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
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeDirect oceanfront second floor villa with sunrise viewsMaster bedroom with king bed and private bathroomOcean views from dining room, living room, and master bedroomXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our absolutely cute and comfo
Villa - Sea Cloisters 205, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2.5 BATHSBeach oriented villa w/ high-quality interior finishesSpacious living area with large windowsShort walk to a beautiful beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home! This beautifully renovated beach oriented villa is the perfect place to unwind and relax. As soon as you st
Villa - Sandcastle Plaza 2A, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTastefully designed with a coastal ambianceMaster suite with king bed, private bath, and balcony accessAccess to expansive and private oceanfront poolWide sandy beaches and gentle surfXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beauti
Villa - Sea Cloisters 108, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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 Bedrooms, 2 BathsPeaceful villa located in Palmetto DunesSoaring ceilings for an open and airy feelPrivate deck with peaceful lagoon and golf course viewsPet Friendly-Inquire about non-refundable pet fee, approved breed, size, and ageXplorie - 2 Adult Bikes (Valid for 3 -21 night stays) WELCOME TO ST. ANDREWS COMMON, considered one of t
Villa - St Andrews Common 1959, Palmetto Dunes
Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4BD, 4BTH,Large home perfect for a family getawayPrivate Pool & SpaWalking distance to the beachXplorie - 2 Adult Bikes (Valid 3 - 21 stays)Brand New in Fall 2024! Your Beachside Oasis in Folly FieldWelcome to your dream getaway—a stunning, purpose-designed 4-bedroom beachside home in the heart of Hilton Head Island's beloved Folly Fi
Home - 8 Moonshell, Folly Field
Homes
Bedrooms 4 bedrooms
Bathrooms 4 baths , 1 Half
Guests 14 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeContemporary style villaWell-equipped kitchen with modern appliancesDirect beach access via private walkwayXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Sea Cloisters Unit 206, a newly renovated vacation villa with stunning panoramic views
Villa - Sea Cloisters 206, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4 BEDS, 3 BATHSSpacious villa perfect for a golf getawayBedrooms perfect for a night inBack deck for relaxing and enjoying the surroundingsSteps away from the beach and bike pathXplorie - 2 Free Adult Bikes (Valid for stays of 3 - 21 nights)Welcome to our spacious and beautiful 4-bedroom, 3-bathroom vacation home located in the heart of Palmetto Du
Villa - Fazio Villa 52, Palmetto Dunes
Palmetto Dunes
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
6BR / 6.5BASpacious family home in prime locationLarge rooms with comfortable accommodationsPrivate pool perfect to relax and unwindClose proximity to the oceanXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)This stunning new 2020 beach home is perfect for families looking for a memorable vacation. With six spacious bedrooms and to
Home - 5 Eastwind, Palmetto Dunes
Palmetto Dunes
Bedrooms 6 bedrooms
Bathrooms 6 baths , 1 Half
Guests 16 guests
2 BEDS, 2 BATHSPet friendly villa in prime location, Palmetto DunesSpacious living space with hardwood flooringAccess to complex amenities, such as a pool and tennis courtsWalking distance to beach, golf courses, and shopsXplorie - 2 Free Adult Bikes (Valid for stays from 3 -21 nights)Welcome to the Villa at 7830 Centrecourt, your perfect vacation
Villa - Centrecourt 7830, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4 BEDS, 3 BATHSFamily friendly home perfect for kids and dogsPlenty of room for relaxation and entertainmentGame room perfect for family fun and game nightsShort walk to the beach and close to amenitiesXplorie - 2 Free Adult Bikes (Valid for stays between 3 - 21 nights)Walk up the street just 2 short blocks (3 minutes) to expansive North Forest Bea
Home - 2 Mallard, Forest Beach
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
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
Villa - Turnberry 285, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

Tell us what you're looking for and someone will contact you with available options.

I agree