Hilton Head Rentals with Pools

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Filtering by: Swimming pool

1,547 beach rentals in Hilton Head with pools

(29) Excellent 

    21

    Ocean Villa on Hilton Head Island, SC

    Coastal South Carolina / Hilton Head

    Hilton Head apartment

    1 4 4 nights min

    • 1 bedroom
    • sleeps 4
    • 4 nights min
    • Beach / lakeside relaxation
    • Nearest beach 0 mi
    • Swimming pool
    “Great Accommodations and Location!” This was a wonderful vacation rental for our little family. The condo was perfectly decorated, very clean, and a quick walk to the beach. Irene (owner) was quick to answer all of our questions. I can't say enough

    Price per night from

    $150

    Responds fast!
    avg. 9 minutes

    Price per night from

    $150

    (17) Excellent 

      24

      2 bed/2 bath Hilton Head Resort Ocean Villa

      Coastal South Carolina / Hilton Head

      Hilton Head apartment

      2 4 5 nights min

      • 2 bedrooms
      • sleeps 4
      • 5 nights min
      • Beach / lakeside relaxation
      • Nearest beach 0 mi
      • Swimming pool

      Price per night from

      $200

      Responds fast!
      avg. 9 minutes

      Price per night from

      $200

      (11) Excellent 

        32

        Ocean One 402 - Beachside 4th Floor Condo

        Coastal South Carolina / Hilton Head

        Hilton Head apartment

        4 9 min stay varies

        • 4 bedrooms
        • sleeps 9
        • min stay varies
        • Swimming pool
        • Ask about children
        • Air conditioning
        “Second Time Around” This was our 2nd stay at Ocean One 402. I am sorry to say this year the condo was the total opposite of last year in regards to cleanliness. We vacuumed as soon as we arrived and the furniture was thick with dust in every room. The

        Price per night from

        $278

        Responds fast!
        avg. 3 minutes

        Price per night from

        $278

        (11) Excellent 

          25

          Beachwalk 122 - Beautiful 1st Floor Flat

          Coastal South Carolina / Hilton Head

          Hilton Head apartment

          2 6 min stay varies

          • 2 bedrooms
          • sleeps 6
          • min stay varies
          • Swimming pool
          • Ask about children
          • Air conditioning
          “Positive experience” Love the place - been here twice before and will likely try to get the same place next year. One thought though is that the sofa furniture is becoming a little uncomfortable with upholstery and pillows becoming mis-shapen. We felt

          Price per night from

          $130

          Responds fast!
          avg. 3 minutes

          Price per night from

          $130

          (12) Very Good 

            30

            June Summer Special - 3BR/2BA - Beach Access - Wi-Fi - Pool/Tennis

            Coastal South Carolina / Hilton Head

            Hilton Head apartment

            3 9 3 nights min

            • 3 bedrooms
            • sleeps 9
            • 3 nights min
            • Beach / lakeside relaxation
            • Nearest beach 0.1 mi
            • Swimming pool
            “Great Condo, clean and neat.” We are close to the beach. There's plenty to do on the island, even though the weather is a little cold this week. We've had a great time shopping and sight-seeing.

            Price per night from

            $125

            Responds fast!
            avg. 1 hour 7 minutes

            Price per night from

            $125

            (23) Excellent 

              21

              Spacious 3 bedroom Villa Walking Distance to Beach

              Coastal South Carolina / Hilton Head

              Hilton Head villa

              3 8 3 nights min

              • 3 bedrooms
              • sleeps 8
              • 3 nights min
              • Beach / lakeside relaxation
              • Nearest beach 0.2 mi
              • Swimming pool
              “Absolutely wonderful” Beautiful location, super close to the beach. Everything was so nice and very clean when we arrived! Would absolutely stay here again!

