Dewees Island Vacations from $927

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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 Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,338, price is now $927 per person
$927
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9/10 Wonderful! (2,226 reviews)
Nice breakfast. Good location to city sites.

Reviewed on May 14, 2026

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,754, price is now $1,049 per person
$1,049
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.8/10 Excellent! (1,008 reviews)
This hotel is so much fun! Everything about it is fabulous.

Reviewed on May 12, 2026

Emeline

Emeline

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,752, price is now $1,087 per person
$1,087
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.4/10 Exceptional! (1,671 reviews)
The location is terrific. The hotel is older, but it has been fairly well maintained. We had a pizza as a snack when we arrived and it was wonderful. We would go back the next time we go to Charleston.

Reviewed on May 11, 2026

Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge

Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge

3 out of 5
Save 100% on your flight
Price was $9,992, price is now $6,908 per person
$6,908
per person
Jul 20 - Jul 25
found 15 hours ago
Roundtrip flight included
New York (NYC) to Charleston (CHS)
No reviews
Indigo Inn

Indigo Inn

3 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,707, price is now $1,198 per person
$1,198
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.4/10 Exceptional! (1,075 reviews)
Highly recommend the Indigo. Quiet, beautiful courtyard, fantastic happy hour and breakfast and very comfortable beds! Will definitely stay again

Reviewed on May 11, 2026

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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
$274 nightly
The price is $311 total per night from Jun 14 to Jun 15
$311 total
Jun 14 - Jun 15
Total with taxes and fees
9.4/10 Exceptional! (1,682 reviews)
The location is terrific. The hotel is older, but it has been fairly well maintained. We had a pizza as a snack when we arrived and it was wonderful. We would go back the next time we go to Charleston.

Reviewed on May 11, 2026

Emeline
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
237 Meeting Street Charleston SC
Fully refundableReserve now, pay when you stay
$255 nightly
The price is $290 total per night from Jun 14 to Jun 15
$290 total
Jun 14 - Jun 15
Total with taxes and fees
8.8/10 Excellent! (1,027 reviews)
This hotel is so much fun! Everything about it is fabulous.

Reviewed on May 12, 2026

The Ryder Hotel
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
387 King St Charleston SC
$253 nightly
The price is $288 total per night from Jun 2 to Jun 3
$288 total
Jun 2 - Jun 3
Total with taxes and fees
9/10 Wonderful! (2,247 reviews)
Nice breakfast. Good location to city sites.

Reviewed on May 14, 2026

The Francis Marion Hotel
See all 5,254 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 $927 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.