Hilton Head Island offers a wide range of vacation rentals to suit any group size or preference. From 1-bedroom villas to 7-bedroom homes, finding the perfect rental is easy. Many properties feature amenities like pools, outdoor pavilions, tennis courts, and convenient beach access. For those looking to explore, rentals on the island provide easy access to top attractions and activities
At Hilton Head Properties Realty & Rentals, we specialize in creating unforgettable vacation experiences. Whether you're planning a romantic getaway, a family vacation, or a group retreat, our rentals are fully furnished with everything you need for a wonderful stay—all you have to bring is your suitcase! Our dedicated team is here to ensure your trip is seamless from start to finish. Start looking for your dream Hilton Head vacation rental today and let us help you craft the perfect island escape.
116 properties available
2 BEDS, 2BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeExquisite condominium with fresh, coastal decorationsOpen concept living and dining areaExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful vacation home in Hilton Head, SC! This exquisite two-bed
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.
1 BEDS, 1 BATHNewly renovated direct beachfront villaBoasts ocean views from private balcony and living roomCompletely renovated with high quality upgrades and low country styleWalking distance to the beach, Celebration Park, and Coligny PlazaXplorie - 2 Free Adult Bikes (Valid for 3 -21 night stays) Experience the ultimate beachfront escape o
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
3 BEDS, 3 BATHSPet Friendly villa in Palmetto DunesOpen, comfortable living spacePrivate patio with a gas grillShort walk to the beach, dining, tennis and golfXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to 536 Queens Grant, your perfect vacation home in the heart of Palmetto Dunes! This spacious 3-bedroom vi
2 BEDS, 2 BATHSBeautiful first floor unitFully equipped kitchen with modern appliancesPrivate patio with outdoor grillShort walk to the beach, shops, and restaurantsXplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Embark on an unforgettable journey to 118 Courtside Villa, a pristine 2-bedroom, 2-bathroom haven nestled in the heart of Hilton
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeFirst floor unit w/ breathtaking ocean viewsSpacious living room with entertainment optionsOpen kitchen and dining area with bar seatingXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Unit 102 is the epitome of beachfront luxury. As you step inside
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
2BR/2BRBuilding Construction from Sep 2024 - April 2025, subject to changeCoastal villa with breathtaking ocean viewsInviting Family Room with a comfortable sectional sofaSteps away from the beach and bicycle pathConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
2 BEDS, 2.5 BATHSPet friendly villa perfect for a getawayOpen living space to dining areaFully equipped kitchen ideal for family cookingNestled in the serene and picturesque Shipyard PlantationXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Tennismaster Villas, a stunning vacation home located in the serene Shipyard Plan
2 BEDS, 2.5 BATHSCozy coastal villa with maritime forest viewsPrivate suite with a king bed and private bathScreened-in porch for outdoor livingConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to Wendover Dunes, the newest ocean-side complex in Palmetto Dunes
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.
7 BDS / 6.5 BTHSSpacious home perfect for a family getawayLarge private pool with diving boardSpacious game room Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Looking for a vacation home that offers something for everyone in the family? Look no further than 25 Starboard Tack in Palmetto Dunes. This stunning home boasts spaci
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.
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeLocated in the picturesque Folly Field areaSpacious and inviting interiorPrivate deck with ocean viewsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home in Hilton Head Island! Located in the picturesque Folly Field area,
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
2BR/2BA Villa Charming villa in the heart of ShipyardSpacious living are with plush furnishingsAccess to complex pool and hot tubWalking distance to beaches and bike pathsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your beautiful vacation home, nestled in the heart of Shipyard Plantation's Colonnade Clu
4 BEDS/ 4 BATHSPrivate home nestled in secluded and peaceful areaSpacious and comfortable living spacePrivate pool perfect for relaxationChefs kitchen perfect for family mealsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your own private oasis nestled in the peaceful community of Palmetto Dunes. This stunning vacation