              Price per night from

              $180

              Responds fast!
              avg. 1 hour 26 minutes

              Price per night from

              $180

              (6) Excellent 

                21

                Queens Grant 597

                Coastal South Carolina / Hilton Head

                Hilton Head villa

                2 6 min stay varies

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

                Price per night from

                $123

                Price per night from

                $123

                (12) Very Good 

                  20

                  Modern and Freah Hilton Head Condo - Walking Distance to the Beach

                  Coastal South Carolina / Hilton Head

                  Hilton Head apartment

                  2 5 3 nights min

                  • 2 bedrooms
                  • sleeps 5
                  • 3 nights min
                  • Beach / lakeside relaxation
                  • Swimming pool
                  • Child Friendly
                  “Very nice place.” All the amenities that you could ever need at the beach - nice indoor pool, outdoor pool, hot tub, sauna, exercise room and short walk to the beach. We loved Coco's and great food. Lois

                  Price per night from

                  $143

                  Responds fast!
                  avg. 3 hours 56 minutes

                  Price per night from

                  $143

                  (9) Excellent 

                    25

                    Courtside 117 - Forest Beach Townhouse Recently Updated

                    Coastal South Carolina / Hilton Head

                    Hilton Head house

                    2 6 min stay varies

                    • 2 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Swimming pool
                    • Ask about children
                    • Air conditioning
                    “Great family time” I love it very nice :) cant wait to booked my next vacacion.

                    Price per night from

                    $117

                    Responds fast!
                    avg. 3 minutes

                    Price per night from

                    $117

                    (7) Very Good 

                      17

                      Inverness Village 919

                      Coastal South Carolina / Hilton Head

                      Hilton Head villa

                      3 9 min stay varies

                      • 3 bedrooms
                      • sleeps 9
                      • min stay varies
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning
                      “Great size for 2 small families” Beautiful condo- nice rooms - nice view of the lagoon. Great size! Short drive to the beach. Would definitely stay again!

                      Price per night from

                      $151

                      Price per night from

                      $151

                      (48) Very Good 

                        67

                        Hilton Head Resort Villa 2225

                        Coastal South Carolina / Hilton Head

                        Hilton Head villa

                        2 6 min stay varies

                        • 2 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Beach / lakeside relaxation
                        • Nearest beach 0.4 mi
                        • Swimming pool
                        “Perfect location” Honestly everything was great. Shelly was extremely accommodating. We are definitely staying in the same place next year due to a great experience.

                        Price per night from

                        $97

                        Responds fast!
                        avg. 15 minutes

                        Price per night from

                        $97

                        (11) Very Good 

                          25

                          Ocean One 419 -Updated Lovely Oceanfront 4th Floor Condo

                          Coastal South Carolina / Hilton Head

                          Hilton Head apartment

                          3 10 min stay varies

                          • 3 bedrooms
                          • sleeps 10
                          • min stay varies
                          • Swimming pool
                          • Ask about children
                          • Air conditioning
                          “Just what we needed to relax for Labor day” Wonderful place, wonderful beach and pooltime! Seashore Vacations was wonderful to deal with too.

                          Price per night from

                          $283

                          Responds fast!
                          avg. 3 minutes

                          Price per night from

                          $283

                          (3) Excellent 

                            24

                            Ocean Gate 9 - Forest Beach Townhouse

                            Coastal South Carolina / Hilton Head

                            Hilton Head house

                            2 6 min stay varies

                            • 2 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Swimming pool
                            • Ask about children
                            • Air conditioning
                            “Nice stay” Quiet Villa close to beach. Nice pool and tennis court with little use. Villa amenities adequate. Furnishings fair, beds xtra-firm, but did the job. Could use some paint as of 8-11-13. But nothing disappointing. I will stay here again as th

                            Price per night from

                            $112

                            Responds fast!
                            avg. 3 minutes

                            Price per night from

                            $112

                            (8) Very Good 

                              25

                              Ocean One 319 - Oceanfront 3rd Floor Condo

                              Coastal South Carolina / Hilton Head

                              Hilton Head apartment

                              3 7 min stay varies

                              • 3 bedrooms
                              • sleeps 7
                              • min stay varies
                              • Swimming pool
                              • Ask about children
                              • Air conditioning
                              “Great location” Positive but expensive. Many units rented for significantly less for the same week.

