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
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Sea Pines

2 out of top 10 points of interest in this area
4.5/5(27 area reviews)

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

Find hotels in Sea Pines

Find the Best Hilton Head Island Vacation Packages

Hilton Head Island Hotel Deals

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is AED 559 per night from Sep 15 to Sep 16
AED 559
AED 788 total
15 Sep - 16 Sep
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
"Everything was wonderful. Beautiful rooms. Hotel lobby gorgeous. Love the sea glass shoppe and outdoor dining. Workout room is small and drinks at outdoor bar were slow."

Reviewed on 16 August 2025

Sonesta Resort Hilton Head Island
Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

4.5 out of 5
1 Hotel Circle, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is AED 590 per night from Sep 1 to Sep 2
AED 590
AED 790 total
1 Sep - 2 Sep
includes taxes & fees
8.4/10 Very Good! (1,301 reviews)
"Okay the bed and pillows are not comfortable bathroom was dirty room is a little outdated. Staff is phenomenal !!!! I come here for the beach my son loves it food was good the outside pools are great"

Reviewed on 17 August 2025

Hilton Beachfront Resort & Spa Hilton Head Island
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 522 per night from Sep 1 to Sep 2
AED 522
AED 709 total
1 Sep - 2 Sep
includes taxes & fees
8.6/10 Excellent! (788 reviews)
"Loved the live entertainment! Great location, with just steps to the beach, dining or relaxing day at the pool."

Reviewed on 16 August 2025

Beach House Resort Hilton Head
See all 10,359 properties in 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.

Discover the most popular places to visit in Hilton Head Island

Coligny Beach

Coligny Beach

If a restful vacation is part of your travel plans, Coligny Beach might be the perfect place to seek out during your trip to Hilton Head Island. Wander the seaside and forest while you're in the area.

Coligny Beach
Sea Pines Forest Preserve

Sea Pines Forest Preserve

Explore the lovely green spaces of Sea Pines Forest Preserve and enjoy the golf courses in Hilton Head Island. Wander the beautiful beaches and seaside in this family-friendly area.

Sea Pines Forest Preserve
Shelter Cove Harbour

Shelter Cove Harbour

Explore the waterfront of Shelter Cove Harbour and enjoy other activities such as golfing in Hilton Head Island. Wander the beautiful beaches and seaside in this family-friendly area.

Shelter Cove Harbour

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.