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Winter Extended Stays

Winter Extended Stays Starting At $94 Per Night!

Stay a little longer this winter to enjoy and explore Hilton Head Island.  Whether you need to escape to the south or need a new scenary for remote work, visit Hilton Head 

Island and see what visitors have come to love about our community over the years, voting it Top Island in Condé Nast Traveler's Readers Choice Awards 2021, Travel +

Leisure's #1 Top Island in The Continental U.S, and Tripadvisor's 2021 Best of the Best Awards for Trending Destination in the U.S.

Hilton Head Accommodations Winter Extended Stay Program:

  • Extended Stay Rate available for stays with a minimum of 21 nights in January or February 2022.
  • Two or Three- Bedroom villas and townhomes available in great locations such as Shipyard or Sea Pines
  • Spacious accommodations, fully equipped kitchens, free wireless internet, beautiful backdrops and sceneries of the island's natural surroundings, lagoon or water views, golf views, and more!
  • 50% deposit required at time of booking.  Balance due 30 days prior to arrival.
  • Cancellations made outside of 30 days of arrival will result in a $250 cancellation fee.  No refunds for cancellation within 30 days of arrival.
  • To book or get a quote, contact our team at vacations@hiltonheadusa.com or call 843-842-6556 Extension 11100.

Available Extended Stay Villas and Townhomes:

Spinnaker Two-Bedroom Townhome in Shipyard •  3D Virtual Walkthrough

Southwind II Two-Bedroom Double Master Villa in Shipyard 3D Virtual Walkthough

Plantation Club Two-Bedroom Villa in Sea Pines • 3D Virtual Walkthrough

Night Heron Two-Bedroom Plus Loft Standalone Home • 3D Virtual Walkthrough

Port Villa Three-Bedroom Villa in Sea Pines 3D Virtual Walkthrough

Racquet Club Three-Bedroom Villa in Sea Pines • 3D Virtual Walkthrough

*Availability and Rates Subject To Change. Some restrictions may apply.  Above links are samples and may not be the exact unit # available.