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

Callawassie Island Vacations from $676

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 (1,231 reviews)
    "I liked the trip it was great and the staff was good but their wasn’t anything to wash with, but other than that it was fantastic"
    Reviewed August 1, 2026
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • 1 stop
    Save 100% on your flight
    $960
    $676
    per traveler
    found 1 day ago
    Hotel Tybee
  • Front of property
    Oct 4 - Oct 9

    Godley Manor + Flight

    Historic Downtown Savannah
    5 nights
    3.0 star property
    9.8/10 - Exceptional (540 reviews)
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • 1 stop
    Save 100% on your flight
    $1,317
    $861
    per traveler
    found 1 day ago
    Godley Manor
  • 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
    $2,243
    $1,533
    per traveler
    found 1 day ago
    The Juliette by AvantStay
  • 3 bars/lounges, tapas bar, gastropub, rooftop bar
    Sep 12 - Sep 17

    JW Marriott Savannah Plant Riverside District + Flight

    Historic Downtown Savannah
    5 nights
    5.0 star property
    9.4/10 - Exceptional (1,562 reviews)
    "A beautiful facility. What Wonderful food also"
    Reviewed July 31, 2026
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • 1 stop
    Save 100% on your flight
    $1,599
    $1,109
    per traveler
    found 1 day ago
    JW Marriott Savannah Plant Riverside District
  • Apartment, Multiple Beds | View from room
    Oct 4 - Oct 9

    Gallery Stays - Spartina + Flight

    Historic Downtown Savannah
    5 nights
    4.0 star property
    9.4/10 - Exceptional (3 reviews)
    "It was a nice stay overall. We were hearing a child running through the ceilings which made our stay more interesting."
    Reviewed January 18, 2025
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • 1 stop SAV - BOS • 1 stop
    Save 100% on your flight
    $3,203
    $2,256
    per traveler
    found 13 hours ago
    Gallery Stays - Spartina