Thanksgiving Getaway
Create a new tradition of spending the holidays by the ocean, making lasting memories with your loved ones. Avoid the stress of hosting and take a more relaxed route by spending Thanksgiving with us. With ample space, activities for everyone, and the stunning beach at your doorstep, it's the perfect way to enjoy the season. Want to unwind even more? Let our Luxury Concierge arrange in-house services for you: grocery delivery, catering meals and activities for your entire crew.
We are now offering a 4-night minimum for homes and a 3-night minimum for villas over the holidays.
20 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This Palmetto Dunes beach home features 4 bedrooms and is only a short walk to the beach—that is, if you ever want to leave this gem!
15 Sea Lane features a spacious open floor plan and plenty of natural sunlight! Unwind in the living room as you watch TV on
15 Sea Lane

House -
$265.00 - $843.00 / per night
4
bedrooms
3
baths
10
guests
4.8
(16)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Direct Oceanfront 3 bedrooms Villa with gorgeous renovations
This 3-bedroom, 3-bath villa offers a comfortable vacation for friends or family groups. Enjoy ocean views with access to your private balcony through the living room or master bedroom. The living
404 Barrington Arms
Villa -
$227.00 - $1,060.00 / per night
3
bedrooms
3
baths
8
guests
4.8
(25)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
103 Seacrest is beautifully decorated and fully renovated for your comfort and convenience. Here, you will experience only the best. This charming property features two bedrooms, creating a cozy and inviting atmosphere for your stay. Allow me to paint a pictu
103 Seacrest

Villa -
$135.00 - $525.00 / per night
2
bedrooms
2
baths
6
guests
5
(6)
Welcome to The Sandbox! Newly renovated and outlined with elegance in every detail, this 3-story oceanfront home is truly perfect for your next Hilton Head Island family getaway.
This home has an extremely open floor plan that allows an easy flow between the living room, kitchen, and dining area. The living room is well-appointed and spacious, an
9 Guscio Way

House -
$959.00 - $3,506.00 / per night
8
bedrooms
8
baths
20
guests
5
(17)
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 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 with the family i
109 Island Club
Villa -
$135.00 - $316.00 / per night
2
bedrooms
2
baths
1
half bath
6
guests
5
(1)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Modern comforts meet the classic styling of this traditional beach home. If you are looking for a house that has the look and feel of the beach house from your childhood memories, look no further. The home has gone through a complete renovation to restore it
4 Quail Street
House -
$385.00 - $1,241.00 / per night
5
bedrooms
4
baths
11
guests
4.9
(10)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
3 Bedroom Villa in Harbour Town Area, Newly Renovated, and Golf View. Gorgeous renovations in 2020 make this villa the right choice for you. As you enter, you are greeted with a two-story, open, and airy space. This open-concept living, dining, and kitchen ar
2371 Racquet Club

Villa -
$218.00 - $699.00 / per night
3
bedrooms
3
baths
8
guests
5
(8)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This oceanfront home sits in the prestigious Palmetto Dunes Resort and offers panoramic ocean views from every angle.
The great room, kitchen, and dining area make up the great room of the home; the extremely open floor plan allows for an easy flow and plent
10 Ketch

House -
$987.00 - $3,222.00 / per night
5
bedrooms
5
baths
1
half bath
16
guests
5
(9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This beautiful, nine-bedroom Beachcomber house sports a private pool and spa and provides expansive living spaces, as well as fabulous views of the beach and the Atlantic Ocean from the sweeping picture windows.
Situated on the most prestigious street in Sea
27 South Beach Lagoon
House -
$1,366.00 - $5,613.00 / per night
9
bedrooms
10
baths
1
half bath
28
guests
5
(4)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This quaint 3 bedroom , 3 bathroom, two story private condo gives you the feel of the coastal charm. As you step into the first level of the condo, you will find the fully equipped kitchen including a Keurig coffee maker, has plenty of counter space and cabin
52 Ocean Breeze
Villa -
$92.00 - $351.00 / per night
3
bedrooms
3
baths
6
guests
5
(4)
**THIS OCEANFRONT HOME IS A NON-SMOKING PROPERTY (INCLUDING OUTDOOR SPACES) AND DOES NOT ALLOW ANY PETS OR ANIMALS IN OR ON PROPERTY.**
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This stunning oceanfront oasis sits in the heart of Palmetto Dunes. As soon as you step through the front doors, the luxu
19 Armada

House -
$1,861.00 - $5,722.00 / per night
6
bedrooms
6
baths
2
half baths
15
guests
5
(9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Take in the ocean views at this wonderful 1-bedroom villa. The open kitchen and living area are well-appointed to accommodate all your needs. The kitchen has been recently renovated. The dining table seats 2. The living room has a queen sleeper sofa. The prim
212 Breakers
Villa -
$115.00 - $326.00 / per night
2
bedrooms
1
bath
4
guests
5
(9)
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