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
4 BEDS, 3 BATHSSpacious villa perfect for a golf getawayBedrooms perfect for a night inBack deck for relaxing and enjoying the surroundingsSteps away from the beach and bike pathXplorie - 2 Free Adult Bikes (Valid for stays of 3 - 21 nights)Welcome to our spacious and beautiful 4-bedroom, 3-bathroom vacation home located in the heart of Palmetto Du
Villa - Fazio Villa 52, Palmetto Dunes
Palmetto Dunes
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
2 BEDS, 2.5 BATHSPet friendly villa perfect for a getawayOpen living space to dining areaFully equipped kitchen ideal for family cookingNestled in the serene and picturesque Shipyard PlantationXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Tennismaster Villas, a stunning vacation home located in the serene Shipyard Plan
Villa - Tennismaster 703, Shipyard
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 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
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
Villa - Sea Cloisters 505, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
1 BEDS, 1 BATHNewly renovated direct beachfront villaBoasts ocean views from private balcony and living roomCompletely renovated with high quality upgrades and low country styleWalking distance to the beach, Celebration Park, and Coligny PlazaXplorie - 2 Free Adult Bikes (Valid for 3 -21 night stays) Experience the ultimate beachfront escape o
Villa - Sea Side Villas 280, Forest Beach
Condos/Villas
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
3 BEDS, 3 BATHSLuxurious villa located in Palmetto DunesSpacious, comfortable bedrooms with cozy beddingPrivate balcony with ocean viewsClose to bike paths, shops, dining, and the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our brand new vacation rental villa, which has been completely remodeled in 2020-2021! Ou
Villa - Hampton Place 6108, Palmetto Dunes
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
1BD, 2BTHBuilding Construction from Sep 2024 - April 2025, subject to changeGreat Oceanfront Complex Amenities at Windsor PlaceTwo Large Pools / Spa / Kiddie PoolCovered Pavilion with Gas Grilling AreaPoolside Restrooms with Boardwalk to the OceanThree Golf Courses and World Class Tennis & Pickleball Center in Palmetto DunesXplorie - 2 Adult Bi
Villa - Windsor Place II 2415, Palmetto Dunes
Villas
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 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
5 BDS, 3.5 BTHSNEW HOME CONSTRUCTION NEXT DOORBreathtaking ocean views and easy beach accessample space for relaxation and entertainmentWell-equipped kitchen with luxurious amenitiesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 19 Dune Lane, the perfect oceanfront vacation home for those seeking the ultimate island exp
Home - 19 Dune Lane, Forest Beach
Homes
Bedrooms 5 bedrooms
Bathrooms 3 baths , 1 Half
Guests 13 guests
5 BEDS / 4 BATHSOceanfront home in Sea Pines w/ breathtaking viewsSpacious and stylish accommodationsSpacious outdoor area with private pool, spa, and outdoor kitchenXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 33 Ruddy Turnstone, an exceptional oceanfront vacation home located in the prestigious Sea Pines resort of H
Home - 33 Ruddy Turnstone, Sea Pines
Homes
Bedrooms 5 bedrooms
Bathrooms 4 baths , 2 Half
Guests 14 guests
4BR/4BABeautiful family home in prime locationSpacious and inviting living spaceGame room perfect for family funXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Experience the ultimate beach vacation at this 4-bedroom getaway with an open layout and stunning golf course views. Just a few minutes bike or walk via bike pathways to the
Home - 3 Starboard Tack, Palmetto Dunes
Homes
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 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

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