New on the Collection
Be one of the first to stay to stay in one of these hand selected vacation properties on Hilton Head Island!
Escape to paradise and experience the epitome of luxury in one of our newest additions to our vacation rental program on Hilton Head Island. Nestled along the pristine shores of the Atlantic Ocean, our newest properties promises an unforgettable retreat for discerning travelers seeking the perfect blend of comfort and sophistication.
Step inside and be greeted by expansive living spaces bathed in natural light, thoughtfully appointed with designer furnishings and modern conveniences. From gourmet kitchens equipped with top-of-the-line appliances to spacious bedrooms adorned with plush bedding and luxurious linens, every detail has been carefully selected to ensure a truly indulgent experience.
Hilton Head Island is truly an oasis away from everyday life. You can walkour 12 miles of premier beaches, golf on one of over 30 golf course, play tennis or pickleball at one of our racquet clubs or public courts, or just idle away the day by the private pool at your vacation home. However you choose to spend your holiday on Hilton Head, our accommodations are the perfect "home" base.
15 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Welcome to this inviting four-bedroom, three-bathroom home that combines bright open spaces with thoughtful design.
As you enter, you are welcomed into a light-filled interior. To the left of the entryway is the dining room, a warm and inviting space for mea
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
From the moment you step through the front door, stunning ocean views immediately welcome you through the villa, creating a bright and relaxing coastal atmosphere. Completely renovated throughout, this beautiful retreat blends modern style with comfortable be
4501 Island Club
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
As soon as you step through the front door of 4202 Windsor Court North, expansive views of the Atlantic Ocean greet you, framed by natural dunes and swaying palms. The living area is warm and inviting, furnished with Tommy Bahama Bali Hai rattan bamboo pieces
4202 Windsor Court North
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Welcome to this stunningly renovated fourth row beach home in the heart of Palmetto Dunes, where luxurious indoor living, resort-style outdoor spaces, and breathtaking lagoon views come together on an oversized double lot just moments from the beach. Guests w
135 Mooring Buoy
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Tucked away on a quiet street in the heart of Sea Pines, 10 Battery Road is a charming coastal retreat designed for both relaxation and connection. With its bright open design and multiple areas to gather, this single-story home invites guests to unwind and e
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Welcome to this spacious and beautifully designed beach retreat located in the highly sought after Singleton Beach community, known for its stunning custom homes and unbeatable proximity to the shoreline. With multiple living spaces, private balconies, elevat
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Nestled within the exclusive Turtle Lane community, a private gated enclave located inside the gates of Sea Pines, 39 Turtle Lane offers a rare combination of privacy, luxury, and convenience just a three minute walk from the beach. Recently renovated from to
39 Turtle Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This waterfront villa in Sea Pines offers a blend of coastal charm and relaxed sophistication, with sweeping views of the Calibogue Sound from nearly every angle. Designed to host family and friends, the stunning villa features three bedrooms, two and a half
1922 South Beach Club
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This inviting lagoon front villa is ideally located in the heart of Palmetto Dunes, where peaceful water views and effortless beach access come together for a truly relaxing stay.
As you enter, you are welcomed into a bright and comfortable living space desi
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This custom-built home in Palmetto Dunes offers the perfect balance of comfort and convenience. Just a ten-minute walk to the beach, the home is spacious, meticulously maintained, and designed for families and friends to gather and relax.
Inside, the entrywa
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Located in the heart of Palmetto Dunes, 49 Sea Lane is a newly constructed custom home thoughtfully designed for gathering, relaxation, and making lasting vacation memories. Featuring seven bedrooms, five full bathrooms, one half bathroom, multiple living spa
49 Sea Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Tucked away on a quiet cul-de-sac in the heart of Sea Pines, 28 Battery Road is a delightful single-level retreat designed for effortless coastal living.This charming home offers a thoughtful layout, inviting gathering spaces, and a serene outdoor oasis, maki
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