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
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSecond-floor location with breathtaking beach and ocean viewsSpacious living room with flat-screen TV, VCR, and DVD playerExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our stunning oceanfront villa, loca
Villa - Sea Cloisters 202, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
Home - 16 Duck Hawk, Sea Pines
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths , 1 Half
Guests 10 guests
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeCozy and inviting living area perfect for relaxationPrivate deck breathtaking views of the oceanLocated in the heart of Hilton Head IslandXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your luxurious vacation home in Hilton Head Island,
Villa - Sea Cloisters 506, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
3 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeExceptional oceanfront penthouse villaPrivate balcony with unparalleled ocean viewsDirect access to the beach, an oceanfront pool, and miles of bike pathsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to the luxurious vacation home of Vil
Villa - Sea Cloisters 501, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
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
Villa - Water Oak 46, Palmetto Dunes
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths , 1 Half
Guests 10 guests
2 BEDS, 2 BATHSStunning vacation villa in Palmetto DunesSpacious living space with comfortable seatingPrivate balconies in both bedroomsJust steps away from the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 3230 Villamare, a stunning vacation home located in the beautiful Palmetto Dunes community of Hilton Head Is
Villa - Villamare 3230, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2BEDS, 2 BATHSCozy villa perfect for a family getawaySpacious living space perfect for a night inAccess to community pool and hot tubShort walk to the beachXplorie - 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 Club on Hilton Head Isla
Villa - Colonnade Club 189, Shipyard
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
1 BED, 1.5 BATHStunning villa perfect for a beach getawaySpacious open living space with comfortable furnishingsSpacious balcony with breathtaking ocean viewsWalking distance to the beachXplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Welcome to the luxurious one bedroom Barrington Villa, located on the third floor with stunning oceanfront
Villa - Barrington Court 309, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths , 1 Half
Guests 4 guests
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
Home - 32 Starboard Tack, Palmetto Dunes
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
2 BEDS, 2 BATHSLocated in the sought-after Deer Island community by HarbourtownSpacious and inviting common areas Enjoy the serene beauty of the surrounding landscapeEasy access to shops, restaurants, and golf coursesXplorie - 2 Free Adult Bikes (Valid for stays from 3-21 days)Discover the ultimate retreat at our luxurious 2-bedroom, 2-bathroo
Home - 2030 Deer Island, Sea Pines
Homes
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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
2 BEDS, 2 BATHSPerfect seaside getawaySpacious bedrooms with comfortable bedsPrivate deck with golf course viewsClose proximity to the beach, shops, and diningXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to117 Evian Villa, your perfect seaside getaway in Hilton Head Island's exclusive Shipyard community! This charmin
Villa - Evian 117, Shipyard
Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 guests

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