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Kaʻūpūlehu: Condos, Houses & More (300+)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    • 2 BR
    • 2 BA
    • Sleeps 4
    Villa #843913vb
    4
    Viewed 16 times in the last 48 hours
      Excellent! 4.7/5
      (60 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 4
      Condo #229222vb
      60
      Viewed 5 times in the last 48 hours
        • 3 BR
        • 3 BA
        • Sleeps 6
        Villa #852210vb
        2 Reviews
        Viewed 5 times in the last 48 hours
          Wonderful! 4.9/5
          (39 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 4
          Villa #322032vb
          39
          Viewed 16 times in the last 48 hours
            • 2 BR
            • 2 BA
            • Sleeps 4
            Villa #334970vb
            20
              Exceptional! 5.0/5
              (13 reviews)
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 6
              Villa #161480
              13
              Viewed 18 times in the last 48 hours
                Wonderful! 4.8/5
                (12 reviews)
                avg/night
                • 3 BR
                • 3 BA
                • Sleeps 6
                Villa #483447vb
                12
                Viewed 7 times in the last 48 hours
                  • 3 BR
                  • 3 BA
                  • Sleeps 6
                  Villa #852209vb
                  3
                  Viewed 5 times in the last 48 hours
                    • 3 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 6
                    Villa #845723vb
                    4
                      • 3 BR
                      • 3 BA
                      • 1 HF BA
                      • Sleeps 8
                      Villa #129487vb
                      4
                      Viewed 28 times in the last 48 hours
                        Exceptional! 5.0/5
                        (10 reviews)
                        avg/night
                        • 5 BR
                        • 5 BA
                        • 2 HF BA
                        • Sleeps 10
                        Estate #451053vb
                        10
                        Viewed 12 times in the last 48 hours
                          • 3 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 8
                          Condo #262876vb
                          9
                            Excellent! 4.7/5
                            (18 reviews)
                            avg/night
                            • 4 BR
                            • 5 BA
                            • 1 HF BA
                            • Sleeps 10
                            House #89627vb
                            18
                            Viewed 10 times in the last 48 hours
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              Condo #240383
                              35
                                Excellent! 4.5/5
                                (24 reviews)
                                avg/night
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                House #3637134
                                24
                                Viewed 6 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (6 reviews)
                                  avg/night
                                  • 4 BR
                                  • 3 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  Townhome #739364vb
                                  6
                                  Viewed 13 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (10 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    Townhome #770244vb
                                    10
                                    Viewed 15 times in the last 48 hours
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 8
                                      Condo #4244134
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        Condo #897321vb
                                        Viewed 7 times in the last 48 hours
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          Condo #963417vb
                                          2 Reviews
                                          Viewed 14 times in the last 48 hours
                                            Excellent! 4.6/5
                                            (26 reviews)
                                            $98
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Condo #93895vb
                                            26
                                            Viewed 24 times in the last 48 hours
                                              Excellent! 4.5/5
                                              (50 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Condo #142844vb
                                              50
                                              Viewed 19 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (82 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Condo #384685
                                                82
                                                Viewed 10 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (30 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 5
                                                  Condo #371518vb
                                                  30
                                                  Viewed 14 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (31 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 5
                                                    Condo #438468vb
                                                    31
                                                    Viewed 15 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (33 reviews)
                                                      $71
                                                      avg/night
                                                      • Studio
                                                      • 1 BA
                                                      • Sleeps 2
                                                      Studio #3767864
                                                      33
                                                      Viewed 11 times in the last 48 hours
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Condo #770725vb
                                                        9
                                                          $99
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          House #848673vb
                                                          3
                                                          Viewed 13 times in the last 48 hours
                                                            • 7 BR
                                                            • 4 BA
                                                            • 1 HF BA
                                                            • Sleeps 16
                                                            Estate #915753vb
                                                            1 Review
                                                            Viewed 12 times in the last 48 hours
                                                              • 5 BR
                                                              • 5 BA
                                                              • 1 HF BA
                                                              • Sleeps 10
                                                              Estate #391859vb
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                Condo #553523vb
                                                                Viewed 7 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (8 reviews)
                                                                  avg/night
                                                                  • 5 BR
                                                                  • 5 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  House #684954vb
                                                                  8
                                                                  Viewed 5 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    House #596200vb
                                                                      • 4 BR
                                                                      • 4 BA
                                                                      • Sleeps 8
                                                                      House #348237vb
                                                                        Wonderful! 4.8/5
                                                                        (29 reviews)
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Condo #441602vb
                                                                        29
                                                                        Viewed 18 times in the last 48 hours
                                                                          Excellent! 4.7/5
                                                                          (20 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Condo #720687vb
                                                                          20
                                                                          Viewed 13 times in the last 48 hours
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Condo #916820vb
                                                                            1 Review
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              Condo #892021vb
                                                                              2 Reviews
                                                                              Viewed 15 times in the last 48 hours
                                                                                Exceptional! 5.0/5
                                                                                (8 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 3 BA
                                                                                • Sleeps 8
                                                                                Townhome #405685vb
                                                                                8
                                                                                Viewed 5 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 6
                                                                                  Villa #562405vb
                                                                                  3
                                                                                    Exceptional! 5.0/5
                                                                                    (7 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    Townhome #161623
                                                                                    7
                                                                                      • 5 BR
                                                                                      • 5 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 10
                                                                                      House #963002vb
                                                                                      Viewed 6 times in the last 48 hours
                                                                                        Excellent! 4.6/5
                                                                                        (7 reviews)
                                                                                        $79
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Condo #285338vb
                                                                                        7
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 6
                                                                                          Villa #435655vb
                                                                                          Viewed 10 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (6 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Villa #38336vb
                                                                                            6
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Condo #7099138
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Condo #4348065
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Condo #206822vb
                                                                                                  12
                                                                                                    Wonderful! 4.9/5
                                                                                                    (39 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 6
                                                                                                    Condo #244706vb
                                                                                                    39
                                                                                                    Viewed 22 times in the last 48 hours
                                                                                                      Excellent! 4.7/5
                                                                                                      (50 reviews)
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2
                                                                                                      House #280051vb
                                                                                                      50
                                                                                                      Viewed 38 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Kaʻūpūlehu Reviews

