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
1BD, 1.5 BTHSBeautifully renovated villa in Palmetto DunesPerfect beach getaway for couplesWell-equipped kitchenAccess to community poolXplorie - 2 Adult Bikes (Valid for stays between 3-21 nights)Welcome to 1770 St. Andrews in Palmetto Dunes! This beautifully renovated and dog-friendly 1-bedroom, 1.5-bathroom condo is the perfect getaway for
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
7 beds/7.5 bathsSpacious family home on Singleton BeachSweeping views of the Lowcountry's salt marsh, tidal creeks, beach, and Atlantic OceanMultiple entertainment areas with TVs and DVD playersXplorie (Valid for stays from 3 to 21 nights)Welcome to your dream vacation home at Singleton Beach! This 7-bedroom, 7 ½-bathroom home is located
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.
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, 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!
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changePanoramic ocean views from the living room, primary bedroom, and balconyOffers ample space for family getawaysConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Sea Cloisters 509, a magnifi
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 / 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
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTastefully decorated villa with a beach themeOpen floor plan for a spacious feelPrivate patio with stunning ocean viewsSundecks and lush semi-tropical landscapingXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your perfect beach getaway in Hi
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
2 BEDS, 2 BATHSVilla with comfortable and inviting atmosphereLocated in the renowned Palmetto Dunes ResortSunken living area with a large flat-screen TVPrivate beach access at various locations within the resortXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our St. Andrews Commons vacation home, located in the renowned
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeBreathtaking ocean views from the villa.Fully equipped kitchen with brand new appliancesDirect access to miles of pristine beaches.Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to your own oceanfront paradise in this stunning vacation home loca
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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
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