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

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

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Welcome to Flying Flounder. Named for the weathervane on top of the house, this bright and beautiful oceanfront home is the perfect place to create lasting memories. With decks in both the front for ocean views and the back for gorgeous marsh sunsets, you will never want to leave. The home features light colored walls and plenty of windows for opti

Special

DEEP DISCOUNTS at FLYING FLOUNDER!

Flying Flounder | Pawleys Island Oceanfront Escape

Escape to the beauty of Pawleys Island at Flying Flounder, a charming 4-bedroom oceanfront vacation home that comfortably sleeps 8 guests. Wake up to breathtaking sunrises over the Atlantic and unwind each evening with spectacular sunset views over the creek. Enjoy the best of both worlds with direct private walkout access to the beach and your own creek dock for fishing, crabbing, kayaking, or simply soaking in the coastal scenery.

Relax on the porch in classic Pawleys Island rockers, stretch out in the hammock with your favorite book, and let the sights and sounds of the ocean melt your stress away. Whether you're planning a family getaway, a couples retreat, or a week of seaside adventure, Flying Flounder offers the perfect setting to create unforgettable memories on the South Carolina coast.

Discounted Rental Rate:

6-Night Stay from August 30th to Sept. 5th: rental rate reduced from $6000.00 down to $4200.00 - Promo Code: flyingflounder1800

7-Night Stay from Sept. 5th to Sept. 12th: weekly rental rate reduced from $7000.00 down to $4900.00 - Promo Code: flyingflounder(2100)

Reserve your stay today by calling our office at 843-237-2000. Please provide promo code for your discounted stay at Flying Flounder.

Welcome to Fins to the Right. This popular side by side duplex features 6 bedrooms and 6.5 baths with an elevator to the first floor. The house is staggered for privacy, allowing you to relax on the porches and enjoy spectacular views. The main floor offers a screened porch, while the upstairs features an open deck. An additional TV room and two

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Welcome to The Nut House, a stunning 6-bedroom beachfront home with unbeatable 300-degree views of Pawleys Island. This beautiful property sits closer to the beach than its neighbors offering breathtaking panoramas from nearly every room, as well as from the two large beachfront porches. The lower porch is covered perfect for shaded relaxation, whi

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Welcome to the newly, renovated in 2025, Sea Spray. 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, in

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Welcome to your perfect getaway at High Tides Good Vibes. Located on the top floor this charming 2-bedroom, 2 bath condo offers stunning resort and ocean views, making it an ideal retreat for a small family looking to enjoy all the conveniences and amenities of a luxury vacation. Start your stay by taking the elevator or stairs to the 5th-floor N

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High Tides-Good Vibes

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

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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

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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

Special

$2000 OFF - Labor Day Week at Last Resort!

Last Resort | Labor Day Special Where Ocean Meets Creek

Escape to Last Resort, a spacious six-bedroom oceanfront retreat on beautiful Pawleys Island, comfortably accommodating up to 12 guests. Perfectly situated between the Atlantic Ocean and a peaceful creek, this unique vacation home offers the best of Lowcountry living.

Wake each morning to spectacular sunrises over the ocean and spend your days soaking up the salt air, fishing from the creek dock, crabbing with the family, or simply enjoying the island's laid-back charm. The large screened porch is the perfect place to gather for meals, conversation, and coastal breezes, while the classic Pawleys Island rockers invite you to slow down and relax.

As evening falls, watch stunning marsh sunsets paint the sky before settling in for another memorable night by the sea. Whether you're planning a family reunion, a fishing getaway, or a relaxing beach vacation, Last Resort offers the space, views, and timeless coastal atmosphere that make Pawleys Island so special.

Come experience sunrises, sunsets, ocean waves, creek adventures, and unforgettable memories at Last Resort. Your perfect Pawleys Island escape awaits.

Discounted Weekly Rental Rate:

Arriving: September 5th - weekly rental rate reduced from $6773.00 down to $4773.00

Call our office at 843-237-2000 to secure your vacation at Last Resort. Be sure to mention Promo Code: lastresort2000 to receive your exclusive discount!

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

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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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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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