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
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,
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
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
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
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
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
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
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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
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
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
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
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
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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
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
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
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!