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 66 properties available
Welcome to 30 Ruddy Turnstone! 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 the sofas; a kitchen bar that seats 4 overlooks the kitchen
30 Ruddy Turnstone | Ruddy Retreat
House - Pet Friendly
$436.00 - $1,472.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.9 (11)
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)
This completely renovated Palmetto Dunes villa is sure to make you feel right at home! Welcome to 89 The Moorings, featuring 2 bedrooms and 3 bathrooms with enough room to host up to 8 guests very comfortably. Guests can enjoy the feel of brand new flooring, bathrooms, and furnishings to truly experience a luxurious beach vacation! The great room
89 The Moorings
Villa -
$107.00 - $326.00 / per night
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (17)
This beautiful home is only steps away from the beach! Simply a lovely second-row home that invites you to come inside and enjoy. After a walk on the beach only steps from the home, relax by the pool, enjoy lunch and a nap on the deck, or sit by the fire pit on a winter evening. Located on the first floor is one of the two living rooms. The first
11 Grey Widgeon Icone Collection Icon
House -
$441.00 - $1,655.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 4.7 (14)
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 to its original beauty. The home offers five bedrooms and four bathrooms, just three rows
Hot HOT 157
4 Quail Street
House -
$385.00 - $1,117.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (9)
8110 Wendover Dunes is a stunning beach themed 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. The kitchen is large and beautiful with its custom cabinetry, quartz countertops and stainless steel appliances. Being fully-
New Property New Property
New Property
8110 Wendover Dunes Icone Collection Icon
Villa
$209.00 - $711.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
2390 Lighthouse Tennis Villa invites you to experience the Sea Pines Community on Hilton Head Island. In addition to its premier location surrounded by beautiful scenery, this well-appointed villa is an exceptional getaway retreat. From Harbour Town Marina to South Beach, 2390 Lighthouse Villa has something for anyone wanting to come enjoy the sand
2390 Lighthouse Tennis
Villa - Pet Friendly
$83.00 - $349.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Rating 4.7 (9)
You\'re going to love this Barrington Arms villa, completely renovated in 2021. This pristine 3rd floor (end unit) villa is wonderfully furnished and overlooks the landscaped gardens and pool out to the Atlantic Ocean! The well-appointed kitchen is fully equipped and has been renovated with granite countertops, brand new cabinets, and appliances,
Oceanfront Oceanfront
Oceanfront
301 Barrington Arms Icone Collection Icon
Villa -
$179.00 - $527.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (22)
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 making a splash in the private spa and pool, complete with a basketball hoop. Slip through on
60 Stoney Creek Road Fairway Collection Icon
House -
$258.00 - $1,499.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 4.9 (16)
This beautiful 2-bedroom, 2-bath villa has amazing views of the ocean. The large balcony has a table, chairs, and sun loungers to soak up the view. The balcony can be accessed through the living room sliding doors and one of the bedrooms. The first bedroom has a king bed and an en suite bathroom featuring a walk-in shower and tub. Located off of t
5303 Hampton Place
Villa -
$185.00 - $516.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (8)
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 by the dining table. Main level is the living area, dining room, and kitchen. Up three st
Hot HOT 121
7484 Anchorage Villa
Villa -
$99.00 - $225.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (3)
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 primary bedroom has a queen-sized bed, and the bathroom has a walk-in shower. This villa off
212 Breakers
Villa -
$115.00 - $315.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Rating 5 (9)

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