Callawassie Island Vacation Packages 2026 from $814

Callawassie Island flight + hotel vacation packages

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

Ocean View at Island Club

Mid Island

Save 100% on your flight

$814

per person

Aug 23 - Aug 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

This condo features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

Seawatch at Island Club

Mid Island

Save 100% on your flight

$814

per person

Aug 23 - Aug 29

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.

DeSoto Beach Vacations Properties

South Beach

Save 100% on your flight

$1,608

per person

Sep 12 - Sep 18

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Savannah (SAV)

An outdoor pool, free self parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A terrace, a garden, and a grocery/convenience store are also on offer.

Royal Dunes Resort

Mid Island

Save 100% on your flight

$942

per person

Aug 16 - Aug 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

2 outdoor pools, a hot tub, and a gym are all featured at this condo. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Enjoy the sauna and perks like free WiFi.

Olde Harbour Inn

Historic Downtown Savannah

Save 100% on your flight

$863

per person

Aug 23 - Aug 29

found 2 hours ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service. A computer station, luggage storage, and concierge services are also on offer.

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

$314 nightly

$345 total

Aug 10 - Aug 11

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

Hilton Beachfront Resort & Spa Hilton Head Island

1 Hotel Circle Hilton Head Island SC

Free Cancellation

Reserve now, pay when you stay

$267 nightly

$293 total

Aug 9 - Aug 10

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

5 Mi to Downtown Beaufort: Pet-friendly Cottage!

Beaufort SC

Get rates

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

Kitchen

Washer

Holiday Inn Express Hilton Head Island by IHG

10 Tanglewood Drive Hilton Head Island SC

Free Cancellation

$120 nightly

$132 total

Aug 3 - Aug 4

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

Beach House Resort Hilton Head

1 South Forest Beach Drive Hilton Head Island SC

Free Cancellation

Reserve now, pay when you stay

$227 nightly

$250 total

Aug 9 - Aug 10

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

12 Park Ln Hilton Head Island SC

Free Cancellation

Reserve now, pay when you stay

$185 nightly

$201 total

Aug 2 - Aug 3

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

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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 $814. 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.