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 33 properties available
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)
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
Hot HOT 41
6 Cannon Row
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (47)
This home features: - 4 Bedrooms, 4 Baths - 1 King Bed, 2 Queen Beds, 1 Twin over Full Bunk, 1 Twin, Queen Sleeper Sofa - Sleeps 12 - Private pool and standalone hot tub. - 4 Free Adult Bicycles from South Beach Bike Rentals - 4 Aluminum Backpack Beach Chairs - Gas Grill - Pool and spa heating are additional charge of $50 per day plus $50 setup
23 Willow Oak West
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4 (1)
Nestled conveniently between South Beach and the Sea Pines Beach Club, this welcoming 5th Row Ocean home in Sea Pines offers an ideal location for your Hilton Head getaway. As you enter, all the living space is conveniently situated on a single floor, making it a perfect choice for a relaxing vacation. Step through the foyer into an open floor pla
6 Surf Scoter
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 10 guests
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)
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 (24)
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 4.6 (5)
Key Features: - 3 Bedrooms, 3.5 Bathrooms, plus loft - Sleeping Arrangements: 2 Kings, 1 Queen - Gas Grill for outdoor cooking - Screened porch for relaxation - Huge back deck with lagoon view - Free WiFi - 1 Car pass into Sea Pines for the length of your stay (Additional car passes may be purchased, 3 car maximum) - 4 Free Adult Bicycles provided
Hot HOT 55
26 Gunnery Lane
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Rating 4.8 (27)
Just a short 5-minute walk down the lane to the beach, discover your perfect getaway at 30 Firethorn Lane, an elegant 5-bedroom, 5-bath (soon to be six baths) home situated in the tranquil surroundings of Hilton Head Island, SC. This beautifully designed property offers luxurious amenities, ample space, and a serene atmosphere, making it an ideal d
Hot HOT 48
30 Firethorn Lane
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (5)
Property Highlights: - 3 Bedrooms, 2 Baths, Sleeps up to 8 - 2 King Beds, 2 Bunk Beds - Private Pool - 4 Beach Chairs - 1 Sea Pines Car Pass - Free Wifi This home offers a spacious, all-one-floor living layout with large flat-screen TVs in most bedrooms as well as the outside screened porch. The fully equipped kitchen boasts stainless steel appli
11 Deer Run Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.7 (21)
Relax and unwind in this home\'s newly built private pool. Property Details: - 4 Bedrooms, 3 Baths. - 4 Queen Beds - Sleeps 8. - Flat Screen LED TV\'s. - Gas grill. - 1 Car Pass for Sea Pines Resort included with your stay. - 3 Car limit for parking. - Free wireless Internet access. - 4 Free Adult Bicycles from South Beach Cycles. - 4 Beach Chair
Hot HOT 31
150 Club Course
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (4)
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)

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

I agree