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.
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Mid Island
Price was $862, price is now $635 per person
$635
per person
Oct 29 - Oct 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.
Hilton Hideaway by Avantstay Private Pool, Walk to Beach

Hilton Hideaway by Avantstay Private Pool, Walk to Beach

3 out of 5
South End
Save 100% on your flight
Price was $3,676, price is now $2,688 per person
$2,688
per person
Nov 23 - Nov 30
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Historic Downtown Savannah
Price was $1,828, price is now $1,352 per person
$1,352
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this luxury hotel. Bring the family and enjoy the children's club and kid-friendly dining. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like on-the-go breakfast and WiFi in public areas.
River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Price was $985, price is now $737 per person
$737
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Hotel Tybee

Hotel Tybee

2.5 out of 5
South Beach
Price was $1,124, price is now $849 per person
$849
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
This smoke-free hotel features 2 outdoor pools, a bar/lounge, and a poolside bar. Traveling on business? Take advantage of the 24-hour business center, conference center, and conference space. Self parking, a snack bar/deli, and a picnic area are also offered.

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
$250 nightly
The price is $275 total per night
$275 total
Oct 4 - Oct 5
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
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
$229 nightly
The price is $252 total per night
$252 total
Sep 28 - Sep 29
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
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
Sep 27 - Sep 28
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
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
$288 nightly
The price is $317 total per night
$317 total
Oct 4 - Oct 5
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
$118 nightly
The price is $130 total per night
$130 total
Sep 23 - Sep 24
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
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
2 Grasslawn Ave Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
$276 nightly
The price is $304 total per night
$304 total
Oct 12 - Oct 13
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area.
Pool
Hot Tub
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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 $635. 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.

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

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