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 Francis Marion Hotel

The Francis Marion Hotel

Charleston Historic District
CA $1,109
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Charleston (CHS)
9/10 Wonderful! (2,484 reviews)
The Restoration

The Restoration

Charleston Historic District
CA $1,482
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Charleston (CHS)
9.6/10 Exceptional! (1,235 reviews)
Great stay. Quiet. Right in the middle of downtown. Valet parking is a must. The breakfast baskets were fun. You get a discount at the coffee shop when you stay here.

Reviewed on Sep 17, 2026

The Charleston Place

The Charleston Place

Charleston Historic District
CA $1,930
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Charleston (CHS)
9.6/10 Exceptional! (1,009 reviews)
Had the best time at Charleston place! 11 out of 10 I couldn’t ask for anything more. The hotel is stunning and the pool upgrades are phenomenal. I can’t wait to come back when the spa is done! Thank you to the entire staff for making this a trip to remember

Reviewed on Sep 16, 2026

The Beach Club at Charleston Harbor Resort and Marina

The Beach Club at Charleston Harbor Resort and Marina

CA $1,211
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Charleston (CHS)
9.4/10 Exceptional! (1,104 reviews)
Andrew Pinckney Inn

Andrew Pinckney Inn

Charleston Historic District
CA $1,258
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Charleston (CHS)
9.6/10 Exceptional! (1,514 reviews)
Great location for walking to market street, buggy tours and ambiance.

Reviewed on Sep 16, 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 $1,930
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Charleston (CHS)
9.6/10 Exceptional! (1,009 reviews)
Had the best time at Charleston place! 11 out of 10 I couldn’t ask for anything more. The hotel is stunning and the pool upgrades are phenomenal. I can’t wait to come back when the spa is done! Thank you to the entire staff for making this a trip to remember

Reviewed on Sep 16, 2026

The Cooper

The Cooper

Charleston Historic District
CA $3,257
per person
Dec 10 - Dec 13
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.8/10 Exceptional! (39 reviews)
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3 Night Cheap holidays in James Island

Price found within the past 48 hours. Click for updated prices.
Wild Dunes Resort – Sweetgrass Inn and Boardwalk Inn

Wild Dunes Resort – Sweetgrass Inn and Boardwalk Inn

CA $1,264
per person
Dec 10 - Dec 13
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
8.8/10 Excellent! (1,002 reviews)
This is the perfect place for a nice getaway! It’s tucked away nicely and easily accessible to what you may have left at home.

Reviewed on Sep 14, 2026

The Pinch Hotel

The Pinch Hotel

Charleston Historic District
CA $1,691
per person
Dec 10 - Dec 13
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.8/10 Exceptional! (205 reviews)
What I didn’t like was our room was next to the street. The buildings were so close to each other that the noise amplified whenever the motorcyclists and cars were showing off and speeding and making loud noises throughout the night. Being close to the college made it worse. On the other hand The Pinch was an outstanding small boutique hotel. It’s clean. The decor is simple and beautiful. It has kitchen, and a washer and dryer in one which came in handy. The employees up front were very welcoming and very nice. The restaurant Lowland next to the hotel has great food. It is centrally located. Overall, I highly recommend this hotel and would stay here again if I do come back.

Reviewed on Sep 9, 2026

The Beach Club at Charleston Harbor Resort and Marina

The Beach Club at Charleston Harbor Resort and Marina

CA $1,314
per person
Dec 10 - Dec 13
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.4/10 Exceptional! (1,104 reviews)
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4 Night Cheap holidays in James Island

Price found within the past 48 hours. Click for updated prices.
The Ryder Hotel

The Ryder Hotel

Charleston Historic District
CA $1,047
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Charleston (CHS)
8.8/10 Excellent! (1,170 reviews)
Location, staff

Reviewed on Sep 17, 2026

The Francis Marion Hotel

The Francis Marion Hotel

Charleston Historic District
CA $1,109
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Charleston (CHS)
9/10 Wonderful! (2,484 reviews)
The Restoration

The Restoration

Charleston Historic District
CA $1,482
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Charleston (CHS)
9.6/10 Exceptional! (1,235 reviews)
Great stay. Quiet. Right in the middle of downtown. Valet parking is a must. The breakfast baskets were fun. You get a discount at the coffee shop when you stay here.

Reviewed on Sep 17, 2026

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Things to do

Charleston: Historical Downtown Tour by Horse-drawn Carriage

Charleston: Historical Downtown Tour by Horse-drawn Carriage

CA $69
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
Charleston: Daytime or Sunset Historic Harbor Cruise

Charleston: Daytime or Sunset Historic Harbor Cruise

CA $75
per adult
90% of travellers recommend
Charleston: Daytime or Sunset Historic Harbor Cruise
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.