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 146 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. From the moment you walk through the front door, natural light comes flooding in from the windows. The living room is the perfect place to relax with its comfortable furnishings, large screen TV, and access to the balcony through a glass sliding door located
7484 Anchorage Villa
Villa -
$135.00 - $336.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)
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
401 Captains Walk Icone Collection Icon
Villa -
$227.00 - $845.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (10)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This cozy villa has two spacious bedrooms and large closets and is minutes from Harbour Town. When you first walk in, the kitchen is open to the dining area and living room. The living room offers plenty of seating to relax after a day out in the sun. Heading
2334 Racquet Club
Villa -
$171.00 - $1,411.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 5 guests
Rating 5 (11)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront stunner is located in South Forest Beach to offer panoramic ocean views and places you only minutes away from fun at Coligny Plaza. Upon entry, you walk into the first-floor great room of the home, which consists of a living room, kitchenette
Hot HOT 52
12 Cassina Lane Icone Collection Icon
House -
$694.00 - $2,729.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 4.8 (12)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. With beautiful craftsmanship throughout the well-appointed house. The ground level has a newly refinished pine floor and an open-plan design, with the large kitchen overlooking the cozy living room. There are lots of books to read; there is lots of seating on
Hot HOT 85
30 Ruddy Turnstone | Ruddy Retreat
House - Pet Friendly
$436.00 - $1,828.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.9 (11)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 4-bedroom, 4.5-bathroom home is in the heart of Sea Pines Plantation. This cozy home features multiple living spaces throughout the home, making it perfect for large groups of friends and families. Relax and unwind by the pool and newly renovated deck or
2 Tupelo Drive Fairway Collection Icon
House -
$301.00 - $864.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (13)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 5 Rice Lane is a renovated Sea Pines home with a private pool. This coastal home is perfect for vacationing. Be welcomed in by the living room, where you can relax and watch television or unwind with a great book. Heading through the home, the kitchen has amp
Hot HOT 54
5 Rice Lane
House - Pet Friendly
$175.00 - $664.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. The grand entrance staircase will transport you to another world through the Italian-style portico, where you are immediately greeted by an expansive ocean view. Walking into the main house, you are greeted by a beautiful, curved staircase leading you up to
Hot HOT 91
7 Junket Icone Collection Icon
House - Pet Friendly
$1,305.00 - $3,402.00 / per night
Bedrooms 6 bedrooms
Bathrooms 7 baths
Half Bathrooms 2 half baths
Guests 15 guests
Rating 4.8 (8)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Brand New Construction 3rd row home in Palmetto Dunes! 130 Mooring Buoy is a beautiful 5-bedroom, 4.5-bath luxury home nestled in the beautiful Palmetto Dunes Oceanfront Resort. Just three rows from the beach, this home is meticulously designed for your perf
130 Mooring Buoy Icone Collection Icon
House -
$660.00 - $2,276.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. A beautifully renovated four-bedroom, three-bath golf course home in the gated oceanfront resort of Palmetto Dunes. Upon entry, be invited into the living room with a view of the pristine fairway of the George Fazio Golf Course. Separating the living room a
7 Ginger Beer | Fairway Breeze Fairway Collection Icon
House - Pet Friendly
$256.00 - $796.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.9 (13)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 2-story Sea Pines villa has been recently renovated and places you only steps away from Harbour Town and a short bike ride to the Sea Pines Beach Club! On the first floor, find the living room, kitchen, and dining area. The living room features comforta
867 Ketch Court
Villa -
$129.00 - $617.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.6 (9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. For a group that enjoys golf, a stay at the high-end Stoney Creek house cannot be topped! This single-level home is adjacent to the Heron Point Golf Course, and the expansive back deck offers an impressive view of the 10th fairway. Plus, you\'ll have fun maki
60 Stoney Creek Road Fairway Collection Icon
House -
$349.00 - $1,459.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 4.9 (17)

Tell us what you're looking for and someone will contact you with available options.

I agree