Vacation Rentals
48 properties available
Searching for the perfect couple's getaway spot? Look no further than 1687 Bluff Villas! This beautifully renovated studio offers all you'll need for romantic weekend getaway or extended stay!The well-appointed condo offers a comfortable living/sleep space with a queen Murphy bed that easily folds up for extra room. The living area also has a couch
Nestled among the trees in Sea Pines Plantation, 45 Lawton offers the perfect Hilton Head Island vacation home for those seeking rest and relaxation. This beautifully updated, 4 bedroom, 3 bathroom Sea Pines home is decorated with coastal tones and wood flooring spans the common areas. The living area has been outfitted with comfortable leather sea
70 North Sea Pines is an ample home providing room for a large group at a great value. This 6-bedroom, plus a bunk room, 4.5-bathroom home features a ground-level entry, with no stairs to enter, a private pool and just a 5-minute walk to the beach! No step entry from the driveway into the first floor, where the living area, dining area, kitchen
New to the vacation rental market for summer 2025, 2387 Lighthouse Tennis offers guests a relaxing vacation experience! This fully remodeled, newly furnished 2 bedroom, 2 bathroom flat offers beautiful views of the Sea Pines landscape from the main living areas. The open-concept floor plan has a comfortable living area with a Smart TV and access to
40 Red Oak is a spacious, meticulously appointed 4-bedroom, 3.5-bathroom home, ideally located near Harbour Town and the famed 12th and 13th holes of the Harbour Town Golf Course. Completely renovated in 2024, this home has all the comforts you’d expect from a premier Hilton Head vacation rental. The main level of the home has an open-concept livin
4 Canvasback is a 3-bedroom, 3-bathroom Sea Pines Hilton Head Island home located on the beach path, just a 5-minute walk from the Atlantic Ocean, with a private pool! Located just inside the ocean gate of Sea Pines, this home offers two living areas, multiple decks with plenty of seating for outdoor dining, an open-concept floor plan, and a Lowcou
2358 Racquet Club is a beautifully renovated, spacious 1 bedroom, 1 bathroom, 2nd level flat. This dog-friendly villa is conveniently located just a short walk from Harbour Town's shops, restaurants and water sports. The living area features comfortable furnishings, including a sleeper sofa and Smart TV, and access to the private balcony through sl
Welcome to 3348 Lake Forest! Located on a shimmering lagoon in the heart of Sea Pines, this beautifully renovated 4 bedroom, 3 bathroom townhome offers ample space and comfortable accommodations. Up a half flight of stairs, you'll find the main level of this home. The well-appointed living area has cozy furniture, a flat screen TV and access to the
82 North Sea Pines, also known as "Sea Retreat" is a beautifully updated, single level home, located just a short walk to the beach! This 3 bedroom, 2 bathroom spacious vacation spot is dog-friendly and offers quintessential golf course views. As you walk through the front door, you're greeted with lots of natural light and an open-concept floor pl
121 Club Course is lowcountry living at its finest. This spacious and perfectly situated 4 bedroom, 4 bathroom home is located towards the main gate of Sea Pines, making coming and going a breeze! You're also just a quick bike ride to Harbour Town, as well as the free trolley stop which takes you to the beach, shops and more!The main level of the h
1681 Bluff Villas is a beautifully appointed 2 bedroom, 2 bathroom ground floor property offers expansive landscaped views and easy access to the Calibogue Sound. The living area features comfortable seating, a flat screen TV and access to the private patio. The dining area is just beyond the living area, as is the kitchen which features new applia
2 Jessamine Place is located in the historically renowned Sea Pines and offers 4 bedrooms and 3 baths. With modern updates, a great private pool and an easy 15-minute walk to the beach, you’ll experience a family vacation on Hilton Head like no other.The living area features cathedral ceilings, hardwood flooring and a huge flat screen, mounted TV w
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