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  1. $263 to $495/night

    4203 Windsor Ct N

    1 BedroomBathroomsSleeps 2
    7 nights minstay
    Pool Hot Tub
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  3. $348 to $611/night

    304 Ocean One

    3 BedroomsBathroomsSleeps 10
    4 nights minstay
    Pool Hot Tub
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  5. $383 to $686/night

    410 Captains Walk

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
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  7. $1,068 to $2,225/night

    1A Sea Lane

    6 BedroomsBathroomsSleeps 19
    4 nights minstay
    Pool Hot Tub
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  9. $279 to $530/night

    3426 Villamare

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
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  11. $348 to $716/night

    3506 Windsor Court South

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
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  13. $279 to $483/night

    2515 Villamare

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
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  15. $279 to $483/night

    5401 Hampton Place

    1 BedroomBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
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  17. $1,615 to $2,614/night

    20 Sandpiper

    7 BedroomsBathroomsSleeps 23
    4 nights minstay
    Pool Hot Tub
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  19. $279 to $483/night

    2518 Villamare

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
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  21. $659 to $1,192/night

    5508 Hampton Place

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
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  23. $144 to $370/night

    Resort Condo | Balcony | Walk or Shuttle to Beach

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $348 to $630/night

    3529 Villamare

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
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  27. $279 to $483/night

    2514 Villamare

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
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  29. $1,016 to $2,088/night

    23 Pelican

    6 BedroomsBathroomsSleeps 21
    4 nights minstay
    Pool Hot Tub
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  31. $330 to $525/night

    201 Windsor Place

    2 BedroomsBathroomsSleeps 7
    4 nights minstay
    Pool Hot Tub
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  33. $224 to $323/night

    7813 Centre Court

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool
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  35. $770 to $1,621/night

    1B Sea Lane

    5 BedroomsBathroomsSleeps 19
    4 nights minstay
    Pool Hot Tub
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  37. $348 to $725/night

    3402 Windsor Court South

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
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  39. $445 to $992/night

    7 Strath

    4 BedroomsBathroomsSleeps 14
    4 nights minstay
    Pool
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  41. $1,016 to $2,088/night

    87 Singleton Beach

    6 BedroomsBathroomsSleeps 16
    4 nights minstay
    Pool Hot Tub
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  43. $279 to $483/night

    1509 Villamare

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
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  45. $4,024 to $4,265/night

    8 Dinghy

    7 BedroomsBathroomsSleeps 16
    4 nights minstay
    Pool
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  47. $239 to $446/night

    Golfmaster | Fairway-View Patio | Pool & Tennis

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  49. $125 to $403/night

    Stone’s Throw Villas | Pool | 5-Minutes to Beach

    2 Bedrooms1.5  BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  51. $113 to $282/night

    Exceptional Vacation Home in Hilton Head

    2 Bedrooms2.5 BathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  53. $310 to $646/night

    503 Shorewood

    2 BedroomsBathroomsSleeps 7
    4 nights minstay
    Pool Hot Tub
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  55. $236 to $417/night

    206 N Shore Pl

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
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  57. $279 to $482/night

    196 Beachwalk

    3 BedroomsBathroomsSleeps 10
    4 nights minstay
    Pool
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  59. $348 to $647/night

    479 Captains Walk

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool
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  61. $391 to $591/night

    442 Captains Walk Villas

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool
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  63. $729 to $1,673/night

    48 Dune Lane

    5 BedroomsBathroomsSleeps 12
    4 nights minstay
    Pool Hot Tub
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  65. $726 to $1,526/night

    167 Mooring Buoy

    5 BedroomsBathroomsSleeps 14
    4 nights minstay
    Pool
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  67. $228 to $372/night

    Beautifully Updated Retreat w/ Direct Ocean Views

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  69. $277 to $561/night

    Dreamy Villa | Lagoon-View Deck, Walk to Beach!

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
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  71. $164 to $323/night

    Hilton Head Resort | 3 Pools | Boardwalk to Beach

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  73. $116 to $291/night

    Chic Resort Escape | Pools, Tennis & Beach Access

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  75. $161 to $412/night

    Beachwalk at Shipyard | Pool, Golf & Tennis Center

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  77. $152 to $387/night

    Dual-Suite Condo | Deck, Grill, Pools & Tennis

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  79. $144 to $341/night

    Mid-Island Retreat | Pools, Tennis, Walk to Beach!

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  81. $326 to $605/night

    Exceptional Vacation Home in Hilton Head

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations