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
4 Sandy Beach Trail, Hilton Head Island is a Burke's Beach luxurious third-row vacation home offers an unparalleled retreat for guests seeking relaxation and comfort. Boasting six bedrooms and six-and-a-half bathrooms, this pet-friendly abode provides ample space for families and friends to gather and unwind. Step inside to discover a meticulou
Hot HOT 35
4 Sandy Beach Trail
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.7 (48)
Located in Palmetto Dunes, 49 Off Shore is a spacious and attractively decorated 4 Bedroom, 4 Bath home with large private pool and hot tub. Also on the property is a private sitting dock overlooking a large lagoon. A leisurely walk to the beach in 12-15 minutes; or by car, about 5 to 7 minutes, with parking at the Dunes House. You'll love the
Hot HOT 21
49 Off Shore Drive
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.7 (23)
41 Bradley Beach is recently renovated with updates that include: New paint throughout, new living furniture, new carpet upstairs, new flooring on first floor, new carpentry work throughout garage stairwell. Do not miss out on this newly renovated property! Looks like a brand new house!!This amazing 6-bedroom, 4.5-bathroom home is ideal for multipl
Hot HOT 34
41 Bradley Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.6 (9)
This condo has been taken back to the studs for a TOTAL renovation including: raised & smoothed ceilings, new flooring, new paint, all new bathrooms and kitchen, and lastly a new furniture package. This beautiful 3 bedroom condo is located in the heart of Palmetto Dunes Resort. Stop by the general store for lunch or have ice cream in the hot su
Hot HOT 54
205 Barrington Arms
Condominium
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.7 (29)
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)
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 50
10 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 5 (24)
27 Singleton Beach, Hilton Head Island is a  direct oceanfront home that accommodates up to 18 guests and boasts an open-concept floor plan with breathtaking 360-degree views of the ocean and marsh. Enjoy a chef’s kitchen, 4 luxurious master suites with deep soaking tubs and oversized walk-in showers, dedicated work desks, and additional
Hot HOT 58
27 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.8 (48)
This magnificent 6 bedroom and 5.5 baths with an elevator accessible to all floors! This home sleeps 16 making it the perfect spot for family reunions or large gatherings. Outside is a fantastic deck which overlooks the pool and spa. The yard is fully fenced in, perfect for privacy, the little ones, and the furry ones. Beautiful lawn furniture incl
Hot HOT 43
4 Surfwatch Way
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 4.7 (17)
This house features 5 bedrooms and 6 bathrooms with space enough for 16.Please review our property photos and our available amenities to make sure this rental is a perfect fit for your needs. We strive to keep this information as up-to-date as possible so you can feel confident in knowing what you are renting.We will send you all necessary pre-arri
Hot HOT 69
7 Abalone Lane
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (1)
4 Brigantine, Hilton Head Island is your perfect family vacation at this second-row home! With 6 bedrooms, each with a full bath, and ocean views from the second-floor living area, this home offers comfort and relaxation. Enjoy convenience with an elevator, oversized pool, and beach access just across the street. The large pool area boasts a table
Hot HOT 29
4 Brigantine
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.8 (12)
12 Whelk Street is located on the gorgeous Bradley Beach. This property is a luxurious and recently renovated 5 bedroom, 5 bathroom with great ocean views and just 145 feet to the beach! This beautiful 4 story home has an open concept first level perfect for entertaining and coming together after a long day at the beach. This house also has ten bal
Hot HOT 24
12 Whelk Street
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 (39)
You will feel very welcome at the home as it includes a partial view of the ocean from the front porch. Head into the main level of the house and you will enter a the great room, including stunning travertine tile floors, a fully-equipped kitchen with stainless steel appliances, and granite counter tops. This home also offers two decks, overlooking
Hot HOT 22
37 Bradley Circle
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 14 guests
Rating 4.5 (7)

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