Icône Properties Icone Properties

Luxury Vacation Properties In Premier Locations On Hilton Head Island

An Icône property features the best of Hilton Head Island.....close proximity to the beach, updated furnishings, and the most requested amenities.  When you book your vacation in one of the properites listed below, you can be assured you will have selected accommodations that will be the basis of a memorable vacation. Each property has been hand-selected for inclusion into this collection, and has been qualified by our local team to be deserving of the Icône name. 

Combine this with our Luxury Concierge and you will not only have a great place to stay, but you will have someone to help you plan and execute a vacation full of activities and attractions that will make this the vaction of a lifetime!  Imagine an in-house chef to prep your meals, or a relaxing masage by the beach, or even tee times for a round of golf or two set up in advance.  Our Luxury Concierge service is unique to Island Time and is only one of the ways we are different from our competition. 

As a guest of Island Time, you will have the opportunity to join our guest loyalty program the Voyager Club.  Each time you stay in one of our vacation rentals on HIlton Head Island you will earn points that make your next visit even better.  Each tier you acheive opens the door for a new level of luxury gifts. 


Properties Available 39 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled along the scenic fairways of the renowned Atlantic Dunes Golf Course, this brand new 6-bedroom, 6-bath home in Sea Pines captures the essence of upscale coastal living. 169 North Sea Pines welcomes you with a blend of contemporary design and Southern
Hot HOT 73
169 North Sea Pines Drive Icone Collection Icon
House -
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 5 (17)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This Sea Pines villa is outfitted with elegance in every detail, offering guests complete coastal luxury. An alluring yet spacious layout offers guests plenty of room to spread out, all while being together. Upon entry, to the left, you will find the fully
Hot HOT 53
1838 Beachside Tennis Icone Collection Icon
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (54)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This expansive property features five bedrooms and two separate entrances, providing ample space and privacy for larger groups. This property boasts multiple living areas, ensuring plenty of room for everyone to spread out and relax. This amazing villa featu
Oceanfront Oceanfront
Oceanfront
Where the beach is your backyard. Discover our luxury oceanfront collection.
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1013 Seacrest Icone Collection Icon
Villa -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (17)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Indulge in the tranquil charm of a beach vacation at 25 Singleton Beach, a grand and luxurious 7-bedroom retreat designed for unforgettable seaside getaways. This stunning brand-new home boasts large glass doors and windows that flood the interior with natura
Hot HOT 69
25 Singleton Beach Icone Collection Icon
House -
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (8)
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
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New Property
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1922 South Beach Club Icone Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 6 guests
Rating 5 (3)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. As soon as you step through the front door of Feline Beachy, 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 that bring
4202 Windsor Court North Icone Collection Icon
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning, brand-new property was just completed in June 2025 and is ready to welcome its very first guests! The heart of the home lies upstairs, where the main living room impresses with vaulted ceilings and a wall of windows that flood the space with n
Oceanfront Oceanfront
Oceanfront
Where the beach is your backyard. Discover our luxury oceanfront collection.
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10 Cassina Lane Icone Collection Icon
House
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 12 guests
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning oceanfront 3-bedroom villa is situated within the highly sought-after Captain\'s Walk complex in Palmetto Dunes. Palmetto Dunes is a premier resort community known for its pristine beaches, lush golf courses, and picturesque surroundings. This v
Oceanfront Oceanfront
Oceanfront
Where the beach is your backyard. Discover our luxury oceanfront collection.
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401 Captains Walk Icone Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (24)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or friends\' getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along! As soon as the sun comes up, your days
Oceanfront Oceanfront
Oceanfront
Where the beach is your backyard. Discover our luxury oceanfront collection.
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43 South Beach Lagoon Icone Collection Icon
House -
Bedrooms 8 bedrooms
Bathrooms 10 baths
Half Bathrooms 2 half baths
Guests 24 guests
Rating 4.8 (19)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront home sits in the prestigious Palmetto Dunes Resort and offers panoramic ocean views from every angle. The great room, kitchen, and dining area make up the great room of the home; the extremely open floor plan allows for an easy flow and plent
Oceanfront Oceanfront
Oceanfront
Where the beach is your backyard. Discover our luxury oceanfront collection.
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10 Ketch Icone Collection Icon
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 5 (30)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Enjoy endless coastline views from this corner villa on the fifth-floor face of the Windsor Court South building in Palmetto Dunes. Take in breathtaking panoramic views from the screened porch or one of the many balconies that can be found off the living room
Oceanfront Oceanfront
Oceanfront
Where the beach is your backyard. Discover our luxury oceanfront collection.
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3507 Windsor Court South Icone Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (27)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 9 Armada is a gorgeous second row home directly on the beach path in Palmetto Dunes Resort. This spacious 6,800 square foot home is perfect for entertaining, dining, reading, or relaxing! The kitchen features granite counters, two sinks, two dishwashers, a w
9 Armada Icone Collection Icon
House -
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 1 half bath
Guests 19 guests
Rating 5 (13)

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