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
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
Stunning Vacation Oasis on North Forest Beach7 Bedrooms | 5.5 Bathrooms | Sleeps 22 | Stunning BackyardLooking for a vacation home with a spectacular outdoor space? Look no further than 16 Mallard St in North Forest Beach! This stunning 7-bedroom, 5.5-bathroom home boasts the best backyard on the island, including a huge private pool and
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.
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.
Stunning Evian Golf Villa in Shipyard3 Bedrooms | 3 Bathrooms | Sleeps 8 | Beautiful Golf ViewsWelcome to this beautiful Villa located in the gated Shipyard community of Hilton Head Island! Spend your next vacation at this 2 -level condo overlooking the 7th fairway of the Brigantine golf course.The well-equipped kitchen has stainless steel ap
Oceanfront Penthouse Villa with Loft at Sea Cloisters3 Bedrooms | 3 Bathrooms | Sleeps 8 | Ocean ViewsWelcome to our stunning two-story villa located in the beautiful Hilton Head Island. This spacious vacation home features a unique lofted sleeping space, adding an extra touch of charm and versatility to your stay.As you enter, you'll find two
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.
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!
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
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!
Pristine Courtside Villa in Forest Beach2 Bedrooms | 2 Bathrooms | Sleeps 7 | Private PatioEmbark on an unforgettable journey to 118 Courtside Villa, a pristine 2-bedroom, 2-bathroom haven nestled in the heart of Hilton Head's Forest Beach area. This exquisite ground-floor unit, spanning 1200 sq. ft., offers a seamless blend of comfort and
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.
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
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
