Dewees Island Vacations from $1,173
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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.
The Ryder Hotel
Charleston Historic District
$1,173
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.8/10 Excellent! (1,170 reviews)
The room was very clean however VERY small. Very good location for walking. Hymans seafood restaurant which is an excellent restaurant was only a block away and well worth going to .
Reviewed on Sep 14, 2026
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Emeline
181 Church St Charleston SC
Fully refundableReserve now, pay when you stay
$302 nightly
$343 total
Oct 13 - Oct 14
Total with taxes and fees
The Francis Marion Hotel
387 King St Charleston SC
$224 nightly
$255 total
Oct 11 - Oct 12
Total with taxes and fees
9/10 Wonderful! (2,508 reviews)
"Beautiful views, great location, impressive staff."
Reviewed on Sep 14, 2026
Harborside at Charleston Harbor Resort and Marina
20 Patriots Point Rd Mount Pleasant SC
Fully refundableReserve now, pay when you stay
$162 nightly
$183 total
Sep 28 - Sep 29
Total with taxes and fees
8.6/10 Excellent! (2,222 reviews)
"The hotel sent about 5 different emails to pre-check in and then you still have to fill out the same at the front desk! Hotels.com says nothing about the gate to get into the property. And it wouldn’t give a ticket when pushed. Luckily, an employee was on her way out and was helping those coming ..."
Reviewed on Sep 15, 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.
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 $1,173 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.
