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
19 Singleton Beach Place, Hilton Head Island, is a 6 bedroom, 6.5 bathroom oceanfront home with a private pool and boardwalk, elevator, and chef's kitchen. This property offers a luxurious retreat for vacationers and includes up to $1000 in FREE activities with every reservation. The breathtaking ocean views, upscale finishes, and elegant d&eac
Hot HOT 51
19 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 4.8 (34)
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 25
434 Captain's Walk
Condominium
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (13)
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 30
4 Sandy Beach Trail
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.7 (48)
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 120
18 Sand Dollar Road
House
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 20 guests
Rating 4.7 (78)
This updated oceanfront house has 6 bedrooms/6.5 bathrooms and comfortably sleeps 18 people. There are two living areas which is ideal for large groups, a private pool, and best of all, unbeatable oceanfront views. Walk over the dunes on your private boardwalk to access the beach in no time at all! This house is perfect for those who to want to enj
Hot HOT 37
4 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.8 (28)
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 34
412 Shorewood Villas
Condominium
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 (34)
35 Full Sweep, Hilton Head Island is a recently renovated 5-bedroom/5-bathroom home, located inside Palmetto Dunes Plantation, features a large private pool and new furniture throughout. With 3 King Primary bedrooms, each with private en-suite bathrooms, and a fourth bedroom with a pullout sofa and work space, it accommodates various needs. The lar
Hot HOT 74
35 Full Sweep
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 20 guests
Rating 4.8 (15)
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 74
2 Collier Beach Road
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 (35)
This 7-bedroom 7.5-bathroom extravagant home (built in 2016) offers amazing oceanfront views, open concept floor plan, and top of the line décor and appliances. This home is perfect for families with children or groups, as it features a third-floor media room with games and and TV area that is sure to keep everyone entertained. This property
Hot HOT 77
21 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.8 (68)
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 unit
Hot HOT 17
3B Burkes Beach Road
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (6)
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 41
12 Whelk Street
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 (39)
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 50
205 Barrington Arms
Condominium
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.7 (29)

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