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
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 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
2 BEDS, 2.5 BATHSSecond floor villa with stunning viewsOpen living space with hardwood flooringSpacious bedrooms with comfortable beddingClose proximity to pool, shops, dining, and the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our lovely villa, just steps away from the beautiful ocean and the island s 50 miles
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
3 BEDS / 3 BATHSWaterfront villa located in Palmetto DunesSpacious bedrooms with comfortable beddingPrivate deck with views of 11-mile lagoonWalking distance to the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to our stunning waterfront villa in Palmetto Dunes, Hilton Head! This spacious villa is the perfect v
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
2 BEDS, 2.5 BATHSCozy villa perfect for a family getawaySpacious living area perfect for relaxingBig deck with lagoon viewsSteps away from beaches, golf courses, tennis, shops, and restaurants.Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to the beautiful Palmetto Dunes Resort and stay in this stunning 2BR/2 BA vacation ho
2 BEDS, 2 BATHSCozy villa with a private balcony overlooking a pondOpen living space with comfortable furnishingsSteps from the beach and bike path in Palmetto DunesConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your beautiful vacation home in Palmetto Dunes o
3 BEDS | 3 BATHSDog friendly family home in Sea PinesComfortable and inviting living spaceOutdoor deck perfect for relaxing and unwindingAccess to ccomplex pool and tennis courtsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)78 Shell Ring is an elevated home all on one floor in Carolina Place community in Sea Pines Resort on Hilto
2 BD, 2BTHCharming villa in South BeachPerfect for an island getawayFull equipped kitchen for home cooked mealsWalking distance to the beach and Salty DogXplorie - 2 Adult Bikes (Valid for 3 - 21 night stays)A coastal haven nestled within the vibrant heart of Sea Pines Resort, specifically in the sought-after South Beach area, 1670 Bluff Villa offe
3 BED, 2.5 BATHSCozy villa ideal for family getawaysOpen floor plan with plenty of room for the whole familyShort stroll away from the pristine beachOnsite pool for refreshing dips and poolside relaxationXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this wonderful 3-bedroom, 2.5-bathroom villa in Hilton Head Islan
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
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