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Open the door to a
Refreshing difference
Hilton Head Vacation Rentals
Experience the Island Time Difference
Enjoy an elevated experience of vacation rentals on Hilton Head Island. With more than 100 luxury vacation homes and villas in the most requested areas, we can help make planning your trip a breeze. Our accommodations are located in the premier communities of Sea Pines, Palmetto Dunes, Shipyard, Burke's Beach, as well as North and South Forest Beach. Each property has been hand-selected to provide the best in-class amenities, with an attention to detail. Pair this with our signature Luxury Concierge service, and taking a vacation has never been easier. We invite you to come and stay with us to experience the Island Time difference. Our team of local experts is ready to assist you in booking the vacation of a lifetime.
Sea Pines
11 Grey Widgeon
11 Grey Widgeon is an amazing 2nd row home! This beautiful home is only steps away from the beach with multiple living spaces along with an expansive deck, private pool & spa.
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5 Bedrooms
5 Baths
Palmetto Dunes
7 Junket
The ultimate luxury vacation awaits you at 7 Junket! This oceanfront oasis is new to the rental market and has everything you need and more for the perfect vacation!
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North Forest Beach
103 Dune Lane
This oceanfront stunner built in 2019 with private pool and offers amazing views as well as direct access to the beach with a private boardwalk and enjoy the sunshine.
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South Forest Beach
12 Cassina Lane
Oceanfront home with huge windows to offer stunning panoramic ocean views from every angle and places you only minutes away from fun at Coligny Plaza.
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Folly Field
22 Sand Dollar Road | Koi Cottage
New to the Collection | This oceanfront home is newly renovated as of 2022 and has 3 bedrooms with 2 bathrooms to sleep up to 10 guests comfortably. You will love spending your days in the private pool & spa as you listen to the waves in the near distance!
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Shipyard
7 Port Au Prince
This Shipyard home is newly updated and sits on the #1 Fairway of Galleon to offer stunning golf views from the private pool & backyard.
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Our Icône Collection
The Icône Collection is an exclusive group of the finest Hilton Head vacation homes and villas. Each property is painstakingly assessed to produce only the best in design, technology, and location. By selecting nothing but the truly spectacular, we set the stage for exceptional vacation experiences. Our concierge level of service provides a level of relaxation and security that is unparalleled to any other management company. When you rent a vacation property from the Icône Collection, you can rest assured that no detail will be overlooked.
Each property is located within steps of the beach.
3 Dune Lane
Location: North Forest Beach
This stunning oceanfront home is in North Forest Beach. Soak in the amazing views as soon as you walk in with a private pool and hot tub. Just steps away from Coligny.
1 Man O War
Location: Palmetto Dunes
Fabulous second home on Man-O-War. The balconies and decks overlook the incredible pool. Take the secret path through the canopy and reach the beach in a 1 minute walk.
100 Baynard Cove
Location: Sea Pines
This completely remodeled Sea Pines home sits on the 11th Fairway & 15th Green of the Harbour Town Golf Course!
2 Royal Tern
Location: Sea Pines
Stunning 4th row ocean home ideally located in Sea Pines. This 5 bedroom, 5 full bath, 2 half baths, with 2 living rooms sleeps 14 and offers a pool & spa in private back yard.
9 Guscio Way
Location: North Forest Beach
This charming oceanfront home is nestled in a quiet street in North Forest Beach and has everything you need and more for your next dream Hilton Head Island vacation!
9 Galleon
Location: Palmetto Dunes
Breathtaking views of the ocean, 6 Bedroom, 6 bathroom oceanfront home in Palmetto Dunes. Captivating ocean breezes on the fabulous outdoor deck area surrounded by pool, spa, lounging, and dining areas.
57 North Sea Pines
Location: Sea Pines
57 North Sea Pines is a 5th row home right on beach path. Dramatic Great Room has 2-story walls of glass overlooking pool and entertaining deck - totally secluded by lush walls of landscaping. 200 yards from the beach and 500 yards from the beach club!
1838 Beachside Tennis
Location: Sea Pines
Gorgeous 2 Bedroom, 2 Bathroom with view of Calibogue Sound. This Sea Pines villa is outfitted with elegance through every detail, offering guests complete coastal luxury. .