                              Price per night from

                              $283

                              Responds fast!
                              avg. 3 minutes

                              Price per night from

                              $283

                              (6) Excellent 

                                26

                                Surf Court 16 - Forest Beach 1st Floor Flat

                                Coastal South Carolina / Hilton Head

                                Hilton Head apartment

                                2 6 min stay varies

                                • 2 bedrooms
                                • sleeps 6
                                • min stay varies
                                • Swimming pool
                                • Ask about children
                                • Air conditioning
                                “I Loved This Condo!” I have stayed at Surf Court a few times. This condo was my favorite by far! Wonderful week at the beach!!

                                Price per night from

                                $120

                                Responds fast!
                                avg. 3 minutes

                                Price per night from

                                $120

                                  25

                                  Newly Furnished, Pool, Dog Friendly Home, 3 Bds, 2 Ba 11 Deer Run

                                  Coastal South Carolina / Hilton Head

                                  Hilton Head house

                                  3 8 min stay varies

                                  • 3 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Swimming pool
                                  • Ask about children
                                  • Air conditioning

                                  Price per night from

                                  $198

                                  Responds fast!
                                  avg. 18 minutes

                                  Price per night from

                                  $198

                                    28

                                    Evian 232

                                    Coastal South Carolina / Hilton Head

                                    Hilton Head villa

                                    2 7 min stay varies

                                    • 2 bedrooms
                                    • sleeps 7
                                    • min stay varies
                                    • Swimming pool
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $126

                                    Price per night from

                                    $126

                                    (6) Very Good 

                                      35

                                      362 Sea Side Villa 1 Bedroom- steps from the beach

                                      Coastal South Carolina / Hilton Head

                                      Hilton Head villa

                                      1 4 min stay varies

                                      • 1 bedroom
                                      • sleeps 4
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0 mi
                                      • Swimming pool
                                      “worth it” Located within easy reach (two miles) of Sea Pines where rest of family was staying and about a half mile from amenities at Coligny Circle on nice stretch of beach. Condo was small, but toward front of complex with good beach view from balc

                                      Price per night from

                                      $172

                                      Responds fast!
                                      avg. 2 hours 56 minutes

                                      Price per night from

                                      $172

                                        22

                                        124 Windward Village - 2 Bedroom Villa -Shipyard Plantation

                                        Coastal South Carolina / Hilton Head

                                        Hilton Head apartment

                                        2 4 min stay varies

                                        • 2 bedrooms
                                        • sleeps 4
                                        • min stay varies
                                        • Swimming pool
                                        • Ask about children
                                        • Air conditioning

                                        Price per night from

                                        $106

                                        Responds fast!
                                        avg. 3 minutes

                                        Price per night from

                                        $106

                                        (4) Excellent 

                                          18

                                          3 BR Nearest to Beach on Lagoon-Golf View-2 Decks

                                          Coastal South Carolina / Hilton Head

                                          Hilton Head villa

                                          3 8 min stay varies

                                          • 3 bedrooms
                                          • sleeps 8
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Swimming pool
                                          • Child Friendly

                                          Price per night from

                                          $264

                                          Responds fast!
                                          avg. 3 hours 3 minutes

                                          Price per night from

                                          $264

                                            27

                                            Courtside 94 - Updated Ground Floor 2 bedroom

                                            Coastal South Carolina / Hilton Head

                                            Hilton Head apartment

                                            2 8 min stay varies

                                            • 2 bedrooms
                                            • sleeps 8
                                            • min stay varies
                                            • Swimming pool
                                            • Ask about children
                                            • Air conditioning

                                            Price per night from

                                            $120

                                            Responds fast!
                                            avg. 3 minutes

                                            Price per night from

                                            $120

                                            (2) Very Good 

                                              30

                                              Ocean One 202 - Beachside 2nd Floor Condo

                                              Coastal South Carolina / Hilton Head

                                              Hilton Head apartment

                                              4 10 min stay varies

                                              • 4 bedrooms
                                              • sleeps 10
                                              • min stay varies
                                              • Swimming pool
                                              • Ask about children
                                              • Air conditioning
                                              “Ocean One 202” Nice unit. Owner just needs to open the wallet a little and get a new TV in the main living room. Can't beat Ocean One's location.

