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
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Kaupulehu: Luxury Vacation Rentals (26)

  • 1 - 26 of 26
    • 2 BR
    • 2 BA
    • Sleeps 4
    3
      • 3 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 6
      4
        • 3 BR
        • 3 BA
        • Sleeps 6
        3
          • 3 BR
          • 3 BA
          • Sleeps 6
          1 Review
            NEW!
            • 3 BR
            • 3 BA
            • Sleeps 6
              NEW!
              • 3 BR
              • 3 BA
              • Sleeps 6
                NEW!
                • 3 BR
                • 3 BA
                • Sleeps 8
                  NEW!
                  • 3 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 8
                  8
                    NEW!
                    • 3 BR
                    • 3 BA
                    • Sleeps 8
                    3
                      • 3 BR
                      • 3 BA
                      • Sleeps 8
                        • 1 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 4
                        11
                          • 2 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 6
                            • 1 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 4
                            11
                              • 6 BR
                              • 6 BA
                              • Sleeps 12
                              1 Review
                                • 2 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 6
                                11
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  2 Reviews
                                    • 4 BR
                                    • 4 BA
                                    • Sleeps 10
                                    7
                                      • 4 BR
                                      • 4 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      4
                                        • 4 BR
                                        • 4 BA
                                        • 1 HF BA
                                        • Sleeps 10
                                        2 Reviews
                                          • 4 BR
                                          • 4 BA
                                          • 1 HF BA
                                          • Sleeps 8
                                          1 Review
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              10
                                                • 10 BR
                                                • 11 BA
                                                • 3 HF BA
                                                • Sleeps 30
                                                2 Reviews
                                                  • 7 BR
                                                  • 7 BA
                                                  • 3 HF BA
                                                  • Sleeps 14
                                                    • 5 BR
                                                    • 3 BA
                                                    • 1 HF BA
                                                    • Sleeps 11
                                                      • 1 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      22
                                                      • 1 - 26 of 26
                                                       

                                                      Recent Kaupulehu Reviews

                                                      Perfect house for a relaxed Hawaiian getaway

                                                      4 of 5
                                                      We absolutely loved the Surf's Up Hale house. It is situated perfectly to be able to hear the waves and have 180 degree ocean and palm tree views. The two master bedrooms have beds that face the water, so you have a perfect view from the minute you open your eyes!! The house is very well equipped with multiple refrigerators, all kinds of coffee makers, a popcorn popper, and every spice you can think of. The beer on tap was a big hit too! The air conditioning in the living room and kitchen did not work for the first two days which was very frustrating, but the on island property manager worked hard to get it working by midday Monday. The towels and linens were of excellent quality. Most of the beds were comfortable, but one bedroom definitely could use a new mattress. The lanai furniture is very comfortable, and the pool and hot tub were fabulous! We are already making plans to rent this house again!
                                                      • Submitted: Aug 2, 2016
                                                      • Stayed: Apr 2016

                                                      This is the perfect place to come and unwind!

                                                      5 of 5
                                                      If you like falling asleep to the sound of the ocean, an oceanfront lanai, and gorgeous sunsets, this is the place for you. The townhouse has everything you need for a great vacation and is just a short walk to one of the best snorkeling spots on the island.
                                                      • Submitted: Aug 2, 2016
                                                      • Stayed: Jul 2016

                                                      Better than we ever dreamed

                                                      5 of 5
                                                      We loved our vacation. Staying in the condo was better than we had ever expected. It was nice having the extra space. My husband and I had 3 teenage girls with us so having 3 bathrooms was perfect. The place was beautiful, clean and contained everything we needed. We loved shopping at the local grocery store and being able to prepare our meals at the condo. We had a great time. It felt like our home away from home.
                                                      • Submitted: Jun 11, 2016
                                                      • Stayed: Jun 2016