Discover the comfort, convenience, and charm of Hilton Head vacation villas—ideal for families, couples, or group getaways. Located throughout the island’s most sought-after communities like Sea Pines, Palmetto Dunes, Forest Beach, and Shipyard, our villas offer a wide range of options, from cozy one-bedroom escapes to spacious multi-bedroom retreats.
Each of our Hilton Head villa rentals is thoughtfully maintained and comes fully equipped with everything you need for a relaxing stay. Many include access to pools, bike paths, golf courses, and private beach boardwalks—making it easy to enjoy the best of island living. Whether you're looking for a golf view, oceanfront, or something tucked away and quiet, there’s a villa that fits your needs.
Hilton Head Properties R&R is proud to offer vacation rentals that combine comfort with personalized service. We’re local, responsive, and here to make your island vacation unforgettable. Use the filters to browse available villas based on size, location, or amenities.
Ready to book your stay? Let us help you find the best villa on Hilton Head Island for your next vacation.
123 properties available
Stunning Waterfront Abbington Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8Welcome to our stunning waterfront villa in Palmetto Dunes, Hilton Head! This spacious villa is the perfect vacation home, with incredible water views and beach access. With the famous Palmetto Dunes' 11-mile river-lagoon off your back deck and the private b
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Fourth Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean and Pool ViewsWelcome to your perfect vacation home in Hilton Head Island! This stunning villa offers a picturesque view of the beach and pool, ensuring you have the best of both worlds. As you enter, you'll notice the ceiling fans gently circulating
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Oceanfront Beach Oasis in Sea Pines5 Bedrooms | 4 Bathrooms | Sleeps 14 | Ocean Views | Backyard OasisWelcome to 33 Ruddy Turnstone, an exceptional oceanfront vacation home located in the prestigious Sea Pines resort of Hilton Head Island. This stunning 5-bedroom, 4 full bath, and 2 half bath beach house offers the perfect blend of modern eleg
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Coastal-Themed Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean ViewsWelcome to your dream vacation home in Hilton Head Island! Located in the beautiful Sea Cloisters building, this two-bedroom, two-bathroom oceanfront villa is designed with a coastal theme that exudes relaxation and comfort.As you enter the villa, you&#
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Pet-Friendly Beach Villa in Stones Throw2 Bedrooms | 1 Bathroom | Sleeps 7 | Pet FriendlyWelcome to this beautiful beach-oriented villa in Hilton Head Island! Recently renovated to exceptional standards, this villa is sure to capture your heart. This 2-bedroom, 1-bath villa is the perfect vacation retreat, ready to provide you with an unforgettable
Coastal Queens Grant Villa in Palmetto Dunes3 Bedrooms | 2.5 Bathrooms | Sleeps 9 | Pet FriendlyEscape to the beautiful Hilton Head Island and experience the perfect vacation in this spacious and charming 3-bedroom villa. With big bedrooms, living areas, and a huge deck off the back, this villa provides ample space for your family or group. You wil
Oceanfront Modern Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean ViewsDiscover the ultimate in beachfront elegance with this stunning 2-bedroom villa in Hampton Place, Palmetto Dunes on Hilton Head Island. Designed with a coastal chic aesthetic, this villa seamlessly blends modern luxury with the serene beauty of the Atlantic Oc
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Elegant Oceanfront Penthouse Villa at Sea Cloisters3 Bedrooms | 3 Bathrooms | Sleeps 8 | Stunning Ocean ViewsWelcome to our elegant penthouse villa located in Hilton Head Island's renowned Sea Cloisters. This tastefully decorated vacation home offers breathtaking views of both the ocean and the Sea Cloisters pool. As you step inside, you&#
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Spacious Family Home on Singleton BeachNew Home Construction Next Door7 Bedrooms | 7.5 Bathrooms | Sleeps 18 | Ocean ViewsWelcome to your dream vacation home at Singleton Beach! This 7-bedroom, 7 ½-bathroom home is located in Hilton Head Island's newest and most exclusive community. As soon as you enter the home, you'll be greeted wi
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Serene Huntington Villa in Palmetto Dunes4 Bedrooms | 4 Bathrooms | Sleeps 14 | Lagoon ViewsWelcome to our two-story, fully furnished Huntington villa located in the fantastic Palmetto Dunes Resort, just a short walk to the beach and pool.This villa offers 4 king bedrooms, each with an ensuite bathroom. The new mattresses and TV in each bedroom wil
Extensive Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to our newly renovated villa, where no expense has been spared to provide you with the very best beach experience.The villa boasts a range of upgrades, including new granite countertops, crown moldings, baseboards, and fresh paint on walls and ceilin
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Family Friendly Villa in Palmetto Dunes4 Bedrooms | 3 Bathrooms | Sleeps 10Escape to your dream vacation home in Palmetto Dunes Resort, where luxury, comfort, and endless fun meet.This beautifully furnished, two-story townhouse at 975 Inverness Village Villas offers three bedrooms, three baths, and a loft that sleeps ten, making it perfect for
