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  • Showing 1-50 of 78
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    • 1 BR
    • 1 BA
    • Sleeps 3
    Cottage #25005vb
    29
      • 2 BR
      • 2 BA
      • Sleeps 4
      Cottage #960522
      15
        • 1 BR
        • 1 BA
        • Sleeps 4
        Cottage #92086vb
        38
          • 2 BR
          • 2 BA
          • Sleeps 4
          Cottage #900966
          13
            • 2 BR
            • 1 BA
            • Sleeps 5
            Cottage #166795
            23
              Exceptional! 5.0/5
              (47 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 4
              Cottage #3617930
              47
                Exceptional! 5.0/5
                (34 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 3
                Cottage #601288vb
                34
                  Wonderful! 4.9/5
                  (78 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  Cottage #906127
                  78
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    Cottage #466578vb
                    3
                      • 2 BR
                      • 1 BA
                      • Sleeps 5
                      Cottage #108478vb
                      7
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                        Cottage #474203vb
                        33
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          Cottage #204592
                          37
                            • 1 BR
                            • 1 BA
                            • Sleeps 3
                            Cottage #575359vb
                            53
                              • 1 BR
                              • 1 BA
                              • Sleeps 3
                              Cottage #467480vb
                              27
                                Wonderful! 4.8/5
                                (25 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 3
                                Cottage #185455vb
                                25
                                  Wonderful! 4.8/5
                                  (17 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Cottage #641113vb
                                  17
                                    Exceptional! 5.0/5
                                    (20 reviews)
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 3
                                    Cottage #574118vb
                                    20
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 2
                                      Cottage #235776vb
                                      28
                                        • Studio
                                        • 1 BA
                                        • Sleeps 2
                                        Cottage #680026vb
                                        2
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          Cottage #466449vb
                                          43
                                            Wonderful! 4.9/5
                                            (8 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Cottage #725928vb
                                            8
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 3
                                              Cottage #738809vb
                                              19
                                                Wonderful! 4.9/5
                                                (25 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 2
                                                Cottage #190508
                                                25
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Cottage #881739vb
                                                  4
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 5
                                                    Cottage #2048vb
                                                    55
                                                      • 1 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      Cottage #589462vb
                                                      12
                                                        Wonderful! 4.9/5
                                                        (29 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 2
                                                        Cottage #600333vb
                                                        29
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 12
                                                          Cottage #3834184
                                                          7
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 2
                                                            Cottage #433702vb
                                                            23
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Cottage #794725vb
                                                              4
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Cottage #833246vb
                                                                2
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Cottage #453924vb
                                                                  47
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Cottage #285899
                                                                    91
                                                                      Wonderful! 4.8/5
                                                                      (8 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      Cottage #4068453
                                                                      8
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        Cottage #455123vb
                                                                        11
                                                                          • 1 BR
                                                                          • 2 BA
                                                                          • Sleeps 7
                                                                          Cottage #3959454
                                                                          1
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 2
                                                                            Cottage #975308
                                                                            21
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              Cottage #38090vb
                                                                              17
                                                                                Wonderful! 4.9/5
                                                                                (9 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                Cottage #678361vb
                                                                                9
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  Cottage #4151813
                                                                                  0
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Cottage #758750vb
                                                                                    1
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 8
                                                                                      Cottage #892806vb
                                                                                      4
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        Cottage #315874
                                                                                        100
                                                                                          • Studio
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Cottage #988317vb
                                                                                          0
                                                                                            • 1 BR
                                                                                            • Sleeps 4
                                                                                            Cottage #850049vb
                                                                                            0
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Cottage #149762
                                                                                              25
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Cottage #492672vb
                                                                                                10
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Cottage #569651vb
                                                                                                  13
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Cottage #438215vb
                                                                                                    9
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Cottage #967978vb
                                                                                                      0
                                                                                                      • 1 - 50 of 78

                                                                                                      Wailea: Cottage Rentals (78)

                                                                                                       

                                                                                                      Recent Wailea Reviews

                                                                                                      Comfortable, clean, friendly

                                                                                                      5 of 5
                                                                                                      We enjoyed our visit. Sarah and Dan were very friendly and helpful. The cottage was clean, comfortable and well stocked with towels, pans, beach gear etc. Location is perfect. We will happily come back here in the future. Highly recommended.
                                                                                                      • Submitted: Jan 17, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Spectacular Stay at Auntie Kali's Cottage

                                                                                                      5 of 5
                                                                                                      Absolutely gorgeous! We have travelled to Maui numerous times and this is by far the nicest property we have ever stayed in. My family and I spent 11 days in tropical paradise at this beautifully decorated, impeccably landscaped, home away from home. From the moment we walked in...to the moment we left, we were so impressed with this lovely cottage, all of its high end contents and of course the view and location. The very private yard has lush landscaping with an amazing view of the ocean, Molokini and country side. We absolutely loved everything about this cottage, the pool, hot tub, outdoor shower, bbq, Tiki bar and especially the owners adorable Boston Terriers - Willie K, Georgia & Olivia. Carrie and Jim go all out to make sure your stay is perfect...right down to the chocolates on your pillow! The reviews and photos couldn't be more accurate and are really as beautiful as they depict. I would be remiss, if I did not mention the best part of this property...its owners. Carrie, Jim, Gene and Jean are the most warm and welcoming folks you'll ever meet. We loved sharing our ranching and rodeo life with y'all, especially Grandma Jean! Thank you for making our Christmas so special and becoming our Maui friends! Can't wait to see you in December 2018 Tammy and Guy Shapka
                                                                                                      • Submitted: Jan 8, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Stunning views , incredible place

                                                                                                      5 of 5
                                                                                                      Art and Lynnette truly make Hale Sweet Hale a home away from home . They are so knowledgeable and make availabile so many extras from beach towels and chairs to mosquito repellent! Such an engaging couple and enchanting place!
                                                                                                      • Submitted: Jan 2, 2017
                                                                                                      • Stayed: Dec 2016