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Wailea Long Term Vacation Rentals(167)

167 Results
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2 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
    (62)
    Book it Now!
    5 - 7 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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        1 - 7 night minimum stay
        • 3 BR,
        • 3 BA,
        • 1 HF BA,
        • Sleeps 8
          (12)
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          2 night minimum stay
          • 1 BR,
          • 2 BA,
          • Sleeps 4
            (19)
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            2 - 14 night minimum stay
            • 2 BR,
            • 2 BA,
            • Sleeps 5
              (14)
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              5 night minimum stay
              • 2 BR,
              • 2 BA,
              • 1 HF BA,
              • Sleeps 6
                (11)
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                2 - 5 night minimum stay
                • 1 BR,
                • 2 BA,
                • Sleeps 2
                  (17)
                  Book it Now!
                  5 - 14 night minimum stay
                  • 1 BR,
                  • 1 BA,
                  • Sleeps 4
                    (20)
                    Book it Now!
                    1 - 14 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 6
                      (5)
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                      6 - 10 night minimum stay
                      • 3 BR,
                      • 3 BA,
                      • 1 HF BA,
                      • Sleeps 8
                        (13)
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                        3 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 8
                          (4)
                          Book it Now!
                          6 - 10 night minimum stay
                          • 3 BR,
                          • 3 BA,
                          • 1 HF BA,
                          • Sleeps 6
                            (7)
                            Book it Now!
                            3 - 7 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 5
                              (4)
                              7 - 14 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 5
                                (38)
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                                6 - 7 night minimum stay
                                • 1 BR,
                                • 2 BA,
                                • Sleeps 4
                                  (3)
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                                  6 - 7 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    2 Reviews
                                    5 night minimum stay
                                    • 3 BR,
                                    • 3 BA,
                                    • 1 HF BA,
                                    • Sleeps 6
                                      Book it Now!
                                      3 - 5 night minimum stay
                                      • 1 BR,
                                      • 2 BA,
                                      • Sleeps 2
                                        (3)
                                        4 night minimum stay
                                        • 1 BR,
                                        • 2 BA,
                                        • Sleeps 5
                                          (17)
                                          5 night minimum stay
                                          • 4 BR,
                                          • 3 BA,
                                          • Sleeps 8
                                            Book it Now!
                                            1 - 7 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              5 night minimum stay
                                              • 3 BR,
                                              • 3 BA,
                                              • Sleeps 6
                                                2 Reviews
                                                1 - 5 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                  (10)
                                                  3 night minimum stay
                                                  • 1 BR,
                                                  • 2 BA,
                                                  • Sleeps 4
                                                    (13)
                                                    5 - 10 night minimum stay
                                                    • 3 BR,
                                                    • 3 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 6
                                                      5 night minimum stay
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • Sleeps 4
                                                        (13)
                                                        5 night minimum stay
                                                        • 4 BR,
                                                        • 3 BA,
                                                        • Sleeps 8
                                                          5 - 7 night minimum stay
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 6
                                                            5 night minimum stay
                                                            • 3 BR,
                                                            • 3 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 6
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                                                              Recent Wailea Reviews

                                                              Paradise in Wailea

                                                              5 of 5
                                                              My wife and I rented this condo for the week of our wedding in April and everything was above and beyond our expectations. We arrived early, and they arranged for us to get in with an advanced security code. When we entered we were blown away. Everything is done in a very high end Hawaiian theme. To our surprise, upon our entrance there was a bottle of champagne and a bouquet of fresh flowers waiting for us with a lovely card welcoming us to Maui. Everything in the condo was of the highest quality, even high end chefs knife in the kitchen, and a shore in the main suite that's big enough for 2! Even though it is only a one bedroom, the condo was big enough for us to have a BBQ and comfortably have 15-20 guests. We had a few friends and family staying in the same complex and none if their condos was in the same stratosphere as this place. My bride to be and I had everything we needed including beach chairs, beach towels, cooler, and everything else we needed at the beach, which was only a 5 min. Walk away. I will never stay anywhere else on my next trips to Maui.
                                                              • Submitted: Aug 11, 2014
                                                              • Stayed: Apr 2014

                                                              Great Location

                                                              4 of 5
                                                              The condo was excellent. it had everything that we needed for a comfortable stay. All inquiries to owner and property manager were quickly responded and very helpful. I had a little problem with the internet on the first day, but we got it resolved quickly.
                                                              • Submitted: Aug 4, 2014
                                                              • Stayed: Jul 2014

                                                              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