Dewees Island Vacations from $517

Book a Hotel + Flight or Car together to unlock savings

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 Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Price was $687, price is now $517 per person
$517
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9/10 Wonderful! (1,854 reviews)
A beautiful property in the heart of everything! Highly recommend

Reviewed on Oct 12, 2025

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $803, price is now $542 per person
$542
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.6/10 Excellent! (1,002 reviews)
The property and room were very clean. The restaurant and bar had great options. Overall, we were underwhelmed for the price though. The furniture and decor were cheap throughout the hotel, the phone in the room didn’t work and it was difficult to get a hold of the front desk using our cell phones for help getting an iron to the room. Housekeeping came to our door at 8:50 AM on a Saturday and after telling them we’d be out of the room shortly they never came back to clean the room.

Reviewed on Oct 12, 2025

Emeline

Emeline

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $850, price is now $595 per person
$595
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.4/10 Exceptional! (1,666 reviews)
The accommodations are excellent, very clean with nice amenities. The staff is friendly and very helpful with questions and recommendations. The location is excellent, close to good restaurants, shops, and the market.

Reviewed on Oct 11, 2025

Lighthouse by Avantstay Beachfront View Home w/ Pool Table & Ping Pong

Lighthouse by Avantstay Beachfront View Home w/ Pool Table & Ping Pong

3.5 out of 5
Save 100% on your flight
Price was $4,213, price is now $3,029 per person
$3,029
per person
Dec 4 - Dec 8
found 13 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Charleston (CHS)
No reviews
The Restoration

The Restoration

4 out of 5
Charleston Historic District
Price was $892, price is now $672 per person
$672
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.6/10 Exceptional! (1,009 reviews)
Hallways dirty. Bathrooms not updated. Some mold in tub. Cracks in hardwood.

Reviewed on Oct 10, 2025

Don't see what you're looking for?
See all available trips from Columbus to Dewees Island
View all trips

Dewees Island Hotel Deals

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
$129 nightly
The price is $147 total per night from Oct 19 to Oct 20
$147 total
Oct 19 - Oct 20
Total with taxes and fees
9.8/10 Exceptional! (659 reviews)
"Incredible! I'm definitely staying at this brand again."

Reviewed on Oct 7, 2025

Drury Plaza Hotel North Charleston
Emeline

Emeline

4 out of 5
181 Church St, Charleston, SC
Fully refundableReserve now, pay when you stay
$340 nightly
The price is $386 total per night from Oct 30 to Oct 31
$386 total
Oct 30 - Oct 31
Total with taxes and fees
9.2/10 Wonderful! (1,667 reviews)
"The accommodations are excellent, very clean with nice amenities. The staff is friendly and very helpful with questions and recommendations. The location is excellent, close to good restaurants, shops, and the market."

Reviewed on Oct 11, 2025

Emeline
Holiday Inn Express & Suites Charleston Dwtn - Westedge by IHG

Holiday Inn Express & Suites Charleston Dwtn - Westedge by IHG

2.5 out of 5
250 Spring Street, Charleston, SC
Fully refundable
$118 nightly
The price is $134 total per night from Oct 26 to Oct 27
$134 total
Oct 26 - Oct 27
Total with taxes and fees
8/10 Very Good! (1,400 reviews)
"The rooms are nice and the staff is very helpful and friendly. We did have some issues with the room but they weee all quickly rectified."

Reviewed on Oct 12, 2025

Holiday Inn Express & Suites Charleston Dwtn - Westedge by IHG
See all 5,449 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.

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Dewees Island vacation package cost?
You can snap up a vacation package to this top destination from $517 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.