Hilton Head Island Holidays

Book a Hotel + Flight or Car together to unlock savings

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

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

Top hotels in 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 6.196.967 ₫ per night from 8 Jul to 9 Jul
6.196.967 ₫
8.003.795 ₫ total
8 Jul - 9 Jul
includes taxes & fees
8.4/10 Very Good! (1,309 reviews)
"This was our first time staying in a hotel in HHI and not a condo. We enjoyed it so much. The pool was so nice, and the beautiful view of the ocean from the lobby was wonderful."

Reviewed on 1 Jul 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 6.872.453 ₫ per night from 8 Jul to 9 Jul
6.872.453 ₫
8.618.526 ₫ total
8 Jul - 9 Jul
includes taxes & fees
8.8/10 Excellent! (661 reviews)
"Nice hotel, conveniently located to Coligny Plaza with shops and dining. Some rooms are upgraded at this time while others are not. Staff is incredibly kind."

Reviewed on 1 Jul 2025

Beach House Resort Hilton Head
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 7.813.169 ₫ per night from 6 Jul to 7 Jul
7.813.169 ₫
9.830.482 ₫ total
6 Jul - 7 Jul
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"This was the 2nd time that I stayed here and it was awesome."

Reviewed on 1 Jul 2025

Sonesta Resort Hilton Head Island
See all 10,367 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.

Frequently asked questions

How much does a Hilton Head Island holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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 holiday package, consider planning a trip in December, January and February. You're likely to find lower rates on flights and accommodation during these months --- ideal for budget-conscious travellers.
How many days is enough for Hilton Head Island?
Hilton Head Island holidays come in all shapes and sizes, but to get a true feel for this destination, we'd suggest 3 days is about right. In this timeframe, you can fit in major attractions like Driessen Beach Park and Bradley Beach as well as lesser-known gems. Don't forget to explore cool areas such as South Forest Beach and Folly Field either. If you're clever with your time, you can even allow for a day trip outside of Hilton Head Island too.
Is it worth booking a holiday package to Hilton Head Island?
Hilton Head Island has everything you need for a wonderful trip. Begin your Hilton Head Island holiday on a high note by visiting top attractions like Coligny Beach.
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 holiday as a package?
Expedia holiday 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 personalised Hilton Head Island holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 travelling 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 favourite 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 customised Hilton Head Island holiday package.

Popular places to visit

Coligny Beach

Coligny Beach

4/5(2 reviews)

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

Coligny Beach
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 through the beautiful beaches and seaside in this family-friendly area.

Shelter Cove Harbour
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 through the beautiful beaches and seaside in this family-friendly area.

Sea Pines Forest Preserve