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!
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
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. Discover your ideal Sea Pines retreat in this beautifully appointed home, blending tasteful features with upscale furnishings for an unforgettable stay. This centrally located property in Greenwood Forest offers three bedrooms, two bathrooms, and a lofted fourth sleeping area, comfortably accommodati
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
Welcome to the Sea Pines Escape at 39 Oak Court—an upscale 5-bedroom, 5.5 bathroom retreat in Hilton Head Island\'s exclusive Sea Pines Resort. This fully renovated luxury home offers the perfect blend of modern coastal design, spacious indoor comfort, and resort-style outdoor living—perfect for your next family vacation or group getaway!
Enjoy a
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
4th Row Ocean | Pet Friendly | Private Pool | Steps to the Beach
Proudly hosted by Island Rentals of Hilton Head. Welcome to your dream getaway — a beautifully updated, coastal-chic retreat designed for unforgettable family vacations and group escapes. Just a one-minute walk from the pristine shoreline, this elevated 4-bedroom, 2.5-bath home blend
Proudly hosted by Island Rentals of Hilton Head:
This striking Sea Pines home offers the perfect combination of comfort, style, and convenience in the heart of the Sea Pines Resort. Centrally located between the world-famous Harbour Town Yacht Basin and the Sea Pines Beach Club, guests can easily explore either destination with a short 10–15 minute
Welcome to 28 Gunnery Lane, a beautifully appointed 3-bedroom, 2-bathroom home nestled in the heart of Sea Pines. This inviting island retreat offers the perfect blend of comfort, space, and amenities – ideal for your next Hilton Head getaway. With 150 feet of lagoon frontage and water views from nearly every window, this home is designed to immers
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
Proudly hosted by Island Rentals of Hilton Head, 25 Red Maple is where coastal charm meets modern comfort. Nestled at the end of a peaceful cul-de-sac in Sea Pines, this fully remodeled retreat offers 4 bedrooms and 3 bathrooms, making it perfect for families, groups, or multi-generational getaways. The spacious layout includes 3 Kings, 2 Twin-over
Proudly hosted by Island Rentals of Hilton Head, 77 Lawton Road is a beautifully updated three-bedroom, three-and-a-half-bathroom home tucked away in the quiet Lawton Woods community of Sea Pines. Designed with vaulted ceilings and coastal-inspired décor, this spacious retreat offers a welcoming blend of comfort, style, and functionality—perfect fo
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