1837+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. South Carolina
  3. Hollywood

Hollywood pickleball Stays, Resort Rentals, & Homes

About Hollywood Vacation Rentals

Discover over 1837 amazing vacation rental options in Hollywood 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 Hollywood.

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 1233.55 ft², with prices averaging US $456 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 Hollywood.

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Top Pickleball-Ready Accommodation Types in Hollywood

Type Count
Vacation Homes 1042
Villas 355
Cottages 151
Holiday Apartments 80

Use these Quick Filters to Find a Vacation Rental in Hollywood

★ 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 Hollywood with PickleTrip™.

Weather in Hollywood, SC

View the weather forecast for Hollywood before booking your Hollywood 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 Hollywood, SC

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


The Links at Stono Ferry
Port of Charleston Cruise Terminal
Charleston City Market
Patriots Point
College of Charleston
Waterfront Park
North Charleston Coliseum and Performing Arts Center
USS Yorktown
Magnolia Plantation and Gardens
Medical University of South Carolina
South Carolina Aquarium
Charleston Tanger Outlets
Charleston Music Hall
The Citadel
Middleton Place
Fort Sumter
Riverfront Park
Boone Hall Plantation and Gardens
Angel Oak Tree
Charleston Southern University

Other Places to Stay in Hollywood, SC


The Links at Stono Ferry 95 Properties

Frequently Asked Questions About Hollywood?

What are the top vacation rentals, resorts, and hotels in Hollywood 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 Hollywood. 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 Hollywood!

How many pickleball-ready properties have private pools in Hollywood?

Discover 102 accommodations with private or nearby pickleball courts in Hollywood. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Hollywood? 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 Hollywood?

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 1837 properties listed in Hollywood 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.

Nearby Neighborhood (1) 
Neighborhood Property Count
Redhill Vacation Rentals in Hollywood, South Carolina 1756

People Also Ask

There are 1837 Hollywood, SC Vacation Rentals

Recently Booked Vacation Rentals in Hollywood