Hilton Head Island Pickleball-Perfect Villa Rentals & Cottages

Find villas near Hilton Head Island - We found 3170 exact matches

About Hilton Head Island Villa on PickleTrip

PickleTrip™ offers a wide range of luxury villas in the Hilton Head Island area. These rentals are equipped with top-notch amenities such as pickleball courts or nearby facilities, private swimming pools, WiFi, hot tubs and more, to ensure a comfortable and enjoyable stay.

Whether you're traveling with a group of friends, family or planning a romantic getaway, PickleTrip™ has a variety of villa options to choose from in the Hilton Head Island area. Each rental boasts its own unique style and features to suit your needs.

PickleTrip™'s villas are located in some of the most sought-after destinations around the world, including Hilton Head Island. Whether you're looking for a beachfront, mountain, or seaside retreat, PickleTrip™ has a wide range of options to choose from, many of which feature pickleball courts or nearby facilities, private pools, luxurious bedrooms, and additional amenities such as tennis courts and fitness clubs.

With PickleTrip™, you can easily find and book last-minute villa rentals in Hilton Head Island. Browse through our selection of villas and take advantage of special offers and deals on PickleTrip™ and other popular vacation rental platforms such as Airbnb and VRBO. Stay and play pickleball when you travel!

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Frequently Asked Questions About Hilton Head Island Rental Villas

There are a lot of options in Hilton Head Island. If you plan on staying in the Hilton Head Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Hilton Head Island:

At PickleTrip, the average rental fee for standard villas in Hilton Head Island is $352 per night. PickleTrip has a large database of quality villas near Hilton Head Island that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.
Yes, here are the top villas rentals in Hilton Head Island that are pet friendly:See all pet-friendly vacation rentals in Hilton Head Island on PickleTrip
Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Hilton Head Island to find what works for you.
Based on the 2025 data from our PickleTrip site, there are more than 3170 private swimming pools or villas with indoor pools in or near Hilton Head Island.
There are 3170 villas in or near Hilton Head Island that have hot tubs. The most popular places to stay with hot tubs include:See all holiday vacation rentals in Hilton Head Island on PickleTrip
Most definitely! There are many luxury villas in Hilton Head Island. Use our search filter to discover all of our luxury villas, and choose the one that matches your taste. Sorting by price is another way to find the most expensive villas in Hilton Head Island.