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
41 Bradley Beach is a great option for a beach vacation on Hilton Head Island. This 6-bedroom, 4.5-bathroom home is ideal for larger groups or families and has been recently renovated with new paint, living furniture, flooring and a new front porch. The home is just a short walk from the beach and includes a private backyard pool and offers plenty
41 Bradley Beach Road
Bradley Beach
Bedrooms 6 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 14 guests
Rating 4.8 (40)
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
Hot HOT 22
5 Bayberry Lane
Forest Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 18 guests
**FREE SPA HEAT ALL YEAR**49 Off Shore Drive, located in the Palmetto Dunes Oceanfront Community, offers a wonderful vacation experience with its spacious and beautifully decorated 4-bedroom, 4-bath layout. The highlight of this property is its private pool and hot tub, providing ample opportunity for relaxation and enjoyment. Additionally, the pri
Hot Tub! Hot Tub!
Hot Tub!
49 Off Shore Drive
Palmetto Dunes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.9 (77)
16 Singleton Shores Manor, Hilton Head Island.Enjoy marsh and ocean views from every level of this home. Step into the open and bright living area, complete with a wet bar, pool table, and access to your private pool deck. Upstairs, an updated kitchen, second living area, and spacious dining room await, perfect for family gatherings. Retreat to the
16 Singleton Shores Manor
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.9 (71)
PROFESSIONAL PHOTOS COMING EARLY APRIL!**New to the rental market! This newly renovated Palmetto Dunes property offers 5 bedrooms, an eat in kitchen, outdoor seating, an oversized indoor pool (perfect for year round use in rain or shine) and a dock on the the famous 11 mile lagoon!** FREE activities included with our signature Southern Hospita
85 Port Tack
Palmetto Dunes
Bedrooms 5 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 12 guests
40 Bradley Beach is an excellent choice for families and groups looking for a well appointment and conveniently located vacation rental on Hilton Head Island. With 4 bedrooms and 3 and a half baths, as well as a private pool, this home offers ample space and amenities for guests to enjoy. The mid-island location is ideal for exploring the area, and
Hot HOT 25
40 Bradley Beach Road
Bradley Beach
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 4.9 (45)
133 Dune Lane, Hilton Head Island is a 4-bedroom, 4-bath oceanfront home epitomizes casual beach living at its finest. Wake up to breathtaking views of the ocean from every room, including the kitchen, living room, dining room, and all four bedrooms. The spacious and comfortable bathrooms ensure a relaxing stay. Recent renovations have revitalized
Hot HOT 25
133 Dune Lane
Forest Beach
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.9 (48)
4 Sandy Beach Trail, Hilton Head Island is a Burke's Beach luxurious third-row vacation home offers an unparalleled retreat for guests seeking relaxation and comfort. Boasting six bedrooms and six-and-a-half bathrooms, this pet-friendly abode provides ample space for families and friends to gather and unwind. Step inside to discover a meticulou
4 Sandy Beach Trail
Burkes Beach Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 18 guests
Rating 4.8 (124)
5 Shore Crest Lane is a newly constructed home that offers 6 bedrooms all with private bathrooms, a luxurious chef's kitchen, private heatable pool and heatable spa, and multiple entertaining areas. This property was built with renters in mind to ensure amazing memories are created and includes up to $1000 in FREE activities. 5 Shore Crest Lane
Hot HOT 27
5 Shore Crest Lane
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 20 guests
Rating 5 (21)
10 Collier Beach, Hilton Head Island is an escape to paradise in this stunning 6-bedroom, 7-bathroom oceanfront home, offering breathtaking ocean views and the ultimate in privacy. Relax by the private pool, enjoy direct access to the beach, and indulge in the luxury of a chef's kitchen. Entertain friends and family in the game room, or let tee
Hot HOT 27
10 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 16 guests
Rating 4.9 (78)
Welcome to 12 Sea Front Lane, an exquisite oceanfront estate located in the prestigious Burkes Beach neighborhood of Hilton Head Island, SC. This expansive property boasts 7 bedrooms and 7 bathrooms, comfortably accommodating up to 22 guests. Each room is designed to offer a serene and sophisticated ambiance, perfect for relaxation and rejuvenation
Hot HOT 39
12 Sea Front Lane
Burkes Beach Pet Friendly
Bedrooms 7 bedrooms
Bathrooms 8 baths
Guests 22 guests
Rating 4.8 (8)
Welcome to 15 Collier Beach Road. This three-level home offers ocean, marsh, and tidal creek views. The main level features a gourmet kitchen with a large island, a family room with an 82-inch smart TV, and a dining room, all with water views. The second level has three en suite bedrooms, including a master suite with a king bed, sitting area, pull
Hot HOT 46
15 Collier Beach Road
Singleton Beach Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 26 guests
Rating 4.9 (49)

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