
James Island Cheap Vacations
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Flight and Cheap hotel deals in James Island
Price found within the past 48 hours. Click for updated prices.


Live Oak, Charleston Historic District, a Tribute Portfolio Hotel
Downtown Charleston
CA $2,158
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
8.8/10 Excellent! (32 reviews)
Amazing hotel, exceptional staff. We will most definitely stay there again!
Reviewed on Oct 1, 2026


The Ansonborough
Charleston Historic District
CA $2,168
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.4/10 Exceptional! (1,195 reviews)
The room was beautiful! Unfortunately I didn’t expect to spend over $4 a day on taxes on the paid parking, the rooftop terrace bar was closed down during the week when we were there and the seats on the roof were pretty gross, there was no place to sit for breakfast (which wasn’t very good) and our tv wouldn’t connect to our streaming services (someone from the hotel couldn’t even get it to work).
Reviewed on Oct 13, 2026

Elliott House Inn
Charleston Historic District
CA $2,342
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
8.4/10 Very good! (1,000 reviews)
Loved the courtyard with comfy couches! Was disappointed there were no coffee makers in rooms. You had to get dressed to go to the courtyard to get coffee.
Reviewed on Oct 14, 2026
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The Ansonborough
Charleston Historic District
CA $1,744
per person
Nov 26 - Nov 29
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.4/10 Exceptional! (1,195 reviews)
The room was beautiful! Unfortunately I didn’t expect to spend over $4 a day on taxes on the paid parking, the rooftop terrace bar was closed down during the week when we were there and the seats on the roof were pretty gross, there was no place to sit for breakfast (which wasn’t very good) and our tv wouldn’t connect to our streaming services (someone from the hotel couldn’t even get it to work).
Reviewed on Oct 13, 2026
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View all trips4 Night Cheap holidays in James Island
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View all tripsThings to do

Charleston: Historical Downtown Tour by Horse-drawn Carriage
CA $70
per adult
96% of travellers recommend

Charleston: Fort Sumter Access with Roundtrip Ferry
CA $60
per adult
98% of travellers recommend

Charleston: Downtown Horse-Drawn Carriage Tour
CA $70
per adult
100% of travellers recommend
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