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A sunset over a lake with a dock and distant trees silhouetted against the sky.

Callawassie Island Vacations from $885

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The Latest Callawassie Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • 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 1 day ago
    Royal Dunes Resort
  • 2 Bedroom Deluxe Suite | Private kitchen | Coffee/tea maker, full-size fridge, oven, cleaning supplies
    Oct 17 - Oct 23

    The Juliette by AvantStay + Flight

    Historic Downtown Savannah
    6 nights
    3.0 star property
    9.8/10 - Exceptional (11 reviews)
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • 1 stop
    Save 100% on your flight
    $1,909
    $1,274
    per traveler
    found 1 day ago
    The Juliette by AvantStay
  • Lobby
    Sep 14 - Sep 19

    The Alida, Savannah, a Tribute Portfolio Hotel + Flight

    Historic Downtown Savannah
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,008 reviews)
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • Nonstop
    Save 100% on your flight
    $2,218
    $1,578
    per traveler
    found 1 day ago
    The Alida, Savannah, a Tribute Portfolio Hotel
  • Lobby
    Oct 17 - Oct 23

    Municipal Grand + Flight

    Historic Downtown Savannah
    6 nights
    5.0 star property
    9.8/10 - Exceptional (154 reviews)
    "Lovely staff, Spacious & clean rooms, Awesome amenities with a great central location, Would definitely stay here again."
    Reviewed August 2, 2026
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • 1 stop
    Save 100% on your flight
    $1,335
    $951
    per traveler
    found 1 day ago
    Municipal Grand
  • Front of property
    Oct 17 - Oct 23

    Green Palm Inn + Flight

    Historic Downtown Savannah
    6 nights
    4.0 star property
    9.6/10 - Exceptional (676 reviews)
    "The Green Palm Inn had spacious beautiful decorated bedroom with a large four posted bed. I loved the check-in process of being sent a code and checking in at your own leisure. It’s close enough to walk everywhere needed downtown and parking was easy."
    Reviewed August 2, 2026
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • 1 stop
    Save 100% on your flight
    $1,319
    $961
    per traveler
    found 1 day ago
    Green Palm Inn

Callawassie Island Hotel Deals

Exterior

Holiday Inn Express Bluffton at Hilton Head Area by IHG

Holiday Inn Express Bluffton at Hilton Head Area by IHG
2.5 star property
4.9 mi from Callawassie Island
9.2 out of 10, Wonderful, (1,004 reviews)
"Exelente 😊"
$118 nightly
The price is $130
Aug 9 - Aug 10
Total with taxes and fees
Holiday Inn Express Bluffton at Hilton Head Area by IHG
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.