Vacation Rentals

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.



Properties Available 116 properties available
3 BEDS, 2BATHSPet friendly villa close to bike paths and natural trailsSpacious living area with comfortable furnishingsSteps from the beach and bike pathXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to Hilton Head Island and experience the perfect family vacation or weekend getaway in this true three bedroom vacation home
Villa - Queens Grant 586, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 guests
3 BEDS/4 BATHSFamily villa with direct lagoon viewsPerfect home away from homeSteps from the poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our highly sought after Palmetto Dunes Villa, located directly on the world-famous 11-mile lagoon. With a 2 1/2 minute walk, you'll find yourself on the beach, where yo
Villa - Hickory Cove 5, Palmetto Dunes
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
3 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTotal Interior Remodel Scheduled for Oct 2024 - April 2025, Be the first to rent in 2025!First-floor location for easy accessHigh-speed wireless internetSteps away from the pool and private beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to
Villa - Sea Cloisters 113, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
6BR / 6.5BASpacious family home in prime locationLarge rooms with comfortable accommodationsPrivate pool perfect to relax and unwindClose proximity to the oceanXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)This stunning new 2020 beach home is perfect for families looking for a memorable vacation. With six spacious bedrooms and to
Home - 5 Eastwind, Palmetto Dunes
Palmetto Dunes
Bedrooms 6 bedrooms
Bathrooms 6 baths , 1 Half
Guests 16 guests
3 BEDS / 2 BATHSDog friendly family home in Sea PinesComfortable, relaxing living spacePrivate deck perfect to relax and unwindAccess to complex poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful ocean-oriented vacation home, perfectly situated just inside the Sea Pines Ocean Gate on Hilton Head Island. Th
Home - 68 Night Heron, Sea Pines
Homes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
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
Villa - Sea Cloisters 511, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
3 BEDS, 2.5 BATHSSpacious pet friendly unit in Palmetto DunesUpdated kitchen and cottage-style furnishingsPrivate deck perfect for relaxationShort walk to the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to the beautiful Hilton Head Island and experience the perfect vacation in this spacious and charming 3-bedroom vi
Villa - Queens Grant 602, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 9 guests
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
Home - 25 Starboard Tack, Palmetto Dunes
Homes
Bedrooms 7 bedrooms
Bathrooms 6 baths , 1 Half
Guests 18 guests
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
Villa - Wendover Dunes 8128, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 guests
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
Villa - Colonnade Club 201, Shipyard
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeDirect oceanfront second floor villa with sunrise viewsMaster bedroom with king bed and private bathroomOcean views from dining room, living room, and master bedroomXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our absolutely cute and comfo
Villa - Sea Cloisters 205, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3 BEDS, 4 BATHSLuxurious and convenient vacation experienceSpacious bedrooms with comfortable beddingPrivate deck with lagoon viewsClose to beaches, golf courses, tennis center, marina, shopping, and dining.Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Sweet Perfection, a beautifully furnished villa located in the hear
Villa - Hickory Cove 7, Palmetto Dunes
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 11 guests

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