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
9 Sandy Beach Trail, Hilton Head Island. Welcome to your custom-built vacation home! This stunning property features an open-concept layout with the kitchen, living, and dining areas facing the pool, creating a seamless indoor-outdoor experience for the whole family. The game room in the garage and top-floor living room provide plenty of options fo
Hot HOT 42
9 Sandy Beach Trail
House
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 21 guests
Rating 4.8 (25)
1 Barrier Beach Cove, Hilton Head Island, is your ultimate vacation destination! Completed in 2023, this brand-new 6-bedroom, 6 1/2-bathroom residence offers a luxurious escape just moments from the beach. With a spacious private pool and spa, you can relax and unwind in style. Located adjacent to Chaplin Park, guests can enjoy easy access to ameni
Hot HOT 56
1 Barrier Beach Cove
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 5 (4)
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 33
29 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.7 (52)
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 66
3 Shore Crest Lane
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 5 (9)
18 Sand Dollar, Hilton Head Island. Your search for the perfect vacation rental ends here! With 7 bedrooms, 7 bathrooms, and an open-concept floor plan, this property is sure to impress. The oversized chef’s kitchen is perfect for cooking up delicious meals for the whole group. Upstairs, enjoy family fun with the pool table, ping pong, and Fo
Hot HOT 70
18 Sand Dollar Road
House
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 20 guests
Rating 4.7 (78)
10 Collier Beach, Hilton Head Island is an escape to paradise in this stunning 6-bedroom, 7-bathroom oceanfront home, offering breathtaking ocean views and the ultimate in privacy. Relax by the private pool, enjoy direct access to the beach, and indulge in the luxury of a chef's kitchen. Entertain friends and family in the game room, or let tee
Hot HOT 48
10 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 5 (24)
This brand-new construction home boasts 6 bedrooms all with private bathrooms, a luxurious chef's kitchen, private heatable pool and heatable spa and multiple entertaining areas. This property was built with renters in mind to ensure amazing memories are created here. 5 Shore Crest Lane is situated just a quick walk to beautiful Burke's Bea
Hot HOT 53
5 Shore Crest Lane
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 20 guests
Rating 5 (7)
13 Moonshell, Hilton Head Island is a charming Hilton Head retreat that offers an ideal setting for your coastal escape. Featuring 4 bedrooms and 3 bathrooms, along with a spacious fenced backyard complete with a private pool and outdoor bar, this property is designed for relaxation and enjoyment. Conveniently located just a short 3-5 minute drive
Hot HOT 31
13 Moonshell Road
House
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.7 (50)
Nestled in a convenient mid-island location, this property offers easy access to shopping, local restaurants, scenic bike trails, and more. Situated at 3A Burkes Beach Road, Hilton Head, SC, this second-floor apartment features a well-appointed kitchen, a cozy living area with a TV for streaming services, and a dining table that seats four.This uni
Hot HOT 19
3A Burkes Beach Road
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.6 (8)
42 Bradley Beach, a 6 bedroom, 4.5 bath home with private pool, offers not only a great mid island location, but is among our most value attractive properties for families and groups. This property is also located next to Driessen Beach Town Park with playground equipment for the kids, comfort stations, and is just a four-minute walk to the beach o
Hot HOT 68
42 Bradley Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.7 (20)
9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring views! Ideal for multiple families, this stunning seven-bedroom, five-and-a-half-bathroom home spans three stories with an elevator. Professionally decorated, it boasts breathtaking panoramic views from most rooms. Four oceanfront bedrooms feature private balco
Hot HOT 47
9 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 5 baths
Guests 20 guests
Rating 4.6 (8)
16 Singleton Shores Manor, Hilton Head Island. Enjoy marsh and ocean views from every level of this home. Step into the open and bright living area, complete with a wet bar, pool table, and access to your private pool deck. Upstairs, an updated kitchen, second living area, and spacious dining room await, perfect for family gatherings. Retreat to th
Hot HOT 41
16 Singleton Shores Manor
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.7 (22)

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