Hilton Head Island Vacations from $533

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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.
Spark by Hilton Savannah South I-95

Spark by Hilton Savannah South I-95

2.5 out of 5
Gateway Village
per person
Jun 12 - Jun 15
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
8.2/10 Very Good! (27 reviews)
Friendly helpful staff. Room very clean and serviced daily.

Reviewed on Apr 22, 2025

Staybridge Suites Savannah Historic District by IHG

Staybridge Suites Savannah Historic District by IHG

3 out of 5
Historic Downtown Savannah
Save 100% on your flight
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9/10 Wonderful! (1,496 reviews)
Great location! Complementary happy hour food and drinks. Lots to do within walking distance.

Reviewed on Apr 25, 2025

Hampton Inn & Suites Savannah - I-95 South - Gateway

Hampton Inn & Suites Savannah - I-95 South - Gateway

2.5 out of 5
Gateway Village
per person
Jun 12 - Jun 15
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
8.2/10 Very Good! (1,011 reviews)
Best check in I’ve he in recent stays other places. Very convenient to a lot of dining options. Good room.

Reviewed on Apr 28, 2025

La Quinta Inn & Suites by Wyndham Savannah Airport - Pooler

La Quinta Inn & Suites by Wyndham Savannah Airport - Pooler

2.5 out of 5
per person
Jun 12 - Jun 15
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
7.6/10 Good! (1,004 reviews)
Very clean and quiet made for a restful night.

Reviewed on Apr 22, 2025

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

Find the Best Hilton Head Island Vacation Packages

Hilton Head Beach Vacation

A Hilton Head vacation makes it a breeze to relax and unwind. Whether you like the idea of lazing by the water or wandering along the shore in search of treasures, a trip to Hilton Head is hard to turn down. If you'd rather be close to the town center, base yourself around Coligny Beach. This popular strip of coastline is only 1 mile (2 km) away. We also offer Hilton Head vacation packages around Hilton Head Island Beaches and Folly Field Beach Park, two other excellent nearby options.

Things You Should Know About Hilton Head

  • Evening strolls along the shore, the smell of salty air — nothing beats staying by the beach. If you're ready to switch into vacation mode, see what you can find among our Hilton Head beach hotels.
  • Private vacation homes are one more popular choice for a stay in Hilton Head. 16 E Garrison Place and Cassina Palms have everything you need to make your beach vacation one to remember.

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

Ready to book your vacation to Hilton Head Island?

 

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Hilton Head Island Hotel Deals

Beach House Resort Hilton Head
Beach House Resort Hilton Head
4 out of 5
1 South Forest Beach Drive, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is $285 per night from Apr 29 to Apr 30
$285
includes taxes & fees
$257 per night
Apr 29 - Apr 30
8.8/10 Excellent! (580 reviews)
"Clean. Very friendly staff. Convenient. Dining / shopping within walking distance."

Reviewed on Apr 27, 2025

Beach House Resort Hilton Head
The Westin Hilton Head Island Resort & Spa
The Westin Hilton Head Island Resort & Spa
4 out of 5
2 Grasslawn Ave, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is $333 per night from May 12 to May 13
$333
includes taxes & fees
$302 per night
May 12 - May 13
8.4/10 Very Good! (1,005 reviews)
Spring Break at the Westin Hilton Head Island
"Amazing!! Our stay at the Westin was comfortable, and our view was spectacular. The breakfast was included with our stay, and it was delicious. We look forward to staying there when we go back."

Reviewed on Apr 22, 2025

The Westin Hilton Head Island Resort & Spa
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 $327 per night from May 12 to May 13
$327
includes taxes & fees
$297 per night
May 12 - May 13
8.2/10 Very Good! (1,008 reviews)
"Unfortunately pool area an bar were under construction and very noisy"

Reviewed on Apr 24, 2025

Sonesta Resort Hilton Head Island
See all 9,523 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Hilton Head Island vacation package cost?
Offering great value package deals from $533 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.

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
Harbour Town Golf Links

Harbour Town Golf Links

4.5/5(20 reviews)

Enjoy a round of golf in Hilton Head Island at Harbour Town Golf Links. Wander the beautiful beaches and seaside in this family-friendly area.

Harbour Town Golf Links

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
Hilton Head Honey Horn Admission with Guided Tour

Hilton Head Honey Horn Admission with Guided Tour

$12
per adult
100% of travellers recommend
Hilton Head Honey Horn Admission with Guided Tour
Hilton Head Island: Dolphin Cruise & Nature Tour

Hilton Head Island: Dolphin Cruise & Nature Tour

$45
per adult
80% of travellers recommend
Hilton Head Island: Dolphin Cruise & Nature Tour
See all activities in Hilton Head Island

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