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 60 properties available
1 Shore Crest Lane, Hilton Head Island is a beautiful home built in 2022 and offers 5 bedrooms & 5 bathrooms, a large pool and a relaxing outdoor entertainment space. This lovely beach house is just a quick 3-5 minute walk to the Burkes Beach, is right next to Chaplin Park (tennis, basketball, playground, and beautiful athletic fields). Do not
Hot HOT 25
1 Shore Crest Lane
Burkes Beach
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 4.8 (6)
4 Catboat, Hilton Head Island is an open-concept floor plan with spacious bedrooms, each boasting its own bathroom, and an oversized private pool. Located just steps from the beach and close to all the amenities of Palmetto Dunes Oceanfront Resort, including tennis, golf, restaurants, and the renowned General Store, this vacation rental offers conv
Hot HOT 22
4 Catboat
Palmetto Dunes Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 4.3 (31)
21 Singleton Beach Place is a luxurious 7-bedroom, 7.5-bathroom oceanfront home is truly a paradise for families or groups seeking an unforgettable retreat. Boasting stunning views of the ocean, its open concept floor plan seamlessly blends indoor and outdoor living, creating an inviting atmosphere for relaxation and entertainment. Each room i
Hot HOT 84
21 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.8 (71)
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 60
9 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 5 baths
Guests 20 guests
Rating 4.7 (11)
20 Horvaths Peninsula, Hilton Head Island is a renovated oceanfront retreat, nestled in the desirable Burkes Beach Area, offers breathtaking views from every floor. With 6 bedrooms and 5 bathrooms, including five king bedrooms and a custom-built bunk area for the kids, it's perfect for families. The open-concept kitchen adds to the seamless flo
Hot HOT 58
20 Horvaths Peninsula
Burkes Beach Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.8 (9)
7 Periwinkle Lane, Hilton Head Island. Come experience beachside bliss at this charming 5-bedroom, 4.5-bathroom home, just a short 5-minute walk from the sandy shores. Completely remodeled, it boasts a gorgeous private pool for relaxation. Inside, a top-floor loft and all-new appliances await. Conveniently situated near a local park, restaurants, a
Hot HOT 52
7 Periwinkle Lane
Folly Field Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.6 (19)
** NEW PHOTOS COMING SOON to reflect NEW PAINT throughout the house, REFINISHED kitchen cabinets and all new mattresses! **4 Surf Watch Way is a magnificent 6-bedroom, 5.5-bathroom, pet friendly home accommodating up to 16 guests making it perfect for family reunions or large gatherings. Outside, a fantastic deck overlooks the pool and spa, with a
Hot HOT 40
4 Surfwatch Way
Burkes Beach Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 4.7 (20)
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 91
21 Horvaths Peninsula
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 22 guests
Rating 4.7 (50)
FREE activities included with our signature Southern Hospitality Pass! Your pass includes one free round of golf daily at partner courses like the Heritage Collection and the Brown Group. Note: This is per day, not per person. You also receive one free round of miniature golf each day at Adventure Cove and one complimentary bike from Island Cruiser
Hot HOT 35
30 Moonshell Road
Folly Field Beach Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.8 (47)
Luxury Coastal Retreat – Steps from the Beach with Stunning Ocean Views  Welcome to 12 Whelk Street, Hilton Head Island’s premier vacation destination, where beachside luxury meets unmatched convenience. Just 145 feet from the pristine sands of Bradley Beach, this recently renovated four-story property offers stunning ocean vi
Hot HOT 28
12 Whelk Street
Burkes Beach
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 (40)
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 34
4 Collier Court
Singleton Beach Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.7 (14)
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
Folly Field Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 20 guests
Rating 4.7 (82)

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