1271+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. South Carolina
  3. Charleston
  4. Dewees Island

Dewees Island pickleball Stays, Resort Rentals, & Homes

About Dewees Island Vacation Rentals

Discover over 1271 amazing vacation rental options in Dewees Island with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Dewees Island.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 1499.11 ft², with prices averaging US $554 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Dewees Island.

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Top Pickleball-Ready Accommodation Types in Dewees Island

Type Count
Vacation Homes 598
Holiday Apartments 132
Villas 100
Cottages 9

Use these Quick Filters to Find a Vacation Rental in Dewees Island

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Dewees Island with PickleTrip™.

Weather in Dewees Island, SC

View the weather forecast for Dewees Island before booking your Dewees Island Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Dewees Island, SC

PickleTrip offers a large selection of top attractions around Dewees Island . Research things to do on your vacation before you visit Dewees Island.


Dewees Island Beach
Port of Charleston Cruise Terminal
Charleston City Market
Patriots Point
College of Charleston
Waterfront Park
North Charleston Coliseum and Performing Arts Center
USS Yorktown
Medical University of South Carolina
South Carolina Aquarium
Charleston Tanger Outlets
Charleston Music Hall
The Citadel
Fort Sumter
Riverfront Park
Boone Hall Plantation and Gardens
Isle of Palms County Park
Charleston Waterfront Park
Joint Base Charleston
Charleston Gaillard Center

Other Places to Stay in Dewees Island, SC


Dewees Island Beach 1,280 Properties

Frequently Asked Questions About Dewees Island?

What are the top vacation rentals, resorts, and hotels in Dewees Island with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Dewees Island. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Dewees Island!

How many pickleball-ready properties have private pools in Dewees Island?

Discover 172 accommodations with private or nearby pickleball courts in Dewees Island. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Dewees Island is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Dewees Island? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Dewees Island?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 1271 properties listed in Dewees Island in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.


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There are 1271 Dewees Island, SC Vacation Rentals

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