Dewees Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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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.
Embassy Suites by Hilton Charleston Historic District
Charleston Historic District
CA $1,450
per person
Oct 21 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
8/10 Very good! (1,006 reviews)
Our room was clean however there were stains on the floor, fold out couch had a thin flat mattress, paint drips on the wall paper, and would not close all the way.
Reviewed on Sep 17, 2026
Hampton Inn Charleston-Historic District
Charleston Historic District
CA $1,332
per person
Oct 21 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
8.8/10 Excellent! (1,181 reviews)
Great location to everything! The free bus all three lines stop right outside the hotel! Perfect so much fun
Reviewed on Sep 19, 2026
Ready to book your vacation to Dewees Island?
Dewees Island Hotel Deals
Emeline
181 Church St Charleston SC
Fully refundableReserve now, pay when you stay
CA $302
CA $416 total
Oct 4 - Oct 5
includes taxes & fees
The Francis Marion Hotel
387 King St Charleston SC
Fully refundableReserve now, pay when you stay
CA $287
CA $327 total
Oct 11 - Oct 12
includes taxes & fees
Harborside at Charleston Harbor Resort and Marina
20 Patriots Point Rd Mount Pleasant SC
Fully refundableReserve now, pay when you stay
CA $145
CA $230 total
Sep 28 - Sep 29
includes taxes & fees
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 $1,052 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.
