Dewees Island Vacations from $284

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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.
DoubleTree by Hilton Charleston Mount Pleasant

DoubleTree by Hilton Charleston Mount Pleasant

4 out of 5
Save 100% on your flight
Price was $457, price is now $284 per person
$284
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
9.2/10 Wonderful! (1,003 reviews)
1. Jacob was extremely helpful at check in. 2. Whoever called me at 11:00 a.m. to tell me it was check out time was rude and raised his voice at me. I told him Jacob had given me an 11:30 a.m. late check out time. 3. There was nothing to eat. If the restaurant was closed, I had to go out. The shop at the desk was quite limited. 4. I was given a handicap room, which is fine, but had obviously not been used, cleaned or even looked at. The door to the bathroom had some sort of mold growing on it and there were piles of dust and dirt surrounding and under the furniture (which had a lot of nicks and scratches). This particular hotel needs an overhaul on it's rooms! I will never stay at another DoubleTree by Hilton.

Reviewed on Nov 30, 2025

The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $780, price is now $452 per person
$452
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
9/10 Wonderful! (1,942 reviews)
Great staff. Location is very convenient.

Reviewed on Nov 30, 2025

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $812, price is now $508 per person
$508
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
8.6/10 Excellent! (1,002 reviews)
Great location. Quiet and affordable Great experience

Reviewed on Nov 27, 2025

Oceanfront w/ Pool, Panoramic Deck Views, 5bdr Folly Ocean Breeze by Avantstay

Oceanfront w/ Pool, Panoramic Deck Views, 5bdr Folly Ocean Breeze by Avantstay

3 out of 5
Save 100% on your flight
Price was $4,957, price is now $3,255 per person
$3,255
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Charleston (CHS)
No reviews
TownePlace Suites by Marriott Charleston-North Charleston

TownePlace Suites by Marriott Charleston-North Charleston

3 out of 5
Ashley Heights
Price was $433, price is now $287 per person
$287
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
8.6/10 Excellent! (1,004 reviews)
Very nice place and great staff

Reviewed on Nov 27, 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
$214 nightly
The price is $244 total per night from Dec 14 to Dec 15
$244 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (1,683 reviews)
Perfect location, generous room size, cute hotel. Will stay here again.

Reviewed on Nov 30, 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
$189 nightly
The price is $215 total per night from Dec 1 to Dec 2
$215 total
Dec 1 - Dec 2
Total with taxes and fees
8.8/10 Excellent! (1,964 reviews)
Excellent

Reviewed on Nov 27, 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
$205 nightly
The price is $233 total per night from Dec 17 to Dec 18
$233 total
Dec 17 - Dec 18
Total with taxes and fees
8.6/10 Excellent! (1,013 reviews)
Top notch in every way.

Reviewed on Nov 24, 2025

The Ryder Hotel
See all 5,390 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 $284 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.