Dewees Island Vacations from $512
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
- The Francis Marion Hotel
Jan 22 - Jan 25The Francis Marion Hotel + Flight
Charleston Historic District3 nights4.0 star property9.0/10 - Wonderful (2,647 reviews)Roundtrip • Boston (BOS) - Charleston (CHS)BOS - CHS • Nonstop CHS - BOS • Nonstop$712$512found 1 day agoper traveler - The Ryder Hotel
Dec 31 - Jan 5The Ryder Hotel + Flight
Charleston Historic District5 nights3.5 star property8.8/10 - Excellent (1,263 reviews)"Great location to everything - cute little hotel"Reviewed November 9, 2026Roundtrip • Boston (BOS) - Charleston (CHS)BOS - CHS • Nonstop CHS - BOS • 1 stop$1,296$859found 2 days agoper traveler - The Charleston Place
Dec 31 - Jan 5The Charleston Place + Flight
Charleston Historic District5 nights5.0 star property9.6/10 - Exceptional (1,006 reviews)"What a beautiful property! It’s very expensive however, the rooms are spacious and beautifully appointed the lobby and restaurants and bar are also lovely! You cannot beat the location walking right out into everything Charleston has to offer!"Reviewed November 9, 2026Roundtrip • Boston (BOS) - Charleston (CHS)BOS - CHS • Nonstop CHS - BOS • 1 stop$3,121$2,238found 2 days agoper traveler - Lighthouse by Avantstay Beachfront View Home w/ Pool Table & Ping Pong
Jan 15 - Jan 18Lighthouse by Avantstay Beachfront View Home w/ Pool Table & Ping Pong + Flight
Folly Beach3 nights3.5 star propertyRoundtrip • Minneapolis (MSP) - Charleston (CHS)MSP - CHS • Nonstop CHS - MSP • Nonstop$4,027$2,993found 1 day agoper traveler - Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge
Jan 15 - Jan 18Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge + Flight
Isle of Palms3 nights3.0 star propertyRoundtrip • Minneapolis (MSP) - Charleston (CHS)MSP - CHS • Nonstop CHS - MSP • Nonstop$2,205$1,740found 1 day agoper traveler
Dewees Island Hotel Deals
Holiday Inn Express & Suites Mt. Pleasant by IHG
Holiday Inn Express & Suites Mt. Pleasant by IHG
Tru by Hilton Mt Pleasant Charleston
Tru by Hilton Mt Pleasant Charleston"This place was perfect! Very clean and friendly staff. Breakfast bar was perfect and changed every morning which was nice. The gym had just enough to get a nice quick workout in as well! Just wished the pool area was a little nicer. We would certainly stay here again!"
Hyatt House Charleston / Mount Pleasant
Hyatt House Charleston / Mount Pleasant"Everything was wonderful. Breakfast was excellent :)"
Cambria Hotel Mount Pleasant – Charleston
Cambria Hotel Mount Pleasant – Charleston"We have stayed here before and it is always a good stay. The rooms are clean, staff is friendly. We like the fitness room and the pool looks well-maintained although we have not used it. Would recommend this hotel - and we will likely book here again when visiting Charleston."
Hampton Inn & Suites Charleston/Mt. Pleasant-Isle Of Palms
Hampton Inn & Suites Charleston/Mt. Pleasant-Isle Of Palms
Springhill Suites by Marriott Charleston Mount Pleasant
Springhill Suites by Marriott Charleston Mount Pleasant
Courtyard by Marriott Charleston Mount Pleasant
Courtyard by Marriott Charleston Mount Pleasant"The check in desk employees were friendly and polite. Showed personal interest"
Hotel Indigo Mount Pleasant by IHG
Hotel Indigo Mount Pleasant by IHG"1"
Frequently Asked Questions
How much does a Dewees Island vacation package cost?
You can snap up a vacation package to this top destination from $512 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.