Your Perfect Hilton Head Island Getaway Starts Here
Hilton Head Properties Realty & Rentals offers a diverse selection of Hilton Head vacation rentals to suit every type of traveler. From 1-bedroom villas for a quiet coastal escape to 7-bedroom vacation homes built for family reunions and group retreats, each property is thoughtfully furnished and ready for your stay. Guests can enjoy luxurious vacation amenities such as private pools, ocean views, and easy beach access in sought-after communities like Palmetto Dunes, Sea Pines, Forest Beach, and Folly Field.
These vacation homes and villas place you close to everything that makes Hilton Head Island special—championship golf courses, scenic bike paths, local dining, and Lowcountry charm around every corner. Each rental is backed by our experienced property management team, committed to delivering a seamless vacation experience from booking to check-out.
Spend your days relaxing by the pool, exploring the island, or enjoying the comforts of a professionally managed Hilton Head vacation home. With flexible options, top-rated amenities, and personalized service, Hilton Head Properties Realty & Rentals makes it easy to plan a stress-free Hilton Head Island vacation.
Start your search today and discover vacation rentals that bring comfort, style, and convenience together in one unforgettable island stay.
123 properties available
Stylishly Furnished Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to Villa 309, a recently renovated and updated vacation home in Hilton Head Island that exceeds expectations. This third-floor villa has undergone a complete transformation and now showcases quality craftsmanship throughout, fro
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Oceanfront Coastal Villa in Palmetto Dunes1 Bedroom | 1.5 Bathrooms | Sleeps 4 | Pet FriendlyWelcome to the luxurious one bedroom Barrington Villa, located on the third floor with stunning oceanfront views in Palmetto Dunes. The villa is furnished with sunny bright beach colors to ensure your total relaxation. This villa sleeps four and features a
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 5 | Ocean ViewsWelcome to your dream vacation home in Hilton Head Island! Located in the picturesque Folly Field area, this oceanfront villa offers the perfect setting for your next beach getaway. Villa 312 Sea Cloisters is designed to accommodate five guests, making it
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
Bright Forest Beach Villa by Coligny Beach Park3 Bedrooms | 2 Bathrooms | Sleeps 8 | Second Floor VillaWelcome to our amazing vacation home located in the heart of Forest Beach, directly overlooking the stunning new Lowcountry Celebration Park. As soon as you step into our wonderful end unit, you will be amazed by the bright and spacious living are
Stunning Golfmaster Condo in Shipyard3 Bedrooms | 3 Bathrooms | Sleeps 8 | Community PoolWelcome to 102 Golfmaster, your dream vacation home nestled in the beautiful Shipyard community on Hilton Head Island. This stunning property offers a perfect blend of luxury, comfort, and convenience, making it the ideal destination for your next getaway. &nbs
Cozy Coastal Wendover Dunes Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | 1 Half Bathroom | Sleeps 6Welcome to Wendover Dunes, the newest ocean-side complex in Palmetto Dunes on Hilton Head Island! This vacation home offers a fantastic location overlooking the maritime forest and is just a quick 3-minute walk to the beautiful beaches.Situated o
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.
Renovated Inverness Golf Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 8 Welcome to your new vacation home! This two-bedroom, two-bathroom condo located in Palmetto Dunes on Hilton Head Island is the perfect getaway for those seeking relaxation and fun.Recently renovated, this flat has all the comforts of home with vaulted ceilings,
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
3-Bedroom St. Andrews Commons Villa in Palmetto Dunes3 Bedroom | 2 Bathrooms | Sleeps 6 | Pet Friendly Located in Palmetto Dunes, 1779 St. Andrews Commons offers a Hilton Head Island stay with access to golf (paid additionally), beaches, and the resort’s bike path network. This three-bedroom villa provides a comfortable option for f
The Crab Cottage – Moon River Retreat with a private dock3-Bedroom River View Cottage on Daufuskie IslandLocated at Moon River on Daufuskie Island, Crab Cottage offers elevated water views across marsh and river landscapes toward Savannah. This three-bedroom home provides a slightly set-back position while still maintaining strong v
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.
Oceanfront Villa at Sea Cloisters with Breathtaking Views2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to our stunning oceanfront villa, located on the second floor, offering breathtaking beach and ocean views. This spacious 2-bedroom, 2-bathroom villa is the perfect retreat for a memorable vacation.As you enter the villa, you'll noti
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
