Winter Timeshare Rentals in Hilton Head Island
Winter getaways are always popular, making now the perfect time to secure exclusive timeshare deals for your seasonal escape! Whether you're dreaming of a snowy mountain retreat or a warm-weather getaway, these timeshare rentals offer the perfect setting to make your winter vacation unforgettable.
New Availability
The Village at Palmetto Dunes
Hilton Head Island, South Carolina
Starting at
$115/night
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina
Starting at
$95/night
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina
Starting at
$75/night
New Availability
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina
Starting at
$85/night
New Availability
Bluewater Resort & Marina
Hilton Head Island, South Carolina
Starting at
$130/night
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina
Starting at
$349/night
New Availability
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina
Starting at
$120/night
New Availability
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina
Starting at
$80/night
