Hilton Head Island Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to SAR 390 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Hilton Head Island

2 out of top 10 points of interest in this area

While visiting Sea Pines, you might make a stop by sights like Atlantic Dunes by Davis Love III and Harbour Town Golf Links.

3 out of top 10 points of interest in this area

If you're spending some time in South End, Sea Pines Forest Preserve and Coligny Plaza are top sights worth seeing.

5 out of top 10 points of interest in this area

While visiting Mid Island, you might make a stop by sights like Shelter Cove Harbour and Singleton Beach.

If you're spending some time in South Forest Beach, Sea Pines Forest Preserve and Coligny Beach are top sights worth seeing.

While visiting North Forest Beach, you might make a stop by sights like Coligny Plaza and Coligny Beach.

Frequently Asked Questions

How much does a Hilton Head Island vacation package cost?

Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Hilton Head Island costs! Our packages make travel planning easier and save you more.

What are the cheapest months to go to Hilton Head Island?

If you're looking to snag a cheap Hilton Head Island vacation package, consider planning a trip in December, January and February. You're likely to find lower rates on flights and accommodations during these months — ideal for budget-conscious travelers.

How to find the best Hilton Head Island package deals?

Bagging a cheap Hilton Head Island package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Hilton Head Island package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.

Is it cheaper to book a Hilton Head Island vacation as a package?

Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Hilton Head Island vacation by choosing your favorite airline, accommodation type and car class.

When to book a vacation package to Hilton Head Island?

If you've got your Hilton Head Island travel dates confirmed, book as soon as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for traveling on a whim.

How to plan a trip to Hilton Head Island?

  1. Choose your travel dates: What you plan to do in Hilton Head Island and your favorite season can help you decide when to get away.
  2. Set your budget: Consider costs such as food, flights and transportation when calculating how much to save for your trip to Hilton Head Island. Then, select a property that matches your budget, whether that's a low-cost stay or a more upscale retreat.
  3. Decide your trip length: Think about how long you want to spend exploring Hilton Head Island. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized Hilton Head Island vacation package.

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.