Callawassie Island Vacations from $567
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.
The Ann Savannah, Apartments By Marriott Bonvoy
Historic District - North
Price was $714, price is now $567 per person
$567
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.4/10 Exceptional! (277 reviews)
This place has everything especially for a small family. Very friendly and caring staff! Would 100% recommend staying at The Ann!
Reviewed on Nov 6, 2026
Montage Palmetto Bluff
Palmetto Bluff
Price was $2,027, price is now $1,607 per person
$1,607
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.6/10 Exceptional! (300 reviews)
rain was great, but shower water went all out over the bathroom floor every single time we took a shower
Reviewed on Nov 9, 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
Hilton Head Island: Sunset Dolphin Cruise
$50
per adult
98% of travellers recommend
90-Minute Savannah Riverboat Sightseeing Cruise
$42
per adult
90% of travellers recommend
Savannah Historical Guided Open-Air Minibus Cruiser- Free Parking
$30
per adult
80% of travellers recommend
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
$160 nightly
The price is $176 total per night from Nov 24 to Nov 25
$176 total
Nov 24 - Nov 25
Total with taxes and fees
Palmera Inn and Suites
12 Park Ln Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $110 total per night from Dec 1 to Dec 2
$110 total
Dec 1 - Dec 2
Total with taxes and fees
Sonesta Resort Hilton Head Island
130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $213 total per night from Nov 29 to Nov 30
$213 total
Nov 29 - Nov 30
Total with taxes and fees
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
- Cottages in Callawassie Island
- Marriott Hotels & Resorts Hotels in Callawassie Island
- Hotels in Bluffton
- Budget in Bluffton
- 5 Star Hotels in Callawassie Island
- Bed and Breakfast in Bluffton
- Hyatt Hotels in Bluffton
- Pet Friendly in Bluffton
- 4 Star Hotels in Bluffton
- Hotels in Okatie
- Cabins in Bluffton
- Sun City Hilton Head Hotels
- Hotels in Port Royal
- Resorts in Callawassie Island
- Old Town Bluffton Hotels
- Flights to Bluffton
- Flights from Boston (BOS) to Hilton Head Island (HHH)
- Delta Air Lines Flushing (LGA) to Hilton Head Island (HHH) flights
- Flights to Parris Island
- Flights from Pittsburgh (PIT) to Hilton Head Island (HHH)
- American Airlines Charlotte (CLT) to Hilton Head Island (HHH) flights
- Flights to Hilton Head Island
- Flights to Beaufort
- Flights to Port Royal
- Flights to Hilton Head Island Beaches
- Callawassie Island All Inclusive Vacation Packages
- Visit Parris Island
- Rose Hill Mansion
- Where to stay in Bluffton
- Visit Bluffton
- Hilton Head Island All Inclusive Vacation Packages
- Where to stay in Beaufort
- Hilton Head Island Vacations
- Visit Hilton Head Island
- Hilton Head Island Beaches All Inclusive Vacation Packages
- Where to stay in South Carolina Lowcountry
- Daufuskie Island Vacations
- Visit Brighton Beach
- Hilton Head Island Beaches All Inclusive Vacation Packages
- Where to stay in Daufuskie Island
- Beaufort Vacations
- Visit Saint Helena Island
- Callawassie Island All Inclusive Vacation Packages
- Where to stay in Port Royal
- Visit Beaufort
- Saint Helena Island Vacations
- Where to stay in Fripp Island
- Harbour Town Lighthouse
- Coligny Beach
- Bluffton Vacations
- Pirate's Island Adventure Golf
- Fripp Island Vacations
- Switzerland Vacations
- Harbour Town Vacations
- Port Royal Vacations
- Hilton Head Island Beaches All Inclusive Vacation Packages
- Hilton Head Island Beaches All Inclusive Vacation Packages
- Visit Harbour Town
- Where to stay in Hilton Head Island Beaches
- Hilton Head Island Beaches All Inclusive Vacation Packages
- Visit South Forest Beach
- Where to stay in Harbor Island
- Hilton Head Island Beaches All Inclusive Vacation Packages
- Visit Port Royal
- Where to stay in Edisto Island
- Hilton Head Island Beaches All Inclusive Vacation Packages
- Visit Yemassee
- Where to stay in Callawassie Island
- Hilton Head Island Beaches All Inclusive Vacation Packages
- Enterprise Rental Cars in Bluffton
- Car rentals in Bluffton
- Van Car Rentals in Bluffton
- Avis Rental Cars in Bluffton
- Luxury Car Rentals in Bluffton
- Car rental Airport (HHH)
- Car rentals near Old Town Bluffton
- Pickup Car Rentals in Hilton Head Island, SC
- Car rentals in Hilton Head Island
- Car rentals in Beaufort
- Car rentals in Ridgeland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
