check navigate-up navigate-left navigate-right expand
Book with Confidence Guarantee™
Comprehensive payment protection
Customer service available 24/7
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Welcome to the new VacationRentals.com! Use the new filters and search options to find your next vacation rental.

Hawaii Kai Vacation Rentals (77)

  • 1 - 50 of 77
    • 4 BR
    • 3 BA
    • Sleeps 12
    40

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.

      • 2 BR
      • 2 BA
      • Sleeps 6
      34

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        • 5 BR
        • 3 BA
        • 1 HF BA
        • Sleeps 12
        40

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          • Studio
          • 1 BA
          • Sleeps 6
          19

          Confirmation within 24 hours

          Your booking request will be confirmed or denied within 24 hours.

            $338
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 5
            27

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.

              $621
              avg/night
              • 4 BR
              • 3 BA
              • Sleeps 8
              14

              Confirmation within 24 hours

              Your booking request will be confirmed or denied within 24 hours.

                • 6 BR
                • 3 BA
                • 1 HF BA
                • Sleeps 14
                7

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.

                  • 3 BR
                  • 2 BA
                  • Sleeps 8

                  Confirmation within 24 hours

                  Your booking request will be confirmed or denied within 24 hours.

                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    24

                    Confirmation within 24 hours

                    Your booking request will be confirmed or denied within 24 hours.

                      • 5 BR
                      • 4 BA
                      • Sleeps 10
                      2 Reviews

                      Confirmation within 24 hours

                      Your booking request will be confirmed or denied within 24 hours.

                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        9

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.

                          • 6 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 12
                          28

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.

                            • 4 BR
                            • 4 BA
                            • Sleeps 12
                            21

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.

                              • 7 BR
                              • 6 BA
                              • Sleeps 16
                              5

                              Confirmation within 24 hours

                              Your booking request will be confirmed or denied within 24 hours.

                                • 4 BR
                                • 4 BA
                                • 1 HF BA
                                • Sleeps 8
                                13

                                Confirmation within 24 hours

                                Your booking request will be confirmed or denied within 24 hours.

                                Special Offer! Rent SEPTEMBER 15 -30, 2016 (15 nights) for just $7,990.+Tax July 1 - December 31
                                  • 5 BR
                                  • 5 BA
                                  • 2 HF BA
                                  • Sleeps 22
                                  13

                                  Confirmation within 24 hours

                                  Your booking request will be confirmed or denied within 24 hours.

                                    $1,225
                                    avg/night
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 11
                                    3

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.

                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 10
                                      1 Review

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.

                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6

                                        Confirmation within 24 hours

                                        Your booking request will be confirmed or denied within 24 hours.

                                          • 5 BR
                                          • 4 BA
                                          • 2 HF BA
                                          • Sleeps 14
                                          1 Review

                                          Confirmation within 24 hours

                                          Your booking request will be confirmed or denied within 24 hours.

                                            • 5 BR
                                            • 5 BA
                                            • 1 HF BA
                                            • Sleeps 13
                                            12
                                              • 3 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 16
                                              23
                                                • 4 BR
                                                • 3 BA
                                                • 1 HF BA
                                                • Sleeps 10
                                                11
                                                  • 6 BR
                                                  • 5 BA
                                                  • 1 HF BA
                                                  • Sleeps 14
                                                  1 Review
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 10
                                                    4
                                                      • 5 BR
                                                      • 3 BA
                                                      • Sleeps 10
                                                      14
                                                        • 7 BR
                                                        • 5 BA
                                                        • Sleeps 16
                                                        13

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 10
                                                          14

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.

                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 10
                                                            11

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.

                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              6

                                                              Confirmation within 24 hours

                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                15
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 2
                                                                  28

                                                                  Confirmation within 24 hours

                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    15

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6

                                                                      Confirmation within 24 hours

                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        14

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 5
                                                                          19

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            48

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                              • 5 BR
                                                                              • 3 BA
                                                                              • Sleeps 10

                                                                              Confirmation within 24 hours

                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                $199
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 5
                                                                                20

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  6

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    26

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                      • 4 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      8

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        13

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          59

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                                            • 6 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 16
                                                                                            30

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              • 5 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 8
                                                                                              4

                                                                                              Confirmation within 24 hours

                                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                1 Review

                                                                                                Confirmation within 24 hours

                                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                                  $214
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  12

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    • Studio
                                                                                                    • 1 BA
                                                                                                    • Sleeps 2

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      • 3 BR
                                                                                                      • 3 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 8
                                                                                                      13

                                                                                                      Confirmation within 24 hours

                                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                                      • 1 - 50 of 77