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
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 (37)
In the heart of all the action in Sea Pines. 6 Pine Court., Greenwood Forest, Sea Pines Home Features: - 2 Living Areas. A large main living room, and a separate sunroom with beautiful furnishings. - Central Location: Ride your bike to Harbour Town, or the Beach Club - Community pool, tennis court, playground just steps away. - 3 Beds, 3 Baths -
6 Pine Court
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (11)
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)
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)
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)
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 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)
Fabulous North Forest Beach location less than 180 steps to the beach! This is by far the best value in North Forest beach. No need to cross a busy street to get to the beach! Grab you friends and family and soak up the sunshine in this fully furnished, six-bedroom home. This house was new in 2002 and has been updated since. Amenities include flats
Hot HOT 74
17 Egret
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 14 guests
Rating 4.8 (11)
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)
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
26 Gunnery Lane
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Rating 4.8 (27)
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
Hot HOT 30
2 Heritage Road
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 5 (10)
The Sea Pines Escape at 39 Oak Court is your place to enjoy an incredible getaway while making lasting memories with your family and friends! This magnificent, multi-level and fully renovated 3,400 square foot luxury home features lavish amenities, 5 bedrooms, 5 full baths, 2 half baths, a “modern beach” theme, tons of natural light, and equally be
Hot HOT 62
39 Oak Court
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half-Bathroom 3 half-baths
Guests 12 guests
Rating 5 (4)

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

I agree