Saint Helena Island Vacation Packages
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Your Saint Helena Island Vacation
The best way to experience this interesting city is with a tailor-made Saint Helena Island vacation package. Base yourself in the neighborhood of Historic Downtown, which is good for dining, history and cafes or choose someplace else — our packages are all about you. Make your trip to Saint Helena Island even more exciting by going sightseeing. Penn Center, Coosaw Island and York W. Bailey Museum are among the big attractions worth exploring. Whoever you're heading away with and whatever your budget, your dream Saint Helena Island vacation is just clicks away with Expedia.
Top Saint Helena Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Water's Edge Inn - Adults Only
Price was CA $1,699, price is now CA $1,286 per person
CA $1,286
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Charleston (CHS)
9.6/10 Exceptional! (460 reviews)
Clean room, stocked with beach and bath towels. Bed and pillows were surprisingly very comfortable allowing for a great night sleep. Bath had a personal jacuzzi tub. Their outdoor jacuzzi along with their spa robes felt like a luxurious experience at the spa. The wife and I bought a wine bottle, and their front desk provided the cork opener and glasses. Breakfast was a homier version of a hotel's continental breakfast. Staff was friendly and offered golf cart rides to the local beach.
Reviewed on Jun 8, 2026
The Ryder Hotel
Charleston Historic District
Price was CA $1,870, price is now CA $1,290 per person
CA $1,290
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Charleston (CHS)
8.8/10 Excellent! (1,007 reviews)
I love staying at the Ryder Hotel. I travel a lot for work and it’s the perfect place to stay. Close walking distance to anything. They have a cute coffee shop in the hotel as well as a restaurant. The pool is always nice too! Highly recommend this hotel
Reviewed on Jun 11, 2026
Emeline
Charleston Historic District
Price was CA $1,951, price is now CA $1,395 per person
CA $1,395
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charleston (CHS)
9.4/10 Exceptional! (1,676 reviews)
Never had the room serviced, had to call house keeping to receive fresh towels.
Also had a lamp missing its chandelier.
Reviewed on Jun 9, 2026
Hotel Bennett
Charleston Historic District
Price was CA $2,335, price is now CA $1,748 per person
CA $1,748
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charleston (CHS)
9.6/10 Exceptional! (1,005 reviews)
Absolutely loved this stay in downtown Charleston. Perfect location to restaurants and shopping. The afternoon tea at Camelia’s and the rooftop pool really sets this 5 star property apart from the others. 10 out of 10 stay.
Reviewed on Jun 4, 2026
Saint Helena Island Hotel Deals
Hilton Beachfront Resort & Spa Hilton Head Island
1 Hotel Circle Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $471 per night from Jul 7 to Jul 8
CA $471
CA $577 total
Jul 7 - Jul 8
includes taxes & fees
8.4/10 Very Good! (1,543 reviews)
"Very friendly staff."
Reviewed on Jun 10, 2026
Beach House Resort Hilton Head
1 South Forest Beach Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $450 per night from Jul 1 to Jul 2
CA $450
CA $560 total
Jul 1 - Jul 2
includes taxes & fees
8.8/10 Excellent! (1,273 reviews)
"This place is a perfect place to stay. Specially with kids, you have the beach and pool within walking distance. The food was very tasteful. The service at the pool provided by Mackenzie was great, she was always on point with everything we ordered. Then you have the tiki hut with live music and ..."
Reviewed on Jun 10, 2026
Sonesta Resort Hilton Head Island
130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $416 per night from Jun 21 to Jun 22
CA $416
CA $524 total
Jun 21 - Jun 22
includes taxes & fees
8.8/10 Excellent! (1,380 reviews)
"The Adult Pool was the best idea to keep me coming back. Staff were always pleasant and helpful."
Reviewed on Jun 12, 2026
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.
What to do in Saint Helena Island
Hilton Head Island: Disappearing Island and Dolphin Tour
CA $76
per adult
Hilton Head Island: Dolphin Cruise & Nature Tour
CA $62
per adult
80% of travellers recommend
Hilton Head: Family Paddleboarding Adventure
CA $62
per adult
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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.
