Callawassie Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Callawassie Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
South End
Price was CA $1,711, price is now CA $1,264 per person
CA $1,264
per person
Jul 31 - Aug 7
found 2 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Savannah (SAV)
9/10 Wonderful! (1,383 reviews)
Very clean, staff very helpful, breakfast very great!

Reviewed on Jun 23, 2026

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
South End
Price was CA $3,360, price is now CA $2,424 per person
CA $2,424
per person
Jul 31 - Aug 7
found 2 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Savannah (SAV)
8.8/10 Excellent! (1,390 reviews)
Traveled her last year and had an amazing time. This time not so much. They changed the menu at the sea creast, not

Reviewed on Jun 23, 2026

Island Links Resort by Palmera

Island Links Resort by Palmera

3 out of 5
Mid Island
Price was CA $2,245, price is now CA $1,792 per person
CA $1,792
per person
Jul 31 - Aug 7
found 2 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Savannah (SAV)
9.4/10 Exceptional! (344 reviews)
Pretty comfy beds with TV in all rooms. Kitchen well equipped for short stay. Overall great value for money with large multiple pools that kid’s thoroughly enjoyed.

Reviewed on Jun 23, 2026

Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

2.5 out of 5
South End
Price was CA $1,665, price is now CA $1,332 per person
CA $1,332
per person
Jul 31 - Aug 7
found 2 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Savannah (SAV)
8.4/10 Very good! (578 reviews)
The staff was great. The hotel is located within walking distance of the beach and local restaurants.

Reviewed on Jun 24, 2026

Municipal Grand

Municipal Grand

5 out of 5
Historic Downtown Savannah
Price was CA $1,580, price is now CA $1,268 per person
CA $1,268
per person
Sep 11 - Sep 14
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Savannah (SAV)
9.8/10 Exceptional! (98 reviews)
From the ambience, to the coziness, staff, food and bar, it felt luxurious but not stuffy. This place was like a nice glass of brandy. The feel of hardwoods on your feet in the morning and the spaciousness removed the hotel feel. The location next to Reynolds Square, food, fair, etc…superb. Even the valet, perfection. Treat yourself. I’ll be back with friends….oh, and order the Mamie Taylor at the main bar.

Reviewed on Jun 21, 2026

Ready to book your vacation to Callawassie Island?

 

Choose your dates

Callawassie 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
The price is CA $501 per night from Jul 8 to Jul 9
CA $501
CA $618 total
Jul 8 - Jul 9
includes taxes & fees
8.8/10 Excellent! (1,373 reviews)
"Traveled her last year and had an amazing time. This time not so much. They changed the menu at the sea creast, not"

Reviewed on Jun 23, 2026

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
The price is CA $395 per night from Jul 8 to Jul 9
CA $395
CA $494 total
Jul 8 - Jul 9
includes taxes & fees
8.4/10 Very good! (1,565 reviews)
"The room was okay except for a toilet that ran all night long and a slippery shower and bathroom floor that was dangerous. The pool was utterly filthy and in disrepair. The staff gave contradictory advice about dining options on property and the breakfast waitress could not take a proper order, telling ..."

Reviewed on Jun 23, 2026

Hilton Beachfront Resort & Spa Hilton Head Island
5 Mi to Downtown Beaufort: Pet-friendly Cottage!

5 Mi to Downtown Beaufort: Pet-friendly Cottage!

3 out of 5
Beaufort SC
9.4/10 Exceptional! (3 reviews)
"Enjoyed our weekend stay!"

Reviewed on Apr 7, 2026

Get rates
5 Mi to Downtown Beaufort: Pet-friendly Cottage!
See all 10,997 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Callawassie Island

Arch and two white chairs prepared for weeding ceremony, Poland

Rose Hill Golf Club

Enjoy a round of golf in Bluffton at Rose Hill Golf Club. Wander the beautiful beaches and seaside in this family-friendly area.

Rose Hill Golf Club

What to do in Callawassie Island

Old Savannah Historic Overview Tour

Old Savannah Historic Overview Trolley Tour

CA $49
per adult
98% of travellers recommend
Old Savannah Historic Overview Trolley Tour
90-Minute Savannah Riverboat Sightseeing Cruise

90-Minute Savannah Riverboat Sightseeing Cruise

CA $58
per adult
90% of travellers recommend
90-Minute Savannah Riverboat Sightseeing Cruise
Picture 10 for Activity Hilton Head Island: Disappearing Island and Dolphin Tour

Hilton Head Island: Disappearing Island and Dolphin Tour

CA $76
per adult
Hilton Head Island: Disappearing Island and Dolphin 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 canceling 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 travelers to Callawassie Island during the COVID-19 outbreak?
If it's your first time traveling 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 vacationers 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.

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.