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
2BR/2BASecond floor villa located in ShipyardSpacious open living space with vaulted ceilingsFully equipped kitchen perfect for cooking mealsLarge private deck overlooking Shipyard golf courseXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this beautiful second-floor condo located in the serene Shipyard Plantation area o
Villa - Evian 189, Shipyard
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
3 BEDS / 2 BATHSCozy, secluded family home in Sea PinesDog friendly (Non-Refundable Pet Fee Required)Close proximity to the beachXplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Welcome to your own private oasis in Sea Pines, Hilton Head Island. This charming 3-bedroom vacation home is nestled in a serene wooded setting, just inside th
Home - 52 Night Heron, Sea Pines
Homes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
2 BEDS, 2 BATHSSpacious, tastefully decorated two-story villaTwo suites with king beds for luxurious sleeping arrangementsShort 5-minute bike ride to the beach from the Disney ResortXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to our beautiful vacation home in Hilton Head Island! This spacious two-story villa offer
Villa - Turnberry 285, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTastefully decorated villa with elegant ambiancePrivate decks with stunning ocean viewsDirect oceanfront access to wide sandy beaches and gentle surfXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your luxurious vacation home in Hilton Head I
Villa - Sea Cloisters 307, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
Villa - Windsor Place II 2413, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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, 3 BATHSLuxurious villa located in ShipyardOpen layout from living area to dining roomFully equipped kitchen perfect for family mealsAccess to community poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to 102 Golfmaster, your dream vacation home nestled in the beautiful Shipyard community on Hilton Head Isla
Villa - Golfmaster 102, Shipyard
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths , 1 Half
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeFully furnished for a hassle-free stayPrivate deck overlooking the oceanProvides a relaxing and peaceful getawayXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your perfect vacation home in Hilton Head Island! This stunning villa offers
Villa - Sea Cloisters 410, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
Villa - Stones Throw 52, Folly Field
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 guests
2 BEDS, 2 BATHSPet friendly villa in prime location, Palmetto DunesSpacious living space with hardwood flooringAccess to complex amenities, such as a pool and tennis courtsWalking distance to beach, golf courses, and shopsXplorie - 2 Free Adult Bikes (Valid for stays from 3 -21 nights)Welcome to the Villa at 7830 Centrecourt, your perfect vacation
Villa - Centrecourt 7830, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSpacious living areas providing a peaceful and relaxing environmentBreathtaking ocean views from bedroomsEnjoy the private deck with soothing sounds of the oceanXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to your tastefully d
Villa - Sea Cloisters 412, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
Villa - Stones Throw 3, Folly Field
Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths , 1 Half
Guests 7 guests

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