Callawassie Island Vacation Packages 2026 from $747

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The Latest Callawassie Island vacation packages

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

Ocean View at Island Club

Mid Island

Save 100% on your flight

$747

per person

Oct 30 - Nov 4

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

8.6/10 Excellent! (14 reviews)

Front desk customer service was awful. The worst

Reviewed on May 12, 2026

Recess Hotel and Club

Historic Downtown Savannah

Save 100% on your flight

$864

per person

Nov 10 - Nov 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

No reviews

River Street Inn

Historic Downtown Savannah

Save 100% on your flight

$1,030

per person

Nov 10 - Nov 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.2/10 Wonderful! (2,169 reviews)

A historic, unique hotel in a excellent location. Would definitely stay again.

Reviewed on Sep 4, 2026

The Ann Savannah, Apartments By Marriott Bonvoy

Historic District - North

Save 100% on your flight

$823

per person

Nov 10 - Nov 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (252 reviews)

The hotel was a pleasant surprise for the money. Staff was extremely nice and helpful. We liked the size of our room

Reviewed on Sep 3, 2026

The Galloway House Inn

Midtown

Save 100% on your flight

$960

per person

Nov 10 - Nov 16

found 1 day ago

Roundtrip 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

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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 27 - Sep 28

Total with taxes and fees

8.4/10 Very Good! (1,600 reviews)

"We stayed here for 2 nights and had such a great time! The only downside was that our room was a partial ocean view and on the first floor. The bushes/ trees outside blocked most (if not all) of our view. If I would have known, I would have requested a higher floor. Other than that, the room felt ..."

Reviewed on Sep 4, 2026

Sonesta Resort Hilton Head Island

130 Shipyard Drive Hilton Head Island SC

Fully refundableReserve now, pay when you stay

$288 nightly

$317 total

Sep 14 - Sep 15

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

$202 nightly

$222 total

Sep 15 - Sep 16

Total with taxes and fees

See all 10,964 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.