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
4 BEDS / 4.5 BATHSTastefully decorated family home in Sea PinesSpacious living area with open layoutExpansive patio with private pool and spaXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your luxurious vacation retreat nestled in prestigious Sea Pines. This exquisite vacation home offers the perfect blend of elegance,
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTastefully designed with a coastal ambianceMaster suite with king bed, private bath, and balcony accessAccess to expansive and private oceanfront poolWide sandy beaches and gentle surfXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beauti
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
2 BEDS, 2 BATHSSecond floor unit located in Sea PinesOpen, spacious living area with natural lightingSpacious bedroom with cozy bedsClose proximity to Harbourtown shopsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Introducing 2379 Lighthouse Villa! This exception villa is an end unit overlooking big sweeping lagoon views an
4 BEDS, 3 BATHSFamily friendly home perfect for kids and dogsPlenty of room for relaxation and entertainmentGame room perfect for family fun and game nightsShort walk to the beach and close to amenitiesXplorie - 2 Free Adult Bikes (Valid for stays between 3 - 21 nights)Walk up the street just 2 short blocks (3 minutes) to expansive North Forest Bea
3 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeVilla w/ tasteful coastal decorSpacious living and dining areasPerfect for a relaxing and peaceful getawayShort walk to a beautiful beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your own piece of paradise at Sea Cloisters! This th
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
1BD, 1.5 BTHSBeautifully renovated villa in Palmetto DunesPerfect beach getaway for couplesWell-equipped kitchenAccess to community poolXplorie - 2 Adult Bikes (Valid for stays between 3-21 nights)Welcome to 1770 St. Andrews in Palmetto Dunes! This beautifully renovated and dog-friendly 1-bedroom, 1.5-bathroom condo is the perfect getaway for
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
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
3 BEDS, 2 BATHSPet Friendly villa perfect for family getawaysSpacious open living spaceSpacious private deck overlooking Fazio Golf courseWalking distance community amenitiesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Palmetto Dunes 3 BR / 2½ BA. The walking score is off the charts with everything just minutes away inclu
3 BEDS, 3.5 BATHSNewly remodeled villa close to nature trailsGreat room with an open kitchen and living areaPerfect for a truly relaxing getaway in Palmetto DunesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 46 Water Oak Villa, a newly remodeled vacation home located in the heart of a charming sea-side village in
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSpacious and open floor plan with a comfortable and welcoming atmospherePrivate deck with breathtaking ocean viewsDirect beach access, an oceanfront pool, and easy access to Hilton Head Island's attractionsXplorie - 2 Free Adult Bikes (Valid for 3 - 21 days)We
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
3BDS, 2BTHSPet friendly, secluded family homeNewly renovated interior with comfortable furnishingsPeaceful and serene lagoon views from deckClose access to complex pool and beachXplorie - 2 Adults (Valid for 3 - 21 night stays)Welcome to your newly remodeled oasis at 57 Night Heron, nestled just inside the exclusive Sea Pines gated community. This
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
2 BEDS, 2 BATHSOceanfront villa perfect for a beach getawaySpacious living area with natural lightingAccess to complex pool and hot tubClose to miles of bike paths and golf coursesXplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Escape to luxury at Hampton Place, Palmetto Dunes' newest oceanfront gem. Nestled in one of North America'
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!