                                                                                                      Stunning serenity at Hualalai

                                                                                                      5 of 5
                                                                                                      As 2 couples, this place was spacious and comfortable with 1 bedroom upstairs and 1 bedroom downstairs with its own sitting room. We enjoyed breakfasts out on the lovely balcony and cooking a few meals in the well-equipped kitchen. The days we spent at the resort were perfection, especially the lap pool, gym, and spa.The use of golf cart was convenient and fun. And sometimes it was a nice walk down to the resort. I think our only complaint would be having to pay the resort fee for the days we didn't use the resort.
                                                                                                      • Submitted: Nov 23, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Great home away from home.

                                                                                                      4 of 5
                                                                                                      Loved sitting on the lanai with the ocean view to eat breakfast. Kids loved catching geckos, their favorite part. Nice breeze, kept house cool at night so we could leave windows open and listen to birds and frogs. Very quiet neighborhood. Supplied with everything you could need to help make your stay easier. Owners quickly responded if we had a question. Would love making it "home" again.
                                                                                                      • Submitted: Nov 21, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Very nice accommodations!

                                                                                                      5 of 5
                                                                                                      This Condo had everything our family needed and more to enjoy our vacation in Hawaii. The cute lil beach right across the road was a major benefit for our lil one to enjoy! Steve has truly been awesome to connect with. Thanks for providing such great accommodations for our use!
                                                                                                      • Submitted: Nov 10, 2016
                                                                                                      • Stayed: Oct 2016