Hilton Head Island Holidays
Book a Hotel + Flight or Car together to unlock savings
Where to stay in Hilton Head Island
Sea Pines
Sea Pines is a premier gated resort on Hilton Head Island with direct beach access. This luxury retreat offers world-class golf at Harbour Town Golf Links and Atlantic Dunes. The iconic red-and-white lighthouse stands proudly at Harbour Town Marina. Lush landscapes and Spanish moss create a quintessential Lowcountry atmosphere. The 5,200-acre community features the pristine Sea Pines Forest Preserve with walking trails through wetlands. Cobblestone paths wind through upscale shopping areas and waterfront dining spots. Travellers appreciate the extensive network of bike paths connecting beaches, golf courses, and marinas.
Harbour Town
Harbour Town welcomes visitors with its iconic red-and-white lighthouse standing tall over the marina's luxury yachts. Cobblestone walkways wind past upscale boutiques and waterfront restaurants that serve fresh seafood. The championship golf course stretches along Calibogue Sound, offering stunning views for players and spectators alike. This resort destination captures the essence of refined coastal living with its New England-style architecture. Children love the Gregg Russell Playground while adults appreciate the sophisticated shopping and dining options. Hilton Head Island's premier area blends nautical charm with luxury amenities for an unforgettable holiday experience.
North Forest Beach
North Forest Beach offers a sun-soaked stretch of Hilton Head Island's finest oceanfront living. Steps from the Atlantic, this coastal gem balances resort amenities with residential calm. Beach paths wind through maritime forests to golden sands where families gather for perfect beach days. Coligny Plaza serves as the neighborhood's lively hub with shops and dining options. Cyclists enjoy miles of dedicated trails connecting key attractions. Most visitors appreciate the area's laid-back atmosphere and natural coastal beauty.
Shelter Cove
While Shelter Cove may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Shelter Cove Harbour and The Golf Courses of Palmetto Dunes.
South End
The South End of Hilton Head Island delivers resort luxury with iconic coastal charm. Gated communities like Sea Pines and Shipyard Plantation offer pristine beaches, championship golf courses, and upscale accommodation. The red-and-white striped lighthouse at Harbour Town Marina serves as the area's unmistakable landmark. Families appreciate attractions like Gregg Russell Harbour Town Playground and the Sea Pines Forest Preserve with its 605 acres of maritime forest trails. Golf enthusiasts can test their skills at the famous Harbour Town Golf Links, home to the PGA Tour's RBC Heritage tournament. Beyond golf, visitors enjoy boutique shopping, waterfront dining, and dolphin watching tours along the Atlantic shoreline.
Discover the most popular places to visit in Hilton Head Island
Hilton Head Island Hotel Deals
"Our room was on the third floor and was two floors (bed and one bathroom upstairs), which was different. I wouldn't recommend that setup if you're trying to avoid stairs. Otherwise, the room was nice for our one night there."
SpringHill Suites by Marriott Hilton Head Island
SpringHill Suites by Marriott Hilton Head Island"The room we were given was occupied and the next one smelled so bad. We asked if we could move but they refused. I would not stay again."
Hilton Beachfront Resort & Spa Hilton Head Island
Hilton Beachfront Resort & Spa Hilton Head Island"Did not like the extra charges like parking destination fee resort fee resort fee tax. Too many extra charges added after you get there and checking in."
Hilton Garden Inn Hilton Head
Hilton Garden Inn Hilton Head
Beach House Resort Hilton Head
Beach House Resort Hilton Head"Liked that they had a sign at the pool that they remove personal items after 30 minutes if unattended. It discouraged saved chairs at the pool"
Holiday Inn Express Hilton Head Island by IHG
Holiday Inn Express Hilton Head Island by IHG"We had no hot water 5 days!!! Front desk workers were very unsympathetic. Manager, Rob, was no where to be found! No AC in hallways so very hot. AC was loud and didn’t work very efficiently. There was also some sort of vent in the hallway that was so loud! Half of the tv channels didn’t work"
Home2 Suites by Hilton Hilton Head
Home2 Suites by Hilton Hilton Head"Staff always friendly and helpful. Clean and convenient!"
Sonesta Resort Hilton Head Island
Sonesta Resort Hilton Head IslandFrequently 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?
- 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.
- 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 customised Hilton Head Island holiday package.