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 35 properties available
Property Details: - Private Pool - Free Wifi In the heart of Hilton Head Island\'s coveted North Forest Beach, this beachfront abode beckons with unparalleled proximity, just a mere 35 steps from the pristine shoreline. A brief six-block jaunt lands you at the vibrant Coligny Plaza, a hub of shops, dining, and nightly entertainment. Designed for s
12 Flamingo
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 10 guests
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 (45)
Discover coastal charm and elegance in this 3-bedroom, 3.5-bathroom beach house with a loft, strategically positioned within biking distance of the beach. Nestled in Sea Pines Plantation\'s Heritage Woods section, the home provides a tranquil retreat just off the trail to the beach, enabling a delightful 15-minute walk or a quick five-minute bike r
26 Gunnery Lane
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Rating 4.8 (25)
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
Hot HOT 37
28 Swing About
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (2)
Nestled in the beautiful Club Course section of Sea Pines on the Sea Pines Country Club Golf Course, this exquisite home offers a treasure trove of amenities for your Hilton Head Island getaway. With a prime location, a private pool, and a range of features, your family vacation promises to be an unforgettable experience. Amenities at a Glance: -
14 Water Oak
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.5 (4)
Welcome to your coastal retreat at 10 Flamingo St, nestled in the heart of Hilton Head, South Carolina. This charming beachside abode offers the perfect blend of comfort and convenience for your island getaway. This unit is one block from the sandy beaches of Hilton Head\'s North Forest Beach neighborhood. This villa features 4 Free Adult Bicycles
10 Flamingo St.
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 11 guests
Sandcastles by the Sea is a new gated community located in the Folly Field area of Hilton Head. Conveniently located a short walk from the beach, with many shops and restaurants just a short bike ride away. The ground level has a garage stocked with beach and pool toys, beach umbrellas, beach cart, and 4-6 beach chairs. A door from the garage lead
Hot HOT 50
118 Sandcastle
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 14 guests
Rating 5 (6)
This newly renovated and tastefully furnished 3-bedroom home offers stunning golf course views and a central location within Sea Pines. Nestled on the tranquil Tupelo Street, this residence provides a quiet retreat with minimal traffic, yet it\'s just a short bike ride away from the nearest beach access. Immerse yourself in sophistication and comfo
Hot HOT 37
20 Tupelo
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.7 (34)
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
Hot HOT 39
28 Plantation Drive
House
Bedrooms 7 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 14 guests
Rating 4.7 (17)
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 (10)
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 r
5 Cannon Row
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (23)
Nestled just 5 rows from the ocean in North Forest Beach, 2 Nighthawk offers a perfect blend of modern comfort and beachside convenience. This beautifully decorated 5-bedroom home with a fenced-in yard and a custom in-ground pool is designed for the ultimate beach retreat. Key Features: - 5 Beds, 3 Baths: 1 King, 4 Queens, 1 Twin over Full Bunk,
Hot HOT 49
2 Night Hawk
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 4.8 (55)

Tell us what you're looking for and someone will contact you with available options.

I agree