Hilton Head Island Vacations

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Where to stay in Hilton Head Island

Find the best Hilton Head Island areas and neighborhoods for the activities you enjoy most. Learn more about Hilton Head Island

Find the Best Hilton Head Island Vacation Packages

Hilton Head Island Hotel Deals

Beach House Resort Hilton Head
Beach House Resort Hilton Head
4 out of 5
1 South Forest Beach Drive, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is AED 861 per night from Apr 9 to Apr 10
AED 861
AED 1,107 total
includes taxes & fees
9 Apr - 10 Apr
8.8/10 Excellent! (527 reviews)
"Rooms need better lighting. Everything else was very good."

Reviewed on 31 March 2025

Beach House Resort 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
Fully refundableReserve now, pay when you stay
The price is AED 1,062 per night from Apr 6 to Apr 7
AED 1,062
AED 1,339 total
includes taxes & fees
6 Apr - 7 Apr
8.4/10 Very Good! (1,001 reviews)
"Front desk Paula was amazing. Room wasn’t ready but she was very accommodating while we waited."

Reviewed on 31 March 2025

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
Fully refundableReserve now, pay when you stay
The price is AED 1,262 per night from May 4 to May 5
AED 1,262
AED 1,561 total
includes taxes & fees
4 May - 5 May
8.8/10 Excellent! (1,001 reviews)
"Our 1-week stay at Omni was very nice. Great amenities. Excellent restaurants. Steps from a stunning beach on one side, and on the other side, just steps to a gorgeous park, river kayaking, bike rental, grocery store, and more."

Reviewed on 3 April 2025

Omni Hilton Head Oceanfront Resort
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.

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.

Discover the most popular places to visit in Hilton Head Island