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 76
2 Collier Beach Road
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 (35)
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 119
18 Sand Dollar Road
House
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 20 guests
Rating 4.7 (78)
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 37
42 Bradley Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.7 (20)
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 35
412 Shorewood Villas
Condominium
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 (34)
This remarkable oceanfront estate showcases 7 bedrooms and 7.5 bathrooms, exuding unmatched beauty and luxury. 3 Singleton Beach Place is positioned in the perfect location, granting effortless access to nearby local restaurants, and shopping centers. The focal point of this home is its splendid open kitchen, boasting a double oven and an expansive
Hot HOT 57
3 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 26 guests
Rating 5 (5)
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 26
434 Captain's Walk
Condominium
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (13)
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 39
4 Catboat
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 4.3 (27)
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 57
29 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.7 (52)
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 29
5 Shore Crest Lane
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 20 guests
Rating 5 (7)
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 66
7 Abalone Lane
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (1)
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 17
49 Off Shore Drive
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.7 (23)
44 Bradley Beach is a 6 Bedroom, 4.5 Bathroom family vacation home that sleeps 13 and has a large 16' x 32' pool, and features an outdoor fire pit perfect for a night hosting around the pool or a cool day in the fall! There is plenty of seating and the home is conveniently located at the very end of Bradley Road with a fenced in patio givin
Hot HOT 43
44 Bradley Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 4.6 (26)

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