Monthly Winter Rentals

Are you looking to get away from the chill of the winter season? Well, we may have just what you are looking for. Imagine waking up in December for Christmas to the sun shining in your bedroom window and the waves of the ocean splashing on the beach. Whether it is oceanfront, creek front, or something in between, we have monthly rental options for you to choose from.

Our monthly winter rental season begins November 1st and ends March 31st. Come stay on Pawleys Island during the "off-season" and enjoy the peaceful atmosphere. Take your time walking on the beach, visiting your favorite local restaurants and shops, or seeking adventure at many area attractions like Brookgreen Gardens.  This could be your next home away from home in the winter months, and being on Pawleys Island in the winter has a very comfortable feel.

No matter what property amenity you may be looking for, with so many properties to choose from, you are bound to find the one that fits your needs. Come live with us in the off-season, we know you will want to come back year after year.

If one of the monthly winter rental properties below will work for you, please call our office at 843-237-2000 and one of our rental reservationists will assist you with your booking.


Properties Available 60 properties available
New in 2025, Haney's by the C! Welcome to this beautifully remodeled triplex home, offering two adjoining apartments on the main level and a stunning penthouse on the top floor. Perfect for large families, groups, or multiple couples, this unique setup provides both privacy and togetherness, with plenty of space for everyone to relax and unwind.
Hot HOT 34
Haney's by the C
Off-Ocean
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Welcome to Carolina Comfort, where vacation meets home like relaxation. This beautifully decorated 6 bedroom oceanside house is designed with modern flair and comfort in mind, making it the perfect spot for your beach getaway. Just a hop and skip from the sandy beach with easy access via a public beach access or stay at home and enjoy the soothing
Hot HOT 47
Carolina Comfort
Oceanside Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 (2)
Welcome to A Cooler Place, a delightful second row beach house in the Birds Nest section of Pawleys Island, SC. This home features 4 bedrooms and 3.5 bathrooms and is just steps away from two public beach accesses, offering the perfect blend of comfort and convenience for your family getaway. Each bedroom is designed to ensure a restful stay. The
Hot HOT 29
A Cooler Place
Off-Ocean Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (1)
Welcome to Kennedy. This spacious 5-bedroom home offers breathtaking views from the large L shaped screened porch, making it an ideal spot for relaxing and enjoying the beauty of Pawleys Island. Whether you are taking a nap in the hammock, enjoying a book on the porch swing or catching dinner from the creek dock, this home has something for everyon
Hot HOT 25
Kennedy
Oceanfront
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 11 guests
Welcome to Carpe Beachem, a spacious 6-Bedroom gem. This fabulous beach house offers a blend of modern upgrades and classic charm. Perfectly located in the middle of the island just behind an oceanfront property, it features a direct path to the beach with no roads to cross, just a shared walkway over the dunes. The wraparound deck allows you to
Hot HOT 20
Carpe Beachem
Oceanside Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 17 guests
Rating 5 (1)
Welcome to Last Resort, the aptly named oceanfront treasure located at the southernmost tip of Pawleys Island. Nestled next to public parking, this home offers stunning views of the Atlantic Ocean from both the creek side and oceanside, providing a picturesque backdrop for your stay. As you step inside, you will be greeted by breathtaking views fr
Hot HOT 61
Last Resort
Oceanfront
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (1)
Welcome to Pelican Perch. This spacious 5-bedroom home is directly on the oceanfront, offering spectacular views and plenty of room for large gatherings. Watch your family enjoy the beach from the comfort of the screened porch or soak up the sun from the oceanfront sundeck. The home is well equipped with all the amenities you need for a relaxing v
Hot HOT 40
Pelican Perch
Oceanfront
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (3)
New in 2025. Haney's B by the Sea! Welcome to this beautifully remodeled triplex home, offering two adjoining apartments on the main level and a stunning penthouse on the top floor. Perfect for large families, groups, or multiple couples, this unique setup provides both privacy and togetherness, with plenty of space for everyone to relax and unwi
Hot HOT 21
Haney's B by the Sea
Off-Ocean
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Welcome to the Charming Carolina Kiwi. Step into relaxation and charm with this updated cottage, perfectly situated just across the street from the beach. Ideal for a small family, Carolina Kiwi combines comfort and style with modern amenities. Enjoy the cheerful, inviting and comfortable atmosphere of this recently updated cottage. There is a ki
Hot HOT 24
Carolina Kiwi
Off-Ocean
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (1)
Off-Season Nightly Reservations available subject to a minimum night stay - Call 843-237-2000 for details This grand old two-story home has a wrap-around porch with fantastic views in every direction. Watch the sunrise over the ocean and the sunset over the marsh. The sunroom dining area has enough seating for all to gather to enjoy a great meal o
Hot HOT 37
Beckwood
Oceanfront Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 15 guests
Rating 5 (1)
Welcome to Cabin Creek. This one of a kind private creekfront home offers serene views beyond the marsh where time slows and worries dissolve. With 4 bedrooms and 3 full baths, this home features impeccable finishes, from painted yet stylish original hardwood floors to a gorgeous coastal interior. The soft monochromatic palette and astounding view
Hot HOT 56
Cabin Creek
Creek Front
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 (5)
Welcome to C.S. Rowell. This oceanside 5bedroom home is located right behind an oceanfront property, so you don't have to cross the street to reach the beach, ideal for families with young children. A shared boardwalk provides easy beach access, and you can hear the surf while relaxing on the screened porch or sitting on the deck under the large li
C S Rowell
Oceanside
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests

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