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
2 Collier Beach, Hilton Head Island. Experience luxury living at its finest in this magnificent oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool. Each bedroom comes with its own private bath, ensuring maximum comfort and convenience for all guests. The beautiful kitchen is perfect for culinary delights, while numerous balconies o
Hot HOT 71
2 Collier Beach Road
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 (35)
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 30
35 Crabline Court
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.7 (9)
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 32
41 Bradley Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.6 (9)
21 Horvath, Hilton Head Island. This stunning oceanfront home offers 5000 square feet of luxury living space, featuring 6 bedrooms and 6 bathrooms. The open-concept living area and chef’s kitchen provide the perfect space for gatherings, while the oversized oceanfront pool deck and propane grill are ideal for outdoor entertaining. Enjoy direc
Hot HOT 98
21 Horvath's Peninsula
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.7 (46)
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 47
6 Terra Bella Trace
House
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 4.8 (38)
40 Bradley Beach has 4 bedrooms, 3 and a half baths with private pool and offers not only a great mid-island location, but is among our most value attractive properties for families and groups. This property is located next to Driessen Beach Town Park with playground equipment for the kids, comfort stations, and is just a four-minute walk to the be
Hot HOT 46
40 Bradley Beach Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (6)
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 67
42 Bradley Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.7 (20)
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 25
12 Whelk Street
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 (39)
434 Captains Walk Hilton Head Island is an oceanfront 3-bedroom corner villa that has recently undergone a complete custom remodel, featuring brand new cabinets, quartz countertops, appliances, floors, doors, ceilings, paint, and bathrooms with new tile. Professionally decorated with all new furnishings, including mattresses and bedding, the villa
Hot HOT 52
434 Captain's Walk
Condominium
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (13)
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)
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 34
4 Sandy Beach Trail
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.7 (48)
31 Singleton Beach Place, Hilton Head Island, South Carolina you will experience the epitome of luxury living in this exquisite residence! Boasting over 5,500 sq. ft., this 6-bedroom, 9-bathroom home showcases a seamless open floor plan, complete with a chef's kitchen adorned with premium appliances and tasteful decor, ideal for accommodating l
Hot HOT 61
31 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 20 guests
Rating 4.8 (39)

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