Hilton Head Vacation Rentals

Welcome to Hilton Head, where unforgettable experiences await in one of America's most cherished coastal retreats. With Vacation Homes of Hilton Head, you’ll find luxury Hilton Head vacation rentals equipped with top notch amenities to make your vacation as enjoyable as possible. Take your pick between smaller villas to large rental homes throughout Hilton Head Island in Singleton Beach, Burkes Beach, Folly Field Beach and Palmetto Dunes.

Ready to embark on a memorable vacation? Explore our selection of Hilton Head rentals today and find the perfect base for your island adventure. Book now and step into a world of relaxation, recreation, and rejuvenation in Hilton Head Island.

Properties Available 61 properties available
14 Singleton Shores Manor, Hilton Head Island. Experience breathtaking views at 14 Singleton Shores Manor, where every level offers stunning marsh and ocean views. Step into the open and bright living area, complete with a wet bar and access to your private pool deck. On the second floor, an updated kitchen, second living area, and dining room awai
Hot HOT 83
14 Singleton Shores Manor
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 4.7 (37)
3 Shore Crest Lane, Hilton Head Island. Luxury awaits in this custom-built 5-bedroom home in Burkes Beach, just a 5-minute walk to the beach and adjacent to Chaplin Park. Enjoy high-end finishes, a chef's kitchen, sunroom, covered deck, pool table, private pool, and an outdoor kitchen. This property is designed for the ultimate vacation experie
Hot HOT 76
3 Shore Crest Lane
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 5 (9)
5 Henry Lane, Hilton Head Island is a home nestled in Singleton Beach, this stunning 4-bedroom, 4.5-bathroom home offers a perfect getaway. With a spacious patio area featuring a secondary fridge, ample seating, pool, private gas grill, and TV, it's ideal for hosting family gatherings on warm summer evenings. Plus, its proximity to the beach, s
Hot HOT 25
5 Henry Lane
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 4.5 (22)
You will love this 4-bedroom, 4.5-bath, modern coastal home in prestigious Village at Singleton Beach. This home features designer furnishings throughout, as well as beautiful luxury amenities. We have several homes in this wonderful community which is perfect for those looking for multiple homes.The Crabline beach shuttle is available Memorial Day
Hot HOT 33
35 Crabline Court
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.7 (9)
This home recently underwent a comprehensive transformation, showcasing a fully renovated kitchen, fresh paint, new flooring, updated furniture, and enhanced décor. Situated just 50 feet from the beach path, this home offers stunning views of both the ocean and marshlands. Boasting 7 bedrooms, 5 1/2 bathrooms, a heated private pool, two ocea
Hot HOT 97
3 Collier Court
House Pet Friendly
Bedrooms 7 bedrooms
Bathrooms 5 baths
Guests 22 guests
Rating 4.7 (8)
29 Singleton Beach, Hilton Head Island is a modern home ideal for large groups, families with kids, or couples seeking a retreat! Its open-concept floor plan includes a sleek gourmet kitchen flowing into the dining room, perfect for meal preparation and socializing. After a day of adventures, unwind in the master suite with its oversized ensuite ba
Hot HOT 32
29 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.7 (52)
3 Sutherland, Hilton Head Island. This updated 6-bedroom house, nestled within the prestigious private community of Palmetto Dunes, presents the perfect coastal retreat just moments from the beach! Boasting an open layout, it's ideally suited for accommodating large groups, ensuring everyone can gather comfortably. The spacious bedrooms offer a
Hot HOT 17
3 Sutherland Court
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.7 (22)
A cozy newly renovated house that offers private comfort and modern conveniences. Located in the sought-after Folly Field area, this home has 4 bedrooms and 3 full bathrooms. You are steps away from the open ocean.A 4-minute walk takes you directly to Folly Field Beach. Don't miss the spectacular sunrises and the feel of the sand between your t
Hot HOT 24
46 Folly Field Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 (10)
8 Terra Bella Trace, Hilton Head Island. Indulge in the ultimate oceanfront experience at 8 Terra Bella Trace. This luxurious six-bedroom, eight-bathroom home, completed in late summer 2022, spares no expense. The chef's kitchen boasts top-of-the-line appliances and a spacious island with seating for all. The open-concept kitchen, living, and d
Hot HOT 72
8 Terra Bella Trace
House
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 18 guests
Rating 5 (5)
6 Terra Bella Trace, Hilton Head Island is nestled between the salt marsh and the Atlantic Ocean, 6 Terra Bella Trace is a beach lover's paradise. This outstanding property features 6 bedrooms and 8 bathrooms. The chef's kitchen boasts top-of-the-line Wolf and Sub-Zero appliances and an oversized island with wrap-around seating. The open-co
Hot HOT 62
6 Terra Bella Trace
House
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 4.8 (38)
This beautiful oceanfront 3-bedroom/3-bathroom villa is perfect for vacationing couples and families. The wide floor to ceiling windows gives panoramic views of the community pool and the ocean. You couldn't ask for a better location! Plus, you will be located just steps to famous Coligny Plaza offering local shops, restaurants, and the best ic
Hot HOT 41
412 Shorewood Villas
Condominium
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 (34)
4 Collier Court, Hilton Head Island is a property that is boasting fresh paint  and décor enhancements updates, this home is a true gem. Just 50 feet from the beach path, it offers breathtaking views of the ocean and marsh. With 6 bedrooms, 6.5 bathrooms, a heated private pool, and 3 ocean-view porches, each bedroom with its private bat
Hot HOT 49
4 Collier Court
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.5 (9)

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