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.
The Beach Club at Charleston Harbor Resort and Marina

The Beach Club at Charleston Harbor Resort and Marina

CA $1,749
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.4/10 Exceptional! (1,144 reviews)
Great location staff was amazing. Rooms are spacious!!

Reviewed on Oct 14, 2026

Live Oak, Charleston Historic District, a Tribute Portfolio Hotel

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

Emeline

Emeline

Charleston Historic District
CA $2,227
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.4/10 Exceptional! (1,778 reviews)
Great vibes at the this place. Customer service exceptional. Highly recommend

Reviewed on Oct 14, 2026

The Ansonborough

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

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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5* Cheap holidays in James Island

Price found within the past 48 hours. Click for updated prices.
The Charleston Place

The Charleston Place

Charleston Historic District
CA $2,422
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (1,005 reviews)
The Dewberry Charleston

The Dewberry Charleston

Charleston Historic District
CA $2,702
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (1,000 reviews)
.

Reviewed on Oct 3, 2026

Hotel Bennett

Hotel Bennett

Charleston Historic District
CA $4,402
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (1,004 reviews)
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3 Night Cheap holidays in James Island

Price found within the past 48 hours. Click for updated prices.
Emeline

Emeline

Charleston Historic District
CA $1,678
per person
Nov 26 - Nov 29
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.4/10 Exceptional! (1,778 reviews)
Great vibes at the this place. Customer service exceptional. Highly recommend

Reviewed on Oct 14, 2026

The Charleston Place

The Charleston Place

Charleston Historic District
CA $1,972
per person
Nov 27 - Nov 30
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (1,005 reviews)
The Ansonborough

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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4 Night Cheap holidays in James Island

Price found within the past 48 hours. Click for updated prices.
Emeline

Emeline

Charleston Historic District
CA $1,504
per person
Dec 19 - Dec 23
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.4/10 Exceptional! (1,778 reviews)
Great vibes at the this place. Customer service exceptional. Highly recommend

Reviewed on Oct 14, 2026

The Ryder Hotel

The Ryder Hotel

Charleston Historic District
CA $1,827
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Charleston (CHS)
8.8/10 Excellent! (1,217 reviews)
Clean room

Reviewed on Oct 14, 2026

The Charleston Place

The Charleston Place

Charleston Historic District
CA $2,300
per person
Nov 19 - Nov 23
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (1,005 reviews)
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Things to do

Charleston: Historical Downtown Tour by Horse-drawn Carriage

Charleston: Historical Downtown Tour by Horse-drawn Carriage

CA $70
per adult
96% of travellers recommend
Charleston: Historical Downtown Tour by Horse-drawn Carriage
Charleston: Fort Sumter Entry Ticket with Roundtrip Ferry

Charleston: Fort Sumter Access with Roundtrip Ferry

CA $60
per adult
98% of travellers recommend
Charleston: Fort Sumter Access with Roundtrip Ferry
Picture 7 for Activity Charleston: 1-Hour Carriage Tour of the Historic District

Charleston: Downtown Horse-Drawn Carriage Tour

CA $70
per adult
100% of travellers recommend
Charleston: Downtown Horse-Drawn Carriage Tour
See all activities in James Island

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.