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 34 properties available
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)
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
6 Cannon Row
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (47)
2 Heritage Road | Short Bike Ride to Harbour Town Golf Links - 4 Bedrooms | 4 Bathrooms - Sleeps 8 - 1 King, 2 Queens, 2 Twins - 5 TVs | Alexa | Wi-Fi | Gas Grill | Keurig - Short Bike Ride to the Harbour Town Golf Course & Marina - 4 Adult Bicycles from South Beach Bike Rentals included with your stay. - Private Pool with Wooded Views - Access to
2 Heritage Road
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 5 (10)
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)
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 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.7 (36)
A beautifully remodeled home in the private community of Greenwood Forest with large screened patio Basic Features: - 3 bed / 2 bath - 1 King, 1 Queen, 1 Full/Twin Bunk Bed - Newly added screened in porch, for a beautiful additional outdoor living area. - WiFi - 1 Car pass into Sea Pines - 4 Free Adult Bicycles - 4 Beach Chairs - Gas Grill If yo
5 Hollyberry Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (15)
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
Rating 5 (4)
This stunning golf course home features: - Private Screened Pool! - Washer/Dryer - 3 Bedrooms, 3.5 Baths - 2 King, 2 Twins, Sleeper Sofa - Sleeps up to 8 - 4 Free Adult Bicycles - 4 Free Beach Chairs - Cable and WiFi Experience the epitome of coastal living in this remarkable Sea Pines home, offering a picturesque view of the par three 7th hole a
3 Sylvan Lane
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating 4.8 (14)
This Harbour Town home is stunning luxury in the heart of the Sea Pines Resort. This property includes: - 6 Bedrooms | 6.5 Bathrooms - Sleeps 16 - 4 Kings, 2 Queen over Queen Bunk Beds - 7 TV\'s | Alexa | WiFi | Keurig - Private Pool {18\' x 12\'} - 4 Backpack Beach Chairs - 4 Free Adult Bicycles from South Beach Bike Rentals - Walk to Harbour T
7 Genoa Court
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half-Bathroom 1 half-baths
Guests 16 guests
Rating 4.8 (6)
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)

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