Vacation Rentals with Pool in Kiawah Island

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Filtering by: Swimming pool

319 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

    (1) Excellent 

      33

      Duneside 1108

      Coastal South Carolina / Kiawah Island

      Kiawah Island house

      4 8 min stay varies

      • 4 bedrooms
      • sleeps 8
      • min stay varies
      • Swimming pool
      • Child Friendly
      • Air conditioning

      Price per night from

      $455

      Price per night from

      $455

        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

          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

          $526

          Price per night from

          $526

          (5) Very Good 

            23

            Sparrow Pond 1015

            Coastal South Carolina / Kiawah Island

            Kiawah Island house

            3 6 7 nights min

            • 3 bedrooms
            • sleeps 6
            • 7 nights min
            • Swimming pool
            • Child Friendly
            • Air conditioning
            “Great Family Vacation!” Property was everything advertised! Clean, well maintained and great internet service. Enjoyed the privacy and wooded location and convenience to pool, beach, golf courses and biking/hiking trails. Shops and grocery store sh
            …see more

            Price per night from

            $199

            Price per night from

            $199

              39

              NEW LISTING! Multi-level home w/private pool, lanai & enclosed deck-beach nearby

              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

              $288

              Price per night from

              $288

                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

                (1) Excellent 

                  27

                  Sparrow Pond 1081

                  Coastal South Carolina / Kiawah Island

                  Kiawah Island house

                  3 8 min stay varies

                  • 3 bedrooms
                  • sleeps 8
                  • min stay varies
                  • Swimming pool
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $189

                  Price per night from

                  $189

                    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

                    $817

                    Price per night from

                    $817

                    (3) Very Good 

                      45

                      Low Oak Woods 353

                      Coastal South Carolina / Kiawah Island

                      Kiawah Island house

                      4 8 min stay varies

                      • 4 bedrooms
                      • sleeps 8
                      • min stay varies
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning
                      “Great location, nice house.” We had extended family so ages ranges from 1.5 years to 60...and we had an amazing lovely time. Lots of private space for different social conversation, nice grill and the view from every window was lovey! PA visitor
                      …see more

                      Price per night from

                      $469

                      Price per night from

                      $469

                        28

                        6 Ocean Course Drive

                        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

                        $1,268

                        Price per night from

                        $1,268

                        (1) Excellent 

                          29

                          Inlet Cove 32

                          Coastal South Carolina / Kiawah Island

                          Kiawah Island house

                          3 6 min stay varies

                          • 3 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Swimming pool
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $223

                          Price per night from

                          $223

                          (5) Excellent 

                            44

                            Inlet Cove 41

                            Coastal South Carolina / Kiawah Island

                            Kiawah Island house

                            3 6 min stay varies

                            • 3 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $219

                            Price per night from

                            $219

                            (2) Excellent 

                              26

                              Inlet Cove 11

                              Coastal South Carolina / Kiawah Island

                              Kiawah Island house

                              3 6 min stay varies

                              • 3 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Swimming pool
                              • Child Friendly
                              • Air conditioning
                              “great vacation” Unit 11 was wonderful. Another great year at Kiawah. We have stayed in many different units usually preferring units with river view. While this unit did not have the river view, its proximity to the river and dock made it so easy f
                              …see more

                              Price per night from

                              $223

                              Price per night from

                              $223

                              (2) Excellent 

                                33

                                Silvermoss Circle 9

                                Coastal South Carolina / Kiawah Island

                                Kiawah Island house

                                4 10 min stay varies

                                • 4 bedrooms
                                • sleeps 10
                                • min stay varies
                                • Swimming pool
                                • Child Friendly
                                • Air conditioning
                                “Spacious, well-appointed island home, closely situated near beach and pool” We had a fabulous vacation over Labor Day Weekend with three families sharing this beautifully-decorated island home. Tropical Storm Hermine moved through quickly and island l
                                …see more

                                Price per night from

                                $409

                                Price per night from

                                $409

                                  46

                                  NEW LISTING! Dog-friendly home w/shared pool, dock, tennis-near beach

                                  Coastal South Carolina / Kiawah Island

                                  Kiawah Island house

                                  3 6 min stay varies

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

                                  Price per night from

                                  $198

                                  Price per night from

                                  $198

                                    30

                                    Inlet Cove 66

                                    Coastal South Carolina / Kiawah Island

                                    Kiawah Island house

                                    3 6 min stay varies

                                    • 3 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Swimming pool
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $223

