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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.
Explore Our Collection
Shelter Cove
253 Captains Quarters
Waterfront 1-bedroom villa steps away from shops and dining in Shelter Cove
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1 Bedrooms
1 Baths
Sea Pines
26 Forest Drive
Beautiful 3 bedroom, 2 Bath home, Completely Renovated, in the heart of Sea Pines with Private Pool!
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Palmetto Dunes
11 East Wind
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.
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North Forest Beach
101 Seacrest
Beautiful oceanfront 3 Bedroom villa with pool access & steps from Coligny
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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
85 Singleton Beach
Experience gorgeous ocean and marsh views from every room of this luxurious 6-bedroom home. 85 Singleton features a private pool and spa, a pool table, and multiple living spaces.
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The Icône Collection
Explore The Icône CollectionThe 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.
1204 Villamare
Location: Palmetto Dunes
This 2-bedroom villa has been recently renovated and is the perfect oasis for a beach vacation with faantastic Ocean Views & Just Steps from the Beach.
23 Black Skimmer
Location: Sea Pines
Make your next vacation one to remember with this beautiful home in Sea Pines. 23 Black Skimmers modernist style offers the perfect atmosphere for relaxation and entertainment.
7 Guscio Way
Location: North Forest Beach
This newly renovated oceanfront 8-bedroom home offers unforgettable views with a private pool, spa, and game room.perfect for entertaining.
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!
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!
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! Five bedrooms and six bathrooms offer enough space for 16 guests to stay very comfortably.
43 South Beach Lagoon
Location: Sea Pines
There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along.
11 Grey Widgeon
Location: Sea Pines
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.
9 Armada
Location: Palmetto Dunes
Make memories in this gorgeous second-row home with 6 bedrooms, 6 full and 2 half baths, all primary suites, a gourmet kitchen, and a saltwater pool!
21 Sand Dollar
Location: Folly Field
21 Sand Dollar is a stunning 2nd row ocean home. Located in Folly Field, this home has 7 bedrooms with multiple living rooms, a pool bar, a large pool, and a hot tub.
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.
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!
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. .
19 Armada
Location: Palmetto Dunes
Luxurious Oceanfront Oasis with a coastal vibe that greets you with panoramic ocean views. Multiple living spaces will welcome all your guests, as this home creates the perfect backdrop for your next family escape.
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!
85 Singleton Beach
Location: Folly Field
Experience gorgeous ocean and marsh views from every room of this luxurious 6-bedroom home. 85 Singleton features a private pool and spa, a pool table, and multiple living spaces.
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.
512 Shorewood Place
Location: South Forest Beach
512 Shorewood is a spectacular 3-bedroom, 3-bathroom oceanfront condo with beach views, a community pool, beach access, and more!
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.
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.
533 Shorewood Place
Location: South Forest Beach
533 Shorewood is an amazing 2-bed, 2-bath 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!
466 Captains Walk
Location: Palmetto Dunes
466 Captains Walk is a tastefully decorated newly renovated oceanfront villa. Perfect to sit back, relax, and enjoy the fabulous oceanfront views.
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.
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!
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!
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.
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.
7 Sea Front
Location: Folly Field
7 Sea Front is a recently updated, elegant 2nd-row ocean home. Located in Burkes Beach, this home has 7 bedrooms with great porches, a private pool, and a game room with a golf simulator and ping pong table.
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.
Discover Our Passion
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.
Learn MoreDesign 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
You Ask, We Do, You Rest
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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