Pickleball Court Membership

Looking for an exciting new way to play on your Hilton Head vacation? Your stay with Vacation Homes of Hilton Head (VHHH) includes a complimentary membership with Dill Dinkers HHI, the island's premier indoor pickleball club, featuring 8 regulation sized Pro Cushion™️pickleball courts with individual fencing in a climate-controlled environment. Benefits of membership for Guest (and Homeowners) include: 5-day advanced booking window, 1/2 Price Court Fees, 1/2 Price or greater value, Open Play/Events Fees, 10–20% off Leagues, Clinics & Classes, 10% off at the Pro Shop, FREE Ball Machine rental (after court fees) 

Hilton Head’s Hottest Pickleball Spot Located on Mathews Drive just minutes from the beach and many Hilton Head vacation rentals, Dill Dinkers Hilton Head is more than a place to play, it’s a vibrant pickleball community with top-notch indoor courts, professional instruction, and a welcoming atmosphere.

Learn More About Dill Dinkers Pickleball Courts

Enjoy a complimentary membership

During your vacation on Hilton Head you can now enjoy the fastest-growing sport in the U.S. today! Hilton Head is embracing the Pickleball trend and we're offering all of our guests a complimnetary membership at Dill Dinkers of Hilton Head! Whether you’re looking to stay active, try to explore off  the beach, or meet fellow vacationers, Dill Dinkers is the place to do it. Great for Groups, Indoor Comfort in Summer Heat, Fun for All Ages and best of all it's easy to learn & play! Search our rentals below and book your Hilton Head getaway today!


Dill Dinkers Pickleball Club is at 93 Mathews Drive, Unit 150, Hilton Head Island, SC. They’re open every day from 7 AM to 9 PM, so you can hit the courts morning, afternoon, or evening. It’s all indoors and climate-controlled, so the weather’s never an issue. Just show up ready to play and have fun!


Properties Available 62 properties available
4 Catboat, Hilton Head Island is an open-concept floor plan with spacious bedrooms, each boasting its own bathroom, and an oversized private pool. Located just steps from the beach and close to all the amenities of Palmetto Dunes Oceanfront Resort, including tennis, golf, restaurants, and the renowned General Store, this vacation rental offers conv
Hot HOT 20
4 Catboat
Palmetto Dunes Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 4.6 (69)
8 Terra Bella Trace, Hilton Head Island. Indulge in the ultimate oceanfront experience at 8 Terra Bella Trace. This luxurious six-bedroom, eight-bathroom home, completed in late summer 2022, spares no expense. The chef's kitchen boasts top-of-the-line appliances and a spacious island with seating for all. The open-concept kitchen, living, and d
Hot HOT 35
8 Terra Bella Trace
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 18 guests
Rating 5 (18)
Come and enjoy the tranquility and serenity of the uncrowded beach in South Forest Beach on Hilton Head Island. 5 Bayberry Lane is a lovely 5-bedroom home with 4.5 bathrooms is a wonderful place to visit with friends and family. Renovated 2022 you will love the updates. Set on a quiet street just steps from the beach, this home has just what you ne
5 Bayberry Lane
Forest Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 18 guests
Welcome to 1 Barrier Beach Cove — your perfect Hilton Head getaway. Just a short stroll from the beach, this beautifully designed 6-bedroom, 6.5-bath coastal retreat was made for gathering, celebrating, and truly unwinding together.Start your mornings with coffee on the balcony as the coastal breeze rolls in, spend sun-soaked afternoons by th
Hot HOT 21
1 Barrier Beach Cove
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 18 guests
Rating 5 (34)
This beautiful oceanfront 6-bedroom/ 6.75-bathroom home is everything you have been looking for! With 2 living areas there is plenty of room for your group to have fun, spread out, and relax. Play pool in the top floor media room or practice your swing on the ground floor putting green. Vacationers will enjoy their own private pool (with access to
Hot HOT 25
6 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 23 guests
Rating 4.9 (146)
Welcome to the future of luxury vacationing on Hilton Head Island! This stunning newly built home on Shell Midden Lane offers the perfect vacation retreat for discerning guests. Boasting 6 spacious bedrooms, 6.5 bathrooms, a private pool, elevator, and multiple balconies, this low-country oasis provides both comfort and elegance. With 3,701 square
Brand New! Brand New!
Brand New!
This property had it's first rental season in 2025 and blew all expectations out of the water! Make all of your vacation dreams come true by booking this incredible new property!
221 Cordillo Parkway at South Forest Beach
Forest Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 16 guests
Rating 5 (10)
Luxury Coastal Retreat – Steps from the Beach with Stunning Ocean Views  Welcome to 12 Whelk Street, Hilton Head Island’s premier vacation destination, where beachside luxury meets unmatched convenience. Just 145 feet from the pristine sands of Bradley Beach, this recently renovated four-story property offers stunning ocean vi
Hot HOT 17
12 Whelk Street
Burkes Beach
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 4.8 (90)
Welcome to 3 Sutherland, a six-bedroom retreat located in the heart of Palmetto Dunes — one of Hilton Head Island’s most sought-after private communities. Just moments from the beach, this home offers the perfect setting for a relaxed and memorable island getaway.The spacious living room features ample seating, making it the ideal place
3 Sutherland Court
Palmetto Dunes
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.9 (70)
14 Collier Beach, Hilton Head Island is a stunning oceanfront estate that offers a state-of-the-art chef's kitchen, an open-concept living and dining area leading to an oceanfront pool, deck, and grill. The home features a luxurious master suite with breathtaking views of the Atlantic Ocean, a marble bathroom, and a free-form tub. With a privat
Hot HOT 16
14 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 4.9 (120)
10 Sea Front Lane is a new 8 bedroom 9 bathroom property ready for summer 2026! Each room is designed to offer a serene and sophisticated ambiance, perfect for relaxation and rejuvenation. The estate features breathtaking views of both the marsh and the ocean, providing a picturesque backdrop for your stay. The home is equipped with top-of-the
New Construction! New Construction!
New Construction!
Ready for summer 2026! Call 843-715-2208 for more information.
10 Sea Front Lane
Burkes Beach Pet Friendly
Bedrooms 8 bedrooms
Bathrooms 9 baths
Guests 24 guests
46 Folly Field is newly renovated house in the sought-after Folly Field area is a perfect blend of comfort and convenience for a Hilton Head vacation. With 4 bedrooms and 3 full bathrooms, it offers ample space for families or groups. The proximity to the open ocean, just a few rows away from Folly Field Beach, allows for easy access to the beautif
Hot HOT 30
46 Folly Field Road
Folly Field Beach Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (47)
35 Crabline Court is a 4-bedroom, 4.5-bath modern coastal home that offers a private pool and an oversized front balcony overlooking the prestigious community of The Village at Singleton Beach.  This property is situated next to Chaplin Park which offers tennis, basketball, open fields and a great playground for kids. Best of all, it's a q
Hot HOT 16
35 Crabline Court
Singleton Beach
Bedrooms 4 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 8 guests
Rating 4.9 (38)

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