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
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
Luxury Oceanfront Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8 | Luxury GetawayWelcome to our brand new vacation rental villa, which has been completely remodeled in 2020-2021! Our owners spared no expense in ensuring that every inch of this villa is of the highest quality and standard, making it the perfect luxury retreat for your ne
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.
Extensive Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to our newly renovated villa, where no expense has been spared to provide you with the very best beach experience.The villa boasts a range of upgrades, including new granite countertops, crown moldings, baseboards, and fresh paint on walls and ceilin
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 First Floor Villa at Sea Cloisters3 Bedrooms | 2 Bathrooms | Sleeps 8 | OceanfrontWelcome to 113 Sea Cloisters—an oceanfront villa where comfort, convenience, and coastal beauty come together seamlessly.Perched on an elevated first floor (second level from ground), this beautifully updated three-bedroom, two-bathroom retreat offers
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.
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
Light, Bright, and Beautiful Pet Friendly Stones Throw Villa2 Bedrooms | 1 Bathrooms | 1 Half Bathroom | Sleeps 7Welcome to this light, bright, and beautiful two-bedroom vacation home in Hilton Head Island, just a Stones Throw to the beach! The location of this home is truly incredible, offering you the opportunity to enjoy one of the most stunning
Coastal Getaway in Palmetto Dunes3 Bedrooms | 2.5 Bathrooms | Dog FriendlyWelcome to our beautifully remodeled villa, the perfect vacation home for families, golf groups, corporate retreats, or anyone looking for a peaceful getaway. This 3BR/2.5BA villa sleeps 8 guests and is located on the first floor of a two-story villa complex in Palmetto
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.
A Sea Pines Legacy Home for Longer Island Escapes5 Bedrooms | 5 Bathrooms | Sleeps 10 | Peaceful Backyard OasisLocated in the heart of Sea Pines on Hilton Head Island, The Hamilton is a beautifully furnished 5-bedroom, 5.5-bath legacy home available for extended monthly stays from November through April.With over 5,400 square feet of refined living
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
Charming Lagoon Home in Sea Pines3 Bedrooms | 2 Bathrooms | Sleeps 6 | Pet FriendlyWelcome to your newly remodeled oasis at 57 Night Heron, nestled just inside the exclusive Sea Pines gated community. This charming home is perfectly positioned for a beach getaway, with easy access to the pristine shores just a short walk away and the community pool
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!
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!
Garden View Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 4 | Garden ViewsWelcome to 1679 St. Andrews Commons, a comfortable two-bedroom villa located within Palmetto Dunes on Hilton Head Island. Surrounded by mature landscaping and peaceful garden views, this villa offers a relaxing retreat for families, couples, and small groups lookin
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
