Dewees Island Vacation Packages

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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.
DoubleTree by Hilton Charleston Mount Pleasant

DoubleTree by Hilton Charleston Mount Pleasant

4 out of 5
Price was CA $1,072, price is now CA $840 per person
CA $840
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.2/10 Wonderful! (1,004 reviews)
The room was very clean and the beds awesome

Reviewed on Aug. 25, 2025

Planters Inn

Planters Inn

4.5 out of 5
Charleston Historic District
Price was CA $2,558, price is now CA $1,928 per person
CA $1,928
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.4/10 Exceptional! (1,004 reviews)
One of the best features of this property was the location. It is located in the French Quarter and convenient to everything. The staff was very professional and the room was extremely clean! The only downsides to our stay was the building needs some updating. The lobby and front desk had a strong musty, moldy smell. Upon looking up at the ceiling, I could see that the vents were dripping water and puddled on the floor. The humidity in Charleston is oppressive and if air conditioning systems are not equipped to handle high temperatures mold and mildew will result in unhealthy conditions for occupants. I know this from living in Florida during the summer months. Also, the ads for this hotel feature the teddy bears on the beds of the room and state that they are available for sale at the front desk. We were told that none are available for sale and the marketing will be changed in the future. This is a disappointment to guests and I feel that the ads and website should reflect these changes. The bears are a wonderful marketing idea but should be removed from ads for the hotel and from the rooms.

Reviewed on Aug. 21, 2025

Water's Edge Inn - Adults Only

Water's Edge Inn - Adults Only

3.5 out of 5
Price was CA $1,538, price is now CA $1,203 per person
CA $1,203
per person
Oct 1 - Oct 4
found 14 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Charleston (CHS)
9.6/10 Exceptional! (394 reviews)
Went there for my birthday weekend. It was great.

Reviewed on Aug. 9, 2025

The Restoration

The Restoration

4 out of 5
Charleston Historic District
Price was CA $4,100, price is now CA $3,221 per person
CA $3,221
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.6/10 Exceptional! (1,014 reviews)
My wife and I would definitely stay at Restoration Hotel Charleston again. The staff, and amenities were top notch and really showed the southern hospitality we've heard about.

Reviewed on Aug. 27, 2025

Hotel Bella Grace

Hotel Bella Grace

4 out of 5
Charleston Historic District
Price was CA $1,992, price is now CA $1,589 per person
CA $1,589
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9/10 Wonderful! (217 reviews)
Super comfortable place to stay with clean, beautifully decorated rooms and a friendly staff.

Reviewed on Aug. 10, 2025

Ready to book your vacation to Dewees Island?

 

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Dewees Island Hotel Deals

The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
387 King St, Charleston, SC
Fully refundableReserve now, pay when you stay
The price is CA $273 per night from Aug 28 to Aug 29
CA $273
CA $311 total
Aug 28 - Aug 29
includes taxes & fees
8.8/10 Excellent! (1,816 reviews)
"I loved how it’s in the middle of king street and easy access to everything. Super historical and cute!"

Reviewed on Aug. 24, 2025

The Francis Marion Hotel
Drury Plaza Hotel North Charleston

Drury Plaza Hotel North Charleston

3 out of 5
West Montague Avenue, 2934, North Charleston, SC
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Aug 28 to Aug 29
CA $166
CA $189 total
Aug 28 - Aug 29
includes taxes & fees
9.8/10 Exceptional! (511 reviews)
"Wonderful staff, excellent amenities. Will absolutely stay here again"

Reviewed on Aug. 24, 2025

Drury Plaza Hotel North Charleston
Emeline

Emeline

4 out of 5
181 Church St, Charleston, SC
Fully refundableReserve now, pay when you stay
The price is CA $284 per night from Sep 3 to Sep 4
CA $284
CA $389 total
Sep 3 - Sep 4
includes taxes & fees
9.2/10 Wonderful! (1,652 reviews)
"The location was great, totally walkable and with access to awesome food and nightlife. The hotel is nice, and we loved the coffee and fruit on each floor."

Reviewed on Aug. 24, 2025

Emeline
See all 5,341 properties in Dewees 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.
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Frequently asked questions

How much does a Dewees Island vacation package cost?
You'll find cheap prices from CA $840 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.