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
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 54
26 Gunnery Lane
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Rating 4.8 (29)
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 35
6 Cannon Row
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (52)
Discover your ideal Sea Pines retreat in this well-appointed home, offering a blend of tasteful features and upscale furnishings. With a range of amenities and a central location within The Sea Pines Resort, your stay promises to be an unforgettable experience. Property Features: - 3 Bedrooms, 2 Bathrooms, and a loft 4th sleeping area. - Sleeping
12 Dewberry
House
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (27)
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
Hot HOT 30
3 Night Hawk
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 11 guests
Rating 4.7 (40)
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 (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 4.9 (13)
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 (34)
Escape to this stunning one-level Palmetto Dunes home, offering breathtaking golf course views. With three bedrooms and 3.5 bathrooms, this spacious retreat is perfect for families or groups looking for a relaxing getaway. Step inside to an inviting, open-concept living area, bathed in natural light. The spacious living room flows seamlessly onto
50 Off Shore
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 8 guests
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 41
150 Club Course
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (6)
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
1 Deer Run Lane
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.6 (45)
Featuring the newest Beach Oriented home in Sea Pines! Construction just completed in spring of 2025! Escape to luxury in this stunning newly built coastal retreat in the heart of Sea Pines, just moments from the beach. Designed with elegance and comfort in mind, this spacious home offers thoughtfully designed living across three levels. On the m
Hot HOT 53
3 Bald Eagle Road
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 14 guests
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
Hot HOT 34
7 Genoa Court
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half-Bathroom 1 half-baths
Guests 16 guests
Rating 4.9 (28)

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