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Hilton Head Vacation Packages

path to beach from house
Hilton Head Vacation Packages
Want to book a vacation to Hilton Head? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Hilton Head vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Hilton Head on TripAdvisor by comparing Hilton Head hotel and flight prices. Travelers like you have written 27,421 reviews and posted 8,309 candid photos for Hilton Head hotels. Book your Hilton Head vacation today!
Or build your own Hilton Head vacation package
Inn & Club at Harbour Town - Sea Pines Resort
#1 Hotel in Hilton Head
Inn & Club at Harbour Town - Sea Pines Resort
Just coming home from a stay at this hotel with our two teenage kids. We thoroughly enjoyed the inn. The service was great which always makes me happy. The staff would do anything...
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Disney's Hilton Head Island Resort
#2 Hotel in Hilton Head
Disney's Hilton Head Island Resort
Loved Disney's HHI Resort! I expected the resort to meet Disney's awesome standard and it did!!! The resort is not like a typical Disney World resort but the cleanliness...
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Marriott's Grande Ocean
#3 Hotel in Hilton Head
Marriott's Grande Ocean
We stayed at this property during memorial day week and had a blast. Everyone enjoyed it, from my parents to my toddlers. The rooms are great, plenty of space for everyone. The...
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Cheap Flights to Hilton Head
All Washington to Hilton Head (WAS-HHH) fares found by travelers in the past 72 hours*
Aug
$254 round trip
Sep
$277 round trip
Oct
$389 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.