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.
Water's Edge Inn - Adults Only

Water's Edge Inn - Adults Only

3.5 out of 5
Price was CA $1,388, price is now CA $1,034 per person
CA $1,034
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Charleston (CHS)
9.6/10 Exceptional! (466 reviews)
The room was spacious and clean, although the cleaning crew failed to clean our room. Getting into the shower inside the tub was a little challenging because the tub was too high. Older guests would have a problem. Breakfast was great with a good variety of options. Staff was nice. It’s a 3 1/2 blocks to the beach but they have a golf cart shuttle to bring you there.

Reviewed on Jul 6, 2026

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Price was CA $1,549, price is now CA $1,112 per person
CA $1,112
per person
Sep 28 - Oct 2
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Charleston (CHS)
8.8/10 Excellent! (1,037 reviews)
Rooms were clean, picture of the pool is very deceiving online it’s not big at all. Pool lounge chairs are always taken by people putting their stuff on them in the morning and not returning until a hour or so later. The conversation sets at the pool are “reserved only” for $300/hr (were empty majority of the day) which does not leave a lot of room for the guests staying wanting to be by the pool. You’d think for as much as you pay to stay some of these amenities would be available for guest with no fee.

Reviewed on Jul 5, 2026

Emeline

Emeline

4 out of 5
Charleston Historic District
Price was CA $1,884, price is now CA $1,391 per person
CA $1,391
per person
Sep 28 - Oct 2
found 20 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Charleston (CHS)
9.4/10 Exceptional! (1,695 reviews)
Dissapointing stay. Room was rundown with dirty counters, bathroom floor, stains on sheets and at night there was literally one staff member on duty at the front desk who could not help correct what we needed. Would not reccommend.

Reviewed on Jul 5, 2026

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 $1,782, price is now CA $1,439 per person
CA $1,439
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Charleston (CHS)
9.2/10 Wonderful! (1,021 reviews)
overall very good experience

Reviewed on Jul 5, 2026

Hotel Bennett

Hotel Bennett

5 out of 5
Charleston Historic District
Price was CA $2,538, price is now CA $2,053 per person
CA $2,053
per person
Sep 28 - Oct 2
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Charleston (CHS)
9.6/10 Exceptional! (1,004 reviews)
Simply perfect.

Reviewed on Jul 3, 2026

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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
The price is CA $269 per night from Aug 5 to Aug 6
CA $269
CA $307 total
Aug 5 - Aug 6
includes taxes & fees
9/10 Wonderful! (2,348 reviews)
"Clean rooms, great location, friendly staff. Would stay here again."

Reviewed on Jul 6, 2026

The Francis Marion Hotel
Emeline

Emeline

4 out of 5
181 Church St Charleston SC
Fully refundableReserve now, pay when you stay
The price is CA $260 per night from Jul 7 to Jul 8
CA $260
CA $368 total
Jul 7 - Jul 8
includes taxes & fees
9.4/10 Exceptional! (1,713 reviews)
"Dissapointing stay. Room was rundown with dirty counters, bathroom floor, stains on sheets and at night there was literally one staff member on duty at the front desk who could not help correct what we needed. Would not reccommend."

Reviewed on Jul 5, 2026

Emeline
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
237 Meeting Street Charleston SC
Fully refundableReserve now, pay when you stay
The price is CA $267 per night from Jul 12 to Jul 13
CA $267
CA $377 total
Jul 12 - Jul 13
includes taxes & fees
8.8/10 Excellent! (1,065 reviews)
"Rooms were clean, picture of the pool is very deceiving online it’s not big at all. Pool lounge chairs are always taken by people putting their stuff on them in the morning and not returning until a hour or so later. The conversation sets at the pool are “reserved only” for $300/hr (were empty majority ..."

Reviewed on Jul 5, 2026

The Ryder Hotel
See all 5,311 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 $1,034 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.

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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.