Callawassie Island Vacations from $754
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Seawatch at Island Club
Mid Island
$1,010
per person
Oct 17 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (49 reviews)
Great,spacious condo. Beds were comfortable. Plenty of space for family with 2 teens. 2-3 minute walk to the beautiful beach. Nice outdoor grills and corn hole. Pickleball courts were nice.
Reviewed on Jul 21, 2026
JW Marriott Savannah Plant Riverside District
Historic Downtown Savannah
$1,277
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.4/10 Exceptional! (1,566 reviews)
Breathtaking property. Themed restaurants will excellent food. Service staff was very helpful and friendly.
Reviewed on Aug 11, 2026
Don't see what you're looking for?
See all available trips from Columbus to Callawassie Island
View all tripsWhat to do in Callawassie Island
90-Minute Savannah Riverboat Sightseeing Cruise
$42
per adult
90% of travellers recommend
Savannah: Sightseeing Lunch Cruise
$63
per adult
90% of travellers recommend
Savannah: Buffet Dinner Cruise with Live Entertainment
$93
per adult
90% of travellers recommend
Callawassie Island Hotel Deals
Sonesta Resort Hilton Head Island
130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$256 nightly
$282 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (1,464 reviews)
"Clean room"
Reviewed on Aug 12, 2026
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
Aug 19 - Aug 20
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
$220 nightly
$242 total
Aug 23 - Aug 24
Total with taxes and fees
8.6/10 Excellent! (1,421 reviews)
"Just a wonderful experience all around"
Reviewed on Aug 10, 2026
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) |
More vacations you might like
Explore a world of travel with Expedia
- Hardeeville Hotels
- All-Inclusive Resorts in Hilton Head Island
- Inns in Callawassie Island
- Pet-Friendly Hotels in Hilton Head Island
- Parris Island Hotels
- Condo Rentals in Hilton Head Island
- Town Houses in Callawassie Island
- Adults Only Resorts & in Hilton Head Island
- Cottages in Callawassie Island
- Bluffton Hotels
- Family Hotels in Hilton Head Island
- Hotels near Old Tabby Links Golf Course
- Hotels with a Lazy River in Hilton Head Island
- Oceanfront Hotels in Hilton Head Island
- Hotels near Coligny Beach
- Cheap Hotels in Hilton Head Island
- Hotels near Rose Hill Mansion
- Beaufort Hotels
- 5 Star Hotels in Callawassie Island
- Hilton Head Island Hotels
- Marriott Hotels & Resorts in Callawassie Island
- Condo Rentals in Callawassie Island
- Hotels near Old Tabby Links on Spring Island
- Hotels near Marine Corps Recruit Depot Parris Island
- Motels in Callawassie Island
- Sea Pines Hotels
- Flights to Bluffton
- Flights from Hartford (BDL) to Hilton Head Island (HHH)
- Flights from Philadelphia (PHL) to Hilton Head Island (HHH)
- Flights from Raleigh (RDU) to Hilton Head Island (HHH)
- Flights to Parris Island
- Flights from Newark Liberty Intl. Airport (EWR) to Hilton Head Island (HHH)
- Flights from Savannah (SAV) to Hilton Head Island (HHH)
- Flights from Knoxville (TYS) to Hilton Head Island (HHH)
- Flights from Hilton Head Island
- Flights from Myrtle Beach (MYR) to Hilton Head Island (HHH)
- Flights from Washington (DCA) to Hilton Head Island (HHH)
- Flights from Cincinnati (CVG) to Hilton Head Island (HHH)
- Flights to Hilton Head Island
- Flights from Charleston (CHS) to Hilton Head Island (HHH)
- Flights from Cleveland (CLE) to Hilton Head Island (HHH)
- Flights from Columbus (CMH) to Hilton Head Island (HHH)
- Flights from Detroit (DTW) to Hilton Head Island (HHH)
- Flights to Beaufort
- Flights from New York (JFK) to Hilton Head Island (HHH)
- Flights from Baltimore (BWI) to Hilton Head Island (HHH)
- Flights from Pittsburgh (PIT) to Hilton Head Island (HHH)
- Flights from Charlotte (CLT) to Hilton Head Island (HHH)
- Flights from Chicago (ORD) to Hilton Head Island (HHH)
- Flights from Boston (BOS) to Hilton Head Island (HHH)
- Flights from Indianapolis (IND) to Hilton Head Island (HHH)
- Flights from Atlanta (ATL) to Hilton Head Island (HHH)
- Flights from Nashville (BNA) to Hilton Head Island (HHH)
- Flights from Buffalo (BUF) to Hilton Head Island (HHH)
- Cypress Wetlands
- Lowcountry Estuarium
- Old Carolina Golf Club
- All inclusive Vacation Packages Callawassie Island
- Shelter Cove Harbour
- Old Tabby Links Golf Course
- Port Royal Sound Foundation - Maritime Center
- Argent Lakes Golf Course
- Hilton Head Island Vacations
- Sergeant Jasper County Park
- Marine Corps Recruit Depot Parris Island
- Visit Saint Helena Island
- Visit Parris Island
- Oyster Bay Golf Club
- Visit Hilton Head Island
- May River Golf Club at Palmetto Bluff
- Old Tabby Links on Spring Island
- Harbour Town Lighthouse
- Parris Island Vacations
- The Sands
- Pirate's Island Adventure Golf
- Palmetto Hall Golf and Country Club
- Rose Hill Mansion
- Beaufort Vacations
- Hilton Head Island Welcome Center
- Visit Bluffton
- Switzerland Vacations
- Highway 21 Drive-In Theater
- Legends Golf Course at Parris Island
- Tanger Outlets Hilton Head
- Hilton Head National Golf Club
- Palmetto Bluff Vacations
- Melrose Golf Course
- Bluffton Vacations
- Port Royal Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
