Callawassie Island Vacation Packages

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Top Callawassie Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Carolina

Hotel Carolina

2 out of 5
Mid Island
Price was CA $1,293, price is now CA $1,040 per person
CA $1,040
per person
Jul 31 - Aug 7
found 1 hour ago
Roundtrip non-stop flight included
Buffalo (BUF) to Savannah (SAV)
8/10 Very Good! (63 reviews)
Had an awesome stay! The room was clean and the bed was nice and comfy. You could tell the sheets were softer than average hotel sheets. The pool was clean and they had towels by the pool. Loved the contactless check in, made it quick and easy especially since we got there late.

Reviewed on Jun 9, 2026

Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
South End
Price was CA $1,452, price is now CA $1,186 per person
CA $1,186
per person
Jul 31 - Aug 6
found 9 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Savannah (SAV)
9/10 Wonderful! (1,349 reviews)
Our stay was great. The room was very clean and comfortable. We have stayed at this hotel many times and it is always a great place to stay in Hilton Head.

Reviewed on Jun 13, 2026

Heron's Rest at Port Villas by Avantstay Waterfront Cove + Dock + Deck Walk to Beach + Sea Pines

Heron's Rest at Port Villas by Avantstay Waterfront Cove + Dock + Deck Walk to Beach + Sea Pines

3 out of 5
Sea Pines
Price was CA $3,592, price is now CA $3,042 per person
CA $3,042
per person
Jul 31 - Aug 6
found 9 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Savannah (SAV)
No reviews
Treetops 4904 by Avantstay Hilton Head Condo + Balcony + Shared Pool + Tennis Court + Near Beach and Dining

Treetops 4904 by Avantstay Hilton Head Condo + Balcony + Shared Pool + Tennis Court + Near Beach and Dining

4 out of 5
South End
Price was CA $1,762, price is now CA $1,548 per person
CA $1,548
per person
Jul 31 - Aug 6
found 9 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Savannah (SAV)
No reviews
Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

4.5 out of 5
Mid Island
Price was CA $1,992, price is now CA $1,752 per person
CA $1,752
per person
Jul 31 - Aug 6
found 9 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Savannah (SAV)
8.4/10 Very Good! (1,521 reviews)
Very friendly staff.

Reviewed on Jun 10, 2026

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Callawassie 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
The price is CA $446 per night from Jul 15 to Jul 16
CA $446
CA $549 total
Jul 15 - Jul 16
includes taxes & fees
8.4/10 Very Good! (1,547 reviews)
"Awesome stay Nice and clean"

Reviewed on Jun 13, 2026

Hilton Beachfront Resort & Spa 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 CA $395 per night from Jun 28 to Jun 29
CA $395
CA $498 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (1,277 reviews)
"The resort had a location that can't be beat, near the center of the island and walkable to restaurants, shopping, and the beach. It was clean but worn (most hotels along the water will be). It's hard to keep the humidity out but the room gave it a darn good try. We fell for the upsell of renting ..."

Reviewed on Jun 13, 2026

Beach House Resort Hilton Head
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 $417 per night from Jun 21 to Jun 22
CA $417
CA $525 total
Jun 21 - Jun 22
includes taxes & fees
8.8/10 Excellent! (1,384 reviews)
"We had such a wonderful stay at Sonesta Resort Hilton Head Island! We’ve been coming to Hilton Head for over 20 years. We’ve stayed all over the island but really love Sonesta.The property itself is absolutely beautiful and so well maintained. From the gorgeous grounds to the spa-like adult pool ..."

Reviewed on Jun 12, 2026

Sonesta Resort Hilton Head Island
See all 10,939 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.
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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.

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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.