Hilton Head in the winter is one of the most spectacular times of year to visit. In the offseason, you’ll find the beaches uncrowded, your favorite restaurants have zero wait time, parking at your favorite stores is abundant, you have your choice of tee times at your favorite golf courses, and more! It’s also a great time to save on a trip, as vacation rental rates are often at their lowest.
Whether you’re looking for a winter escape or you’re already planning next year’s getaways, we’ve collected four beautiful beachfront houses for rent in Hilton Head you should certainly keep your eyes on. These include some of our most sought-after properties, so taking advantage of the slow season could help you secure an incredible property for your next Hilton Head visit. Learn more about each one below, and remember to book your trip directly with Island Getaway Rentals for the best rate on your home.
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Our Favorite Beachfront Houses for Rent in Hilton Head
17 Spotted Sandpiper
A gem in the sea of beachfront Hilton Head vacation rentals, this home is a masterpiece waiting to be enjoyed by your family. Four of the five bedrooms feature king beds, with the remaining room housing bunk beds to maximize occupancy, and each bedroom has an ensuite bathroom, ensuring privacy for everyone. Smart lighting is featured throughout every room, setting the scene for lovely family dinners or gentle morning coffee routines, while bespoke furnishings wrap you in luxury.
The gourmet kitchen is a chef’s dream, featuring double ovens, a six-burner gas range, and handmade chandeliers over two islands. The adjacent dining spaces can accommodate up to 18 guests indoors or alfresco. Outside, the expansive pool, hot tub, and outdoor kitchen invite relaxation, with a private path leading to a serene beachside lanai. Reclaimed wood accents, vibrant Lowcountry artwork, and thoughtfully designed spaces make this home a masterpiece of style and functionality.
Featured Amenities
- 5 Bedrooms/5 Bathrooms
- Hot Tub and Private Pool
- Outdoor Shower
- Wood-Burning Fire Pit
14 Armada
This stunning Hilton Head vacation home is a masterpiece of elegance and comfort, designed to maximize breathtaking ocean views and luxurious living. Dual curved staircases lead to a grand marble entryway and a two-story living area, while private Juliet balconies from the upstairs bedrooms offer enchanting views of the living spaces and ocean beyond. The main living room features surround sound, a flat-screen TV, and seamless flow to the dining area, which seats eight. The black-and-white kitchen boasts a sophisticated style, a breakfast bar, and an adjacent wet bar with seating for six.
The main-level master suite offers a king bed, patio access overlooking the pool and ocean, and a lavish marble-and-granite bathroom with a jetted tub and separate shower. Upstairs, a second master suite with a private balcony and spa-like bath invites ultimate relaxation. Additional bedrooms include a mix of king, twin, and swing king beds, each with private baths and TVs. With crystal blue pool views, spacious accommodations, and timeless design, this long-time Island Getaway favorite is the perfect oceanfront retreat.
Featured Amenities
- 5 Bedrooms/5.5 Bathrooms
- Hot Tub
- Heated Private Pool
- Gas Grill
11 High Rigger
This gorgeous Hilton Head Island home offers breathtaking ocean views and plenty of space for your family to relax and unwind. The main living area features two-story windows that draw the outdoors in, a cozy sectional sofa, a flat-screen TV, and a decorative fireplace. Adjacent to the living room, the dining area seats eight, while the fully equipped kitchen offers bar seating, a breakfast table, and access to the outdoor deck—all with panoramic views of the Atlantic Ocean.
Four spacious bedrooms ensure comfort for everyone. The first-floor king suite and a second bedroom with two queen beds both open to the deck and include private baths. Upstairs, the master suite boasts a king bed, private oceanfront deck, and a luxurious bathroom with a garden tub and separate shower. Another king suite and a bonus room perfect for kids—with bunk beds, a sleeper sofa, and entertainment options—round out the accommodations.
Step outside to a sprawling pool deck overlooking the beach, complete with a large pool, gas grill, and ample lounging space. Located just steps from the sand and moments from Palmetto Dunes golf courses, this home offers a great location for your coastal getaway.
Featured Amenities
- 4 Bedrooms/4.5 Bathrooms
- Heated Private Pool
- Gas Grill
- Steps from Palmetto Dunes Golf Courses
28 Wood Ibis
The stunning oceanfront vacation rentals in Sea Pines are among the most desirable Hilton Head vacation rentals, and this home is no exception. With a private boardwalk leading directly to the beach and just steps from the lively Sea Pines Beach Club, you'll enjoy the perfect balance of relaxation and accessibility to dining, entertainment, and oceanfront charm.
This thoughtfully designed home offers five bedrooms, each with its own private bathroom for maximum comfort. On the lower level, three king bedrooms provide an ideal space, including two with direct access to the pool area. Upstairs, the master suite features dual bathrooms, one with a soaking tub and the other with a walk-in shower, along with a separate sitting area. The bunk room, complete with double and twin beds, is just across the hall and great for little ones.
The main living space is flooded with natural light and offers sweeping ocean views through oversized windows. The screened porch, with a sectional sofa, dining table, and television, is perfect for long, relaxing afternoons. Outside, the pool deck features a saltwater Jacuzzi, grill area, and even a putting green to help you perfect your short game.
Designed for easygoing luxury and coastal comfort, this beachfront house is the perfect spot for an unforgettable Hilton Head vacation.
Featured Amenities
- 5 Bedrooms/5 Bathrooms
- Saltwater Jacuzzi and Private Pool
- Putting Green
- Pets Considered
Book Your Beachfront Getaway Today!
When it comes to beachfront houses for rent in Hilton Head, these are just the tip of the iceberg. At Island Getaway Rentals, we have an incredible selection of properties, from condos perfect for small couples' retreats to vacation homes ideal for events or multi-family trips.
Regardless of what you're looking for, our team of local experts is ready to help you find the perfect place. As you browse our available Hilton Head vacation rentals, remember to secure the best rate on your stay by booking directly with us right here on this site. We can't wait to welcome you on your next stay!
