Callawassie Island Vacations from $660
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Callawassie Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- River Street Inn
Sep 2 - Sep 6River Street Inn + Flight
Historic Downtown Savannah4 nights4.0 star property9.2/10 - Wonderful (2,063 reviews)"We really enjoyed our stay at River Street Inn. Our room was lovely. We particularly appreciated the historic nature of the property, but it was so well maintained and had all the modern comforts as well. The staff was so friendly and helpful. We enjoyed many amenities such as happy hour with free charcuterie and drinks. We were provided discounts to several local restaurants. The location was very walkable with lots of shopping, trolley tours, and the river is right outside the property. We..."Reviewed July 25, 2026Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • Nonstop SAV - BOS • 1 stop$881$660found 1 day agoper traveler - Godley Manor
Sep 2 - Sep 6Godley Manor + Flight
Historic Downtown Savannah4 nights3.0 star property9.8/10 - Exceptional (536 reviews)"I absolutely loved staying here. The hospitality of the workers was over the top. It feels necessary to stay here if you’re visiting Savannah. The aesthetic of the manor fits perfectly for Savannah"Reviewed July 24, 2026Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • Nonstop SAV - BOS • 1 stop$943$692found 1 day agoper traveler - JW Marriott Savannah Plant Riverside District
Sep 2 - Sep 6JW Marriott Savannah Plant Riverside District + Flight
Historic Downtown Savannah4 nights5.0 star property9.4/10 - Exceptional (1,568 reviews)"If you are looking to enjoy the downtown Savannah area this is a great location. The hotel itself is very nice with appealing restaurant choices. The surrounding downtown area offers multiple choices. An accommadating hotel to take on downtown Savannah."Reviewed July 25, 2026Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • Nonstop SAV - BOS • 1 stop - The Juliette by AvantStay
Sep 3 - Sep 9The Juliette by AvantStay + Flight
Historic Downtown Savannah6 nights3.0 star property9.6/10 - Exceptional (9 reviews)"Beautiful and quiet stay very close to the downtown!"Reviewed July 21, 2026Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • Nonstop SAV - BOS • Nonstop - Municipal Grand
Sep 2 - Sep 6Municipal Grand + Flight
Historic Downtown Savannah4 nights5.0 star property9.8/10 - Exceptional (141 reviews)"Excellent visit - main bar area was excellent, as was the rooftop bar and basement speakeasy. Room was small, but well appointed. Customer service was excellent at check-in. Tablet in room to order room service, drinks, or have the valet grab the vehicle was a nice touch."Reviewed July 25, 2026Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • Nonstop SAV - BOS • 1 stop
Callawassie Island Hotel Deals
Holiday Inn Express Bluffton at Hilton Head Area by IHG
Holiday Inn Express Bluffton at Hilton Head Area by IHG2.5 star property
4.9 mi from Callawassie Island
9.2 out of 10, Wonderful, (1,007 reviews)
9.2/10
Wonderful
(1,007 reviews)
"Ok"
$104 nightly
The price is $114
$114 total
Jul 29 - Jul 30
Total with taxes and fees
Hampton Inn & Suites Bluffton-Sun City
Hampton Inn & Suites Bluffton-Sun City2.5 star property
5.7 mi from Callawassie Island
8.6 out of 10, Excellent, (1,003 reviews)
8.6/10
Excellent
(1,003 reviews)
$114 nightly
The price is $125
$125 total
Aug 3 - Aug 4
Total with taxes and fees
Spark by Hilton Bluffton Hilton Head Island
Spark by Hilton Bluffton Hilton Head Island2.5 star property
Plantation Point, 3.9 mi from Callawassie Island
8.4 out of 10, Very Good, (272 reviews)
8.4/10
Very Good
(272 reviews)
$89 nightly
The price is $97
$97 total
Aug 4 - Aug 5
Total with taxes and fees
Extended Stay America Premier Suites Bluffton Hilton Head
Extended Stay America Premier Suites Bluffton Hilton Head2.5 star property
5.8 mi from Callawassie Island
8.4 out of 10, Very Good, (847 reviews)
8.4/10
Very Good
(847 reviews)
"The hotel was evidently still under construction. Lots of noise and debris. The gym was out of order and the breakfast options were lacking.
It was my first time at an Extended Stay and overall it wasn’t terrible but just not a typical hotel experience."
$85 nightly
The price is $93
$93 total
Aug 3 - Aug 4
Total with taxes and fees
Best Western Plus Bluffton / Hilton Head Hotel
Best Western Plus Bluffton / Hilton Head Hotel2.5 star property
5.4 mi from Callawassie Island
9.4 out of 10, Exceptional, (297 reviews)
9.4/10
Exceptional
(297 reviews)
$119 nightly
The price is $131
$131 total
Aug 9 - Aug 10
Total with taxes and fees
7.2 out of 10, Good, (1,001 reviews)
7.2/10
Good
(1,001 reviews)
"My second time staying here. The staff is always friendly and extremely helpful. The property is clean and very well maintained."
$107 nightly
The price is $118
$118 total
Jul 27 - Jul 28
Total with taxes and fees
Candlewood Suites Bluffton-Hilton Head by IHG
Candlewood Suites Bluffton-Hilton Head by IHG2.5 star property
5.9 mi from Callawassie Island
7.8 out of 10, Good, (1,003 reviews)
7.8/10
Good
(1,003 reviews)
"Noisy, not worth the money. For similar cost, look at a different hotel in the area."
$94 nightly
The price is $104
$104 total
Aug 23 - Aug 24
Total with taxes and fees
Hilton Garden Inn Hilton Head
Hilton Garden Inn Hilton Head3.0 star property
7 mi from Callawassie Island
8.6 out of 10, Excellent, (1,008 reviews)
8.6/10
Excellent
(1,008 reviews)
$130 nightly
The price is $143
$143 total
Aug 2 - Aug 3
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.