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 (1,246 reviews)Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • Nonstop SAV - BOS • 1 stop - JW Marriott Savannah Plant Riverside District
Sep 18 - Sep 24JW Marriott Savannah Plant Riverside District + Flight
Historic Downtown Savannah6 nights5.0 star property9.4/10 - Exceptional (1,557 reviews)Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • Nonstop SAV - BOS • 1 stop - Seawatch at Island Club
Oct 14 - Oct 18Seawatch at Island Club + Flight
Mid Island4 nights3.0 star property9.2/10 - Wonderful (49 reviews)"Great,spacious condo. Beds were comfortable. Plenty of space for family with 2 teens. 2-3 minute walk to the beautiful beach. Nice outdoor grills and corn hole. Pickleball courts were nice."Reviewed July 21, 2026Roundtrip • New York (NYC) - Savannah (SAV)LGA - MYR • Nonstop MYR - LGA • 1 stop$1,547$1,107found 1 day agoper traveler - The Juliette by AvantStay
Sep 18 - Sep 24The Juliette by AvantStay + Flight
Historic Downtown Savannah6 nights3.0 star property9.6/10 - Exceptional (10 reviews)Roundtrip • Boston (BOS) - Savannah (SAV)BOS - SAV • Nonstop SAV - BOS • 1 stop - Royal Dunes Resort
Sep 29 - Oct 4Royal Dunes Resort + Flight
Mid Island5 nights3.5 star property9.4/10 - Exceptional (189 reviews)"The rooms were a lot bigger than expected, it’s an excellent place to stay, super easy, fast walk to the beach. Loved the covered garage, Super family-friendly, there is tons of little things to do around the resort, very clean, and very close to restaurants, stores, etc."Reviewed July 23, 2026Roundtrip • Minneapolis (MSP) - Savannah (SAV)MSP - SAV • Nonstop SAV - MSP • 1 stop$1,223$884found 1 day agoper traveler
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, (1,013 reviews)
9.2/10
Wonderful
(1,013 reviews)
$107 nightly
The price is $118
$118 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, (852 reviews)
8.4/10
Very Good
(852 reviews)
"I like the no carpet approach to visible cleanliness. The bathroom was clean and the bed was very comfortable. Best value in the hotel industry."
$92 nightly
The price is $101
$101 total
Aug 11 - Aug 12
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, (275 reviews)
8.4/10
Very Good
(275 reviews)
"Seemed to be newly renovated, room was very clean. The description did list a microwave in the room but there was not one... it was a spot for one. Staff were very friendly. I would stay again while in the area."
$90 nightly
The price is $99
$99 total
Aug 6 - Aug 7
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, (1,007 reviews)
8.6/10
Excellent
(1,007 reviews)
"It was convenient."
$117 nightly
The price is $128
$128 total
Aug 6 - Aug 7
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, (301 reviews)
9.4/10
Exceptional
(301 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."
$116 nightly
The price is $128
$128 total
Aug 7 - Aug 8
Total with taxes and fees
8.8 out of 10, Excellent, (313 reviews)
8.8/10
Excellent
(313 reviews)
$102 nightly
The price is $115
$115 total
Aug 10 - Aug 11
Total with taxes and fees
Tru by Hilton Beaufort, SC
Tru by Hilton Beaufort, SC2.5 star property
11.1 mi from Callawassie Island
9.0 out of 10, Wonderful, (876 reviews)
9.0/10
Wonderful
(876 reviews)
$98 nightly
The price is $107
$107 total
Aug 9 - Aug 10
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.