Callawassie Island Vacation Packages 2026 from $604

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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

$604

per person

Nov 20 - Nov 24

found 3 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Savannah (SAV)

9.4/10 Exceptional! (256 reviews)

Ocean View at Island Club

Mid Island

Save 100% on your flight

$888

per person

Nov 16 - Nov 20

found 22 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

Recess Hotel and Club

Historic Downtown Savannah

$626

per person

Nov 20 - Nov 24

found 3 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Savannah (SAV)

No reviews

Hotel Bardo Savannah

Historic Downtown Savannah

Save 100% on your flight

$916

per person

Nov 20 - Nov 24

found 3 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Savannah (SAV)

9.4/10 Exceptional! (565 reviews)

Cool vibe in a beautiful city! The bonus is the atmosphere around the pool. All the community spaces lend themselves to mingling and comfort. Their restaurant, St Bibiana is AMAZING. If you can’t get a reservations then guests have access to the bar/club upstairs which we enjoyed even more!

Reviewed on Sep 12, 2026

Green Palm Inn

Historic Downtown Savannah

$711

per person

Nov 20 - Nov 24

found 3 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Savannah (SAV)

9.6/10 Exceptional! (680 reviews)

It is a beautiful small B&B. Nicole was lovely and everything was clean and well decorated. My only complaint would be the lack of an innkeeper to greet us. It felt sterile and disconnected when we arrived. Would have been nice to be able to ask questions about the area and house. They don't have to sleep there..but be on property for a few hours for check in. In our automated society the human touch cannot be replaced.

Reviewed on Sep 8, 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 Haunted Tour : Ghosts & Gravestones

$43

per adult

82% 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

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! (1,603 reviews)

"We had an amazing view"

Reviewed on Sep 12, 2026

Holiday Inn Express Hilton Head Island by IHG

10 Tanglewood Drive Hilton Head Island SC

Fully refundable

$118 nightly

$130 total

Sep 16 - Sep 17

Total with taxes and fees

8.4/10 Very Good! (786 reviews)

"I really loved my stay here. The location was definitely the best part. It was an easy walk to the beach, as well as plenty of restaurants and shops, which made it really convenient to explore the area without having to drive everywhere. The walk to the beach was much easier than I expected, and ..."

Reviewed on Sep 9, 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

See all 10,730 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.