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.
Ocean View at Island Club
Mid Island
Price was CA $1,820, price is now CA $1,280 per person
CA $1,280
per person
May 11 - May 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
8.8/10 Excellent! (12 reviews)
We were there only a couple of days. Very clean and comfortable. 3 pools were great
Reviewed on Apr 22, 2025
Hilton Garden Inn Charleston / Mt. Pleasant
Price was CA $1,951, price is now CA $1,460 per person
CA $1,460
per person
May 27 - Jun 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charleston (CHS)
9/10 Wonderful! (1,004 reviews)
We only had the breakfasts once. But it was quite good and the lady who server it was polite and thorough. Overall a good experience.
Reviewed on Mar 18, 2026
Montage Palmetto Bluff
Palmetto Bluff
Price was CA $5,968, price is now CA $4,468 per person
CA $4,468
per person
May 24 - May 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Savannah (SAV)
9.6/10 Exceptional! (267 reviews)
Gorgeous property. Excellent staff! Highly recommend.
Reviewed on Mar 9, 2026
Hotel Richemont
Charleston Historic District
Price was CA $2,340, price is now CA $1,797 per person
CA $1,797
per person
May 9 - May 13
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.6/10 Exceptional! (82 reviews)
The hotel is new and beautifully appointed. The staff were super friendly and helpful with local recommendations. Would definitely stay there again.
Reviewed on Feb 17, 2026
The Nicholas
Downtown Charleston
Price was CA $2,644, price is now CA $2,044 per person
CA $2,044
per person
May 9 - May 13
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.4/10 Exceptional! (36 reviews)
Mattress firm to the extreme and not level. No on-site baggage storage. No on-site management (which meant management was not aware the smoke detectors were wired in and were being tested by a technician on on property rather than ringing due to batteries needing to be replaced).
Not a true b&b in that there were only boxed meals to go.
Reviewed on Dec 13, 2025
Saint Helena Island Hotel Deals
Sonesta Resort Hilton Head Island
130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $314 per night from Mar 24 to Mar 25
CA $314
CA $410 total
Mar 24 - Mar 25
includes taxes & fees
8.6/10 Excellent! (1,235 reviews)
This resort has so much potential to be a 5 star hotel. However, there’s some things that have to be addressed. Housekeeping is shaking. Our coffee area had old coffee drippings on the border. The bathroom was full of hair from previous guest. We stayed on the second floor and you could hear peoples ...
Reviewed on Mar 18, 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 $230 per night from Mar 22 to Mar 23
CA $230
CA $311 total
Mar 22 - Mar 23
includes taxes & fees
8.8/10 Excellent! (1,090 reviews)
Hot tub wasnt hot, the pool was warm though. The rooms were not worth $260/night. No microwave.
Reviewed on Mar 17, 2026
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 $268 per night from Mar 25 to Mar 26
CA $268
CA $348 total
Mar 25 - Mar 26
includes taxes & fees
8.4/10 Very Good! (1,416 reviews)
Clean resort that is perfectly located on the beach near some great restaurants nearby.
Reviewed on Mar 18, 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 $75
per adult
Hilton Head Island: Dolphin Cruise & Nature Tour
CA $62
per adult
80% of travellers recommend
Hilton Head: Guided Kayak Sunrise or Sunset Tour
CA $55
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.
