Hilton Head Island Vacation Packages

Choose two or more items and save on your trip:

Hilton Head Island Vacation: Coronavirus Information

Most Hilton Head Island hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.

For more information about the impact of COVID-19 on your Hilton Head Island trip, please visit our Coronavirus Information page (opens in new window).

Top Hilton Head Island Flight + Hotel Deals

The Westin Hilton Head Island Resort & Spa
Omni Hilton Head Oceanfront Resort
Courtyard by Marriott Savannah Downtown/Historic District
Ocean Palms Villas at Port Royal Resort
Hilton Head Island Beach & Tennis Resort
Don't see what you're looking for?
See all available trips from Ashburn to Hilton Head Island

2021 Hilton Head Island vacation deals

The Westin Hilton Head Island Resort & Spa
The Bohemian Hotel Savannah Riverfront, Autograph Collection
Omni Hilton Head Oceanfront Resort
The Westin Savannah Harbor Golf Resort & Spa
River Street Inn
Don't see what you're looking for?
See all available trips from Ashburn to Hilton Head Island

Top Hotels in Hilton Head Island

Omni Hilton Head Oceanfront Resort
Omni Hilton Head Oceanfront Resort
4 out of 5
23 Ocean Lane, Hilton Head Island, SC
Free CancellationReserve now, pay when you stay
The price is $143 per night from Nov 22 to Nov 23
4.4/5Excellent! (1,116 reviews)

"Staff great , food prices ridiculous. Hours and services limited, due to Covid. I guess?"…"

Reviewed on Oct 26, 2020

Omni Hilton Head Oceanfront Resort
The Westin Hilton Head Island Resort & Spa
The Westin Hilton Head Island Resort & Spa
4 out of 5
2 Grasslawn Ave, Hilton Head Island, SC
Free CancellationReserve now, pay when you stay
The price is $109 per night from Nov 15 to Nov 16
4.2/5Excellent! (943 reviews)

"Great place to say. I would stay again. We checked out one morning and asked the hotel to keep our luggage until we went sightseeing tour, and they willingly took care of us."…"

Reviewed on Oct 29, 2020

The Westin Hilton Head Island Resort & Spa
Marriott Hilton Head Resort & Spa
Marriott Hilton Head Resort & Spa
4 out of 5
1 Hotel Circle, Hilton Head Island, SC
Free CancellationReserve now, pay when you stay
The price is $109 per night from Nov 8 to Nov 9
4.1/5Very Good! (887 reviews)

"We loved the location of the hotel. A beautiful palm tree lined street with winding sidewalks leads you to the hotel. The beach was like a dream: a large expanse of soft white sand and gleaming sun beaming from the lovely shoreline. My husband and I played tennis on the courts across the street from ..."…"

Reviewed on Oct 20, 2020

Marriott Hilton Head Resort & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top things to do in Hilton Head Island

Hilton Head Island Beach Vacation

There's nothing like a Hilton Head Island vacation to add a little spring in your step. The soothing sound of rolling waves and the smell of clean ocean air will refresh your mind and body. To be close to the town center on your trip to Hilton Head Island, base yourself around Coligny Beach (only 1 mile (2 km) away). If you're planning to stay for a bit, consider booking one of our Hilton Head Island vacation deals. Not only will you be able to save money, you'll also have other incredible beaches around you to explore, like Hilton Head Island Beaches and Folly Field Beach Park.

What are the advantages of a road trip to Hilton Head Island?

There’s nothing quite like a Hilton Head Island road trip. And Expedia makes it easy for you to turn all those road trip ideas into reality. You can find cheap deals on hotels in Hilton Head Island or bundle your hotels with car rentals to save even more. With our Hilton Head Island packages, you’ll find hitting the highway for that road trip adventure is more affordable than ever.  

How to plan a road trip to Hilton Head Island?

Planning a road trip can feel daunting, especially when you’ll be making multiple bookings for your itinerary. But you can find car rentals in Hilton Head Island and low rates on hotels all in one place— Expedia. How you plan your road trip depends on what’s important to you. People love to take road trips to experience the great outdoors, bond with friends or family and see more of the world. When planning, bundle your car rental and hotel into one discounted package to maximize savings on both. Or, leave room for spontaneity, booking what you need when you need it with our last-minute deals.  

What to do on a road trip to Hilton Head Island?

When taking a road trip adventure, it’s best to plan how you want to spend your time on your road trip itinerary. We don’t want you to miss out on any of the best things to do in Hilton Head Island. You can book all the road trip activities on your Hilton Head Island wishlist, and even plan activities along your route as well.  

How to rent a car for a road trip?

For an epic road trip, you'll need the perfect car. Renting a car for a road trip is the best option that doesn’t put miles or strain on your vehicle, and especially when it's also so affordable. Because when you book on Expedia, it doesn't need to be expensive. You can pick up a cheap car rental and head out to one of these incredible vacation rentals in Hilton Head Island. And when you bundle car rentals with hotel stays, you'll save even more on each part of your journey.