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Hilton Head Hotel + Air Packages

path to beach from house
Build your own Hilton Head vacation package
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 18,333 reviews and posted 3,882 candid photos for Hilton Head hotels. Book your Hilton Head vacation today!
Inn at Harbour Town - Sea Pines Resort
#1 Hotel in Hilton Head
Inn at Harbour Town - Sea Pines Resort
This was the first visit to Hilton Head for my wife and I. We did our research and picked the Inn at Harbour Town based on the glowing reviews of other travelers. Arriving on...
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Sonesta Resort Hilton Head Island
#2 Hotel in Hilton Head
Sonesta Resort Hilton Head Island
We stayed at this resort for a week with 3 kids (10,6,1). We took the large corner room so the room was extremely comfortable and spacious even after adding a crib, a rollaway bed...
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Marriott's Grande Ocean
#3 Hotel in Hilton Head
Marriott's Grande Ocean
As stated, great place to relax or as my 7yr old daughter was saying "chillax". You are a 2 minute walk to the beach. Plenty of spaces around the pool to lay out. They have...
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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*
Sep
$251 round trip
Oct
$251 round trip
Nov
$251 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.