                                    Price per night from

                                    $223

                                    (11) Excellent 

                                      18

                                      NIGHT HERON COTTAGE/4111 Summer Duck Way - FULL RESORT PRIVILEGES

                                      Coastal South Carolina / Kiawah Island

                                      Kiawah Island cottage

                                      3 6 min stay varies

                                      • 3 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Swimming pool
                                      • Child Friendly
                                      “Luxurious home away from home - will definitely be back!” We absolutely loved the luxurious accomodations and beautiful decor! It was homey and comfortable and had a well eqipped kitchen - everything one could possibly need. This lovey villa is cent
                                      …see more

                                      Price per night from

                                      $250

                                      Price per night from

                                      $250

                                        32

                                        Sparrow Pond 1042

                                        Coastal South Carolina / Kiawah Island

                                        Kiawah Island house

                                        3 6 min stay varies

                                        • 3 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $240

                                        Price per night from

                                        $240

                                          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

                                            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

                                            (3) Excellent 

                                              24

                                              Sparrow Pond 1031

                                              Coastal South Carolina / Kiawah Island

                                              Kiawah Island house

                                              3 6 min stay varies

                                              • 3 bedrooms
                                              • sleeps 6
                                              • min stay varies
                                              • Swimming pool
                                              • Child Friendly
                                              • Air conditioning
                                              “1032 Sparrow Pond” Nicely decorated, clean, great location to access pool and beach. Short walk to stores. Quiet except for the 5am Whiperwill bird wake up call.
                                              …see more

                                              Price per night from

                                              $199

                                              Price per night from

                                              $199

                                                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

                                                  $204

                                                  Price per night from

                                                  $204

                                                    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

                                                    $504

                                                    Price per night from

                                                    $504

                                                      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

                                                      $874

                                                      Price per night from

                                                      $874

                                                      (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

                                                        (24) Excellent 

                                                          14

                                                          5508 Turtle Cove Villas, Kiawah Island, SC

                                                          Coastal South Carolina / Kiawah Island

                                                          Kiawah Island apartment

                                                          2 4 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Swimming pool
                                                          • Child Friendly
                                                          “Perfect Stay!” Our family had the most wonderful and relaxing vacation in Kiawah. Typically every year we pick a new place to stay, we hit the jackpot on this year's stay. The condo was beautifully decorated and contained all the necessaries that we
                                                          …see more

                                                          Price per night from

                                                          $161

                                                          Price per night from

                                                          $161

                                                          (1) Excellent 

                                                            32

                                                            Atlantic Beach 27

                                                            Coastal South Carolina / Kiawah Island

                                                            Kiawah Island house

                                                            5 10 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 10
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $499

                                                            Price per night from

                                                            $499

                                                            (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

                                                                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

                                                                  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

                                                                  (5) Very Good 

                                                                    27

                                                                    Inlet Cove 23

                                                                    Coastal South Carolina / Kiawah Island

                                                                    Kiawah Island house

                                                                    3 6 3 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 3 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning
                                                                    “Family vacation” Wonderful place to stay!! The price was great and the location was across from the pool which the kids loved. We have stayed in inlet cove many times but will definitely try to get the particular Vila again. We enjoyed the extra livin
                                                                    …see more

                                                                    Price per night from

                                                                    $223

                                                                    Price per night from

                                                                    $223

                                                                      43

                                                                      Upscale house w/private pool, lagoon views- near beach & tennis

                                                                      Coastal South Carolina / Kiawah Island

                                                                      Kiawah Island house

                                                                      5 14 min stay varies

                                                                      • 5 bedrooms
                                                                      • sleeps 14
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Car not necessary

                                                                      Price per night from

                                                                      $403

                                                                      Price per night from

                                                                      $403

                                                                        22

                                                                        340 Low Oak Woods Drive

                                                                        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

                                                                        $790

                                                                        Price per night from

                                                                        $790

                                                                          46

                                                                          NEW LISTING! Luxurious villa w/screened porch, shared pool & views, near beach

                                                                          Coastal South Carolina / Kiawah Island

                                                                          Kiawah Island house

                                                                          4 13 min stay varies

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

                                                                          Price per night from

                                                                          $435

                                                                          Price per night from

                                                                          $435

                                                                          (1) Very Good 

                                                                            27

                                                                            Duneside 1107

                                                                            Coastal South Carolina / Kiawah Island

                                                                            Kiawah Island house

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $349

                                                                            Price per night from

                                                                            $349

                                                                              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

                                                                              $2,593

                                                                              Price per night from

                                                                              $2,593