Hilton Head Vacation Rentals

Welcome to Hilton Head Island, where relaxation meets luxury, and unforgettable memories are waiting to be made. As your premier vacation rental company on this breathtaking island paradise, we invite you to experience the ultimate getaway in one of our exquisite properties.

Nestled amidst pristine beaches, lush greenery, and world-class amenities, our hand selected collection of vacation homes promises an unparalleled escape from the ordinary. From intimate beachfront villas to spacious oceanfront homes, each of our properties is meticulously designed to cater to your every need and desire.

Beyond the confines of your vacation home, Hilton Head Island beckons with a plethora of activities and attractions to delight every traveler. Tee off at world-renowned golf courses, embark on a thrilling dolphin cruise, or simply lounge by the pool and soak up the sun. With miles of pristine beaches, scenic nature trails, and vibrant cultural experiences awaiting you, there's never a dull moment on Hilton Head Island.

We are committed to providing unparalleled service and unforgettable experiences for our guests. From seamless booking processes to our signature Luxury Concierge services, we strive to exceed your expectations at every turn. So why wait? Book your stay with us today and discover the magic of Hilton Head Island in style. Your perfect getaway awaits.


Properties Available 147 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This gorgeous Sea Pines villa has been recently renovated and features golf and lagoon views. Walk into an open-concept kitchen, dining room, and living room. Relax on either of the comfortable couches in the living room and watch your favorite programs on th
Pet-Friendly Pet-Friendly
Pet-Friendly
3 Lighthouse Road Villa Fairway Collection Icon
Villa - Pet Friendly
$135.00 - $470.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (55)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2 bedroom, 3 bathroom Moorings villa close to the beach (650 feet from beach access; less than a two-minute walk) and the pool (located right outside the villa) in the sought-after Palmetto Dunes Oceanfront Resort on Hilton Head Island This Palmetto Dunes vil
23 The Moorings
Villa -
$135.00 - $345.00 / per night
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (33)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 32 Bradley Beach Road is a gorgeous beach house located a short walk to the beach, sleeping 9 guests in 3 bedrooms, 3 bathrooms, and a bonus room. This lovely home is exceptionally well maintained and has ample room to spread out in the living room, which has
Pet-Friendly Pet-Friendly
Pet-Friendly
32 Bradley Beach Road
House - Pet Friendly
$234.00 - $557.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (12)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. No details were missed in this amazing 3-bedroom Palmetto Dunes home. Amazing golf course views greet you as soon as you walk in the door. The large living room\'s main sitting area has a sleeper sofa, a loveseat, and a desk. Heading further through this ho
Pet-Friendly Pet-Friendly
Pet-Friendly
10 Troon Fairway Collection Icon
House - Pet Friendly
$199.00 - $550.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (18)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This breath-taking 4th-row home is one of a kind and has everything you need and more for your next Hilton Head vacation. The great room is spacious and is sure to keep guests feeling right at home with its stylish but cozy furnishings! Soaring ceilings and h
6 Grey Widgeon Icone Collection Icon
House -
$506.00 - $1,399.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 4.9 (27)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This charming two-bedroom, two-story townhouse is located in the highrise building called Oceanview at the oceanfront Island Club, featuring a lagoon view from the private deck. Walk right out to the grounds from the deck or spend your evening cooking dinner
Hot HOT 94
109 Island Club
Villa -
$142.00 - $316.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 6 guests
Rating 5 (1)
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
25 Singleton Beach Icone Collection Icon
House -
$1,236.00 - $3,066.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 17 guests
Rating 5 (1)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Beautifully updated 3-bedroom villa in Shelter Cove. Come in, take a seat, and relax in the living room. The living room, kitchen, and dining room have an open layout. The kitchen has granite countertops, new stainless steel appliances, and smooth ceilings.
7474 Anchorage Villas
Villa -
$138.00 - $1,562.00 / per night
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. This beautifully remodeled 3-bedroom home is very stylish, with a coastal cottage vibe throughout. The property features an open living, dining, and kitchen area that is fully equipped with top-of-the-line furnishings to provide all you need for a relaxing su
Pet-Friendly Pet-Friendly
Pet-Friendly
7 Hollyberry Lane
House - Pet Friendly
$196.00 - $588.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (29)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Experience the perfect beach getaway at this newly renovated, top-floor villa in the heart of South Forest Beach. Just one block from the shore, dining, bars, Coligny Plaza, and Lowcountry Celebration Park, this chic 3-bedroom, 2-bath retreat comfortably slee
428 Forest Beach Villas
Villa -
$169.00 - $600.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (7)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 1206 Sea Crest is a spacious 2nd-floor corner villa in the Sea Crest complex where you can enjoy direct oceanfront views. As you enter the front door into a small foyer, you will notice the very nice plank-style flooring. To the left is a guest bedroom with
Hot HOT 60
1206 Seacrest
Villa -
$327.00 - $649.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (17)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This charming Palmetto Dunes home offers expansive golf course views and features multiple living spaces to host large groups with ease. On the main level, the living room offers comfortable seating around the flatscreen TV and fireplace, as well as direct v
176 Mooring Buoy Fairway Collection Icon
House -
$505.00 - $1,399.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 2 half baths
Guests 12 guests
Rating 4.9 (39)

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