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/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
7 Beds / 5.5 BathsGourmet kitchen with European appliancesStunning backyard with a huge private pool, covered spa, outdoor kitchen, and fireplaceSeparate guest house with bunk beds and half-bathClose proximity to Forest Beach's beautiful shores and amenitiesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Looking for a vacation
2 Bedrooms, 2.5 BathIdyllic villa in Shipyard PlantationSpacious living room with cozy furnishingsEasy access to beaches, shopping, and golfing experiencesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to 35 The Cottages, an idyllic vacation townhome is located in a beach community with beach club and surrounded
5 BD, 5BTHs****** UNDER CONSTRUCTION - Estimated Completion Date 12/25**********Newly Renovated Family Home in Sea PinesPrivate Pool & Spa (Heat Option w/ additional fee)Spacious living area w/ comfortable furnishingXplorie - 2 Adult Bikes (Valid for 3-21 night staysWelcome to 9 Fern Court, the perfect vacation home for those seeking a serene a
2 BEDS, 2 BATHSBeautiful pet friendly villa in Palmetto DunesSoaring ceilings and a spacious great room living areaWrap-around deck with serene viewsExclusive private beach access with three miles of pristine sandXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this beautifully remodeled vacation home in Hilton Head Islan
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
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
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
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
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
3 BDS / 2 BATHSDog friendly home with golf course viewsFully equipped kitchen perfect for home mealsSpacious private deck perfect to relax and unwindXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Introducing 51 Wood Duck! This beautiful one level home overlooks the 14th Club Course Fairway. With the impressive fully st
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
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