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, 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 changeExtensive villa with ocean viewsSundecks and lush semi-tropical landscapingXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our newly renovated villa, where no expense has been spared to provide you with the very best beach experience. The vil
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.
Located in Family Friendly Palmetto Dunes ResortCozy villa perfect for a relaxing getawaySpacious beds with plush bedsFully equipped kitchen with expansive var seatingClose proximity to the beach, shops, tennis, and golfXplorie - 2 Adult Bikes (Valid for stays between 3-21 nights)Indulge in the ultimate low country retreat at Queens Grant 649, a fu
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
2 BEDS, 2 BATHSPet friendly condo with vault ceilingsSpacious living area with comfortable furnishingsDeck that overlooks the George Fazio golf courseAccess to complex pool and tennis courtsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to your new vacation home! This two-bedroom, two-bathroom condo located in Palmet
4 BEDS/ 3.5 BATHSDog friendly home located in Sea PinesSpacious living room, dining room, and kitchenLarge outdoor pool and screened-in porchShort walk to the beachXplorie (Valid for stays from 3 - 21 nights)Looking for a prime location for your next vacation? Look no further than 16 Duck Hawk, located in the heart of Sea Pines on Hilton Head Islan
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 beds/7.5 bathsSpacious family home on Singleton BeachSweeping views of the Lowcountry's salt marsh, tidal creeks, beach, and Atlantic OceanMultiple entertainment areas with TVs and DVD playersXplorie (Valid for stays from 3 to 21 nights)Welcome to your dream vacation home at Singleton Beach! This 7-bedroom, 7 ½-bathroom home is located
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.
3 BEDS, 2.5 BATHSTastefully furnished villa located in Folly FieldThree flat-screen TVs for entertainmentFully equipped kitchen with stainless steel appliancesOnly a 5-minute walk to Folly Field BeachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)This welcoming 3-bedroom, 2.5-bathroom villa is located in the Folly Field area of Hi
2BR/1.5 BALight, bright, and beautiful pet friendly villaLiving space with comfortable furnishingsLarge, shaded swimming pool for relaxation and cooling offXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this light, bright, and beautiful two-bedroom vacation home in Hilton Head Island, just a Stones Throw to the beach! T
3 BEDS, 3 BATHSPet friendly (Non-refundable pet fee, approved breed, size, and age)Spacious living room with cathedral ceilingPrimary bathroom with a private bathClose proximity to shops, dining, and beachXplorie - 2 Free Adult Bokes (Valid for stays from 3 - 21 nights)This lovely 3 bedroom-3 1/2 bathroom villa has the "feel of a home". N
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeBeautiful villa that offers stunning ocean viewsAmple sleeping space for a family getawayOffers direct beach access, an oceanfront pool, and easy access to Hilton Head Island's attractionsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeFifth floor penthouse villa with panoramic ocean viewsLiving room offer serene ocean views, enhancing the overall vacation experienceDirect beach access and oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our stunning two-story
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.
5 BEDS /4 BTHS Family home nestled in the heart of Sea PinesCozy living rooms and a family room for gatheringSpacious kitchen perfect for preparing meals and entertainingClose to golf courses, beaches, and shopping.Xplorie 2 Free Adult Bikes (Valid for 3 - 21 night stays)Welcome to your ultimate vacation home at 25 Willow Oak Road West, nestle