                                              Price per night from

                                              $293

                                              Responds fast!
                                              avg. 3 minutes

                                              Price per night from

                                              $293

                                              (1) Very Good 

                                                20

                                                328 Breakers,Newly Remodeled, Beautiful Oceanfront Beach Villa

                                                Coastal South Carolina / Hilton Head

                                                Hilton Head villa

                                                1 4 min stay varies

                                                • 1 bedroom
                                                • sleeps 4
                                                • min stay varies
                                                • Swimming pool
                                                • Ask about children
                                                • Air conditioning

                                                Price per night from

                                                $103

                                                Responds fast!
                                                avg. 18 minutes

                                                Price per night from

                                                $103

                                                (5) Excellent 

                                                  19

                                                  2BR Beach Escape and Condo at Hilton Head

                                                  Coastal South Carolina / Hilton Head

                                                  Hilton Head condo

                                                  2 6 3 nights min

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • 3 nights min
                                                  • Beach / lakeside relaxation
                                                  • Swimming pool
                                                  • Child Friendly
                                                  “Great weekend getaway at a great price!” The condo is kept very clean and the host provides lots of great amenities. It is also one of the more affordable options available in the area. We enjoyed our stay and will definitely look to stay here again

                                                  Price per night from

                                                  $172

                                                  Responds fast!
                                                  avg. 2 hours 18 minutes

                                                  Price per night from

                                                  $172

                                                  (5) Very Good 

                                                    27

                                                    Shorewood 431 - Oceanview 4th Floor

                                                    Coastal South Carolina / Hilton Head

                                                    Hilton Head apartment

                                                    2 6 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Ask about children
                                                    • Air conditioning
                                                    “Luibrand Stay @ 431 Shorewood” The whole kitchen was renovated which was very nice. However the two bathrooms need renovation badly and the carpet needs to be cleaned. I love Shorewood

                                                    Price per night from

                                                    $184

                                                    Responds fast!
                                                    avg. 3 minutes

                                                    Price per night from

                                                    $184

                                                      38

                                                      Short Walk to the Beach, Pet Friendly Shipyard Villa

                                                      Coastal South Carolina / Hilton Head

                                                      Hilton Head house

                                                      2 8 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Ask about children
                                                      • Air conditioning

                                                      Price per night from

                                                      $125

                                                      Price per night from

                                                      $125

                                                      (16) Excellent 

                                                        28

                                                        Ocean One 315 - Oceanfront 3rd Floor Condo

                                                        Coastal South Carolina / Hilton Head

                                                        Hilton Head apartment

                                                        2 6 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Ask about children
                                                        • Air conditioning
                                                        “Best condo yet.....” We always return to Ocean One due to its location and our wonderful experiences with the property. This unit has been our favorite so far. We will definitely return and hopefully be able to rent this unit again.

                                                        Price per night from

                                                        $223

                                                        Responds fast!
                                                        avg. 3 minutes

                                                        Price per night from

                                                        $223

                                                        (4) Very Good 

                                                          19

                                                          Shipmaster 1902

                                                          Coastal South Carolina / Hilton Head

                                                          Hilton Head villa

                                                          3 6 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Child Friendly
                                                          • Air conditioning
                                                          “Shipmaster 1902” Great condo with all the amenities. Had a fabulous time riding bikes, golfing and walking the beach, can't wait to do it again next year.

                                                          Price per night from

                                                          $155

                                                          Price per night from

                                                          $155

                                                            24

                                                            26 Gunnery, Nicely Updated, Free Bikes,Tennis, Dog Friendly

                                                            Coastal South Carolina / Hilton Head

                                                            Hilton Head house

                                                            3 8 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Ask about children
                                                            • Air conditioning

                                                            Price per night from

                                                            $127

                                                            Responds fast!
                                                            avg. 18 minutes

                                                            Price per night from

                                                            $127

                                                            (14) Excellent 

                                                              12

                                                              2 bedroom 2 1/2 bath beach oriented condo,summer rentals Saturday to Saturday

                                                              Coastal South Carolina / Hilton Head

                                                              Hilton Head apartment

                                                              2 6 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child Friendly
                                                              “A1 vacation condo” Absolutely loved our stay! Great location! Loved the balcony and vacinity to the pool.Had everything you need for a wonderful vacation. All you need is to stock the fridge and you're ready to relax. Ready for another stay at Courtsi

