Fall Festivities >>>


Take 25% off these select properties below on weekly stays. {Now through November 16, 2019}
Hilton Head Island welcomes Fall with warm beach days, food and wine festivals, and beautiful day trips to nearby Savannah, Bluffton, Charleston and Beaufort. With shorter minimum stays and lower rates for the shoulder season, there isnt a better time to explore the South Carolina Lowcountry. Book your fall vacation today and check out all the fun!

Check out all of the upcoming Island events here: Fall Festivities! >>>

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Hilton Head Island, SC
  • 7 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: 630 Queens Grant
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Hilton Head Island, SC
  • 5 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: 2203 Island Club
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Hilton Head Island, SC
  • 20 Guests
  • 6 Bedrooms
  • 5.5 Bathrooms
  • Code: 3 Laurel Lane
  • Pets Allowed
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Hilton Head Island, SC
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: 508 Ocean Walk
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Hilton Head Island, SC
  • 8 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: 4207 Windsor Ct N
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Hilton Head Island, SC
  • 12 Guests
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Code: 216 Cordillo Parkway
  • Pets Allowed
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Hilton Head Island, SC
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: 249 Seaside Villa
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Hilton Head Island, SC
  • 8 Guests
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Code: 28 Shell Ring Road
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Hilton Head Island, SC
  • 5 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: 6103 Hampton Place
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Hilton Head Island, SC
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: 683 Mariner`s Way
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: 1 Duckhawk Road
  • Pets Allowed
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Hilton Head Island, SC
  • 7 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: 4401 Island Club
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Hilton Head Island, SC
  • 12 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: 15 Deer Run Lane
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Hilton Head Island, SC
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: 509 North Shore Place
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Code: 18 Woodbine Place
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Hilton Head Island, SC
  • 14 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • Code: 1 Gadwall
  • Pets Allowed
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Hilton Head Island, SC
  • 12 Guests
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Code: 4 Driftwood Lane
  • Pets Allowed
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Hilton Head Island, SC
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: 416 Barrington Court
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Hilton Head Island, SC
  • 16 Guests
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Code: 2 Black Duck
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Hilton Head Island, SC
  • 8 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: 8 Windjammer Court
  • Pets Allowed
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Hilton Head Island, SC
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: 1839 Beachside Tennis
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Hilton Head Island, SC
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: 608 Barrington Park
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: 2 Ruddy Turnstone
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Hilton Head Island, SC
  • 16 Guests
  • 7 Bedrooms
  • 6.5 Bathrooms
  • Code: 1 Strath
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Hilton Head Island, SC
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: 1812 Bluff Villa
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