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260 vacation rentals
    23

    4BR Kiawah Luxury with Ocean Views & Heated Pool

    Coastal South Carolina / Kiawah Island

    Kiawah Island house

    4 10 3 nights min

    • 4 bedrooms
    • sleeps 10
    • 3 nights min
    • Beach / lakeside relaxation
    • Nearest beach 0.5 mi
    • Swimming pool

    Price per night from

    $1,141

    Price per night from

    $1,141

      29

      Remodeled home w/ deck, sun porch & in-law suite - dogs OK, 700 yards to beach!

      Coastal South Carolina / Kiawah Island

      Kiawah Island house

      4 9 min stay varies

      • 4 bedrooms
      • sleeps 9
      • min stay varies
      • Child Friendly
      • Car not necessary
      • Air conditioning

      Price per night from

      $299

      Price per night from

      $299

        25

        1357 Fairway Oaks Villa

        Coastal South Carolina / Kiawah Island

        Kiawah Island villa

        3 6 min stay varies

        • 3 bedrooms
        • sleeps 6
        • min stay varies
        • Child Friendly
        • Car not necessary
        • Air conditioning

        Price per night from

        $321

        Price per night from

        $321

          41

          Renovated, dog-friendly home surrounded by golf courses, tennis, & beaches

          Coastal South Carolina / Kiawah Island

          Kiawah Island house

          3 8 min stay varies

          • 3 bedrooms
          • sleeps 8
          • min stay varies
          • Swimming pool
          • Child Friendly
          • Car not necessary

          Price per night from

          $203

          Price per night from

          $203

            26

            Kiawah Island Getaway: Spacious/ Casual Luxury/ Near Beach/Resort Pools Included

            Coastal South Carolina / Kiawah Island

            Kiawah Island house

            4 10 2 nights min

            • 4 bedrooms
            • sleeps 10
            • 2 nights min
            • Child Friendly

            Price per night from

            $315

            Price per night from

            $315

              8

              331 Catbrier Court

              Coastal South Carolina / Kiawah Island

              Kiawah Island house

              4 11 min stay varies

              • 4 bedrooms
              • sleeps 11
              • min stay varies
              • Swimming pool
              • Child Friendly
              • Car not necessary

              Price per night from

              $489

              Price per night from

              $489

                51

                NEW LISTING! Dog-friendly family home close to the beach, tennis courts, & golf

                Coastal South Carolina / Kiawah Island

                Kiawah Island house

                4 10 min stay varies

                • 4 bedrooms
                • sleeps 10
                • min stay varies
                • Child Friendly
                • Car not necessary
                • Air conditioning

                Price per night from

                $276

                Price per night from

                $276

                (1) Very Good 

                  32

                  NEW LISTING! Dog-friendly, waterfront condo w/furnished deck & beach views

                  Coastal South Carolina / Kiawah Island

                  Kiawah Island house

                  3 10 min stay varies

                  • 3 bedrooms
                  • sleeps 10
                  • min stay varies
                  • Child Friendly
                  • Car not necessary
                  • Air conditioning

                  Price per night from

                  $477

                  Price per night from

                  $477

                    29

                    NEW LISTING! Lakefront home on golf course w/deck & lagoon view - walk to beach

                    Coastal South Carolina / Kiawah Island

                    Kiawah Island house

                    3 8 min stay varies

                    • 3 bedrooms
                    • sleeps 8
                    • min stay varies
                    • Child Friendly
                    • Car not necessary

                    Price per night from

                    $289

                    Price per night from

                    $289

                      30

                      Short Walk to 11 Miles of Hard Sand Beach

                      Coastal South Carolina / Kiawah Island

                      Kiawah Island house

                      4 10 3 nights min

                      • 4 bedrooms
                      • sleeps 10
                      • 3 nights min
                      • Beach / lakeside relaxation
                      • Nearest beach 0 mi
                      • Child Friendly

                      Price per night from

                      $716

                      Price per night from

                      $716

                      (1) Excellent 

                        22

                        Fab & Fresh Villa! Walk to Beach, Golf, Sanctuary!

                        Coastal South Carolina / Kiawah Island

                        Kiawah Island villa

                        2 6 min stay varies

                        • 2 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Beach / lakeside relaxation
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $258

                        Responds fast!
                        avg. 23 minutes

                        Price per night from

                        $258

                          34

                          NEW LISTING! Spacious, dog-friendly home w/shared pool - walk to beach & golf

                          Coastal South Carolina / Kiawah Island

                          Kiawah Island house

                          4 10 min stay varies

                          • 4 bedrooms
                          • sleeps 10
                          • min stay varies
                          • Swimming pool
                          • Child Friendly
                          • Car not necessary

                          Price per night from

                          $245

                          Price per night from

                          $245

                          (6) Excellent 

                            28

                            TOTALLY RENOVATED 3 BR 3 BA Villa Near Beach - Lagoon and Golf Views

                            Coastal South Carolina / Kiawah Island

                            Kiawah Island villa

                            3 6 min stay varies

                            • 3 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Nearest beach 0.4 mi
                            • Child Friendly
                            “Great Vacation” Our family had such a nice time at this villa. It has great livable space. It is well-maintained and the owners are thoughtful and responsive. We appreciated all of the information the owners provided about what to do, where to eat,
                            …see more

                            Price per night from

                            $246

                            Price per night from

                            $246

                              24

                              Dog-friendly villa moments from the beach with golf, tennis & more

                              Coastal South Carolina / Kiawah Island

                              Kiawah Island house

                              1 4 min stay varies

                              • 1 bedroom
                              • sleeps 4
                              • min stay varies
                              • Child Friendly
                              • Car not necessary
                              • Air conditioning

                              Price per night from

                              $126

                              Price per night from

                              $126

                                25

                                212 Yellow Throat Lane

                                Coastal South Carolina / Kiawah Island

                                Kiawah Island house

                                6 15 min stay varies

                                • 6 bedrooms
                                • sleeps 15
                                • min stay varies
                                • Swimming pool
                                • Child Friendly
                                • Car not necessary

                                Price per night from

                                $802

                                Price per night from

                                $802

                                (17) Excellent 

                                  39

                                  Spectacular Oceanfront 2 Bedroom Shipwatch Villa

                                  Coastal South Carolina / Kiawah Island

                                  Kiawah Island villa

                                  2 6 min stay varies

                                  • 2 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Child Friendly
                                  • Air conditioning
                                  “Awesome Rental” My husband and I rented this place with our two kids (7 and 4.) It was a perfect trip. There was plenty of room in the condo. We loved having two spacious bedrooms and bathrooms. All the cooking supplies we needed were right there.
                                  …see more

                                  Price per night from

                                  $160

                                  Price per night from

                                  $160

                                  (8) Excellent 

                                    18

                                    Kiawah Windswept 2BD Lake View Townhouse. Rent Direct and Save.

                                    Coastal South Carolina / Kiawah Island

                                    Kiawah Island villa

                                    2 6 min stay varies

                                    • 2 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Child Friendly
                                    • Air conditioning
                                    “Lovely, great location!” We Love this villa, and the owners are great! Stayed here for a long weekend in September for some R&R; and a delayed anniversary celebration. The first thing you'll notice upon entering is the peaceful calm of the lake view a
                                    …see more

                                    Price per night from

                                    $140

                                    Price per night from

                                    $140

                                      24

                                      NEW LISTING! Spacious, waterfront home w/lagoon & golf course views - near beach

                                      Coastal South Carolina / Kiawah Island

                                      Kiawah Island house

                                      5 15 min stay varies

                                      • 5 bedrooms
                                      • sleeps 15
                                      • min stay varies
                                      • Child Friendly
                                      • Car not necessary
                                      • Air conditioning

                                      Price per night from

                                      $540

                                      Price per night from

                                      $540

                                        66

                                        NEW LISTING! Sprawling oceanfront home on the beach

                                        Coastal South Carolina / Kiawah Island

                                        Kiawah Island house

                                        5 10 min stay varies

                                        • 5 bedrooms
                                        • sleeps 10
                                        • min stay varies
                                        • Child Friendly
                                        • Car not necessary
                                        • Air conditioning

