Callawassie Island Vacations from $837

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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

Ocean View at Island Club

Mid Island
Save 100% on your flight
$837
per person
Oct 30 - Nov 4
found 4 hours ago
Roundtrip 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

Hotel Bardo Savannah

Hotel Bardo Savannah

Historic Downtown Savannah
Save 100% on your flight
$979
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.4/10 Exceptional! (563 reviews)
Loved it here so much!! The people opening the doors were so nice at the front and the check in staff was amazing! We had an issue with the AC but they did the best they could to fix it.

Reviewed on Sep 4, 2026

Green Palm Inn

Green Palm Inn

Historic Downtown Savannah
Save 100% on your flight
$884
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.6/10 Exceptional! (680 reviews)
The Galloway House Inn

The Galloway House Inn

Midtown
Save 100% on your flight
$877
per person
Nov 10 - Nov 15
found 8 hours 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

Olde Harbour Inn

Olde Harbour Inn

Historic Downtown Savannah
Save 100% on your flight
$919
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.6/10 Exceptional! (1,003 reviews)
I’ve been staying at the Old Harbour Inn since 2014 and will not stay anywhere else. Mr. Keith is the concierge/doorman/Bell Hop and has been there for over 17 years. Every time I return, with my children and their families, or just romantic get away with the husband…it feels like home. The location is perfect. Right on the river and within walking distance to everything. Ken works the front desk now and is a joy. He’s was so helpful. We go back again next month. Sitting on the balcony having mimosas in the morning watching the large ships pass and having a nightcap in the evening watching the streets go quiet are the best. I can’t wait to see you again Ken and Keith!!! October is homecoming again.

Reviewed on Sep 4, 2026

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What to do in Callawassie Island

90-Minute Savannah Riverboat Sightseeing Cruise

90-Minute Savannah Riverboat Sightseeing Cruise

$42
per adult
90% of travellers recommend
90-Minute Savannah Riverboat Sightseeing Cruise
Savannah: Buffet Dinner Cruise with Live Entertainment

Savannah: Buffet Dinner Cruise with Live Entertainment

$93
per adult
90% of travellers recommend
Savannah: Buffet Dinner Cruise with Live Entertainment
Savannah Historical Guided Open-Air Minibus Cruiser- Free Parking

Savannah Historical Guided Open-Air Minibus Cruiser- Free Parking

$35
per adult
80% of travellers recommend
Savannah Historical Guided Open-Air Minibus Cruiser- Free Parking
See all activities in Callawassie Island

Callawassie Island Hotel Deals

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

1 Hotel Circle Hilton Head Island SC
$250 nightly
$275 total
Sep 15 - Sep 16
Total with taxes and fees
Hilton Beachfront Resort & Spa Hilton Head Island
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$286 nightly
$314 total
Sep 16 - Sep 17
Total with taxes and fees
Sonesta Resort Hilton Head Island
Beach House Resort Hilton Head

Beach House Resort Hilton Head

1 South Forest Beach Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$197 nightly
$216 total
Sep 16 - Sep 17
Total with taxes and fees
8.6/10 Excellent! (1,480 reviews)
"We love coming here do to the fact that everything is right there, the beach, the shopping, food and entertainment. This is our second stay and we will be back again. One thing I don’t understand is why we have to pay a daily $15 parking fee to park on the property parking lot and why I had to pay ..."

Reviewed on Sep 6, 2026

Beach House Resort Hilton Head
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.

Find the Best Callawassie Island Vacation Packages

Callawassie Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Savannah - Hilton Head Intl. Airport (SAV)

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