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 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 31
4 Brigantine
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.8 (12)
16 Singleton Shores Manor, Hilton Head Island. Enjoy marsh and ocean views from every level of this home. Step into the open and bright living area, complete with a wet bar, pool table, and access to your private pool deck. Upstairs, an updated kitchen, second living area, and spacious dining room await, perfect for family gatherings. Retreat to th
Hot HOT 53
16 Singleton Shores Manor
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.7 (22)
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 (36)
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 26
12 Whelk Street
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.6 (39)
A cozy newly renovated house that offers private comfort and modern conveniences. Located in the sought-after Folly Field area, this home has 4 bedrooms and 3 full bathrooms. You are steps away from the open ocean.A 4-minute walk takes you directly to Folly Field Beach. Don't miss the spectacular sunrises and the feel of the sand between your t
Hot HOT 21
46 Folly Field Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 (10)
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 59
7 Periwinkle Lane
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.6 (16)
13 Moonshell, Hilton Head Island is a charming Hilton Head retreat that offers an ideal setting for your coastal escape. Featuring 4 bedrooms and 3 bathrooms, along with a spacious fenced backyard complete with a private pool and outdoor bar, this property is designed for relaxation and enjoyment. Conveniently located just a short 3-5 minute drive
Hot HOT 31
13 Moonshell Road
House
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.7 (50)
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 39
412 Shorewood Villas
Condominium
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 (34)
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 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 44
4 Surfwatch Way
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 4.7 (17)
This amazing home features a covered pool and a spacious backyard to spread out, perfect for all types of groups! It’s also conveniently located in a gated community just a short bike ride to the beach, local shops, restaurants, and the new Shelter Cove Towne Centre. Lounge in the backyard on a warm summers day and enjoy all that this propert
Hot HOT 24
45 Crabline Court
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.9 (33)
5 Henry Lane, Hilton Head Island is a home nestled in Singleton Beach, this stunning 4-bedroom, 4.5-bathroom home offers a perfect getaway. With a spacious patio area featuring a secondary fridge, ample seating, pool, private gas grill, and TV, it's ideal for hosting family gatherings on warm summer evenings. Plus, its proximity to the beach, s
Hot HOT 25
5 Henry Lane
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 4.5 (22)

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