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
3 BEDS / 2 BATHSCozy, secluded family home in Sea PinesDog friendly (Non-Refundable Pet Fee Required)Close proximity to the beachConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Welcome to your own private oasis in Sea Pines, Hilton Head Island. This charming 3-bedroom vacation ho
Home - 52 Night Heron, Sea Pines
Homes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
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
Villa - Barrington Park 706, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeCozy and inviting living area perfect for relaxationPrivate deck breathtaking views of the oceanLocated in the heart of Hilton Head IslandXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your luxurious vacation home in Hilton Head Island,
Villa - Sea Cloisters 506, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
2 BEDS/ 3 BATHSTastefully decorated villa with a peaceful atmosphereSpacious rooms with comfortable furnishingsPrestigious location with easy access to beaches, golf, and amenitiesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to Hickory Cove #24, your ultimate vacation home nestled in the prestigious Palmetto Dunes
Villa - Hickory Cove 24, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 7 guests
2 BD, 2BTHOceanfront luxury villaRelaxing coastal ambianceBreathtaking views from private balconyXplorie - 2 Adult Bikes (Valid for 3-21 night stays)Discover the ultimate in beachfront elegance with this stunning 2-bedroom villa in Hampton Place, Palmetto Dunes on Hilton Head Island. Designed with a coastal chic aesthetic, this villa seamlessly ble
Villa - Hampton Place 5102, Palmetto Dunes
Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 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 changeProfessionally decorated with a luxurious and inviting atmosphereRemodeled kitchen with bar seatingPanoramic ocean views from the living room and balconyXplorie - 2 Free Adult Bikes (Valid for stays in 3 - 21 days) Indulge in the ultimate tropical getaway at this p
Villa - Sea Cloisters 104, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3 BDS / 2 BATHSDog friendly home with golf course viewsFully equipped kitchen perfect for home mealsSpacious private deck perfect to relax and unwindXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Introducing 51 Wood Duck!  This beautiful one level home overlooks the 14th Club Course Fairway.  With the impressive fully st
Home - 51 Wood Duck, Sea Pines
Homes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 5 guests
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
Villa - Sea Cloisters 101, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
1 BEDS, 1 BATHNewly renovated beachfront villaBoasts ocean views from private balcony and living roomCompletely renovated with high quality upgrades and low country styleWalking distance to the beach, Celebration Park, and Coligny PlazaXplorie - 2 Free Adult Bikes (Valid for 3 -21 night stays) Experience the ultimate beachfront escape once you
Villa - Sea Side Villas 280, Forest Beach
Condos/Villas
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 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
5 BEDS / 4 BATHSOceanfront home in Sea Pines w/ breathtaking viewsSpacious and stylish accommodationsSpacious outdoor area with private pool, spa, and outdoor kitchenConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 33 Ruddy Turnstone, an exceptional oceanfront vacati
Home - 33 Ruddy Turnstone, Sea Pines
Homes
Bedrooms 5 bedrooms
Bathrooms 4 baths , 2 Half
Guests 14 guests

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