Callawassie Island Holidays

  • Plan, book, travel with confidence

    • Better together

    Save up to €185 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Callawassie 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
Fully refundableReserve now, pay when you stay
The price is €173 per night from 27 Oct to 28 Oct
€173
27 Oct - 28 Oct
includes taxes & fees
8.4/10 Very Good! (1,303 reviews)
"Great pool indoor/ outdoor Ocean front hotel + Shuttle service to shelter cove restaurants and shops makes it the perfect spot on the island !"

Reviewed on 1 Oct 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
The price is €186 per night from 26 Oct to 27 Oct
€186
26 Oct - 27 Oct
includes taxes & fees
8.4/10 Very Good! (1,088 reviews)
"We thoroughly enjoyed our stay at Sonesta. We truly enjoyed our dinner at the patio restaurant. The food was delicious and our server was great. We loved sitting by the adult pool and at the fire pit. It was so nice to order frozen drinks right from our poolside lounge chair. We rented bikes and ..."

Reviewed on 3 Oct 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
The price is €172 per night from 19 Oct to 20 Oct
€172
19 Oct - 20 Oct
includes taxes & fees
8.6/10 Excellent! (893 reviews)
"This was a great location with lots of shops/restaurants within walking/biking distance. You are right on the beach which is wonderful. There were bike paths all over the island. The staff was very nice and the room was good. Would definitely stay again."

Reviewed on 1 Oct 2025

Beach House Resort Hilton Head
See all 11,070 properties in Callawassie 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.

What to do in Callawassie Island

Hilton Head Island: Ocean Dolphin Cruise

Hilton Head Island: Ocean Dolphin Cruise

€36
per adult
98% of travellers recommend
Hilton Head Island: Ocean Dolphin Cruise
2-Hour Savannah Sunset Riverboat Cruise

2-Hour Savannah Sunset Riverboat Cruise

€47
per adult
86% of travellers recommend
2-Hour Savannah Sunset Riverboat Cruise
Hilton Head Island: 90-Minute Dolphin & Nature Tour

Hilton Head Island: 90-Minute Dolphin & Nature Tour

€30
per adult
Hilton Head Island: 90-Minute Dolphin & Nature Tour
See all activities in Callawassie Island

Frequently asked questions

Can I cancel my flight booking to Callawassie Island due to COVID-19?
In response to these challenging times, many air carriers are offering more flexibility. Go to our Customer Service Portal for useful information about cancelling or amending your booking due to COVID-19.
What's the best way to find cheap flights to Callawassie Island that have flexible change policies?
It's as easy as counting 1-2-3 with Expedia. Firstly, enter your travel dates and destination and hit "Search." Second step: Check the "No change fee" box just below the "Flexible change policies" heading on the left-hand side of your screen. Step 3. Grab a cheap and flexible fare to Callawassie Island.
What are some of the general tips for travellers to Callawassie Island during the COVID-19 outbreak?
If it's your first time travelling during the COVID-19 outbreak, you'll notice plenty of new rules and regulations in place. Follow these tips and make your journey to Callawassie Island a smooth one:
  • Before locking in your flight, check if any travel restrictions or bans apply — in both your destination and origin. Stay informed with the latest updates by reviewing government and travel websites.
  • Keep your face mask on during airport screening. A TSA employee will require you to temporarily lower your mask to verify your identity.
  • Do not hand your boarding pass (electronic or paper) directly to a TSA employee. Rather, you should place the pass on the reader and then hold it up for the agent to visually inspect it.
  • You can take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. You'll have to remove it for X-ray scanning.
  • Put any personal items (phone, keys and wallet) in your carry-on instead of a bin to minimize handling during screening.
  • If you're bringing food through the security checkpoint, put it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA officer will need to touch your food container or carry-on bag for inspection.

Which airlines fly to Callawassie Island?
Let Delta fly you there. This well-known carrier operates 455 flights a month to Savannah - Hilton Head Intl. Airport (SAV), a Callawassie Island gateway.
How can I find cheap tickets to Callawassie Island?
In the last seven days, was the best price for a flight to Callawassie Island. For an even better fare, book well ahead of time and be flexible with your travel dates. Search for your airfare to Callawassie Island, then see prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to Callawassie Island?
There were lots of cheap fares for the taking in the last seven days, with the cost of a return ticket to Callawassie Island ranging between and . Many lucky holiday makers scored one-way flights from () for only .
What are the most popular airports to fly into in Callawassie Island?
A major gateway to Callawassie Island, around 2049 flights land at Savannah - Hilton Head Intl. Airport (SAV) every month. Track down an unbeatable deal, reserve your fare and get set to discover this fabulous region.
When is the cheapest time to fly to Callawassie Island?
Fly out on a Tuesday to increase your chances of getting the cheapest deal to Callawassie Island. Mondays are usually the second most affordable day to depart. Saturday is normally the priciest day to fly anywhere.
How much is a plane ticket to Callawassie Island?
Plane fares ranged from just to over the last seven days. When you're ready to book, we're ready to help you find an awesome deal to Callawassie Island.
Which airlines with flights to Callawassie Island employ COVID-19 cleanliness policies?
Social distancing is just one element of new air travel strategies to help combat COVID-19. From the moment you check in, these carriers will whisk you away to Callawassie Island with comfort and confidence:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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