Callawassie Island Vacation Packages 2026 from $505

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The Latest Callawassie Island vacation packages

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

The Ann Savannah, Apartments By Marriott Bonvoy

Historic District - North

$505

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (272 reviews)

Excellent property! Would stay again!

Reviewed on Oct 11, 2026

Olde Harbour Inn

Historic Downtown Savannah

Save 100% on your flight

$703

per person

Dec 1 - Dec 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.6/10 Exceptional! (1,006 reviews)

We LOVED this hotel!! The location is excellent and the views were amazing!! Really enjoyed the happy hour every night as well. Staff was awesome.

Reviewed on Oct 13, 2026

JW Marriott Savannah Plant Riverside District

Historic Downtown Savannah

Save 100% on your flight

$771

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (1,565 reviews)

Godley Manor

Historic Downtown Savannah

Save 100% on your flight

$818

per person

Dec 1 - Dec 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.8/10 Exceptional! (573 reviews)

My wife and I had a lovely stay at the Godley Manor to celebrate our wedding anniversary. The manor is charming and the staff is friendly. It’s at a convenient location, just a couple blocks away from Forsyth Park. Our room (305) was elegant, spacious, and the highlight was the private bathroom which has a clawfoot tub and a walk-in glass shower! A simple breakfast was provided, such as fruit, pastries, bagels, English muffins, hard boiled eggs, cereal, and yogurt, as well as a selection of drinks like coffee, tea, orange juice, and milk. Overall, we enjoyed our stay and recommend it for a romantic getaway in historic Savannah.

Reviewed on Oct 14, 2026

The Galloway House Inn

Midtown

$1,223

per person

Dec 24 - Dec 29

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Savannah (SAV)

9.6/10 Exceptional! (214 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

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What to do in Callawassie Island

90-Minute Savannah Riverboat Sightseeing Cruise

$42

per adult

90% of travellers recommend

Savannah Historical Guided Open-Air Minibus Cruiser- Free Parking

$30

per adult

80% of travellers recommend

Savannah: Buffet Dinner Cruise with Live Entertainment

$93

per adult

90% of travellers recommend

See all activities in Callawassie Island

Callawassie Island Hotel Deals

Sonesta Resort Hilton Head Island

130 Shipyard Drive Hilton Head Island SC

Fully refundableReserve now, pay when you stay

$210 nightly

$231 total

Nov 1 - Nov 2

Total with taxes and fees

Hilton Beachfront Resort & Spa Hilton Head Island

1 Hotel Circle Hilton Head Island SC

Fully refundableReserve now, pay when you stay

$209 nightly

$230 total

Oct 30 - Oct 31

Total with taxes and fees

8.4/10 Very Good! (1,674 reviews)

"We enjoyed an oceanfront room which was lovely. The rooms though not dirty were tired. The fan in the bathroom didn't work, there was a slight moldy smell and the shower liner was orange with mold."

Reviewed on Oct 13, 2026

Holiday Inn Express Hilton Head Island by IHG

10 Tanglewood Drive Hilton Head Island SC

Fully refundable

$123 nightly

$135 total

Nov 12 - Nov 13

Total with taxes and fees

8.2/10 Very Good! (848 reviews)

"Great location- easy walk to coligney park, beach, plaza. Pool just right! Free breakfast - hot and with many offerings."

Reviewed on Oct 14, 2026

See all 10,907 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.