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
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.
South End
2 out of top 10 points of interest in this area
If you're spending some time in South End, Sea Pines Forest Preserve and Heron Point by Pete Dye at Sea Pines Resort are top sights worth seeing.
Mid Island
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.
South Forest Beach
1 out of top 10 points of interest in this area
If you're spending some time in South Forest Beach, Coligny Beach and Sea Pines Forest Preserve are top sights worth seeing.
North Forest Beach
While visiting North Forest Beach, you might make a stop by sights like Coligny Plaza and Coligny Beach.
Find the Best Hilton Head Island Vacation Packages
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
- Sunset strolls along the shore, the smell of salty breezes — there's nothing like staying by the beach. If you're ready to switch into vacation mode, see what you can find among our Hilton Head Island beach hotels.
- Another popular lodging type is condos. Look up Beach House and Palmetto Dunes Plantation By Hilton Head Accommodations and see which suits your style.
Hilton Head Island Hotel Deals
Sonesta Resort Hilton Head Island
130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
₩337,203
₩436,024 total
Sep 7 - Sep 8
includes taxes & fees
Hilton Beachfront Resort & Spa Hilton Head Island
1 Hotel Circle Hilton Head Island SC
Fully refundableReserve now, pay when you stay
₩292,307
₩378,944 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very Good! (1,592 reviews)
"Starting with the positive, this hotel is in a great location right on the beach. Unfortunately, that’s where the positives end. The hotel is so dated and smells bad. We had to change rooms because the smell of mildew was overwhelming. They have done a cosmetic renovation which looks nice on the ..."
Reviewed on Aug 29, 2026
Holiday Inn Express Hilton Head Island by IHG
10 Tanglewood Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
₩162,614
₩178,876 total
Sep 27 - Sep 28
includes taxes & fees
8.4/10 Very Good! (767 reviews)
"I was charged for parking. Toilet seat to low. Otherwise everything was good."
Reviewed on Aug 30, 2026
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.
Stay near popular Hilton Head Island attractions
Photo by Bill Van Cleave
Coligny Beach
9.2/10 (2,649 reviews)
Coligny Beach Park offers pristine Atlantic shoreline with family-friendly amenities like splash pads and gazebos. Enjoy the soft sand before exploring the adjacent Coligny Plaza's upscale shops and dining.
Coligny Plaza
9.0/10 (1,959 reviews)
Hilton Head Island's original shopping hub since 1955, Coligny Plaza offers over 60 boutiques and eateries steps from the beach. Enjoy local musicians while browsing specialty shops or dining after a day of sun and sand.
Shelter Cove Harbour
9.0/10 (515 reviews)
This Mediterranean-style waterfront community offers boutique shopping and diverse dining along a picturesque harbor. Watch the sunset from a waterfront restaurant or book a fishing charter from the deep-water marina.
Harbour Town Lighthouse
9.0/10 (2,014 reviews)
This candy-striped lighthouse offers panoramic views of Hilton Head Island and houses exhibits on each landing. Climb 114 steps to the observation deck for breathtaking vistas of Calibogue Sound at sunset.
Sea Pines Forest Preserve
8.8/10 (830 reviews)
Explore 605 acres of protected wetlands and forests where ancient oaks shelter a 4,000-year-old Indian Shell Ring. Spot alligators and white-tailed deer while strolling the serene boardwalks of this coastal sanctuary.
Harbour Town Golf Links
8.8/10 (317 reviews)
This iconic Pete Dye course challenges players with narrow fairways and small greens along Calibogue Sound. Experience championship golf beneath the famous red-and-white lighthouse where the PGA Tour's RBC Heritage unfolds.
Palmetto Dunes Club
8.8/10 (521 reviews)
This award-winning Hilton Head resort features three championship golf courses and an 11-mile lagoon system for kayaking. Reserve a beachfront villa and explore the grounds by bicycle for the ultimate coastal getaway.
Singleton Beach
This quiet stretch of Hilton Head coastline offers hard-packed sand perfect for long walks and cycling. Enjoy the warm waters for swimming or visit adjacent Chaplin Community Park for tennis and trails.
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?
- 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.
- 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.
- 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.
- 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.
