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.



Properties Available 117 properties available
2 BEDS, 2 BATHSHigh-end villa located in Palmetto DunesFully equipped kitchen w/ high end appliancesSuitable for families, golf groups, and weekend getawaysXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to the jewel of the island, 924 Inverness! This stunning vacation home is located in the prime location of Hilton Head wi
Villa - Inverness 924, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4 BEDS/ 4 BATHSPrivate home nestled in secluded and peaceful areaSpacious and comfortable living spacePrivate pool perfect for relaxationChefs kitchen perfect for family mealsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your own private oasis nestled in the peaceful community of Palmetto Dunes. This stunning vacation
Home - 32 Starboard Tack, Palmetto Dunes
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
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
Home - 2030 Deer Island, Sea Pines
Homes
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
Villa - Bluff Villa 1670, Sea Pines
Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
Villa - Abbington 110, Palmetto Dunes
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
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
Villa - Courtside 78, Forest Beach
Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 guests
5 BEDS / 4 BATHSOceanfront home in Sea Pines w/ breathtaking viewsSpacious and stylish accommodationsSpacious outdoor area with private pool, spa, and outdoor kitchenXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 33 Ruddy Turnstone, an exceptional oceanfront vacation home located in the prestigious Sea Pines resort of H
Home - 33 Ruddy Turnstone, Sea Pines
Homes
Bedrooms 5 bedrooms
Bathrooms 4 baths , 2 Half
Guests 14 guests
2BEDS, 2 BATHSCozy villa perfect for a family getawaySpacious living space perfect for a night inAccess to community pool and hot tubShort walk to the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 -21 nights)Welcome to your beautiful vacation home, nestled in the heart of Shipyard Plantation's Colonnade Club on Hilton Head Isla
Villa - Colonnade Club 189, Shipyard
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
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
Home - 10 Singleton Shore Manor, Singleton Beach
Homes
Bedrooms 7 bedrooms
Bathrooms 7 baths , 1 Half
Guests 18 guests
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
Villa - Sea Cloisters 505, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
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
Villa - Sea Cloisters 509, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
2 BEDS, 1 BATHOpen and airy villa with a short walk to the beachStunning furnishings and contemporary designInviting back patio for relaxationLarge, shaded swimming pool for cooling off and relaxationXplorie - 2 Free Adult Bikes (Valid for stays between 3 -21 nights)Welcome to this beautiful beach-oriented villa in Hilton Head Island! Recently reno
Villa - Stones Throw 4, Folly Field
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths , 1 Half
Guests 7 guests

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