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
Tastefully Furnished Villa Located in Folly Field3 Bedrooms | 2 Bathrooms | 1 HALF BATH | Sleeps 8This welcoming 3-bedroom, 2.5-bathroom villa is located in the Folly Field area of Hilton Head Island. This beautiful vacation home offers a comfortable and convenient retreat for your beach getaway. As you enter the villa, you'll be greeted b
Beautiful Evian Golf Villa in Shipyard2 Bedroom | 2 Bathroom | Sleeps 8 | Golf GetawayWelcome to this beautiful second-floor condo located in the serene Shipyard Plantation area of Hilton Head Island! With its prime location, you'll have easy access to all the amenities the complex has to offer, ensuring a delightful and entertaining stay.Step
Oceanfront Windsor Place II Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8 | OceanfrontATTENTION: Elevator inoperable during the time period of Nov. 1, 2026 until March 20, 2027, due to the elevator being replaced (Dates Subject to Change)Located just steps from the sand in the heart of Palmetto Dunes, 2117 Windsor Place 2 offers
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to our beautifully remodeled villa, located just steps away from the sand on Hilton Head Island. This tastefully designed home provides convenient access to the beach, gated pool, and all the amenities you need to feel right at home. The coastal ambiance of the
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Secluded Family Home Locate in Sea Pines4 Bedrooms | 3 Bathrooms| Sleeps 8 | Game RoomEscape to a gorgeous vacation home in Sea Pines, where luxury and comfort meet. This stunning 4-bedroom retreat is perfect for families or groups of friends seeking a beach vacation in style. The open floor plan is spacious and welcoming, with a large living
Renovated Bluff Villa in Sea Pines2 Bedrooms | 2 Bathrooms | Sleeps 6 | Perfect For an Island GetawayA coastal haven nestled within the vibrant heart of Sea Pines Resort, specifically in the sought-after South Beach area, 1670 Bluff Villa offers an idyllic retreat for those seeking a blend of relaxation and adventure. This meticulously renovat
Charming Turnberry Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6 | Two - StoryWelcome to our beautiful vacation home in Hilton Head Island! This spacious two-story villa offers comfort, style, and all the amenities you need for a perfect getaway.The villa features two suites with king beds, providing luxurious sleeping arrangement
Modern Queens Grant Villa in Palmetto Dunes3 Bedrooms | 2.5 Bathrooms | Sleeps | Newly RenovatedWelcome to 588 Queens Grant, a beautifully renovated three-bedroom, two-and-a-half-bath villa nestled in the heart of Palmetto Dunes. This spacious two-story retreat offers a seamless blend of modern updates and Lowcountry charm, making it an
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
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!
Dog Friendly Home with Golf Course Views3 Bedrooms | 2 Bathrooms | Sleeps 5Introducing 51 Wood Duck! This beautiful one level home overlooks the 14th Club Course Fairway. With the impressive fully stocked granite kitchen with breakfast table plus breakfast bar, it is ready for the chefs creations! The large deck spans the entire ba
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 Elegance with Iconic Harbour Town Golf Views3 Bedrooms | 3 Bathrooms | Sleeps 8 | Community PoolThis exceptional coastal retreat is truly special, offering an open, airy floor plan filled with natural light and panoramic views of Harbour Town's famed golf holes - the #6 and #7 fairways, along with inviting floor plan designed for relaxe
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
