Callawassie Island Vacation Packages 2026 from $675

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The Latest Callawassie Island vacation packages

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

Godley Manor

Historic Downtown Savannah

$675

per person

Nov 18 - Nov 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.8/10 Exceptional! (553 reviews)

Beautiful historic inn. Great location to all the downtown activities and River Walk. Beth is an amazing hostess and always made sure we had everything we needed. Beautiful property.

Reviewed on Sep 16, 2026

Royal Dunes Resort

Mid Island

Save 100% on your flight

$850

per person

Nov 7 - Nov 14

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (192 reviews)

The space was perfect for 4 adults and 2 children. The bedding was uncomfortable and could use an upgrade along with the living room furniture and the patio furniture. The amenities were nice and for the price I would give it 5 stars if they upgraded the furniture and bedding.

Reviewed on Aug 30, 2026

Hilton Hideaway by Avantstay Private Pool, Walk to Beach

South End

Save 100% on your flight

$2,688

per person

Nov 23 - Nov 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

10/10 Exceptional! (1 review)

House was great! Everything was clean and new. Enough rooms for our two families (9 people).They had everything we needed to cook. Great location! Avantstay was very accommodating/fast when we needed them. Pool was a great addition to our stay! Thanks for making our vacation a good one! We will definitely be back!

Reviewed on Jan 2, 2026

Perry Lane Hotel, A Luxury Collection Hotel, Savannah

Historic Downtown Savannah

$898

per person

Dec 1 - Dec 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (1,007 reviews)

Beautiful hotel and best Southern hospitality!

Reviewed on Sep 14, 2026

Golf Sim Pickleball Theater Sauna Games Sleeps 24

Mid Island

Save 100% on your flight

$8,895

per person

Nov 23 - Nov 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

No 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

Oct 4 - Oct 5

Total with taxes and fees

8.4/10 Very Good! (1,624 reviews)

"Very nice very clean… had a lot of fun however the bar at the pool has watered down alcohol"

Reviewed on Sep 17, 2026

Beach House Resort Hilton Head

1 South Forest Beach Drive Hilton Head Island SC

Fully refundableReserve now, pay when you stay

$229 nightly

$252 total

Sep 28 - Sep 29

Total with taxes and fees

Palmera Inn and Suites

12 Park Ln Hilton Head Island SC

Fully refundableReserve now, pay when you stay

$124 nightly

$134 total

Sep 27 - Sep 28

Total with taxes and fees

9/10 Wonderful! (1,467 reviews)

"Not a bad property but staff was not helpful. Bunch of characters at property including someone who thought they were privileged and I almost witnessed a domestic."

Reviewed on Sep 16, 2026

See all 10,935 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.