Hilton Head Island Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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
Default Image

Sea Pines

2 out of top 10 points of interest in this area

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

Hilton Head Island Beach Holiday

A Hilton Head Island holiday 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 centre, find a hotel close to Coligny Beach. This popular strip of coastline is just 3 kilometres 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

Top hotels in 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
The price is S$536 per night from 9 Jul to 10 Jul
S$536
9 Jul - 10 Jul
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"Beautiful property, convenient beach access, beautiful room the waitress in the Seacrest restaurant for breakfast was a bit rude and they include tip in the total automatically. All the rest of the staff was amazing."

Reviewed on 7 Jun, 2025

Sonesta Resort 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
Fully refundableReserve now, pay when you stay
The price is S$419 per night from 16 Jun to 17 Jun
S$419
16 Jun - 17 Jun
includes taxes & fees
8.8/10 Excellent! (630 reviews)
"We love this hotel, anytime our family plans a trip to Hilton Head, this is our go to resort. The new pool and updated tiki bar is awesome. I won't stay anywhere else."

Reviewed on 8 Jun, 2025

Beach House Resort Hilton Head
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
The price is S$407 per night from 16 Jun to 17 Jun
S$407
16 Jun - 17 Jun
includes taxes & fees
8.4/10 Very Good! (1,298 reviews)
"Not as much as like or dislike as there is need for basic upgrades, paint or wall paper for the walls in rooms, doors replaced in rooms , door hinges, furniture upgrades. I think cosmetic changes to the hotel rooms would justify pricing. Now the location is perfect, secluded and private without the ..."

Reviewed on 6 Jun, 2025

Hilton Beachfront Resort & Spa Hilton Head Island
See all 10,329 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.

Frequently 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

Popular places to visit

Palmetto Dunes Tennis & Pickleball Center

You can take time to visit Palmetto Dunes Tennis & Pickleball Center during your travels to Hilton Head Island.

Palmetto Dunes Tennis & Pickleball Center

What to do in Hilton Head Island

Hilton Head Island: Round-Trip Daufuskie Island Ferry

Hilton Head Island: Round-Trip Daufuskie Island Ferry

S$55
per adult
80% of travellers recommend
Hilton Head Island: Round-Trip Daufuskie Island Ferry
Hilton Head Island Dolphin Boat Cruise

Hilton Head Island Dolphin Boat Cruise

S$52
per adult
92% of travellers recommend
Hilton Head Island Dolphin Boat Cruise
Hilton Head Island: Round-Trip Ferry Ticket to Savannah

Hilton Head Island: Round-Trip Ferry Ticket to Savannah

S$110
per adult
100% of travellers recommend
Hilton Head Island: Round-Trip Ferry Ticket to Savannah
See all activities in Hilton Head Island

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.