                                        Price per night from

                                        $624

                                        Price per night from

                                        $624

                                          24

                                          NEW LISTING! Renovated villa w/ lovely sunroom & golf/tennis- walk to beach

                                          Coastal South Carolina / Kiawah Island

                                          Kiawah Island house

                                          2 4 min stay varies

                                          • 2 bedrooms
                                          • sleeps 4
                                          • min stay varies
                                          • Child Friendly
                                          • Car not necessary
                                          • Air conditioning

                                          Price per night from

                                          $132

                                          Price per night from

                                          $132

                                            48

                                            NEW LISTING! Luxury oceanfront home w/deck space, great views & beach access

                                            Coastal South Carolina / Kiawah Island

                                            Kiawah Island house

                                            4 12 min stay varies

                                            • 4 bedrooms
                                            • sleeps 12
                                            • min stay varies
                                            • Child Friendly
                                            • Car not necessary
                                            • Air conditioning

                                            Price per night from

                                            $875

                                            Price per night from

                                            $875

                                              25

                                              1022 Sparrow Pond Cottage

                                              Coastal South Carolina / Kiawah Island

                                              Kiawah Island cottage

                                              3 6 min stay varies

                                              • 3 bedrooms
                                              • sleeps 6
                                              • min stay varies
                                              • Swimming pool
                                              • Child Friendly
                                              • Car not necessary

                                              Price per night from

                                              $320

                                              Price per night from

                                              $320

                                                25

                                                24B Eugenia Avenue

                                                Coastal South Carolina / Kiawah Island

                                                Kiawah Island house

                                                6 16 min stay varies

                                                • 6 bedrooms
                                                • sleeps 16
                                                • min stay varies
                                                • Swimming pool
                                                • Child Friendly
                                                • Car not necessary

                                                Price per night from

                                                $1,558

                                                Price per night from

                                                $1,558

                                                  26

                                                  56 Fletcher Hall

                                                  Coastal South Carolina / Kiawah Island

                                                  Kiawah Island house

                                                  5 13 min stay varies

                                                  • 5 bedrooms
                                                  • sleeps 13
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Car not necessary

                                                  Price per night from

                                                  $1,042

                                                  Price per night from

                                                  $1,042

                                                    47

                                                    Waterfront cottage w/ shared pool, river view, and beach access

                                                    Coastal South Carolina / Kiawah Island

                                                    Kiawah Island house

                                                    3 6 7 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 7 nights min
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Car not necessary

                                                    Price per night from

                                                    $195

                                                    Price per night from

                                                    $195

                                                      39

                                                      NEW LISTING! Expansive family home w/private pool, game room, gourmet kitchen

                                                      Coastal South Carolina / Kiawah Island

                                                      Kiawah Island house

                                                      5 12 min stay varies

                                                      • 5 bedrooms
                                                      • sleeps 12
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Car not necessary

                                                      Price per night from

                                                      $594

                                                      Price per night from

                                                      $594

                                                        24

                                                        254 Governors Drive

                                                        Coastal South Carolina / Kiawah Island

                                                        Kiawah Island house

                                                        3 6 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Child Friendly
                                                        • Car not necessary
                                                        • Air conditioning

                                                        Price per night from

                                                        $278

                                                        Price per night from

                                                        $278

                                                          24

                                                          1409 Courtside Villa

                                                          Coastal South Carolina / Kiawah Island

                                                          Kiawah Island villa

                                                          1 4 min stay varies

                                                          • 1 bedroom
                                                          • sleeps 4
                                                          • min stay varies
                                                          • Child Friendly
                                                          • Car not necessary
                                                          • Air conditioning

                                                          Price per night from

                                                          $220

                                                          Price per night from

                                                          $220

                                                            44

                                                            NEW LISTING! Renovated house w/gourmet kitchen, screened porch & golf views

                                                            Coastal South Carolina / Kiawah Island

                                                            Kiawah Island house

                                                            6 14 min stay varies

                                                            • 6 bedrooms
                                                            • sleeps 14
                                                            • min stay varies
                                                            • Child Friendly
                                                            • Car not necessary
                                                            • Air conditioning

