Hilton Head Island Vacations from $384

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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.
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
Price was $592, price is now $384 per person
$384
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9/10 Wonderful! (1,900 reviews)
This is a great option if you are wanting close proximity to River Street. There is plenty of restaurants and shops. This property does not have a pool or restaurant on site, they do have a bar on the property. I liked the managers reception on the week days starting at 5:30 pm until 7 pm. Which is free with your stay. There is parking available for a price. We enjoyed our stay.

Reviewed on Oct 14, 2025

Kimpton Brice Hotel by IHG

Kimpton Brice Hotel by IHG

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $687, price is now $412 per person
$412
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
8.4/10 Very Good! (1,009 reviews)
Everything was fine, room was clean. The staff were pleasant and helpful. We would have preferred our room being closer to the main hotel. Valet parking was very expensive— $52 per day plus a requested/expected tip.

Reviewed on Oct 12, 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
Price was $922, price is now $608 per person
$608
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (1,337 reviews)
Walkable property, variety of restaurants

Reviewed on Oct 15, 2025

Planters Inn on Reynolds Square

Planters Inn on Reynolds Square

3.5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $658, price is now $455 per person
$455
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9/10 Wonderful! (1,790 reviews)
The staff at the planters Inn was outstanding. Everyone was so friendly and kind offering suggestions and great conversation. During the week they offer a happy hour with a piano player and we thoroughly enjoyed taking part in this. Unfortunately, the age of this hotel and the lack of upkeep is really starting to show. The paint is peeling badly in the rooms, the bathroom ceiling, just everywhere in the room. Our bed was very uncomfortable and they’re in need of new towels badly. How

Reviewed on Oct 14, 2025

Marriott Savannah Riverfront

Marriott Savannah Riverfront

4 out of 5
Hitch Village - Fred Wessels Homes
Save 100% on your flight
Price was $656, price is now $456 per person
$456
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
8.8/10 Excellent! (2,179 reviews)
Beautiful property. Very accommodating staff.

Reviewed on Oct 15, 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

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
Sea Pines Forest Preserve

Sea Pines Forest Preserve

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
Shelter Cove Harbour

Shelter Cove Harbour

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

What to do in Hilton Head Island

Small Group Hilton Head Morning Dolphin and Donut Cruise

Small Group - 6 PAX- Morning Dolphin and Donut Cruise

$55
per adult
Small Group - 6 PAX- Morning Dolphin and Donut Cruise
Hilton Head Island: Sunset Dolphin Watching Tour

Hilton Head Island: Sunset Dolphin Watching Tour

$50
per adult
Hilton Head Island: Sunset Dolphin Watching Tour
Hilton Head Island Dolphin Boat Cruise

Hilton Head Island Dolphin Boat Cruise

$40
per adult
94% of travellers recommend
Hilton Head Island Dolphin Boat Cruise
See all activities in Hilton Head Island

Hilton Head Island Hotel Deals

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
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $200 total per night from Oct 28 to Oct 29
$200 total
Oct 28 - Oct 29
Total with taxes and fees
8.4/10 Very Good! (1,322 reviews)
"This is a beautiful place to stay!"

Reviewed on Oct 12, 2025

Hilton Beachfront Resort & Spa Hilton Head Island
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
$212 nightly
The price is $233 total per night from Oct 26 to Oct 27
$233 total
Oct 26 - Oct 27
Total with taxes and fees
8.4/10 Very Good! (1,111 reviews)
"Beautiful hotel! Excellent food! I will be back for sure!"

Reviewed on Oct 13, 2025

Sonesta Resort Hilton Head Island
Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

2.5 out of 5
10 Tanglewood Drive, Hilton Head Island, SC
Fully refundable
$93 nightly
The price is $102 total per night from Nov 11 to Nov 12
$102 total
Nov 11 - Nov 12
Total with taxes and fees
8/10 Very Good! (249 reviews)
"I love everything about the motel"

Reviewed on Oct 12, 2025

Holiday Inn Express Hilton Head Island by IHG
See all 10,442 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.

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 $384 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.

Explore a world of travel with Expedia

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