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!
31 properties available
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 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
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
Proudly hosted by Island Rentals of Hilton Head, this incredible Sea Pines retreat has undergone extensive updates for 2025 and offers an exceptional setting for large families or groups vacationing together. Thoughtfully designed with both a five-bedroom main house and a two-bedroom attached guest house, the property comfortably sleeps up to fourt
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
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.
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
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, 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
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
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, 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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