26, 2014
                                                              • Stayed: May 2014

                                                              EXCEEDED OUR EXPECTATIONS!

                                                              5 of 5
                                                              Fabulous!! This is certainly a wonderful villa that exceeded our expectations....beyond what the photos reflect!! We had an amazing family vacation celebrating our daughter's college graduation. The villa worked great for our family of 5 which includes 3 college-aged students. The villa was extremely clean, well equipped with everything we needed, the staff so very nice and helpful and the grounds just beautiful. The complex is very quiet and we enjoyed sitting on the lanai, relaxing by the pools and the beach. These villas are well located with shops and great restaurants just a few minutes walk away. Helen was very prompt and helpful in answering all of our questions. This villa is certainly one we would like to vacation in again!! Thank you for sharing your home with us.
                                                              • Submitted: Jun 9, 2014
                                                              • Stayed: May 2014

                                                              PROPERTY WAS ABSOLUTELY STUNNING!

                                                              5 of 5
                                                              The pictures of the property online were breathtaking. We thought we knew what we would find when we arrived on site but as we got there the view we beheld were beyond words. It was more than we could have ever expected! This property by far had to be one of the most relaxing, peaceful, beautiful vacation sites we have ever stayed in. The property owner was wonderful! She was great to work with, knowledgeable of the area, and all around amazing. I would HIGHLY recommend this property to any person looking to vacation in Maui with their family! It is a vacation you will never forget. Mahalo!
                                                              • Submitted: May 22, 2014
                                                              • Stayed: May 2014