Skip to main content
A sunset over a lake with a dock and distant trees silhouetted against the sky.

Callawassie Island Vacations from $643

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Callawassie Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Front of property
    Sep 12 - Sep 17

    Hotel Tybee + Flight

    South Beach
    5 nights
    2.5 star property
    7.8/10 - Good (1,242 reviews)
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • 1 stop
    Save 100% on your flight
    $953
    $643
    per traveler
    found 1 day ago
    Hotel Tybee
  • Outdoor pool, open 8 AM to 9:00 PM, cabanas (surcharge), pool umbrellas
    Oct 22 - Oct 28

    Hotel Bardo Savannah + Flight

    Historic Downtown Savannah
    6 nights
    5.0 star property
    9.4/10 - Exceptional (542 reviews)
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • Nonstop
    Save 100% on your flight
    $2,377
    $1,450
    per traveler
    found 1 day ago
    Hotel Bardo Savannah
  • Exterior
    Sep 12 - Sep 17

    The Juliette by AvantStay + Flight

    Historic Downtown Savannah
    5 nights
    3.0 star property
    9.6/10 - Exceptional (10 reviews)
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • 1 stop
    Save 100% on your flight
    $2,326
    $1,585
    per traveler
    found 1 day ago
    The Juliette by AvantStay
  • Lobby
    Oct 4 - Oct 9

    Kimpton Brice Hotel by IHG + Flight

    Historic Downtown Savannah
    5 nights
    4.0 star property
    8.6/10 - Excellent (1,005 reviews)
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • 1 stop
    Save 100% on your flight
    $1,265
    $868
    per traveler
    found 1 day ago
    Kimpton Brice Hotel by IHG
  • Condo, 3 Bedrooms | Terrace/patio
    Sep 23 - Sep 29

    Royal Dunes Resort + Flight

    Mid Island
    6 nights
    3.5 star property
    9.4/10 - Exceptional (189 reviews)
    "The rooms were a lot bigger than expected, it’s an excellent place to stay, super easy, fast walk to the beach. Loved the covered garage, Super family-friendly, there is tons of little things to do around the resort, very clean, and very close to restaurants, stores, etc."
    Reviewed July 23, 2026
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • 1 stop SAV - BOS • Nonstop
    Save 100% on your flight
    $1,287
    $885
    per traveler
    found 11 hours ago
    Royal Dunes Resort

Callawassie Island Hotel Deals

Free daily continental breakfast

Spark by Hilton Bluffton Hilton Head Island

Spark by Hilton Bluffton Hilton Head Island
2.5 star property
Plantation Point, 3.9 mi from Callawassie Island
8.4 out of 10, Very Good, (279 reviews)
"Everything went well with our stay. Some suggestions... The smell when you walk in was an over powering fabuloso scent, maybe use more of a bleach clean smell. The room did smell a little musty like old wet pool clothes. Possibly the carpet, maybe LVP for the floors."
$90 nightly
The price is $99
Aug 18 - Aug 19
Total with taxes and fees
Spark by Hilton Bluffton Hilton Head Island
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.
See all properties in Callawassie Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.