Deals on vacations and trips to Callawassie Island

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Callawassie Island flight + hotel vacation packages

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

Olde Harbour Inn

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,598, price is now $1,034 per person
$1,034
per person
Dec 15 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A computer station, luggage storage, and concierge services are also on offer.
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Mid Island
Save 100% on your flight
Price was $1,921, price is now $1,261 per person
$1,261
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
This condo features a gym and a seasonal outdoor pool. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area. Enjoy the sauna and perks like free self parking and free WiFi.
River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,828, price is now $1,290 per person
$1,290
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Savannah (SAV)
This luxury hotel's 3 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.
Foley House Inn

Foley House Inn

3.5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,891, price is now $1,341 per person
$1,341
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Savannah (SAV)
Free WiFi in public areas, a terrace, and a garden are available at this bed & breakfast. Enjoy the free continental breakfast each morning. A communal living room, a picnic area, and luggage storage are also on offer.
Godley Manor

Godley Manor

3 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,996, price is now $1,447 per person
$1,447
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Savannah (SAV)
This guesthouse features free WiFi in public areas, wedding services, and free self parking. Enjoy the free continental breakfast each morning. A lobby fireplace, a communal living room, and a library are also on offer.

Top Callawassie Island hotels deals

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

4.5 out of 5
1 Hotel Circle Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
$185 nightly
The price is $203 total per night
$203 total
Nov 17 - Nov 18
Total with taxes and fees
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this luxury resort. Dine at the beachfront restaurant and relax with beach umbrellas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Spa
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
$210 nightly
The price is $231 total per night
$231 total
Nov 3 - Nov 4
Total with taxes and fees
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Families will appreciate the children's club and onsite laundry facilities. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle.
Pool
Hot Tub
Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

2.5 out of 5
10 Tanglewood Drive Hilton Head Island SC
Free Cancellation
$122 nightly
The price is $134 total per night
$134 total
Nov 4 - Nov 5
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free buffet breakfast is served.
Pool
Breakfast included
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
12 Park Ln Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
$124 nightly
The price is $134 total per night
$134 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Enjoy the hot tub and free on-the-go breakfast each morning. A business center, a terrace, and a garden are also on offer.
Pool
Hot Tub
Beach House Resort Hilton Head

Beach House Resort Hilton Head

4 out of 5
1 South Forest Beach Drive Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
$198 nightly
The price is $219 total per night
$219 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features 2 bars/lounges, a beach bar, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the outdoor pool, poolside bar, and concierge services.
Pool
Pet friendly
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $88 total per night
$88 total
Oct 25 - Oct 26
Total with taxes and fees
An outdoor pool, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a lobby fireplace, and a picnic area are also on offer.
Pool
Free WiFi
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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.

Frequently asked questions

How much are vacation packages to Callawassie Island?
Travelocity has package deals to Callawassie Island, as well as flights and hotels, starting from as low as $1,034. With all the extra cash, you could purchase some cool tours or maybe also add a couple of extra nights to your adventure.
Where can I get the best vacation package deals for Callawassie Island?
You'll discover a terrific range of Callawassie Island package deals on Travelocity. With no less than 400 partner airlines and 1,000,000 properties across the globe, organizing the ultimate vacation will be simple.
Why should I book my Callawassie Island vacation bundle via Travelocity?
We have experiences and destinations to suit every type of traveler, exceptional service and round-the-clock customer support. And to top it off, we'll match any better price you're able to find with our Price Match Guarantee.
Will I save money on my Callawassie Island car rental if I book it with hotels and flights?
Combining your bookings into a Callawassie Island vacation package will leave you with some serious savings. Combine a car and flight; a hotel, car and flight; or a car and hotel. You won't find a better way to explore the greater Callawassie Island region than with your own ride. You can also add tours and experiences to your Travelocity package.
Where should I stay when visiting Callawassie Island?
If you're looking for someplace comfortable to base yourself, check out the Bright 3 Bdrm -2 bath Coastal Villa on Exclusive Callawassi Island-Golf Included. It's the top choice for many travelers.

Photos of local treasures

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A sunset over a lake with a dock and distant trees silhouetted against the sky.

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