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!
35 properties available
In the heart of all the action in Sea Pines.
6 Pine Court., Greenwood Forest, Sea Pines
Home Features:
- 2 Living Areas. A large main living room, and a separate sunroom with beautiful furnishings.
- Central Location: Ride your bike to Harbour Town, or the Beach Club
- Community pool, tennis court, playground just steps away.
- 3 Beds, 3 Baths
-
Location, Location! This dog friendly home is only a seven minute walk to the beach and designed from the ground up to give the vacationer\'s ways to make memories. Centrally located and on a quiet cul de sac, it is an easy bike ride to South Beach, the Harbor and golfing events. The memories start in this in the open living space which provides a
Escape to this stunning one-level Palmetto Dunes home, offering breathtaking golf course views. With three bedrooms and 3.5 bathrooms, this spacious retreat is perfect for families or groups looking for a relaxing getaway.
Step inside to an inviting, open-concept living area, bathed in natural light. The spacious living room flows seamlessly onto
This pristine 3-bed, 2-bath beach cottage nestled in the heart of Shipyard Plantation is the perfect island escape. The spacious floor plan is ideal for family vacations. The beautiful kitchen is great for gourmet cooking or just packing a beach picnic. Step out to an amazing screened porch and enjoy sipping morning coffee or afternoon refreshments
This exquisite single-family home is perfectly situated just five rows from the ocean in the prestigious Sea Pines community, offering an effortless two-minute stroll to Hilton Head Island\'s pristine beaches. Its prime location ensures quick and easy returns to the house for meals, refreshing breaks, or children\'s naps, making it exceptionally fa
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
Relax and unwind in this home\'s newly built private pool.
Property Details:
- 4 Bedrooms, 3 Baths.
- 4 Queen Beds
- Sleeps 8.
- Flat Screen LED TV\'s.
- Gas grill.
- 1 Car Pass for Sea Pines Resort included with your stay.
- 3 Car limit for parking.
- Free wireless Internet access.
- 4 Free Adult Bicycles from South Beach Cycles.
- 4 Beach Chair
Key Features:
- 3 Bedrooms, 3.5 Bathrooms, plus loft
- Sleeping Arrangements: 2 Kings, 1 Queen
- Gas Grill for outdoor cooking
- Screened porch for relaxation
- Huge back deck with lagoon view
- Free WiFi
- 1 Car pass into Sea Pines for the length of your stay (Additional car passes may be purchased, 3 car maximum)
- 4 Free Adult Bicycles provided
Fabulous North Forest Beach location less than 180 steps to the beach! This is by far the best value in North Forest beach. No need to cross a busy street to get to the beach! Grab you friends and family and soak up the sunshine in this fully furnished, six-bedroom home. This house was new in 2002 and has been updated since. Amenities include flats
Discover modern luxury in the heart of Sea Pines at 28 Plantation Drive, a truly unique and spacious home offering the ultimate in privacy while being close to all amenities.
Main Features:
- 5 Bedroom Main House, 2 Bedroom attached guest house.
- 3.5 Bathroom Main House, 1 Full Bathroom in attached guest house.
- Sleeps 14
- 4 Kings, 3 Queen, 3
A beautifully remodeled home in the private community of Greenwood Forest with large screened patio
Basic Features:
- 3 bed / 2 bath
- 1 King, 1 Queen, 1 Full/Twin Bunk Bed
- Newly added screened in porch, for a beautiful additional outdoor living area.
- WiFi
- 1 Car pass into Sea Pines
- 4 Free Adult Bicycles
- 4 Beach Chairs
- Gas Grill
If yo
This spacious and inviting maritime forest home offers everything you need for an unforgettable Hilton Head Island escape. With approximately 3,000 square feet of space, 4 bedrooms, 4 bathrooms, and sleeping accommodations for up to 10 guests, it\'s the perfect destination for families and friends to make lasting memories.
Key Features:
- 4 Bedro
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