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.
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
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
2 BEDS, 2.5 BATHSBeach oriented villa w/ high-quality interior finishesSpacious living area with large windowsShort walk to a beautiful beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home! This beautifully renovated beach oriented villa is the perfect place to unwind and relax. As soon as you st
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
4 BEDS / 4.5 BATHSTastefully decorated family home in Sea PinesSpacious living area with open layoutExpansive patio with private pool and spaXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your luxurious vacation retreat nestled in prestigious Sea Pines. This exquisite vacation home offers the perfect blend of elegance,
3 BEDS, 2.5 BATHSTastefully furnished villa in Palmetto DunesDeck for outdoor enjoymentSteps away from pool, tennis courts, golf course, restaurants, and beachProvides a relaxing and peaceful getaway.Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our stunning three bedroom vacation home, nestled in the heart of the LowC
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
3 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeVilla w/ tasteful coastal decorSpacious living and dining areasPerfect for a relaxing and peaceful getawayShort walk to a beautiful beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your own piece of paradise at Sea Cloisters! This th
4 Bed / 3 BathSecluded family home locate in Sea PinesSpacious open floor plan with large living roomConvenient location between Harbour Town and the beachLush landscapes, scenic lagoons, and pristine beachesXplorie - 2 Free Adult Bikes (Valid from 3-21 nights)Escape to a gorgeous vacation home in Sea Pines, where luxury and comfort meet. This stun
3 BEDS, 2.5 BATHSSpacious pet friendly unit in Palmetto DunesUpdated kitchen and cottage-style furnishingsPrivate deck perfect for relaxationShort walk to the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to the beautiful Hilton Head Island and experience the perfect vacation in this spacious and charming 3-bedroom vi
3 BEDS, 3 BATHSBeautiful villa overlooking Shipyard gold courseSpacious living space with comfortable furnishingsSpacious covered patio perfect to enjoy a cup of coffeeAccess to community pool and tennis courtsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this beautiful Villa located in the gated Shipyard community of
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,
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