Callawassie Island Vacation Packages 2026 from $889

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

The Latest Callawassie Island vacation packages

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

Kimpton Brice Hotel by IHG

Historic Downtown Savannah

Save 100% on your flight

$889

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

8.6/10 Excellent! (1,002 reviews)

Clean room, small bathroom. Good location. No comp breakfast. Pretty courtyard but was rainy so we didn’t get to use it.

Reviewed on Aug 30, 2026

The Ann Savannah, Apartments By Marriott Bonvoy

Historic District - North

Save 100% on your flight

$953

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (247 reviews)

The quaint restaurant next door and the free water.

Reviewed on Aug 27, 2026

Thompson Savannah, by Hyatt

Hitch Village - Fred Wessels Homes

Save 100% on your flight

$955

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (1,003 reviews)

Hotel Bardo Savannah

Historic Downtown Savannah

Save 100% on your flight

$1,142

per person

Nov 7 - Nov 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (554 reviews)

This hotel is gorgeous, conveniently located across the street from Forsyth Park and one of the trolley stops and and has a beautiful pool area that is perfect to relax at after a hot day in Savannah

Reviewed on Aug 28, 2026

JW Marriott Savannah Plant Riverside District

Historic Downtown Savannah

Save 100% on your flight

$1,408

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (1,563 reviews)

Beautiful property; restaurants were good. Pool was pretty but on the roof with a wall around cut off any nice breeze. Didn’t use the spa it was booked. Location was spectacular: We had a river view room; watching the cargo ships was amazing.

Reviewed on Aug 29, 2026

Don't see what you're looking for?

See all available trips from Columbus to Callawassie Island

View all trips

What to do in Callawassie Island

Savannah Historical Guided Open-Air Minibus Cruiser- Free Parking

$35

per adult

80% of travellers recommend

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

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

$288 nightly

$317 total

Sep 7 - Sep 8

Total with taxes and fees

Holiday Inn Express Hilton Head Island by IHG

10 Tanglewood Drive Hilton Head Island SC

Fully refundableReserve now, pay when you stay

$118 nightly

$130 total

Sep 28 - Sep 29

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

$250 nightly

$275 total

Sep 7 - Sep 8

Total with taxes and fees

8.4/10 Very Good! (1,592 reviews)

"Starting with the positive, this hotel is in a great location right on the beach. Unfortunately, that’s where the positives end. The hotel is so dated and smells bad. We had to change rooms because the smell of mildew was overwhelming. They have done a cosmetic renovation which looks nice on the ..."

Reviewed on Aug 29, 2026

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.