Come to Hilton Head for the Holiday Season
Santa's been spotted at the beach
This holiday season, unwrap the gift of togetherness on the shores of Hilton Head Island. Create unforgettable memories with loved ones surrounded by sun, sand, and southern charm.
Your home away from home awaits in our cozy vacation rentals, perfect for large family gatherings.
We are now offering a 3-night minimum over the holidays
We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown
140 properties available
This beautifully furnished and decorated home overlooks the Palmetto Dunes 11-mile lagoon and is just a 10-minute walk to the beach. With 4 bedrooms and 4.5 bathrooms, a gourmet kitchen, a private pool, and the beautiful Robert Trent Jones golf course, this is the perfect vacation home.
The open living areas allow you to see the lagoon and the po
39 Port Tack
House -
$290.00 - $1,134.00 / per night
4
bedrooms
4
baths
1
half bath
11
guests
5
(12)
504 Barrington Arms is a lovely three-bedroom, three-bathroom direct oceanfront condo on the fifth floor. Enjoy panoramic ocean views and updated furnishings and décor throughout. The dining area is adjacent to both the living room and the well-equipped kitchen.
The primary bedroom is off the dining area to the right. It has a king bed and privat
504 Barrington Arms
Villa -
$266.00 - $606.00 / per night
3
bedrooms
3
baths
8
guests
5
(7)
Nestled within the picturesque surroundings of Palmetto Dunes on Hilton Head Island, South Carolina, this exquisite 5-bedroom house offers the epitome of coastal luxury living. Just a leisurely stroll away from the pristine sandy shores of the beach, this home combines elegant design with breathtaking natural beauty.
Upon entering, you are welcome
189 Mooring Buoy
House -
$319.00 - $813.00 / per night
5
bedrooms
4
baths
1
half bath
13
guests
5
(2)
Welcome to the 16 Ocean Club! Ocean Club is an oceanfront complex in South Forest Beach.
This villa has plenty of space to move around. Walk into the first floor, where you have the kitchen, dining room, and living room leading out to a small patio. The living room has a small desk space, perfect for any last-minute work that needs to get done. T
16 Ocean Club
Villa -
$115.00 - $406.00 / per night
2
bedrooms
2
baths
6
guests
5
(13)
This stunningly decorated 2-bedroom villa is just steps away from Harbourtown. The open-concept living space offers breathtaking views of the Calibogue Sound. Walking in on the first level, you are met with a spacious living room with comfy couches. Open to the living room is the dining area, which has an adjacent bar cart and seats six comfortably
729 Schooner Court
Villa -
$154.00 - $621.00 / per night
2
bedrooms
2
baths
1
half bath
4
guests
4.8
(12)
Step into coastal luxury with this beautiful second-row ocean home, where traditional Carolina charm meets modern elegance for an unforgettable beach getaway. Just steps from a serene semi-private beach, this spacious property is designed to maximize both comfort and coastal views.
The ground floor opens up to an expansive 1,200-square-foot covere
19 Sand Dollar
House
$550.00 - $1,583.00 / per night
5
bedrooms
4
baths
1
half bath
18
guests
Located in Palmetto Dunes and only a few minutes walk to the beach, this four bedroom home has all you need for the perfect stay on the island. 3 Cartgate offers four bedrooms and four and a half bathrooms, large spacious rooms, an open kitchen and private pool!
As you walk into the home, the first floor features a spacious living room that connec
3 Cartgate
House -
$270.00 - $704.00 / per night
4
bedrooms
4
baths
1
half bath
8
guests
5
(2)
Fabulous two-story second row home The balconies and decks overlook the incredible pool. Take the secret path through the canopy and reach the beach in a 1-minute walk. This 6-bedroom, 5.5-bath home with 2 living rooms sleeps 15 and promises unforgettable family vacations in a spacious and elegant setting.
The first floor has a wide open floor pla
1 Man O War
House -
$678.00 - $3,028.00 / per night
6
bedrooms
5
baths
1
half bath
15
guests
5
(10)
This beautiful, nine-bedroom, newly renovated 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 Pines community, this oceanfront home exudes elegance and sophistication.
27 South Beach Lagoon
House -
$873.00 - $3,997.00 / per night
9
bedrooms
10
baths
1
half bath
28
guests
5
(4)
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 home, you are met with a large dining table that seats eight and an open kitchen with quartz
10 Troon
House -
$199.00 - $428.00 / per night
3
bedrooms
2
baths
1
half bath
8
guests
5
(12)
"Fairway Palms" is a low-country gem. It is in a lovely private setting in Sea Pines, in the coveted Harbour Town neighborhood. The home is uniquely situated on the 8th fairway of Harbour Town Golf Links, surrounded by two beautiful lagoons. Expansive views wrap around the property of this gorgeous, totally remodeled 3 bedroom, 3.5 bath home.
Walk
21 Heritage | Fairway Palms
House -
$309.00 - $2,149.00 / per night
4
bedrooms
4
baths
1
half bath
10
guests
5
(6)
Be Our Guest Beach Villa is proud to unveil a top-to-bottom remodel that makes it a showpiece of the Queens Grant Neighborhood.
This end-unit villa offers an abundance of windows and sliding glass doors, allowing natural sunlight to flow in with views of the 11-mile lagoon system, a large stained wood deck, and a large, beautiful landscaped area n
672 Queens Grant
Villa -
$159.00 - $480.00 / per night
3
bedrooms
2
baths
1
half bath
11
guests
5
(4)
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