Up to 40% OFF | May

Why wait to plan your next vacation, when you can get away to Hilton Head Island today?! We've just reduced rates on many of our homes and villas for May vacations. Browse below to view our discounted homes.

Or, if you don't have time to search and would like help finding the perfect property, let us do the hard work for you with our digital conceige. Submit your preferred criteria to our team and we'll take care of the rest.

Looking for a deal later this summer? We're also offering up to 20% off homes and villas for June and July>

Please note that pricing already reflects the 40% discount

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Hilton Head Island, SC
  • 16 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • Code: 1 Gadwall
  • Pets Allowed
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Hilton Head Island, SC
  • 16 Guests
  • 6 Bedrooms
  • 6 Bathrooms
  • Code: 20 Sandhill Crane
  • Pets Allowed
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: 4 Audubon Pond
  • Pets Allowed
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Hilton Head Island, SC
  • 12 Guests
  • 5 Bedrooms
  • 4 Bathrooms
  • Code: 4 Ginger Beer
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: 5 Battery Road
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: 5 Long Boat
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: 6 Wood Ibis
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Hilton Head Island, SC
  • 12 Guests
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Code: 4 Pyxie Lane
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Hilton Head Island, SC
  • 12 Guests
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Code: 3 Pyxie Lane
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Code: 5 High Rigger
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Hilton Head Island, SC
  • 14 Guests
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Code: 35 Heritage Road
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Code: 26 Sea Lane
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Code: 6 Ketch
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Hilton Head Island, SC
  • 12 Guests
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Code: 218 Cordillo Parkway
  • Pets Allowed
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: 13 St Andrews Place
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Hilton Head Island, SC
  • 20 Guests
  • 6 Bedrooms
  • 6 Bathrooms
  • Code: 29 Sandpiper
  • Pets Allowed
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Hilton Head Island, SC
  • 21 Guests
  • 6 Bedrooms
  • 6.5 Bathrooms
  • Code: 5 Urchin Manor
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: 16 Heath
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Hilton Head Island, SC
  • 11 Guests
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Code: 10 Cartgate
  • Pets Allowed
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Hilton Head Island, SC
  • 12 Guests
  • 6 Bedrooms
  • 4 Bathrooms
  • Code: 8 Wood Ibis
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Hilton Head Island, SC
  • 12 Guests
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Code: 24 Rum Row
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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
  • 16 Guests
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Code: 2 Black Duck
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Hilton Head Island, SC
  • 10 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • Code: 66 Dune Lane
  • Pets Allowed
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Hilton Head Island, SC
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: 1 Duckhawk Road
  • Pets Allowed
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