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.

62 properties available

New in 2026- welcome to Our Little Cottage by the Sea, where classic Southern charm meets easy Pawleys Island living. This beautifully decorated 2-bedroom, 2-bath retreat blends tasteful coastal style with warm Southern flare, creating a space that feels inviting the moment you step inside. Just a few miles from the beach and close to all modern c

HOT 31

Our Little Cottage by the Sea

Welcome to Cats Paw, your ideal beach retreat. This charming three-bedroom home offers stunning views of the ocean and creek from every room. With its light-filled open floor plan and wood floors, it is perfect for family gatherings and relaxation. The open floor plan is spacious and bright, ideal for family get-togethers. You can enjoy beautiful

HOT 18

Welcome to Boondoggle. This delightful beach house sits oceanfront in the middle of the island, offering beautiful views of the beach from the oceanfront porch. The house is tucked back providing privacy from the street. The fully equipped kitchen includes a Keurig for your convenience. The main floor features an open floor plan with many windows a

HOT 10

Experience the ultimate island retreat at the Glennie. This exquisite four-bedroom, three-bathroom home is just steps away from the beach, providing easy access to sandy shores and opportunities for wildlife observation, including playful dolphins. This home features a private elevator, offering convenient access between levels and making arrival,

HOT 39

Welcome to Jo Jo House. Location, Location, Location. This charming 3 bedroom off ocean home offers convenient access to both the public beach and the public boat launch, making it the perfect spot for your next Pawleys Island getaway. As you arrive, walk up the steps to a cozy screened porch equipped with rocking chairs and a table, perfect for e

HOT 20

Welcome to Nod. This cute 2 bedroom oceanfront home is ideal for smaller families looking for a peaceful getaway. The oceanfront screened porch offers a wonderful space for playing cards and watching dolphins swim in the ocean, providing the perfect backdrop for relaxation and family fun. The home features charming wood floors preserving the old t

HOT 30

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 23

Welcome to Sullivan. This charming 3-bedroom, 2 bath home located on the North Causeway is ideal for those looking for a peaceful retreat. Enjoy the views as you walk or take a quick bike ride to the beach. The open porch on the east side of the house offers a shady spot to nap under tree coverage, but also has areas open for sunbathing. The open f

HOT 17

Welcome to Hopkins Summer House, your perfect family vacation home on Pawleys Island. This spacious 5 bedroom off ocean home is ideal for making lasting memories with your loved ones. Just a short two-minute walk to the beach, this home offers comfort, convenience and plenty of space for everyone to relax and enjoy. As you enter through the front

Welcome to Argonauta, a beautifully decorated 4-bedroom home located just across the street from the beach in Pawleys Island, SC. Feel the ocean breezes from the front porch and enjoy the well-planned landscaping that provides privacy while you relax outside. The living, dining, and kitchen areas flow together in an open floor plan, creating a spa

HOT 11

Welcome to Byrd House. This well-equipped home is just a two-minute walk to the beach. Whether you are looking for a quiet nook to read or relax, you will find comfort in the three porches available for you to enjoy. The washer and dryer are conveniently located under the house with outside steps and there is an enclosed outside shower for rinsing

HOT 12

Welcome to the newly, renovated in 2025, Seaspray. Escape to this beautiful, oceanfront, coastal retreat located on the North end of Pawleys Island. This home has been redesigned giving you comfort and style with retro vibes and coastal flare. The kitchen is perfect for that creative chef with all the space needed to prepare that gourmet meal, inc

HOT 32