5 Iron Clad
Location: Palmetto Dunes
This fantastic 2nd row ocean, is located on a beach path in the Palmetto Dunes resort. This large, minimalistic property has an open plan footprint, with 5 bedroom and 6.5 bathrooms making it a perfect getaway!
103 Dune Lane
Location: North Forest Beach
This oceanfront stunner built in 2019 with private pool and offers amazing views as well as direct access to the beach with a private boardwalk and enjoy the sunshine.
7 Junket
Location: Palmetto Dunes
The ultimate luxury vacation awaits you at 7 Junket! This oceanfront oasis is new to the rental market and has everything you need and more for the perfect vacation!
10 Ketch
Location: Palmetto Dunes
This oceanfront home is located in Palmetto Dunes and offers stunning ocean views from every angle with 4 oceanfront suites! 5 bedrooms and 6 bathrooms offer enough space for 12 guests very comfortably.
450 Captains Walk
Location: Palmetto Dunes
450 Captains Walk offers one of the best panoramic ocean views on the island. With each building parallel to the dunes, you will feel immersed in the sand and surf.
301 Barrington Arms
Location: Palmetto Dunes
The deep blue sky above, the warm sand at your feet, and the calm ocean waves rolling in. Decompress and truly relax... island-style. This pristine 3rd floor (end-unit) villa overlooks the landscaped gardens & pool out to the Atlantic Ocean!
12 Cassina Lane
Location: South Forest Beach
Oceanfront home with huge windows to offer stunning panoramic ocean views from every angle and places you only minutes away from fun at Coligny Plaza.
11 East Wind
Location: Palmetto Dunes
Enjoy the finest coastal luxury Hilton Head Island has to offer at 11 East Wind! This stunning oceanfront home sits in the heart of Palmetto Dunes and features top-notch amenities for the best overall beach vacation experience.
11 Junket
Location: Palmetto Dunes
This oceanfront stunner is nestled in Palmetto Dunes to offer guests direct access to one of Hilton Head\'s nicest beaches. Multiple living spaces and great separation between the bedrooms make this home perfect for groups and families!
130 Mooring Buoy
Location: Palmetto Dunes
130 Mooring Buoy is a fabulous newly constructed home nestled in the beautiful Palmetto Dunes Oceanfront Resort. Just 3 rows from the beach, this home is meticulously designed for your perfect vacation.
451 Captains Walk
Location: Palmetto Dunes
Newly updated beautiful 4th floor 2 Bedroom in Captains Walk condominium with spectacular oceanfront views with pool and beach access.
6 Grey Widgeon
Location: Sea Pines
This stunning 4th row Sea Pines home has soaring ceilings and beautiful high-end furnishings to truly create a luxurious feel, all while making guests feel right at home. 5 bedrooms all with their own ensuite bathrooms offer plenty of space for 16 guests!
Our Commitment
Island Time is not only locally owned and managed, we are also committed to creating one-of-a-kind vacation experiences for our clients. We simplify the process of your trip, so you can sit back and enjoy the beauty of Hilton Head Island from the comfort of your luxury vacation home. From the moment you place your reservation until you're on your way back home, our team is focused on ensuring that every detail has been meticulously planned. It's that attention to detail that allows us to exceed the high expectations of our guests, and provide the best vacation experiences possible.
Discover Our PassionDesign Your Ideal Vacation
Experience Hilton Head Island From The Perfect Property
At Island Time, we value our guests' experiences as if they were our own. Our focus is on providing a memorable vacation for all. We have specifically chosen each of our properties to deliver an unforgettable experience that makes your family and friends want to come back year after year. So, whether you're visiting Hilton Head Island for a couple's golf trip, looking for a relaxing spa experience, or a pet-friendly property with fun for the whole family, we have the perfect place for you. We invite you to browse our collection of hand-selected vacation properties by experience below
Tailor Made Services
At Island Time, we recognize that each tourist is looking for a different vacation experience. This is why we customize your vacation with personalized services; allowing you and your family time to relax while we work on arranging your unforgettable memories. Whether you're visiting Hilton Head Island as a family or just looking for a quick couple's getaway, our team of dedicated planners will ensure every detail of the vacation will exceed your expectations. From pre-arrival services to in-home experiences and activities, Island Time of Hilton Head is known for crafting vacations of a lifetime.
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