Dewees Island Vacations from $252

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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.

The Latest Dewees Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place North Charleston

Hyatt Place North Charleston

3 out of 5
Price was $353, price is now $252 per person
$252
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.4/10 Very Good! (1,001 reviews)
The staff was awesome,rooms were nice and the breakfast was good. We will be returning to this hotel in the future. Thanks

Reviewed on Dec 14, 2025

Emeline

Emeline

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,378, price is now $793 per person
$793
per person
Feb 15 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
9.4/10 Exceptional! (1,661 reviews)
The staff and everyone was super nice and accommodating. They even helped us move rooms since our first room was very noisy. We tried our best to ignore but they moved us to the 4th floor which was a much nicer stay from that regard. The main thing for us was the cleanliness of it all. So everything seemed cleaned for the most part but there were ants all over the room. We first noticed from a cleanliness perspective when we were looking to call the front desk and noticed the phone was disconnected. When I went to go look behind to connect it, it was extremely dusty back there and as I looked up towards the top of the head board, it was pretty dusty too. The biggest thing were the ants though. We noticed them a lot in the bathroom and in the desk area of the room. Mainly in the bathroom though, there was a lot in the bathroom. Overall, the staff was super nice and everything was super close, but the cleanliness was the biggest thing for us.

Reviewed on Dec 15, 2025

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $701, price is now $497 per person
$497
per person
Feb 15 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
8.6/10 Excellent! (1,002 reviews)
Great Location! Clean rooms. Fun bar/ restaurant.

Reviewed on Dec 13, 2025

The Dunlin, Auberge Collection

The Dunlin, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $1,695, price is now $1,213 per person
$1,213
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
9.8/10 Exceptional! (30 reviews)
Beautiful hotel, had a perfect stay!

Reviewed on Aug 18, 2025

The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Price was $657, price is now $472 per person
$472
per person
Feb 15 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
9/10 Wonderful! (1,942 reviews)
Clean room. Staff was friendly. Downtown. Be prepared to spend money on parking.

Reviewed on Dec 15, 2025

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Dewees Island Hotel Deals

Emeline

Emeline

4 out of 5
181 Church St Charleston SC
Fully refundableReserve now, pay when you stay
$247 nightly
The price is $281 total per night from Dec 22 to Dec 23
$281 total
Dec 22 - Dec 23
Total with taxes and fees
9.2/10 Wonderful! (1,673 reviews)
Great location. Pleasant staff. Concierge was very helpful. Nice room. Good bar and restaurant.

Reviewed on Dec 13, 2025

Emeline
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
387 King St Charleston SC
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $163 total per night from Jan 15 to Jan 16
$163 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
8.8/10 Excellent! (1,974 reviews)
Classic older hotel and with older hotels there sre problems and issues that do not surface with newer ones. Overall i enjoyed my stay and would return.

Reviewed on Dec 10, 2025

The Francis Marion Hotel
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
237 Meeting Street Charleston SC
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $243 total per night from Dec 22 to Dec 23
$243 total
Dec 22 - Dec 23
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Quiet

Reviewed on Dec 12, 2025

The Ryder Hotel
See all 5,387 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.

Find the Best Dewees Island Vacation Packages

Dewees Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Charleston Intl. Airport (CHS)
Top Sights
Front Beach, Wild Dunes Resort Golf Course and Isle of Palms Marina

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Frequently asked questions

How much does a Dewees Island vacation package cost?
You can snap up a vacation package to this top destination from $252 on Expedia. However, how much your vacation to Dewees Island costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Dewees Island?
September, October and November are the best times to look for cheap Dewees Island vacation packages. Traveling in quieter months means you can generally find better prices on accommodations and flights.
How many days is enough for Dewees Island?
Generally, a handful of days is enough to tick off the major sights during your Dewees Island vacation. However, if you want to have more time to chill out or go on day tours, consider extending your itinerary.
How to find the best Dewees Island package deals?
Landing a cheap Dewees Island package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Dewees Island package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Dewees Island vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights separately. Better still, you can tailor your Dewees Island trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Dewees Island?
If you're considering an impromptu Dewees Island trip, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Dewees Island vacation packages?
Set off on your perfect escape to Dewees Island with help from our Book Now, Pay Later vacations. No need to save like crazy or wait for the next payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.