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
Cozy Cutter Court Villa in Sea Pines2 Bedrooms | 2 Bathrooms | Sleeps 5 | Serene RetreatWelcome to 911 Cutter Court, a second-floor villa that puts you right in the heart of Harbour Town. Overlooking the Harbour Town Golf Links Clubhouse, this two-bedroom, two-bathroom retreat offers a front-row seat to one of Hilton Head’s most iconic settin
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
Direct Oceanfront Second Floor Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to our absolutely cute and comfortable oceanfront villa, boasting 2 bedrooms and 2 baths within its spacious 1100 square feet. The villa offers a direct oceanfront location, allowing you to wake up to the breathtaking sunrise right from you
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Golf Course Retreat in the Heart of Sea Pines3 Bedrooms | 2.5 Bathrooms | Sleeps 6 | Golf Course View | One-Level HomeWelcome to 78 Governors Road, a beautifully renovated, single-level home located on the Sea Pines Country Club golf course with views overlooking the 17th tee. Set in one of Sea Pines’ most desirable areas, this home offe
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.
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
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.
High-End Inverness Golf Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6 | Family GetawayWelcome to the jewel of the island, 924 Inverness! This stunning vacation home is located in the prime location of Hilton Head within Palmetto Dunes. This property offers first-class amenities and living arrangements that will exceed your expectations
Newly Remodeled Villa Near Harbour Town at Stoney Creek1 Bedroom | 1 Bathroom | Sleeps 6Class, comfort, and a touch of prestige await at this beautifully remodeled one-bedroom, one-and-a-half-bath townhome in the sought-after Stoney Creek neighborhood of Sea Pines. This charming loft-style retreat features soaring cathedral ceilings, oversized wind
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
Luxurious Willow Oak Home in Sea Pines4 Bedrooms | 4.5 Bathrooms | Sleeps 12 | Private Pool & SpaWelcome to your luxurious vacation retreat nestled in prestigious Sea Pines. This exquisite vacation home offers the perfect blend of elegance, comfort, and convenience for your getaway. As you enter the home, you'll be greeted by an inviti
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
Spacious Fazio Villa in Palmetto Dunes4 Bedrooms | 3 Bathrooms | Sleeps 8 | Perfect Golf GetawayWelcome to our spacious and beautiful 4-bedroom, 3-bathroom vacation home located in the heart of Palmetto Dunes. Situated in the geographic center of Palmetto Dunes, this home offers unparalleled convenience and easy access to all the fun activities the
Charming Colonnade Club Villa in Shipyard2 Bedrooms | 2 Bathrooms | Sleeps 4 | Community PoolWelcome to your beautiful vacation home, nestled in the heart of Shipyard Plantation's Colonnade Club on Hilton Head Island. This charming property is just a short walk away from the beach, offering a perfect retreat for those seeking a relaxing beach g
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 Coastal Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to our lovely 1st floor villa in the exclusive gated complex of Sea Cloisters. Our villa boasts stairs leading directly to the beach and pool, making it the perfect spot for a relaxing and comfortable family vacation. The conveniences of our villa are s
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
