Hilton Head Island Vacations from $349

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Your Hilton Head Island Vacation

Lock in a Hilton Head Island vacation package and prepare for a thrilling getaway. Famous for its beaches and golf courses, there's lots to love about this lively city. Like to venture out and explore? Coligny Beach, Coligny Plaza and Palmetto Dunes Club are just a few of the leading places to visit during your trip to Hilton Head Island. Whoever you're traveling with and whatever your bank balance, your dream Hilton Head Island vacation is only clicks away with Expedia.

The Latest Hilton Head Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Savannah South

Baymont by Wyndham Savannah South

2.5 out of 5
Gateway Village
Save 100% on your flight
per person
Sep 23 - Sep 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
7.6/10 Good! (1,001 reviews)
Very nice and peaceful

Reviewed on Jul 5, 2025

Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Mid Island
Save 100% on your flight
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
8.6/10 Excellent! (11 reviews)
We were there only a couple of days. Very clean and comfortable. 3 pools were great

Reviewed on Apr 22, 2025

ANDAZ SAVANNAH, BY HYATT

ANDAZ SAVANNAH, BY HYATT

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (1,004 reviews)
Really enjoyed the bar and bartender KC. All staff was extremely friendly and helpful.

Reviewed on Jul 3, 2025

Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Mid Island
Save 100% on your flight
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
9.2/10 Wonderful! (29 reviews)
We certainly enjoyed our stay at Sea Watch. It was a wonderful way to relax, and the condos were in excellent condition which made the stay even nicer. Kudos to all of our great staff as well.

Reviewed on Jul 3, 2025

JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (1,227 reviews)
Great location in the heart of the action of Savannah. Great staff. Very attentive.

Reviewed on Jul 7, 2025

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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
4.5/5(27 area reviews)

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

Discover the most popular places to visit in Hilton Head Island

Coligny Beach

Coligny Beach

4.5/5(566 reviews)

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

Coligny Beach
Shelter Cove Harbour

Shelter Cove Harbour

4.5/5(48 reviews)

Explore the waterfront of Shelter Cove Harbour and enjoy other activities such as golfing in Hilton Head Island. Wander the beautiful beaches and seaside in this family-friendly area.

Shelter Cove Harbour
Sea Pines Forest Preserve

Sea Pines Forest Preserve

4.5/5(214 reviews)

Explore the lovely green spaces of Sea Pines Forest Preserve and enjoy the golf courses in Hilton Head Island. Wander the beautiful beaches and seaside in this family-friendly area.

Sea Pines Forest Preserve

What to do in Hilton Head Island

Hilton Head Island Dolphin Boat Cruise

Hilton Head Island Dolphin Boat Cruise

$40
per adult
92% of travellers recommend
Hilton Head Island Dolphin Boat Cruise
Picture 7 for Activity Hilton Head Island: Disappearing Island and Dolphin Tour

Hilton Head Island: Disappearing Island and Dolphin Tour

$55
per adult
Hilton Head Island: Disappearing Island and Dolphin Tour
Hilton Head: Guided Kayak Sunrise or Sunset Tour

Hilton Head: Guided Kayak Sunrise or Sunset Tour

$40
per adult
Hilton Head: Guided Kayak Sunrise or Sunset Tour
See all activities in Hilton Head Island

Hilton Head Island Hotel Deals

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
$342 nightly
The price is $376 total per night from Jul 9 to Jul 10
$376 total
Jul 9 - Jul 10
Total includes taxes and fees
8.4/10 Very Good! (1,008 reviews)
"Even though they were doing construction/renovation it was not intrusive and did not impact my satisfaction at all. The staff were very courteous."

Reviewed on Jul 4, 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
$278 nightly
The price is $306 total per night from Aug 5 to Aug 6
$306 total
Aug 5 - Aug 6
Total includes taxes and fees
8.4/10 Very Good! (1,317 reviews)
"Great beachfront hotel - staff was excellent and everything was clean"

Reviewed on Jul 7, 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
$290 nightly
The price is $319 total per night from Aug 4 to Aug 5
$319 total
Aug 4 - Aug 5
Total includes taxes and fees
8.8/10 Excellent! (671 reviews)
"great location"

Reviewed on Jul 2, 2025

Beach House Resort Hilton Head
See all 10,366 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.

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 2 miles 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

Hilton Head Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Savannah - Hilton Head Intl. Airport (SAV)
Max Temp Winter
60ºF
Max Temp Summer
90ºF
Top Sights
Coligny Beach, Folly Field Beach Park and Singleton Beach

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Frequently asked questions

How much does a Hilton Head Island vacation package cost?
Offering great value package deals from $349 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.