Callawassie Island Vacations from $669
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The Latest Callawassie Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Hotel Tybee
Sep 12 - Sep 17Hotel Tybee + Flight
South Beach5 nights2.5 star property7.8/10 - Good (1,245 reviews)"Nice stay, room was clean. Elevator was broken and you had to take the staff elevator which was a tight squeeze. Overall, 9.8!"Reviewed July 28, 2026Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • Nonstop SAV - BOS • 1 stop - Ocean View at Island Club
Sep 3 - Sep 8Ocean View at Island Club + Flight
Mid Island5 nights3.0 star property8.6/10 - Excellent (14 reviews)"Front desk customer service was awful. The worst"Reviewed May 12, 2026Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • 1 stop SAV - BOS • 1 stop - Palmera Inn and Suites
Sep 3 - Sep 8Palmera Inn and Suites + Flight
South End5 nights3.0 star property9.0/10 - Wonderful (1,430 reviews)"Amazing staff. Excellent attitude and great attention"Reviewed July 28, 2026Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • 1 stop SAV - BOS • 1 stop - DeSoto Beach Vacations Properties
Oct 11 - Oct 15DeSoto Beach Vacations Properties + Flight
South Beach4 nights3.0 star property8.2/10 - Very Good (110 reviews)"It was ok. The house needs some work. "Reviewed February 9, 2022Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • 1 stop SAV - BOS • 1 stop - JW Marriott Savannah Plant Riverside District
Oct 2 - Oct 5JW Marriott Savannah Plant Riverside District + Flight
Historic Downtown Savannah3 nights5.0 star property9.4/10 - Exceptional (1,578 reviews)Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • Nonstop SAV - BOS • 1 stop
Callawassie Island Hotel Deals
The Westin Hilton Head Island Resort & Spa
The Westin Hilton Head Island Resort & Spa4.0 star property
13.1 mi from Callawassie Island
8.6 out of 10, Excellent, (1,007 reviews)
8.6/10
Excellent
(1,007 reviews)
"Everything was great!"
$287 nightly
The price is $316
$316 total
Aug 9 - Aug 10
Total with taxes and fees
Marriott's Barony Beach Club
Marriott's Barony Beach Club3.5 star property
12.9 mi from Callawassie Island
9.4 out of 10, Exceptional, (252 reviews)
9.4/10
Exceptional
(252 reviews)
"I wish we could have stayed longer. Love that we were able to do laundry, although I do wish the water slide was open. My grandchildren would have loved it. We got a villa/suite facing the water park/pool area so my elderly mother could take pictures. 4 generations, what a blessing."
$651 nightly
The price is $716
$716 total
Aug 22 - Aug 23
Total with taxes and fees
Walk to Beach: Hilton Head Condo w/ Pool Access
Walk to Beach: Hilton Head Condo w/ Pool Access3.5 star property
12.8 mi from Callawassie Island
9.6 out of 10, Exceptional, (5 reviews)
9.6/10
Exceptional
(5 reviews)
"Very clean and easy access to the beach "
$346 nightly
The price is $381
$381 total
Aug 4 - Aug 5
Total with taxes and fees
607 Bay Inn Downtown Beaufort
607 Bay Inn Downtown Beaufort2.5 star property
13 mi from Callawassie Island
9.8 out of 10, Exceptional, (122 reviews)
9.8/10
Exceptional
(122 reviews)
"The staff were very helpful and friendly. The room was very nice. The view of the bridge from the front was amazing. The breakfast vouchers were great. Thank you."
$204 nightly
The price is $225
$225 total
Aug 3 - Aug 4
Total with taxes and fees
9.6 out of 10, Exceptional, (850 reviews)
9.6/10
Exceptional
(850 reviews)
"Super close to Downtown, very convenient and walkable. Coffee shop attached was nice as well! Cute place!"
$165 nightly
The price is $182
$182 total
Aug 16 - Aug 17
Total with taxes and fees
The Emerald Boutique Stays
The Emerald Boutique Stays2.5 star property
13.1 mi from Callawassie Island
9.2 out of 10, Wonderful, (269 reviews)
9.2/10
Wonderful
(269 reviews)
"My stay at the Emerald was wonderful! The keypad entries were especially convenient without having to keep up with a key card. I made quite a bit of use of my balcony, which was very enjoyable. The location is extremely convenient to the downtown area. It was overall a very nice day."
$170 nightly
The price is $187
$187 total
Aug 3 - Aug 4
Total with taxes and fees
9.6 out of 10, Exceptional, (178 reviews)
9.6/10
Exceptional
(178 reviews)
"I would stay here again and again. I love the ambiance and charm of the historic home which still shines through along side the luxurious updates in the beautiful bathroom, soft rugs, comfy bed. They have thought of everything and provided a beautiful space to enjoy it in. Games, toiletries, coffee, water, an honor wine bar upstairs. I cannot wait to go back. Full review with video coming to my tiktok @joykapp later today.
I also recommend Old Bull for dinner if you go into town! Friendly...
$198 nightly
The price is $218
$218 total
Aug 3 - Aug 4
Total with taxes and fees
9.0 out of 10, Wonderful, (1,003 reviews)
9.0/10
Wonderful
(1,003 reviews)
"Beautiful location"
$171 nightly
The price is $188
$188 total
Aug 26 - Aug 27
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.