Dewees Island Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Your Dewees Island Vacation
Let our vacation packages to Dewees Island inspire your next getaway. You'll find loads to love about this vibrant city, starting with the neighborhood of Daniel Island, which is good for nature and golfing. Any trip to Dewees Island needs a well-designed itinerary. Fill yours with major attractions such as Wild Dunes Resort Golf Course, Front Beach and Isle of Palms Beach. Check out Expedia's extensive range of travel options and book your ultimate vacation to Dewees Island today.
Top Dewees Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Ryder Hotel
Charleston Historic District
CA $1,351
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Charleston (CHS)
8.8/10 Excellent! (1,121 reviews)
Great boutique hotel in the middle of French quarter. Pool filled up quick as loungers go fast. Very nice staff and location
Reviewed on Aug 20, 2026
Ready to book your vacation to Dewees Island?
Dewees Island Hotel Deals
The Francis Marion Hotel
387 King St Charleston SC
Fully refundableReserve now, pay when you stay
CA $212
CA $242 total
Aug 23 - Aug 24
includes taxes & fees
The Charleston Place
205 Meeting Street Charleston SC
Fully refundableReserve now, pay when you stay
CA $466
CA $597 total
Aug 30 - Aug 31
includes taxes & fees
9.6/10 Exceptional! (1,020 reviews)
"Beautiful, renovations were spectacular"
Reviewed on Aug 21, 2026
Emeline
181 Church St Charleston SC
Fully refundableReserve now, pay when you stay
CA $239
CA $341 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (1,771 reviews)
"Best place we've stayed in town. Going back next week."
Reviewed on Aug 21, 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.
Frequently asked questions
How much does a Dewees Island vacation package cost?
You'll find cheap prices from CA $1,215 on Expedia for your Dewees Island escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Dewees Island costs.
What are the cheapest months to go to Dewees Island?
If you're looking to score a cheap Dewees Island vacation package, consider visiting in January, February and November. You're likely to find better prices on hotels and airfares during these months — perfect for budget-conscious travellers.
How many days is enough for Dewees Island?
We suggest planning a Dewees Island vacation for a minimum of 2 days. This gives you enough time to visit key attractions such as Isle of Palms Marina and Isle of Palms County Park, and explore neighbourhoods like Pelican Bay and Twin Oaks. You could even make time for a day trip outside of Dewees Island.
How to find the best Dewees Island package deals?
Bagging a cheap Dewees Island package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Dewees Island package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Dewees Island vacation as a package?
You can enjoy significant savings on your next Dewees Island getaway by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Dewees Island?
Score fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Dewees Island adventure.
How to plan a trip to Dewees Island?
- Choose when to get away: Check your calendar and pack your bags. Your favourite season and the activities on offer will also help you decide when to escape to Dewees Island.
- Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and airfares. Your hotel will probably be the biggest expense during your trip to Dewees Island.
- Work out your trip length: Consider how much time you want to spend exploring Dewees Island. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Dewees Island vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
