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 116 properties available
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,
Home - 9 Willow Oak Rd, Sea Pines
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths , 1 Half
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
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
Villa - Queens Grant 683, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 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
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeStylishly furnished villaSpacious interior exudes elegance and sophisticationExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Villa 309, a recently renovated and updated vacation home in Hilton Head Is
Villa - Sea Cloisters 309, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSFirst floor villa in prime locationRecently renovated kitchen with full-sized appliancesPrimary  bedroom with a full-sized bedShort distance from Shelter Cove restaurants and shoppingXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to our wonderful two bedroom villa in the heart of Hilton
Villa - St Andrews Common 1676, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
2 BEDS, 2 BATHSPet friendly villa perfect for a relaxing getawaySpacious living area with comfortable furnishingsPrivate patio with grillEasy access to bike paths, fishing, and natureXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your perfect vacation destination at 597 Queens Grant, a 2-bedroom villa located in Palmett
Villa - Queens Grant 597, Palmetto Dunes
Palmetto Dunes Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
2 Beds, 2 BathsBuilding Construction from Sep 2024 - April 2025, subject to changeFifth floor villa located in Palmetto DunesBreathtaking ocean views from the living room and balconyKitchen with a raised countertop barConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welco
Villa - Windsor Place II 2513, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
1 BEDS, 1 BATHFirst floor villa located on Forest beachPrivate balcony with breathtaking ocean viewsPerfect for a beach getawayWalking distance to shops, restaurants, and Coligny beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful one-bedroom, one-bathroom condo located in the North Forest Beach area of Hi
Villa - Breakers 135, North Forest Beach
Condos/Villas
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
3 BEDS, 2 BATHSSecond floor villa that overlooks Celebration ParkComfortable living area, perfect for spending time with family and friendsWalking distance to shops, dining, and beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our amazing vacation home located in the heart of Forest Beach, directly overlooking the st
Villa - Forest Beach Villa 201, Forest Beach
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
2 BEDS, 2 BATHSPet friendly condo with vault ceilingsSpacious living area with comfortable furnishingsDeck that overlooks the George Fazio golf courseAccess to complex pool and tennis courtsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to your new vacation home! This two-bedroom, two-bathroom condo located in Palmet
Villa - Inverness 949, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSituated directly on the beach with easy access to the oceanSpacious, airy living roomAccess to the expansive oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your spacious vacation home in Hilton Head Island, situated right on
Villa - Sea Cloisters 308, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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