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.
The Kingston Hotel

The Kingston Hotel

3 out of 5
Save 100% on your flight
Price was $579, price is now $385 per person
$385
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
A restaurant and a bar/lounge are featured at this motel. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free area shuttle. Luggage storage and laundry facilities are also provided.
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $952, price is now $556 per person
$556
per person
Feb 4 - Feb 8
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.
Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

4.5 out of 5
Hitch Village - Fred Wessels Homes
Save 100% on your flight
Price was $836, price is now $499 per person
$499
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
This luxury hotel includes 3 restaurants, an outdoor pool, and a gym. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $985, price is now $665 per person
$665
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
A full-service spa, 12 restaurants, and a 24-hour gym are all featured at this luxury hotel. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi. Relax with a drink at one of the 3 bars/lounges and enjoy the a rooftop terrace.
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
South End
Save 100% on your flight
Price was $1,099, price is now $742 per person
$742
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Savannah (SAV)
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. 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.

Top Callawassie Island hotels deals

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
$89 nightly
The price is $98 total per night
$98 total
Jan 4 - Jan 5, 2026
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. Enjoy freebies like buffet breakfast and a beach shuttle
Pool
Breakfast included
Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
23 Ocean Lane Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
$190 nightly
The price is $205 total per night
$205 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's club and a children's pool, and supervised childcare is an added bonus. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas.
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
$99 nightly
The price is $109 total per night
$109 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a gym and a hot tub. Enjoy the free on-the-go breakfast each morning. A business center, a terrace, and a garden are also on offer.
Hot Tub
Breakfast included
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
$173 nightly
The price is $191 total per night
$191 total
Dec 30 - Dec 31
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
$146 nightly
The price is $160 total per night
$160 total
Dec 30 - Dec 31
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
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
$168 nightly
The price is $185 total per night
$185 total
Jan 12 - Jan 13, 2026
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.
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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.

Popular places to visit

Tanger Outlets Hilton Head

4.5/5(36 reviews)

You can search for that perfect souvenir at Tanger Outlets Hilton Head during your trip to Bluffton. Wander the beautiful beaches and seaside in this family-friendly area.

Tanger Outlets Hilton Head

May River Golf Club at Palmetto Bluff

5/5(5 reviews)

Enjoy a round of golf in Bluffton at May River Golf Club at Palmetto Bluff. Wander the beautiful beaches and seaside in this family-friendly area.

May River Golf Club at Palmetto Bluff

Hilton Head National Golf Club

1/5(1 review)

Enjoy a round of golf in Bluffton at Hilton Head National Golf Club. Wander the beautiful beaches and seaside in this family-friendly area.

Hilton Head National Golf Club

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 $385. 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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