Christmas Getaway

Spend Christmas in Paradise! Escape the cold and celebrate the holidays on beautiful Hilton Head Island! Picture this; warm ocean breezes, twinkling lights, and festive events for the whole family. Look forward to peaceful beach strolls or a cozy gathering by the fire, Hilton Head has the perfect mix of holiday magic and coastal charm. 

We are now offering a 4-night minimum for homes and a 3-night minimum for villas over the holidays.


Properties Available 53 properties available
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 the large flat-screen cable TV, or relax in the Carolina room at the rear of the villa, featu
3 Lighthouse Road Villa Fairway Collection Icon
Villa - Pet Friendly
$135.00 - $458.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (11)
The property is situated among the palmettos and oak trees of Hilton Head Island and steps away from the Atlantic Ocean. The lapping of the waves on the beach of this oceanfront home will put you to sleep, while the bedrooms on the street side of the house get a peek at the lagoon across the way. This luxury home is near the southern tip of the isl
Oceanfront Oceanfront
Oceanfront
25 South Beach Lagoon
House -
$1,209.00 - $4,352.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Guests 21 guests
Rating 5 (6)
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.
Hot HOT 72
27 South Beach Lagoon
House -
$1,263.00 - $5,613.00 / per night
Bedrooms 9 bedrooms
Bathrooms 10 baths
Half Bathrooms 1 half bath
Guests 28 guests
Rating 5 (4)
8110 Wendover Dunes is a stunning beach themed oceanside villa with an open plan for the kitchen a living room. The perfect place for a family getaway with three bedrooms and bathrooms, making plenty of space for a comfortable stay and a short walk to the beach. The kitchen is large and beautiful with its custom cabinetry, quartz countertops and
New Property New Property
New Property
8110 Wendover Dunes Icone Collection Icon
Villa
$209.00 - $626.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to 2 Royal Tern! This charming Sea Pines home is 4th row from the beach and features 5 bedrooms along with 5 bathrooms and 2 half bathrooms to host 14 guests very comfortably. The first floor features a very open floor plan that offers easy access between the multiple living spaces, kitchen and wet bar, and dining room. Guests can enjoy pl
2 Royal Tern Icone Collection Icon
House -
$552.00 - $2,177.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 4.9 (12)
7 Sea Front is a recently updated, elegant 2nd row ocean home with a golf simulator. Located in Burkes Beach, this home has 7 bedrooms with great porches, a private pool, and a game room featuring a brand new golf simulator and ping pong table. This home is perfect for large groups and offers ample space to spread out. On the first floor, be welc
Hot HOT 52
7 Sea Front Icone Collection Icon
House - Pet Friendly
$560.00 - $2,436.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 24 guests
Rating 5 (10)
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 villa offers a prime location right on the oceanfront, providing guests with breathtaking vi
Oceanfront Oceanfront
Oceanfront
401 Captains Walk Icone Collection Icon
Villa -
$182.00 - $845.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (9)
Lots of natural light shines throughout this 2-bedroom, 2-bathroom villa, just steps away from the Salty Dog. You’ll love the recently renovated kitchen, which is located just off the foyer. All overlooking the open-concept living and dining room and out to the Calibogue Sound. The master bedroom consists of a king bed, a walk-in closet, and an
Water View Water View
Water View
1809 Bluff Villas
Villa -
$135.00 - $355.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (14)
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 area is perfect for entertaining or relaxing with all the family. With windows all along the
2371 Racquet Club Fairway Collection Icon
Villa -
$218.00 - $699.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (8)
Welcome and be greeted by fantastic ocean views at 1204 Villamare. This 2-bedroom villa has been recently renovated and is the perfect oasis for a beach vacation. Nestled in the private oceanfront complex of Palmetto Dunes with perfect access to the beach and pool, the property features a complex pool, indoors and out! You will also have access to
Oceanfront Oceanfront
Oceanfront
1204 Villamare Icone Collection Icon
Villa -
$163.00 - $613.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (19)
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 room is furnished with enough space to accommodate all your lazy beach bums after an exciti
Oceanfront Oceanfront
Oceanfront
404 Barrington Arms
Villa -
$222.00 - $863.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (25)
This two-story Fazio villa boasts peaceful golf course views and is perfect for a family vacation. With close proximity to the spectacular beaches of Palmetto Dunes with new furnishings, flooring and remodeled baths, and an oversized covered deck overlooking fairway views. The living room features a 41-inch flat-screen TV, ample comfortable seati
New Property New Property
New Property
26 Fazio Villas Fairway Collection Icon
Villa -
$118.00 - $301.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (9)

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

I agree