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 32 properties available
Proudly hosted by Island Rentals of Hilton Head. This beautiful Sea Pines home offers a spacious, single-level layout designed for comfort and relaxation. Each bedroom features premium bedding, stylish furnishings, and large flat-screen TVs, with an additional TV located on the screened porch for outdoor entertainment. The fully equipped kitchen bo
11 Deer Run Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (57)
Proudly hosted by Island Rentals of Hilton Head, this spacious maritime forest retreat offers the perfect setting for an unforgettable island escape. With approximately 3,000 square feet of living space, this beautifully designed home features 4 bedrooms, 4 bathrooms, and comfortable accommodations for up to 10 guests. Thoughtfully appointed with T
1 Deer Run Lane
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (66)
Proudly hosted by Island Rentals of Hilton Head, 15 Wagon Road offers the perfect combination of comfort, style, and location for your next Sea Pines getaway. Situated on a quiet street overlooking a peaceful lagoon and just a short five-minute walk from the beach, this beautifully renovated 4-bedroom, 3-bath home accommodates up to 12 guests and p
Hot HOT 31
15 Wagon Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (3)
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 (36)
Proudly hosted by Island Rentals of Hilton Head, this bright and beautifully updated home is nestled in the desirable Lawton Woods section of Sea Pines, offering the perfect balance of central convenience, privacy, and Lowcountry serenity. Thoughtfully designed to sleep 8–10 guests, the home features three bedrooms and two fully remodeled bathrooms
Hot HOT 37
55 Lawton Rd.
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.9 (30)
Proudly hosted by Island Rentals of Hilton Head, this charming 3-bedroom, 2-bath private home in Sea Pines Resort offers the perfect blend of comfort, convenience, and relaxed coastal style. Thoughtfully designed with a spacious one-level layout, this home is ideal for families and groups looking to unwind without the hassle of stairs. The primary
10 Lawton Road
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (3)
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
Hot HOT 39
3 Night Hawk
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 11 guests
Rating 4.9 (86)
Proudly hosted by Island Rentals of Hilton Head, this beautifully secluded 4-bedroom, 3-bath retreat in Sea Pines offers the perfect blend of comfort, space, and Lowcountry charm. Nestled among lush landscaping and scenic lagoons, this inviting family home features a spacious open floor plan with a large living room designed for gathering—complete
11 Hollyberry Lane
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (4)
Proudly hosted by Island Rentals of Hilton Head. Welcome to your serene getaway in Shipyard — a charming, pet friendly, main-level villa designed for comfort and relaxation. The open-concept living area features a fully equipped kitchen, perfect for home-cooked meals, with seating available at both the kitchen counter and dining table. The living r
215 Evian Villas
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (15)
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
Hot HOT 32
2 Night Hawk
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 5 (136)
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 (77)
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
Hot HOT 34
27 Kingston Rd.
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 11 guests
Rating 4.9 (37)

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