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 38 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. You\'re going to love this Captain\'s Walk villa for one of the best panoramic ocean views on Hilton Head Island, for being centrally located within mid-island on new paved pathways, for having a golf course on the property, and for having conveniently locate
Hot HOT 111
450 Captains Walk Icone Collection Icon
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (79)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautiful home is only steps away from the beach! Simply a lovely second-row home that invites you to come inside and enjoy. After a walk on the beach only steps from the home, relax by the pool, enjoy lunch and a nap on the deck, or sit by the fire pit
Hot HOT 55
11 Grey Widgeon Icone Collection Icon
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 4.9 (40)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2517 Windsor Place is a beautifully appointed three-bedroom, three-bathroom oceanfront villa that blends spacious design with effortless coastal elegance. Ideal for golf getaways, family vacations, or couples traveling together, this villa offers a thoughtful
Recently Updated Recently Updated
Recently Updated
New look, same great location. Discover our updated properties.
2517 Windsor II Icone Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (12)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 533 Shorewood is an amazing 2-bedroom, 2-bathroom oceanfront villa with a pool and ocean views! This stunning beach condo sleeps 7 and is on the 5th floor with elevator access, featuring all new furniture and décor, a community pool, beach access, and more!
Hot HOT 53
533 Shorewood Place Icone Collection Icon
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (34)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This charming Sea Pines home is 4th row from the beach and features 5 bedrooms along with 5 bathrooms and 2 half bathrooms to host 14 guests very comfortably. The first floor features a very open floor plan that offers easy access between the multiple living
Hot HOT 126
2 Royal Tern Icone Collection Icon
House -
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 5 (26)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 466 Captains Walk is a beautiful oceanfront villa is just steps away from the beach. This spacious 2nd floor villa has been completely renovated and offers full-length sliding glass doors opening to the private balcony in both the living room and master bedro
Hot HOT 168
466 Captains Walk Icone Collection Icon
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (61)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This property now offers an exciting new amenity with a free pickleball and tennis pass in Palmetto Dunes, which includes two free hours of court time every day of your stay! Find tranquility in this cozy two-bedroom, two-and-a-half-bath Palmetto Dunes villa
8103 Wendover Dunes Icone Collection Icon
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (57)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront home offers unforgettable views and a private pool, spa, a game room and an open great room. The open floor plan is a must and is perfect for entertaining. The gourmet kitchen features updated appliances and is perfect for gathering together.
Hot HOT 78
7 Guscio Way Icone Collection Icon
House -
Bedrooms 8 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 25 guests
Rating 4.9 (41)
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 86
1838 Beachside Tennis Icone Collection Icon
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (56)
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
Hot HOT 99
401 Captains Walk Icone Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (25)
THIS HOME IS A SMOKE-FREE HOME AND IS RESERVED FOR NON-SMOKERS ONLY (THIS INCLUDES RENTERS AND ANY GUESTS). SMOKING IS STRICTLY PROHIBITED ANYWHERE IN OR ON THIS OCEANFRONT PROPERTY, BOTH INDOOR AND OUTDOORS. SMOKING, VAPING, OR THE USE OF ANY TOBACCO PRODUCTS IS PROHIBITED ANYWHERE IN OR ON THE PROPERTY. NO PETS / ANIMALS ALLOWED (THIS INCLUDE
Oceanfront Oceanfront
Oceanfront
Where the beach is your backyard. Discover our luxury oceanfront collection.
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19 Armada Icone Collection Icon
House -
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 15 guests
Rating 5 (14)
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
New Property New Property
New Property
Where the beach is your backyard. Discover our luxury oceanfront collection.
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25 Singleton Beach Icone Collection Icon
House -
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (8)

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