Saint Helena Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
Mid Island
Price was CA $2,032, price is now CA $1,536 per person
CA $1,536
per person
Oct 23 - Oct 30
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9/10 Wonderful! (1,000 reviews)

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Price was CA $3,821, price is now CA $2,405 per person
CA $2,405
per person
Oct 23 - Oct 30
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
8.8/10 Excellent! (1,101 reviews)

The Beach Club at Charleston Harbor Resort and Marina

The Beach Club at Charleston Harbor Resort and Marina

4.5 out of 5
Price was CA $3,162, price is now CA $2,402 per person
CA $2,402
per person
Oct 23 - Oct 30
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.2/10 Wonderful! (1,045 reviews)

JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Price was CA $2,422, price is now CA $1,850 per person
CA $1,850
per person
Oct 14 - Oct 18
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9.4/10 Exceptional! (1,576 reviews)
Good location with lots of dining options Also two excellent roof top bars Recommend River view rooms A roof top pool very clean with kitchen and bar We spend four nights and we were completely satisfied

Reviewed on Aug 4, 2026

Live Oak, Charleston Historic District, a Tribute Portfolio Hotel

Live Oak, Charleston Historic District, a Tribute Portfolio Hotel

4 out of 5
Downtown Charleston
Price was CA $4,030, price is now CA $3,107 per person
CA $3,107
per person
Oct 23 - Oct 30
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
8.6/10 Excellent! (23 reviews)
Beautiful hotel in a great location! Never had to use our car. Would definitely go back. I have nothing bad to say.

Reviewed on Aug 3, 2026

Ready to book your vacation to Saint Helena Island?

 

Choose your dates

Saint Helena Island Hotel Deals

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $321 per night from Aug 16 to Aug 17
CA $321
CA $419 total
Aug 16 - Aug 17
includes taxes & fees
8.8/10 Excellent! (1,439 reviews)
"The property was great and all the staff were extremely helpful. Food and bar service was top notch"

Reviewed on Aug 4, 2026

Sonesta Resort Hilton Head Island
Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

4.5 out of 5
1 Hotel Circle Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $299 per night from Aug 16 to Aug 17
CA $299
CA $387 total
Aug 16 - Aug 17
includes taxes & fees
Hilton Beachfront Resort & Spa Hilton Head Island
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
2 Grasslawn Ave Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $345 per night from Aug 16 to Aug 17
CA $345
CA $444 total
Aug 16 - Aug 17
includes taxes & fees
8.6/10 Excellent! (1,014 reviews)
"N/A"

Reviewed on Aug 4, 2026

The Westin Hilton Head Island Resort & Spa
See all 12,559 properties in Saint Helena Island
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Saint Helena Island attractions

Penn Center

8.0/10 (7 reviews)
You can browse the exhibits at Penn Center, a museum with a story of its own, during your trip to Saint Helena Island. Wander the waterfront in this trendy area.
See properties

What to do in Saint Helena Island

Picture 10 for Activity Hilton Head Island: Disappearing Island and Dolphin Tour

Hilton Head Island: Disappearing Island and Dolphin Tour

CA $77
per adult
Hilton Head Island: Disappearing Island and Dolphin Tour
Hilton Head Island: Dolphin Cruise & Nature Tour

Hilton Head Island: Dolphin Cruise & Nature Tour

CA $63
per adult
80% of travellers recommend
Hilton Head Island: Dolphin Cruise & Nature Tour
Hilton Head: Family Paddleboarding Adventure

Hilton Head: Family Paddleboarding Adventure

CA $63
per adult
Hilton Head: Family Paddleboarding Adventure
See all activities in Saint Helena Island

Frequently asked questions

How much does a Saint Helena Island vacation package cost?
You can grab a vacation package to this destination from CA $1,536 on Expedia. But how much your vacation to Saint Helena Island costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Saint Helena Island?
You can generally find reduced prices and better availability in January, October and November. Check out our cheap Saint Helena Island vacation packages and you could score some great off-season discounts.
How many days is enough for Saint Helena Island?
To fully enjoy your Saint Helena Island vacation, we suggest booking for 4 days. Split your time between discovering Red Piano Too Gallery, York W. Bailey Museum and other key sights, on top of experiencing neighbourhoods like Ladys Island and Frogmore. If you've got some spare time, include a day trip in your Saint Helena Island vacation itinerary.
Is it worth booking a vacation package to Saint Helena Island?
Boasting a host of highlights starting with its top-notch camping, Saint Helena Island is a good vacation destination. Whether you'd like to explore attractions like Red Piano Too Gallery and York W. Bailey Museum or take the path less travelled, you'll have loads to see and do on your Saint Helena Island vacation.
How to find the best Saint Helena Island package deals?
Begin your search for a Saint Helena Island package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Saint Helena Island package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Saint Helena Island getaway off to a flying start.
Is it cheaper to book a Saint Helena Island vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights individually. Better still, you can personalize your Saint Helena Island getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Saint Helena Island?
If you have your Saint Helena Island travel dates finalized, book early to snap up some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Saint Helena Island?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Saint Helena Island.
  2. Work out your budget: Make sure you have enough money to pay for everything from food and transportation to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Saint Helena Island.
  3. Decide how long to go away for: Now that you know more about Saint Helena Island, you can figure out the right length of your vacation. Put together a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Saint Helena Island vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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