How much does a Hilton Head Island vacation package cost?

Offering great value package deals from $405 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 hoping to score a cheap Hilton Head Island vacation package, consider visiting in October, November and December. You'll generally find better prices on accommodations and flights during these months — perfect for a budget-friendly break.

How many days is enough for Hilton Head Island?

We'd suggest booking a Hilton Head Island vacation for at least 3 days. This will give you enough time to tick off major attractions such as The Sandbox and Driessen Beach Park , and also check out neighborhoods like South Forest Beach and Folly Field. You might even be able to make time for a day trip outside of Hilton Head Island.

Is it worth booking a vacation package to Hilton Head Island?

Hilton Head Island offers everything you need for an amazing trip. Begin your Hilton Head Island vacation on a high note by exploring 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?

Pick your travel dates: The things you plan to do in Hilton Head Island and your favorite season can help you decide when to travel. Set a budget: Factor in costs such as flights, meals and transportation when working out how much to save for your trip to Hilton Head Island. Then, choose a hotel that works with your budget, whether that's a wallet-friendly option or a more luxurious retreat. Organize your Hilton Head Island getaway with our trip planning tool : Look for and book hotels and activities all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Hilton Head Island together. Set the duration of your trip: Start by compiling a list of the attractions you want to get to in Hilton Head Island. Then, estimate how long you'll need for each, including any travel time. Combine your airfare and accommodations: Once you've nailed down your dates and duration, lock in the perfect Hilton Head Island vacation package for you. Book any activities or excursions: Now to the fun part — organizing everything you want to see and do. Explore some of the top things to do in Hilton Head Island and book your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Hilton Head Island vacation packages?

Jet off on your dream getaway to Hilton Head Island with our Book Now, Pay Later vacations. No need to save like crazy or hold off until payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stay on budget and snap up travel deals while they last.

Hilton Head Island Vacation Packages 2025/2026 from $390

Things to do in and around Hilton Head Island

Hilton Head Island offers a perfect blend of outdoor adventure and family-friendly activities. Visitors can enjoy resort amenities, golf getaways, and tennis vacations at specialized resorts. Don't miss the chance to shop at the local mall center and take a relaxing sunset tour to soak in the stunning views. Whether you're looking for active sports or leisurely relaxation, Hilton Head Island has something for everyone.

Shopping

For a delightful shopping experience, visit Shelter Cove Harbour for a mix of entertainment and family vibes. If you're up for a drive, check out the Farmers Market of Bluffton, located 8 miles away, offering a charming atmosphere and local goods.

Recreation

Harbour Town Golf Links offers a stunning golfing experience amidst breathtaking views, perfect for outdoor enthusiasts. The Palmetto Dunes Tennis & Pickleball Center provides a luxurious atmosphere for tennis lovers, while the Van Der Meer Tennis Academy is ideal for honing your skills in a vibrant sports setting.

Adventure

Adventure Cove is a vibrant arcadeAdventureZone on Hilton Head Island, perfect for family fun and excitement. For thrilling water sports, Sea Wolf Charters offers an exhilarating experience located 17 miles away. Additionally, Station 300 is another arcadeAdventureZone, 12 miles away, providing a fantastic atmosphere for adventure seekers.

Nightlife

Hilton Head Island offers a vibrant nightlife with beach bars, live music, and dance clubs. Visit the iconic The Salty Dog Cafe for a lively atmosphere and great drinks. For dancing, head to The Dive Bar, where you can enjoy local bands and a fun crowd.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Hilton Head Island

Hilton Head Island is perfect for outdoor family vacations, offering a variety of attractions such as beautiful beaches, historic forts, and cultural sites. Whether you're interested in soaking up the sun, exploring local history, or enjoying outdoor adventures, there’s something for everyone. Don't miss the chance to experience the vibrant culture and stunning natural landscapes that make this destination a must-visit for travelers seeking relaxation and adventure.

Coligny Beach: Experience the quintessential beach vibes at Coligny Beach, known for its soft sands and inviting waters. This lively beachfront is perfect for sunbathing, swimming, and beachcombing, with nearby shops and restaurants enhancing your seaside adventure.
Sea Pines Forest Preserve: Discover family-friendly fun at Sea Pines Forest Preserve, a serene natural haven filled with scenic trails and wildlife. Enjoy hiking, biking, or picnicking while taking in the beauty of this lush environment, perfect for visitors of all ages.
Harbour Town Lighthouse: Visit the iconic Harbour Town Lighthouse, a modern landmark offering stunning views of the waterfront and city. Climb to the top for panoramic vistas and explore the charming shops and eateries that surround this vibrant area.

Best time to go to Hilton Head Island

The best time to visit Hilton Head Island can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Hilton Head Island falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Hilton Head Island falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	52.3°F (11.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	55.6°F (13.1°C)	Light Rain	Mostly Sunny	Slightly Low	Average
March	60.1°F (15.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
April	66.6°F (19.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Average	Average
June	79.7°F (26.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	82.0°F (27.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Average
September	78.3°F (25.7°C)	Light Rain	Mostly Sunny	Average	Average
October	70.5°F (21.4°C)	Light Rain	Mostly Sunny	Average	Average
November	61.3°F (16.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	56.7°F (13.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Tips to save on your trip to Hilton Head Island

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to Hilton Head Island during the low season (November to January) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.