Vacation Homes Rentals

Discover your ideal vacation home with Island Rentals of Hilton Head, where comfort meets luxury in Hilton Head Island's most desirable locations.

Why Choose Our Vacation Homes?

Experience spacious interiors, modern amenities, and breathtaking views in properties located across North Forest Beach, South Forest Beach, Palmetto Dunes, Sea Pines, Shelter Cove, and Shipyard. Each home is meticulously maintained and equipped to ensure a memorable stay.

Whether you're planning a family reunion, a romantic escape, or a golf getaway, our vacation homes offer the perfect blend of relaxation and convenience. Enjoy easy access to beaches, golf courses, dining, and entertainment, all within reach of your private oasis.

Book your vacation home with Island Rentals of Hilton Head today and create unforgettable memories on Hilton Head Island!


Properties Available 32 properties available
Welcome to 28 Swing About, a luxurious 4-bedroom, 3-bath home located in the prestigious Palmetto Dunes Resort on Hilton Head Island. Perfect for families and groups seeking a stylish and comfortable retreat, this beautifully appointed home offers ample space, modern amenities, and a private pool for the ultimate vacation experience. As an added bo
28 Swing About
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (2)
This pristine 3-bed, 2-bath beach cottage nestled in the heart of Shipyard Plantation is the perfect island escape. The spacious floor plan is ideal for family vacations. The beautiful kitchen is great for gourmet cooking or just packing a beach picnic. Step out to an amazing screened porch and enjoy sipping morning coffee or afternoon refreshments
16 Kingston Cove
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (5)
6 Cannon Row, Sea Pines Private Home, New Private Pool Basic Features: - 2121 sq. ft. - 3 bed, 2 Bath - 2 Kings, 2 Twins, 2 Bunk Beds - TV/DVD player in living room - Gas Grill - Huge back deck with lagoon view - WiFi - 1 Hour free tennis daily at South Beach Racquet Club - 1 Car pass into Sea Pines - 4 Free Adult Bicycles at home with South Beach
6 Cannon Row
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (48)
Discover modern luxury in the heart of Sea Pines at 28 Plantation Drive, a truly unique and spacious home offering the ultimate in privacy while being close to all amenities. Main Features: - 5 Bedroom Main House, 2 Bedroom attached guest house. - 3.5 Bathroom Main House, 1 Full Bathroom in attached guest house. - Sleeps 14 - 4 Kings, 3 Queen, 3
28 Plantation Drive
House
Bedrooms 7 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 14 guests
Rating 4.7 (18)
Located in the Club Course section of Sea Pines, this home offers easy access to all of the amenities of Sea Pines, while still being close to the shops, dining, and activities located outside the Sea Pines gate, such as Coligny Plaza. This home features a large open concept living area, with vaulted ceilings and a beautiful decorative fireplace.
10 Water Oak
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (7)
Welcome to your serene oasis at 4 Palmetto Place, nestled in the heart of Hilton Head Island, South Carolina. This charming vacation rental invites you to indulge in the ultimate coastal getaway, where sun-kissed days and balmy evenings beckon you to unwind in style. As you step into this inviting abode, you\'re greeted by a fusion of coastal eleg
Hot HOT 35
4 Palmetto Place
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 14 guests
Rating 5 (2)
Location, Location! This dog friendly home is only a seven minute walk to the beach and designed from the ground up to give the vacationer\'s ways to make memories. Centrally located and on a quiet cul de sac, it is an easy bike ride to South Beach, the Harbor and golfing events. The memories start in this in the open living space which provides a
5 Cannon Row
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (24)
This Home Features: - A New Private Pool, that may be heated for an additional charge. - 3 Bedrooms, 3.5 Bathrooms - Sleeps 8: 1 King, 2 Queen, 2 Twins - Beautifully updated coastal decor. - Well equipped kitchen - Laundry room - Beautiful outdoor living space with fire pit and Adirondack Chairs. - Free Wi-Fi - 4 Free Adult Bicycles from South Bea
77 Lawton Rd
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating 5 (11)
This 4th row ocean home with a private pool offers: - Pet Friendly with a fenced yard. * Maximum 2 dogs allowed per stay. - 1 minute walk to the beach - 4 Free Adult Bicycles with your stay - 4 Beach Chairs at home - Private Pool - Pool is heated May through September complimentary. From October through April, heating cost is $50 per night plus a
3 Night Hawk
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 11 guests
Rating 4.7 (38)
This spacious and inviting maritime forest home offers everything you need for an unforgettable Hilton Head Island escape. With approximately 3,000 square feet of space, 4 bedrooms, 4 bathrooms, and sleeping accommodations for up to 10 guests, it\'s the perfect destination for families and friends to make lasting memories. Key Features: - 4 Bedro
Hot HOT 41
1 Deer Run Lane
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.6 (37)
Nestled on North Sea Pines Drive, this remarkable home offers breathtaking views of the 17th Tee of the Atlantic Dunes golf course right from the backyard. With incredible amenities and a prime location, it\'s the ideal destination for your Hilton Head Island retreat. A Treasure Trove of Features: - 2 King beds, 2 Queen beds, 1 Twin XL bed, 1 Quee
157 N. Sea Pines Dr.
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 11 guests
Rating 4.8 (24)
Indulge in the pinnacle of relaxation and luxury at this remarkable 4-bedroom retreat, nestled in the heart of the Sea Pines Resort on Woodbine Place. From its central location, you\'re just a short bike ride away from the Sea Pines Beach Club and the Plantation Club golf clubhouse. A Home Designed for Bliss: The expansive open floor plan living
10 Woodbine
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 10 guests
Rating 4.8 (47)

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