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Hilton Head Vacation Packages

Choose two or more items and save on your trip:

Top Hotels in Hilton Head

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 CA $152 per night from Mar 7 to Mar 8
4.2/5Excellent! (957 reviews)

"Lovely location. Very comfortable beds. Attentive staff."…"

Reviewed on Feb. 27, 2021

The Westin Hilton Head Island Resort & Spa
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 CA $198 per night from Mar 7 to Mar 8
4.4/5Excellent! (1,153 reviews)

"Beautiful area! Will definitely return. Do not hesitate to book at this resort. The grounds where this resort are located are beautiful ! I could have spent hours just walking the paths."…"

Reviewed on Feb. 21, 2021

Omni Hilton Head Oceanfront Resort
Sonesta Resort Hilton Head Island
Sonesta Resort Hilton Head Island
4 out of 5
130 Shipyard Drive, Hilton Head Island, SC
Free cancellationReserve now, pay when you stay
The price is CA $164 per night from Mar 7 to Mar 8
4.4/5Excellent! (977 reviews)

"Everything was very nice and the property was kept up very well"…"

Reviewed on Feb. 24, 2021

Sonesta Resort Hilton Head Island
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

Hilton Head Beach Vacation

A Hilton Head vacation makes it a breeze to relax and unwind. Whether you like the idea of lazing by the water or wandering along the shore in search of treasures, a trip to Hilton Head is hard to turn down. If you'd rather be close to the town center, base yourself around Coligny Beach. This popular strip of coastline is only 1 mile (2 km) away. We also offer Hilton Head vacation packages around Hilton Head Island Beaches and Folly Field Beach Park, two other excellent nearby options.

Things You Should Know About Hilton Head

  • Evening strolls along the shore, the smell of salty air — nothing beats staying by the beach. If you're ready to switch into vacation mode, see what you can find among our Hilton Head beach hotels.
  • Private vacation homes are one more popular choice for a stay in Hilton Head. 16 E Garrison Place and Cassina Palms have everything you need to make your beach vacation one to remember.

Frequently asked questions

How much does a Hilton Head vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Hilton Head from just . And the more you bundle, the more dollars you save. Your dream vacation has never been more affordable.
If I'm not able to travel, can I cancel my Hilton Head vacation package?
You can always cancel or change your booking, but whether you’ll be charged a fee depends on what and when you booked. If you’ve booked a Hilton Head vacation package in the last 24 hours, you may be able to change or cancel your itinerary at no cost. For later changes, your airline, hotel or car rental company may charge a fee. Have a look at our Customer Service Portal to find out more.
How do I get a cheap travel package to Hilton Head?
If you’re eager to save as much as C$590, bundle your bookings into a Hilton Head vacation package. Whether you’re searching for flights, hotels, tours or rental cars, you can book everything in one place. You’ll have lots of choice at your fingertips as well. Expedia has more than 400 airlines and 321,000 hotels throughout the world to take your pick of. Fly with who you prefer, stay anywhere you like and save precious money — now that’s the perfect vacation!
What are the top hotels in Hilton Head?
If you’d like to stay in the Sea Pines neighborhood, some top options are The Inn & Club at Harbour Town and Marriott’s Monarch at Sea Pines. Shipyard Plantation is another well-known Hilton Head area. We recommend Sonesta Resort Hilton Head Island or Coral Reef Resort if you prefer this end of town.
When is the best time of year to visit Hilton Head?
July, June, August is considered to be the peak season in Hilton Head, while January, November, December is usually quieter. If you’re hunting for a terrific deal on your Hilton Head vacation, consider the month of January. It’s also worth keeping in mind that July is typically the priciest time of year to visit.
How far in advance should I book my Hilton Head vacation?
Savvy travelers book early. Air carriers typically release flight tickets nearly 12 months ahead of departure, and this is a perfect opportunity to land some of the cheapest prices. Boss just told you to take some vacation time next month? That’s fine too — Expedia are never short of fantastic deals to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Hilton Head travel package include?
You can choose from a combination of flights, hotels and rental cars. Once you’ve made your booking, you can also add on tours and experiences. Want to pick your airfare class? That’s easy to do too. The choice is yours when it comes to organizing your perfect Hilton Head escape.
What should I know before booking a Hilton Head travel package?
When you book your hotels, flights and car rentals together, you’ll enjoy incredible discounts. Whether you’re planning a beach break in a villa or want to stay in a comfortable hotel in the city, Expedia can make it happen for less.
Does Expedia offer Book Now, Pay Later Hilton Head vacation packages?
If you’d prefer to spread the cost of your flight and hotel over multiple payments, Expedia is here to help. Paying the total amount for your journey upfront isn’t always the best way to pay for your getaway, so we’ve partnered with online lender Affirm to give you financial freedom. Book Now, Pay Later and reduce the worry of saving to travel.
Can I choose my airline with a Hilton Head Expedia vacation package?
Yes, and with more than 550 airlines to choose from all over the world, you have loads of choice. Take a look at the available options and see which airline best fits your needs and budget.