Saint Helena Island Vacations from $302

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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.

The Latest Saint Helena Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Charleston Mount Pleasant

Courtyard by Marriott Charleston Mount Pleasant

3 out of 5
Save 100% on your flight
Price was $486, price is now $302 per person
$302
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.8/10 Excellent! (1,004 reviews)
Nice enough and clean, but otherwise pretty mediocre - and was $300+! And not even IN Charleston…

Reviewed on Oct 14, 2025

Kimpton Brice Hotel by IHG

Kimpton Brice Hotel by IHG

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $687, price is now $412 per person
$412
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
8.4/10 Very Good! (1,009 reviews)
Everything was fine, room was clean. The staff were pleasant and helpful. We would have preferred our room being closer to the main hotel. Valet parking was very expensive— $52 per day plus a requested/expected tip.

Reviewed on Oct 12, 2025

Emeline

Emeline

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,564, price is now $951 per person
$951
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.4/10 Exceptional! (1,666 reviews)
The accommodations are excellent, very clean with nice amenities. The staff is friendly and very helpful with questions and recommendations. The location is excellent, close to good restaurants, shops, and the market.

Reviewed on Oct 11, 2025

Hotel Indigo Mount Pleasant by IHG

Hotel Indigo Mount Pleasant by IHG

3.5 out of 5
Save 100% on your flight
Price was $568, price is now $366 per person
$366
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9/10 Wonderful! (1,013 reviews)
We traveled with our standard poodle and they were very accommodating! We will be back.

Reviewed on Oct 7, 2025

Staybridge Suites Savannah Historic District by IHG

Staybridge Suites Savannah Historic District by IHG

3 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $592, price is now $384 per person
$384
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9/10 Wonderful! (1,900 reviews)
This is a great option if you are wanting close proximity to River Street. There is plenty of restaurants and shops. This property does not have a pool or restaurant on site, they do have a bar on the property. I liked the managers reception on the week days starting at 5:30 pm until 7 pm. Which is free with your stay. There is parking available for a price. We enjoyed our stay.

Reviewed on Oct 14, 2025

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Discover the most popular places to visit in Saint Helena Island

Penn Center

5/5(2 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.

Penn Center

Fort Fremont

Learn about the local history of Saint Helena Island when you spend time at Fort Fremont. Stroll along the seaside in this family-friendly area, or seek out the golf courses.

Fort Fremont

Red Piano Too Gallery

You can study the exhibits at Red Piano Too Gallery, a museum with a storied past, during your trip to Saint Helena Island. Wander the waterfront in this trendy area.

Red Piano Too Gallery

What to do in Saint Helena Island

Hilton Head Island: Sunset Dolphin Watching Tour

Hilton Head Island: Sunset Dolphin Watching Tour

$50
per adult
Hilton Head Island: Sunset Dolphin Watching Tour
Hilton Head Island: Dolphin Cruise & Nature Tour

Hilton Head Island: Dolphin Cruise & Nature Tour

$45
per adult
80% of travellers recommend
Hilton Head Island: Dolphin Cruise & Nature Tour
Rosé Brunch Under Sail

Rosé Brunch Under Sail

$95
per adult
Rosé Brunch Under Sail
See all activities in Saint Helena Island

Saint Helena Island Hotel Deals

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
$182 nightly
The price is $200 total per night from Oct 26 to Oct 27
$200 total
Oct 26 - Oct 27
Total with taxes and fees
8.4/10 Very Good! (1,322 reviews)
"This is a beautiful place to stay!"

Reviewed on Oct 12, 2025

Hilton Beachfront Resort & Spa Hilton Head Island
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
$212 nightly
The price is $233 total per night from Oct 26 to Oct 27
$233 total
Oct 26 - Oct 27
Total with taxes and fees
8.4/10 Very Good! (1,111 reviews)
"Beautiful hotel! Excellent food! I will be back for sure!"

Reviewed on Oct 13, 2025

Sonesta Resort Hilton Head Island
Beach House Resort Hilton Head

Beach House Resort Hilton Head

4 out of 5
1 South Forest Beach Drive, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $195 total per night from Oct 27 to Oct 28
$195 total
Oct 27 - Oct 28
Total with taxes and fees
8.6/10 Excellent! (913 reviews)
"Staff tries very hard to be friendly and helpful. Building conditions and furnishings are old and need some attention. Clean room. Prime location in the heart of everything Coligny. Three interesting bands a day in the Tiki bar that stop playing at 10pm for those wanting to get some sleep."

Reviewed on Oct 12, 2025

Beach House Resort Hilton Head
See all 12,931 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.

Saint Helena Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hilton Head Island Airport (HHH)
Max Temp Winter
60ºF
Max Temp Summer
90ºF
Top Sights
The Sands, Penn Center and Beaufort Museum

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Frequently asked questions

How much does a Saint Helena Island vacation package cost?
Offering great value package deals from $302 on Expedia, you'll be pleasantly surprised at how much a vacation to Saint Helena Island costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Saint Helena Island?
October, November and December are great times to look for cheap Saint Helena Island vacation packages. Choosing to travel in less busy months means you can typically find better prices on hotels and flights.
How many days is enough for Saint Helena Island?
With about 4 days, you'll have plenty of time to enjoy popular neighborhoods like Ladys Island and Frogmore during your Saint Helena Island vacation. Remember to also add Red Piano Too Gallery and Chapel of Ease to your must-do list. Looking for more adventures? Consider exploring outside of Saint Helena Island on day trips and tours.
Is it worth booking a vacation package to Saint Helena Island?
Well known for its camping and home to leading attractions like Penn Center, a Saint Helena Island vacation is bound to impress. Another top sight worth exploring? Don't miss Red Piano Too Gallery.
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 travel dates under our "Packages" tab. Then add a few filters, like "Guest rating" 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 huge savings. If you don't find the ideal Saint Helena Island package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Saint Helena Island adventure off to a flying start.
Is it cheaper to book a Saint Helena Island vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still have the freedom to create a customized Saint Helena Island vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Saint Helena Island?
If you have your Saint Helena Island travel dates confirmed, book as early as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Saint Helena Island?

  1. Choose the ideal time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to visit Saint Helena Island.
  2. Set a budget: Factor in costs like transportation, flights and meals when calculating how much to set aside for your trip to Saint Helena Island. Then, choose a hotel that fits your budget, whether that's an affordable option or a more upscale getaway.
  3. Discover Saint Helena Island with Expedia's trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Saint Helena Island. You can also save your must-visit places, collaborate with your group and organize all your plans in one place.
  4. Set the duration of your trip: Start by making a list of all the activities and sights you'd like to experience in Saint Helena Island. Then, estimate how long you'll need at each, as well as any travel time.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Saint Helena Island vacation package that brings all your bookings together.
  6. Book any activities or excursions: Now to the fun part — organizing everything you want to do and see. Browse some of the exciting things to do in Saint Helena Island and reserve your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Saint Helena Island vacation packages?
Your Saint Helena Island break should be an escape from your busy life, not a reason for money worries. So to allow you a bit more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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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.