Winter is coming. If you’re looking to trade the cold weather blues for blue ocean waves, you’ve come to the right place! At Island Getaway Rentals, we’ve carefully curated a list of the best Hilton Head snowbird rentals, perfect for your seasonal escape. Discover pet-friendly homes, oceanfront properties, large spaces for the whole family, and more. And when you find your dream home, don’t forget to book it directly with us for the best rate on your stay!
Give the gift of a getaway this holiday season when you book a snowbird vacation to Hilton Head. We can’t wait to see you!
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9 Periwinkle Lane
Located in Folly Field, amenities are the name of the game in this beautiful four-bed, two-bath home. Enjoy bicycles, beach gear, a basketball hoop, a putting green area, a private pool, two screened-in porches, two kitchens, and so much more! Completely renovated down to the studs in 2022, the property has been professionally designed and updated to feature an elegant coastal aesthetic.
Inside, plush furnishings and cozy bedding invite you to unwind and sink into luxury. Outside, your private oasis features expert landscaping with a fenced-in yard, a 14x28 pool, lush banana trees, birds of paradise, and foliage that anchors you in a brilliant tropical setting. Best of all? This home is pet-friendly, meaning the whole family can come along on your snowbird getaway.
Featured Amenities
- 4 Bedrooms/2 Bathrooms
- Pet-Friendly
- Private Pool – heated for a fee
- Private Beach Access
- Screened In Porch
45 Dune Lane
Relax on the balcony of your beautiful oceanfront property in North Forest Beach with this Hilton Head snowbird rental. Featuring four bedrooms and four bathrooms, you can accommodate up to 10 guests, making it perfect for family holiday gatherings or entertaining friends during your stay.
Tall windows invite expansive Atlantic views inside, creating an open feeling that makes the room seem larger than life. Stainless steel appliances and a fully equipped kitchen are perfect for home-cooked meals, and the open floor plan means you never feel separated from the fun.
Beyond the large beds, smart TVs, and private bathrooms, the property also features a substantial backyard perfect for games and a private beach path over the dunes for easy beach access.
Featured Amenities
- 4 Bedrooms/4 Bathrooms
- Oceanfront
- Gas Grill
- Private Beach Walk
- Large Backyard
2420 Windsor II
Situated in the coveted Palmetto Dunes community, Windsor II is a two-bed, two-bath condo perfect for cozy getaways this winter. Each villa features a full kitchen, dining area, spacious living room, wet bar, TVs, and master suites with sunken Jacuzzi tubs. Floor-to-ceiling windows flood the space with natural light, and your private balcony overlooks the oceanfront pool, where you can relax and listen to crashing waves.
At night, enjoy the hot tub or heated community pool, and during the day, curl up in the sunroom with a good book and soak in the peaceful views. When it comes to Hilton Head snowbird rentals, this place has it all.
Featured Amenities
- 3 Bedrooms/3 Bathrooms
- Private, Heated Community Pool
- Hot Tub
- BBQ Grill
- Oceanfront
307 Main Sail
Warm wood floors and autumnal colors elevate this space with a rich feeling that makes it an excellent snowbird hideaway this winter. A stunning three-bed, three-bath unit at Shelter Cove, the property puts you close to tons of shopping and dining, making it a great choice for vacationers who like to get out and enjoy the town.
Take advantage of the heated adult pool and spa area, as well as exquisite views of the harbor. The grounds are well-maintained, and convenient bike paths connect you to the beach with ease.
Inside the unit, relax in your king-bed master suite, which has a poolside balcony, walk-in closet, and private bath with a jetted tub. The second master suite also has a king bed and connects to the screened-in porch with marvelous views of the water. In-unit laundry, a full kitchen with all the appliances, and comfortable furnishings will have you feeling right at home the second you pass through the door.
Featured Amenities
- 3 Bedrooms/3 Bathrooms
- Harbour View
- Private, Heated Community Pool
- Hot Tub
- Gas Grill
Book Your Snowbird Getaway to Hilton Head
Enjoy the winter in wonderful coastal South Carolina when you book one of our Hilton Head snowbird rentals directly today. Imagine sipping your coffee from your oceanfront balcony in mid-January or taking walks along the beach instead of shoveling snow from a driveway. If that sounds like your idea of paradise, we invite you to browse our complete inventory of Hilton Head vacation rentals and find your dream getaway.
Booking directly also means you avoid third-party fees tacked on by places like Airbnb or VRBO. With Island Getaway Rentals, you’ll always get the best rate on your property. Contact our local staff and secure your stay today!