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 31 properties available
Proudly hosted by Island Rentals of Hilton Head, this stunning home offers the perfect retreat for families, friends, and even your furry companions. Just steps from the beach and only minutes from Coligny Plaza, you\'ll have easy access to Hilton Head\'s best dining, shopping, and entertainment. Whether you\'re planning a relaxing getaway or an ac
2 Night Hawk
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 5 (86)
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 4.9 (11)
Proudly hosted by Island Rentals of Hilton Head, 25 Wildwood offers the perfect blend of comfort, style, and convenience in the desirable Greenwood Forest neighborhood of Sea Pines. This contemporary coastal retreat features 3 bedrooms and 2 bathrooms, comfortably sleeping up to 9 guests. With polished wood floors, chic décor, and abundant natural
25 Wildwood Rd
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (4)
Proudly hosted by Island Rentals of Hilton Head, 3 Nighthawk is a charming 4th-row ocean home ideally located in the highly desirable North Forest Beach area of Hilton Head Island. Just a one-minute walk to the beach, this pet-friendly retreat offers the perfect blend of comfort, convenience, and classic beachside living. With a private pool, fence
3 Night Hawk
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 11 guests
Rating 5 (58)
Proudly hosted by Island Rentals of Hilton Head. Welcome to this beautifully remodeled home in the private Greenwood Forest community, offering a serene retreat within the heart of Sea Pines Plantation. This 3-bedroom, 2-bath home features a king bed, queen bed, and a full/twin bunk bed, comfortably accommodating families or groups seeking a peacef
5 Hollyberry Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (40)
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 31
3 Bald Eagle Road
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 14 guests
Rating 5 (9)
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 - Fireplace (For Decorative Purposes Only) - 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 F
6 Cannon Row
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (82)
Proudly hosted by Island Rentals of Hilton Head. This exquisite Shipyard residence epitomizes the pinnacle of coastal luxury living, offering unrivaled access to pristine beaches, Hilton Head\'s vibrant shopping, and dining destinations, and the esteemed golf clubhouse, all within a leisurely stroll. The home boasts a captivating screened, partiall
27 Kingston Rd.
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 11 guests
Rating 4.9 (27)
Proudly hosted by Island Rentals of Hilton Head, this charming, dog-friendly home offers the perfect combination of location, comfort, and style for an unforgettable Hilton Head getaway. Just a seven-minute walk to the beach and centrally located on a quiet cul-de-sac, it\'s easy to bike to South Beach, Harbour Town, or nearby golf courses. The ope
5 Cannon Row
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (59)
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 5 (30)
Proudly hosted by Island Rentals of Hilton Head, this inviting three-bedroom, two-bathroom home is nestled within the prestigious Sea Pines community and offers a relaxing blend of comfort, space, and Lowcountry charm. Designed for easy coastal living, the home features an open-concept layout with a light-soaked living room, decorative fireplace, a
5 Pine Court
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 7 guests
Proudly hosted by Island Rentals of Hilton Head, this newly renovated and tastefully furnished 3-bedroom home offers stunning golf course views and an unbeatable location within Sea Pines. Situated on peaceful Tupelo Street with minimal traffic, this retreat provides the perfect balance of tranquility and convenience—just a short bike ride from the
20 Tupelo
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (55)

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