Holidays on Hilton Head
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
135 properties available
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
This expansive property features five bedrooms and two separate entrances, providing ample space and privacy for larger groups. This property boasts multiple living areas, ensuring plenty of room for everyone to spread out and relax.
This amazing villa features two fully equipped kitchens with modern appliances, ample counter space, and all the ne
1013 Seacrest
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
Please be advised that from September 2023 to April 2024, an infrastructure project will happen on Mooring Buoy. There may be limited or no access to your driveway and/or mailbox at certain times during the project.
4 Junket sits 2nd row in Palmetto Dunes with Gorgeous Updates, Private Pool, Screened porch and Lowcountry luxury living
This second
Can you just imagine hearing the birds chirping and the wildlife rustling in the greenery as you watch the herons wading in the lagoon? Can you hear the ping of the golfer\'s tee shot? Is the contact between the driver and the golf ball making the sweetest sound? Can you imagine relaxing by the inviting pool while hearing the sizzle of your steak c
42 Stoney Creek
This beautiful 4-bedroom, 4-bathroom home is perfect for an extended family vacation or a golf or tennis getaway. There is a private dock for fishing and kayaking, a heatable pool, a screened porch, and a large deck; it truly is a backyard oasis. The home has an abundance of natural light with plenty of seating areas for the family to gather in the
435 Captain\'s Walk overlooks the pool out to the ocean! Lots of recent updates!
435 Captain\'s Walk is a second-floor, 3-bedroom, 3-bathroom end unit that overlooks the pool and out to the ocean. A beautiful, updated villa with great views?you couldn\'t ask for more. The new owners have added great touches and updates to make this the perfect oce
This exquisite 4-bedroom, 4-bathroom vacation rental is a new addition to the market, located in the prestigious Palmetto Dunes Plantation, a resort acclaimed for its natural beauty and diverse amenities on Hilton Head Island, South Carolina.
Freshly renovated with meticulous attention to detail, this house reflects a seamless blend of modern comf
Welcome to 3318 Lake Forest!
This 3-bedroom, 2-bath end unit is nestled in the gated Sea Pines community and offers great nature and lake views. The living room is spacious, and the high ceilings and large glass doors allow for plenty of natural light to come through and fill the space. Enjoy your days lounging around the couch as you watch the f
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 picture of what you can expect from this vacation rental:
The primary bedroom offers a peaceful
103 Seacrest
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
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
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