Callawassie Island Vacation Packages 2026 from $744

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The Latest Callawassie Island vacation packages

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

Hotel Tybee

South Beach

$744

per person

Oct 15 - Oct 19

found 10 hours ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

7.8/10 Good! (1,254 reviews)

Hotel Bardo Savannah

Historic Downtown Savannah

Save 100% on your flight

$1,517

per person

Oct 17 - Oct 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (565 reviews)

Perfect for a date night, anniversary, girls trip, bachelorette party. Very cute. Staff is amazing. Rooms were very comfortable. Great location. Beautiful amenities.

Reviewed on Sep 9, 2026

River Street Inn

Historic Downtown Savannah

$774

per person

Oct 17 - Oct 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.2/10 Wonderful! (2,169 reviews)

The property as a whole was very clean and well maintained. However, the floor in room 523 was pretty awful and needs to be refinished. The managers reception was one of our highlights of the whole trip, great selection of drknks and fancy snacks. Try the porch with rocking chairs by the reception room.

Reviewed on Sep 10, 2026

The Galloway House Inn

Midtown

$854

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

9.6/10 Exceptional! (213 reviews)

Cutest little walk to the back of the property! Our little house was so beautiful! Loved every minute. The manager responded so fast to all questions before and during our weekend. Would love to stay again!

Reviewed on Sep 4, 2026

The Alida, Savannah, a Tribute Portfolio Hotel

Historic Downtown Savannah

$970

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

9/10 Wonderful! (1,004 reviews)

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What to do in Callawassie Island

90-Minute Savannah Riverboat Sightseeing Cruise

$42

per adult

90% of travellers recommend

Savannah: Buffet Dinner Cruise with Live Entertainment

$93

per adult

90% of travellers recommend

Savannah Historical Guided Open-Air Minibus Cruiser- Free Parking

$35

per adult

80% of travellers recommend

See all activities in Callawassie Island

Callawassie Island Hotel Deals

Hilton Beachfront Resort & Spa Hilton Head Island

1 Hotel Circle Hilton Head Island SC

Fully refundableReserve now, pay when you stay

$250 nightly

$275 total

Sep 20 - Sep 21

Total with taxes and fees

8.4/10 Very Good! (1,597 reviews)

"Amazing pools and views"

Reviewed on Sep 10, 2026

Sonesta Resort Hilton Head Island

130 Shipyard Drive Hilton Head Island SC

Fully refundableReserve now, pay when you stay

$288 nightly

$317 total

Oct 4 - Oct 5

Total with taxes and fees

Beach House Resort Hilton Head

1 South Forest Beach Drive Hilton Head Island SC

Fully refundableReserve now, pay when you stay

$239 nightly

$263 total

Sep 13 - Sep 14

Total with taxes and fees

8.6/10 Excellent! (1,488 reviews)

"The staff was great Very helpful."

Reviewed on Sep 10, 2026

See all 10,949 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.