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.

63 properties available

Welcome to Hillcrest. This popular two-story oceanfront home that offers sweeping views of the ocean from its open covered porches. Designed in the classic Pawleys Island style, Hillcrest is both relaxing and comfortable making it the perfect retreat for your family. Feel the ocean breeze from the porches as you watch the kids frolic on the beach

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I spy... SEAGLASS. Welcome to Sea Glass. This 6-bedroom creekfront home has astonishing views on the northern tip of Pawleys Island. As soon as you step onto the front porch, you will feel transported to a simpler time where the only thing you had to worry about catching was the tide. Open the front door into a big open floor plan with plenty of se

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Welcome to Oyster PI. This charming 4-bedroom property is the perfect retreat for your family and friends, offering a comfortable and warm Pawleys Island experience. Whether you are cooking, playing games, or watching a movie after a fun filled day, this home provides the ideal setting for togetherness and relaxation. Oyster PI is designed with co

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Welcome to Cabin Creek. This one-of-a-kind private creekfront retreat offers an unmatched sense of peace and natural beauty, where time slows and worries fade away. With four bedrooms and three full baths, this home combines timeless charm with modern coastal elegance—from stylishly painted original hardwood floors to a soothing monochromatic palet

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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. Beginning February 1, 2026, this home will also feature a private elevator, offering convenient acces

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Welcome to Dino's Retreat. This home offers very easy access to the beach located behind an oceanfront property and near the public access. Relax on the screened porches and enjoy the breathtaking views from the widow's walk. The spacious kitchen is perfect for accommodating multiple cooks in the family. The home features a mix of laminate flooring

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Welcome to Tideways. This classic 5-bedroom Pawleys Island beach house is nestled between the tides of Pawleys Creek and the ocean. Tideways offers beautiful creek views, and a shared beach walk is located roughly 100 feet from the screened in back porch. The home features an open floor plan with ample gathering space, front and back outdoor porch

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New to our family in 2024-Cathcart Cottage - This Pawley-style cottage home offers you a vacation you will never forget! It's spacious and loaded with charm and amenities. The house is full of Pawley's history and provides you with an oceanfront view and a private creek dock for some great fishing. The outside features two porches to enjoy the sun

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Welcome to Beach Breezes, Perfect Getaway on Pawleys Island. Welcome to Beach Breezes, where relaxation comes naturally and the beach is just steps away. This comfortable coastal retreat is located on the ocean side of Myrtle Avenue, tucked behind three homes and only a one-minute walk to the pristine shores of Pawleys Island. Guests enjoy access

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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

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Welcome to Oceanside, an oceanfront home located in the historic part of Pawleys Island. This charming four-bedroom home offers great ocean views and is nestled in a very private setting providing the perfect escape for your beach vacation. The home features a bonus room on the lower level with a TV, a twin bed, a queen bed and a full bathroom, a

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First Creek House is the perfect retreat for a family or group of friends looking to escape to the tranquility of Pawleys Island. With its serene creekfront location and comfortable accommodations, you'll feel right at home during your stay. The fully equipped kitchen allows you to prepare meals with ease, whether you're cooking up your fresh catch

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