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.
121 properties available
Oceanfront Windsor Place II with a Private Balcony1 Bedroom | 2 Bathrooms | Sleeps 4 | 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)Welcome to 2415 Windsor II in Palmetto Dunes—your perfect oceanfront retreat! This spacio
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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
Premium Oceanfront Hampton Place Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6 | Beach GetawayEscape to luxury at Hampton Place, Palmetto Dunes' newest oceanfront gem. Nestled in one of North America's premier family destinations, this 3rd floor, 2 bed/2 bath villa offers breathtaking oceanfront views from every room. Enjoy the
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Magnificent Luxury Retreat on North Forest Beach7 Bedrooms | 6.5 Bathrooms | Sleeps 14 | Beach GetawayEscape to the North Forest Beach area of Hilton Head Island and experience the ultimate beach vacation in this magnificent 7 bedroom, 6.5 bath home just 50 yards from the Atlantic Ocean. This custom-built retreat boasts 4500 square feet of lux
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.
Exceptional Oceanfront Penthouse Villa at Sea Cloisters3 Bedrooms | 2 Bathrooms | Sleeps 8ATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to the luxurious vacation home of Villa 501 at Sea Cloisters in Hilton Head Island. This stunning penthouse villa offers a truly rema
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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.
Beachside Condo Near Folly Field Beach3 Bedrooms | 2.5 Bathrooms | Sleeps 8 | Near Beach Access | Hilton Head Island CondoWelcome to 51 Stones Throw, a comfortable three-bedroom condo located in the Folly Field area of Hilton Head Island. Positioned near one of the island’s most popular beach access areas, this condo offers a relaxed coastal
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
Tasteful Bluff Villa Loft in Sea Pines1Bedroom | 1Bathroom | Sleeps 4 | Walking Distance to BeachEscape to Sea Pines and enjoy island living at its finest in this tasteful1-bedroom, 1-bath Bluff Villa. Nestled just across from South Beach Marina and the iconic Salty Dog Cafe, this villa offers the perfect blend of comfort, location, and style.
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
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.
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
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
Dog Friendly Centrecourt Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6 | Complex PoolWelcome to the Villa at 7830 Centrecourt, your perfect vacation home in Hilton Head Island! This villa offers a prime location where everything you need is right at your fingertips. Palmetto Dunes boasts some of the best golf courses on the i