                                                            Price per night from

                                                            $433

                                                            Price per night from

                                                            $433

                                                            (1) Excellent 

                                                              14

                                                              Sparrow Pond Cottage-Family/Couple w/pet/pool/wifi/Great location/Discount rate

                                                              Coastal South Carolina / Kiawah Island

                                                              Kiawah Island house

                                                              3 8 7 nights min

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • 7 nights min
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $294

                                                              Price per night from

                                                              $294

                                                                43

                                                                NEW LISTING! Luxurious, custom home w/ private pool & screened-in porch

                                                                Coastal South Carolina / Kiawah Island

                                                                Kiawah Island house

                                                                5 10 7 nights min

                                                                • 5 bedrooms
                                                                • sleeps 10
                                                                • 7 nights min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Car not necessary

                                                                Price per night from

                                                                $506

                                                                Price per night from

                                                                $506

                                                                (6) Excellent 

                                                                  60

                                                                  Great Riverviews, Recent Renovated, Heated Pool, Kids Water Parks

                                                                  Coastal South Carolina / Kiawah Island

                                                                  Kiawah Island house

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 0.4 mi
                                                                  • Swimming pool
                                                                  “Idyllic, Peaceful and Rejuvenating !!!” Many thanks to the Lockwood Family for providing a wonderful retreat for our family. You can't help but unwind as you bike around the scenic trails,float in the water, spend your nights on their patio playing ca
                                                                  …see more

                                                                  Price per night from

                                                                  $205

                                                                  Price per night from

                                                                  $205

                                                                    28

                                                                    44 Surfsong Road

                                                                    Coastal South Carolina / Kiawah Island

                                                                    Kiawah Island house

                                                                    7 15 min stay varies

                                                                    • 7 bedrooms
                                                                    • sleeps 15
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Car not necessary

                                                                    Price per night from

                                                                    $2,379

                                                                    Price per night from

                                                                    $2,379

                                                                      35

                                                                      286 Masters Court

                                                                      Coastal South Carolina / Kiawah Island

                                                                      Kiawah Island house

                                                                      5 12 min stay varies

                                                                      • 5 bedrooms
                                                                      • sleeps 12
                                                                      • min stay varies
                                                                      • Child Friendly
                                                                      • Car not necessary
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $652

                                                                      Price per night from

                                                                      $652

                                                                        24

                                                                        165 Surfsong Road

                                                                        Coastal South Carolina / Kiawah Island

                                                                        Kiawah Island house

                                                                        4 15 min stay varies

                                                                        • 4 bedrooms
                                                                        • sleeps 15
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Car not necessary

                                                                        Price per night from

                                                                        $804

                                                                        Price per night from

                                                                        $804

                                                                          24

                                                                          1016 Sparrow Pond Cottage

                                                                          Coastal South Carolina / Kiawah Island

                                                                          Kiawah Island cottage

                                                                          3 6 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Car not necessary

                                                                          Price per night from

                                                                          $288

                                                                          Price per night from

                                                                          $288

                                                                          (1) Very Good 

                                                                            26

                                                                            NEW LISTING! Peaceful seaside retreat -close to golf courses, the beach, & more!

                                                                            Coastal South Carolina / Kiawah Island

                                                                            Kiawah Island house

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Child Friendly
                                                                            • Car not necessary
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $260

                                                                            Price per night from

                                                                            $260

                                                                              52

                                                                              NEW LISTING! Dog-friendly home w/family-friendly atmosphere-steps to beach

                                                                              Coastal South Carolina / Kiawah Island

                                                                              Kiawah Island house

                                                                              6 16 min stay varies

                                                                              • 6 bedrooms
                                                                              • sleeps 16
                                                                              • min stay varies
                                                                              • Child Friendly
                                                                              • Car not necessary
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $355

                                                                              Price per night from

                                                                              $355