Hilton Head Vacation Homes for Rent
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!
32 properties available
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
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
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
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
Proudly hosted by Island Rentals of Hilton Head, this extraordinary 5-bedroom, 5-bath Lowcountry retreat in Palmetto Dunes offers a seamless blend of coastal splendor and modern luxury. Positioned just fourth row from the ocean, this freshly renovated home feels like a private resort, where effortless elegance meets the relaxed rhythm of island liv
Proudly hosted by Island Rentals of Hilton Head.
This exceptional single-family home sits just five rows from the ocean in the prestigious Sea Pines community, offering an effortless two-minute walk to Hilton Head Island\'s stunning beaches. Its unbeatable location makes it easy to return home for meals, quick breaks, or children\'s naps—an ideal s
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
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
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
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
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
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
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