Callawassie Island Vacation Packages 2026 from $432

Callawassie Island flight + hotel vacation packages

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

Players Club Resort

South End

$432

per person

Jun 6 - Jun 8

found 24 hours ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

This aparthotel features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking. Barbecue grills are provided for your convenience.

Seawatch at Island Club

Mid Island

$823

per person

Apr 27 - Apr 30

found 1 day ago

Roundtrip flight included

Detroit (DTW) 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.

Hotel Indigo Savannah Historic District by IHG

Historic Downtown Savannah

Save 100% on your flight

$708

per person

May 13 - May 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, dry cleaning, and luggage storage are also on offer.

Gallery Stays - Spartina

Historic Downtown Savannah

Save 100% on your flight

$3,318

per person

Jun 11 - Jun 14

found 12 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

Top Callawassie Island hotels deals

Sonesta Resort Hilton Head Island

130 Shipyard Drive Hilton Head Island SC

Free Cancellation

Reserve now, pay when you stay

$324 nightly

$356 total

Mar 29 - Mar 30

Total with taxes and fees

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.

Pool

Hot Tub

Beach House Resort Hilton Head

1 South Forest Beach Drive Hilton Head Island SC

Free Cancellation

Reserve now, pay when you stay

$206 nightly

$227 total

Mar 29 - Mar 30

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.

Hilton Beachfront Resort & Spa Hilton Head Island

1 Hotel Circle Hilton Head Island SC

Free Cancellation

Reserve now, pay when you stay

$255 nightly

$280 total

Mar 29 - Mar 30

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.

Omni Hilton Head Oceanfront Resort

23 Ocean Lane Hilton Head Island SC

Free Cancellation

Reserve now, pay when you stay

$373 nightly

$406 total

Apr 26 - Apr 27

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.

Pool

Spa

Coral Sands Resorts by Palmera

66 Pope Avenue Hilton Head Island SC

Get rates

3 outdoor pools, 3 outdoor tennis courts, and a lazy river are all featured at this smoke-free aparthotel. There's fun for all ages with a children's club and a children's pool, and barbecue grills are available on site. Enjoy the gym and perks like free self parking and free WiFi.

The Westin Hilton Head Island Resort & Spa

2 Grasslawn Ave Hilton Head Island SC

Free Cancellation

Reserve now, pay when you stay

$230 nightly

$252 total

Apr 12 - Apr 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.

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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

Rose Hill Mansion

You can find out about the history of Bluffton with a stop at Rose Hill Mansion. Amble around this family-friendly area's beautiful beaches, or seek out the golf courses.

Arch and two white chairs prepared for weeding ceremony, Poland

Rose Hill Golf Club

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

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.

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 $432. 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.