Hilton Head Island Trips (flight + hotel)

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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

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

Hilton Head Island Beach Vacation

A Hilton Head Island vacation makes it a breeze to unwind. Whether you like the idea of sitting around by the water's edge or strolling along the shore hunting for pretty seashells, a trip to Hilton Head Island is hard to turn down. If you'd rather be close to the city center, find a hotel close to Coligny Beach. This popular strip of coastline is just 3 kilometers away. We also have Hilton Head Island packages within easy reach of Driessen Beach Park and Bradley Beach, two other excellent nearby options.

Things You Should Know About Hilton Head Island

Top hotels in Hilton Head Island

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 P17,196 per night from Jul 23 to Jul 24
P17,196
P21,582 total
Jul 23 - Jul 24
includes taxes & fees
8.4/10 Very Good! (1,017 reviews)
"I’ve been here 2 prior times and it was amazing , this time it was still good just wish I would have known they were renovating and the food wasn’t that great"

Reviewed on Jul 6, 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 P13,366 per night from Aug 3 to Aug 4
P13,366
P17,264 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (1,313 reviews)
Vacay Stay
"Room was dirty and air conditioning couldn’t keep room cool"

Reviewed on Jul 5, 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
The price is P14,316 per night from Jul 13 to Jul 14
P14,316
P18,025 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (675 reviews)
"as someone who visited hilton head for the first time, i booked this hotel with little to no information about the island and was so happy that i did! great hotel that is in a great location! walkable to so many cute shops! will definitely recommend!"

Reviewed on Jul 7, 2025

Beach House Resort Hilton Head
See all 10,391 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.

What to do in Hilton Head Island

Hilton Head Island: Scenic Helicopter Tour

Hilton Head Island: Scenic Helicopter Tour

P2,401
per adult
100% of travellers recommend
Hilton Head Island: Scenic Helicopter Tour
Hilton Head Island: Round-Trip Daufuskie Island Ferry

Hilton Head Island: Round-Trip Daufuskie Island Ferry

P2,388
per adult
80% of travellers recommend
Hilton Head Island: Round-Trip Daufuskie Island Ferry
Hilton Head Island Dolphin Boat Cruise

Hilton Head Island Dolphin Boat Cruise

P2,255
per adult
92% of travellers recommend
Hilton Head Island Dolphin Boat Cruise
See all activities in Hilton Head Island

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 many days is enough for Hilton Head Island?
Hilton Head Island vacations 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 vacation package to Hilton Head Island?
Hilton Head Island has everything you need for a wonderful trip. Begin your Hilton Head Island vacation 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 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.

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