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

Callawassie Island Vacations from $892

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The Latest Callawassie Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Oct 22 - Oct 28

    The Ann Savannah, Apartments By Marriott Bonvoy + Flight

    Historic District - North
    6 nights
    4.0 star property
    9.4/10 - Exceptional (238 reviews)
    "The hotel is over hyped Staffing was very nice please note: They charge $150 deposit per start plus a destination fee and the breakfast isn’t actually breakfast if you add it on it’s a discount to lil James . On top of that parking is terrible and the area is weird If you do want parking. It’s an additional $50 per night . Over hyped and over priced"
    Reviewed August 5, 2026
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • Nonstop
    Save 100% on your flight
    $1,268
    $892
    per traveler
    found 1 day ago
    The Ann Savannah, Apartments By Marriott Bonvoy
  • 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 (543 reviews)
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • Nonstop
    Save 100% on your flight
    $2,401
    $1,600
    per traveler
    found 1 day ago
    Hotel Bardo Savannah
  • 2 Bedroom Deluxe Suite | Private kitchen | Coffee/tea maker, full-size fridge, oven, cleaning supplies
    Sep 12 - Sep 17

    The Juliette by AvantStay + Flight

    Historic Downtown Savannah
    5 nights
    3.0 star property
    9.8/10 - Exceptional (12 reviews)
    "The property was situated close to historical district, restaurants. All walking distance . Parking on site. Spacious , very clean apartment. 3 large bedrooms, good size , modern bathrooms. Large living room open to the dining and kitchen. Strongly recommend if visiting Savannah."
    Reviewed August 5, 2026
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • 1 stop
    Save 100% on your flight
    $2,314
    $1,553
    per traveler
    found 1 day ago
    The Juliette by AvantStay
  • Bar (on property)
    Oct 22 - Oct 28

    Thompson Savannah, by Hyatt + Flight

    Hitch Village - Fred Wessels Homes
    6 nights
    5.0 star property
    9.4/10 - Exceptional (1,003 reviews)
    "The experience was great, awesome customer service, building is nice.."
    Reviewed August 5, 2026
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • Nonstop
    Save 100% on your flight
    $1,480
    $1,005
    per traveler
    found 1 day ago
    Thompson Savannah, by Hyatt
  • Front of property
    Oct 22 - Oct 28

    Godley Manor + Flight

    Historic Downtown Savannah
    6 nights
    3.0 star property
    9.8/10 - Exceptional (541 reviews)
    "Overall I was pleased with the Godley. Yes the breakfast had room for improvement, a waffle maker would be good for those of us wanting a little more than continental fare. Parking is tight, but it’s available and included so that’s good. No loud kids, or adults, running up and down the hallways so that was good, but a crying baby made for a pretty good competition for my white noise machine. The beautiful hardwood floors also transfer a lot of noise to the rooms under them, stay away from..."
    Reviewed August 2, 2026
    Roundtrip • Boston (BOS) - Savannah (SAV)
    BOS - SAV • Nonstop SAV - BOS • Nonstop
    Save 100% on your flight
    $1,550
    $1,059
    per traveler
    found 1 day ago
    Godley Manor

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, (1,006 reviews)
"Clean room and friendly staff!"
$110 nightly
The price is $121
Aug 16 - Aug 17
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.