                                                              Price per night from

                                                              $121

                                                              Responds fast!
                                                              avg. 1 hour 46 minutes

                                                              Price per night from

                                                              $121

                                                                18

                                                                Large Hilton Head SC Beach Condo

                                                                Coastal South Carolina / Hilton Head

                                                                Hilton Head condo

                                                                2 6 min stay varies

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

                                                                Price per night from

                                                                $143

                                                                Price per night from

                                                                $143

                                                                (8) Excellent 

                                                                Certificate of Excellence

                                                                  27

                                                                  Hilton Head Island North Shore Place 2 Bdrm 2 Bath Villa #201

                                                                  Coastal South Carolina / Hilton Head

                                                                  Hilton Head condo

                                                                  2 5 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 5
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning
                                                                  “Perfect Location” Super close to beach, restaurants & shopping. Very clean - no complaints! Would definitely stay again.

                                                                  Certificate of Excellence

                                                                  Price per night from

                                                                  $113

                                                                  Responds fast!
                                                                  avg. 35 minutes

                                                                  Price per night from

                                                                  $113

                                                                  (6) Excellent 

                                                                    55

                                                                    309 Ocean Dunes Villa Ocean Front Beach Views

                                                                    Coastal South Carolina / Hilton Head

                                                                    Hilton Head condo

                                                                    2 6 3 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • 3 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 0 mi
                                                                    • Swimming pool

                                                                    Price per night from

                                                                    $229

                                                                    Responds fast!
                                                                    avg. 3 hours 29 minutes

                                                                    Price per night from

                                                                    $229

                                                                    (31) Excellent 

                                                                    Certificate of Excellence

                                                                      19

                                                                      3 Quincy, Private Pool, Sleeps 6

                                                                      Coastal South Carolina / Hilton Head

                                                                      Hilton Head house

                                                                      3 6 4 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 4 nights min
                                                                      • Nearest beach 2 mi
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      “One of the best” Great house, well appointed. The pool was clean & included setting areas with umbrellas. We have rented several houses in both the US and Europe, this is one of the best

                                                                      Certificate of Excellence

                                                                      Price per night from

                                                                      $373

                                                                      Responds fast!
                                                                      avg. 2 hours 0 minutes

                                                                      Price per night from

                                                                      $373

                                                                        24

                                                                        Xanadu Villa, Short Walk to the Beach

                                                                        Coastal South Carolina / Hilton Head

                                                                        Hilton Head apartment

                                                                        2 6 min stay varies

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Ask about children
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $120

                                                                        Price per night from

                                                                        $120

                                                                        (1) Excellent 

                                                                          52

                                                                          BR/NEW HOUSE, ELEVATOR, POOL, KIDS ROOM, HOME THEATER, WALK TO BEACH, SLEEPS 20

                                                                          Coastal South Carolina / Hilton Head

                                                                          Hilton Head house

                                                                          6 20 min stay varies

                                                                          • 6 bedrooms
                                                                          • sleeps 20
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $344

                                                                          Responds fast!
                                                                          avg. 3 hours 12 minutes

                                                                          Price per night from

                                                                          $344

                                                                          (6) Average 

                                                                            19

                                                                            Very Affordable Ocean View,50 Yards To The Beach!

                                                                            Coastal South Carolina / Hilton Head

                                                                            Hilton Head apartment

                                                                            1 6 7 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 6
                                                                            • 7 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Swimming pool
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $113

                                                                            Price per night from

                                                                            $113

                                                                            (1) Excellent 

                                                                              23

                                                                              462 Plantation Club End Unit, Golf Views, Close to Beach, Pet Friendly

                                                                              Coastal South Carolina / Hilton Head

                                                                              Hilton Head villa

                                                                              2 6 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Ask about children
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $85

                                                                              Responds fast!
                                                                              avg. 18 minutes

                                                                              Price per night from

                                                                              $85