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 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
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTastefully decorated villa with a coastal themeOpen floor plan for a spacious feelWide sandy beaches and gentle surfXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home in Hilton Head Island! Located in the beautiful Sea C
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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
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.
2 BEDS, 2BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeExquisite condominium with fresh, coastal decorationsOpen concept living and dining areaExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful vacation home in Hilton Head, SC! This exquisite two-bed
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, 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
2 BEDS, 2 BATHSSecond floor unit located in Sea PinesOpen, spacious living area with natural lightingSpacious bedroom with cozy bedsClose proximity to Harbourtown shopsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Introducing 2379 Lighthouse Villa! This exception villa is an end unit overlooking big sweeping lagoon views an
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
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTastefully designed with a coastal ambianceMaster suite with king bed, private bath, and balcony accessAccess to expansive and private oceanfront poolWide sandy beaches and gentle surfXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beauti
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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.
2 BEDS, 2.5 BATHSElegant second floor villa off Forest BeachSpacious bedroom with comfortable beddingStunning views of community groundsSteps from the ocean and bike pathsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this beautiful Beachside Getaway, located in the perfect spot to enjoy all that Hilton Head Island has
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
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
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
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.