Vacation rentals in Oak Island

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Top-rated vacation rentals in Oak Island

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Top guest favorite
A vibrant sunset paints the sky in hues of orange and purple, reflecting beautifully on the calm waters of the Stono River. Silhouetted trees frame the horizon, while the serene landscape offers a peaceful atmosphere.
Cottage in Johns Island
4.93 out of 5 average rating, 213 reviews

Stono River Retreat - Waterfront.

New cozy wood cabin tastefully decorated, situated among the live oak trees on the Stono River (ICW). Cabin is convenient to downtown Charleston, the white sand beaches of Kiawah Island and Folly Beach. Enjoy nearby sights and fabulous local food. End your day relaxing on the screened porch and deck overlooking the serene Stono River & the sunsets! Enjoy the water by launching your kayak or boat on the Stono River at the Limehouse boat landing, just 2 miles away. Abundant wildlife viewing!

Top guest favorite
A spacious sleeping area features a king bed with a simple wooden frame and high-quality linens. Two white dogs sit on the floor, with a neon sign hanging above the bed, stating 'the Folly Beach swell and a Charleston lake.' The room is adorned with tropical-themed decor.
Guesthouse in James Island
4.98 out of 5 average rating, 260 reviews

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Top guest favorite
A serene outdoor balcony features a round table surrounded by colorful chairs, offering expansive views of marshlands at sunset. The warm colors of the sky reflect on the water, creating a peaceful setting. Glass door access enhances the connection to the interior space.
Condo in Charleston
4.97 out of 5 average rating, 269 reviews

Little Oak Love | 5 Minutes to Folly | Marsh View

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor (must be able to climb 2 flights of stairs to access condo), two-bedroom, two-bath condo offers stunning views from almost every room. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Only a 20-minute drive from historic Downtown Charleston. The ultimate Lowcountry vacation experience!

Guest favorite
The living room features a reclining leather sofa facing a large flat-screen TV. Two vibrant ocean-themed artworks brighten the space, complemented by a colorful area rug. Natural light enters through sliding glass doors leading to a covered patio with outdoor seating.
Condo in Charleston
4.89 out of 5 average rating, 229 reviews

Fresh & Modern Folly Beach Condo

Minutes to beautiful Folly Beach! Everything Folly is just moments away from your doorstep. Enjoy the convenience of dedicated covered parking along with the incredible marsh sunsets. This unit has a large covered patio perfect for dining al fresco. Both bedrooms have king beds and the reclining leather sofa in the living room comfortably seats 4 for ultimate relaxation. Offering blazing fast WIFI and smart TVs. Come get away from it all while also having all of the comforts of home.

Top guest favorite
An aerial view of a spacious property reveals a two-story house surrounded by trees. A patio with lounge chairs and a swimming pool is visible in the backyard, complemented by lush greenery and well-maintained landscaping.
Home in Folly Beach
5.0 out of 5 average rating, 28 reviews

Red Sunset Views | Luxe Furnishings | Heated Pool

Private & serene property, king beds with ensuite bathrooms, full kitchen, views of the intracoastal, quiet enough to hear the ocean, heated pool & hot tub, this place seriously has it all. As an attempt to get more bookings for our larger home, we have created this listing to host smaller groups to fill last minute slots. This home has 4 bedrooms, we are offering 2 of them & the entire home for a discounted rate & discounted cleaning fee. License #: LIC009806 ISTR, STR25-A1007

Top guest favorite
An open-concept living space features a light-filled area with large glass doors overlooking the outdoors. The modern kitchen includes a breakfast bar with high stools. A comfortable sofa is positioned next to a stylish coffee table, providing an inviting space for relaxation.
Home in Johns Island
4.96 out of 5 average rating, 50 reviews

Family Vacation in Charleston: Free Beach Access

This is our home and we are happy to share it with you! The Awaysis is a custom, elevated cottage situated on 2 acres with expansive tidal creek views. The pictures don't tell the whole story, but we hope they garner your attention enough to give staying here a chance! The huge back yard and porch is great for entertaining or kicking back to watch the infamous cotton candy skies at sunset. Kayaks on site. Walking distance to fishing/crabbing. Permit # ZSTR-01-26-01436

Top guest favorite
Home in Folly Beach
4.96 out of 5 average rating, 183 reviews

Private Pool Oasis • Walk to Folly Beach

Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

Guest favorite
A serene waterway is flanked by lush greenery and reflected clouds, creating a peaceful natural landscape. The calm waters mirror the sky, with a boat visible in the distance, indicating opportunities for exploration and relaxation.
Home in Johns Island
4.94 out of 5 average rating, 125 reviews

The River Girl, Private Dock, Great Outdoor Spaces

The River Girl is located on Johns Island, a beautiful 20 min drive to downtown Charleston, 20 min to Kiawah, & 20 to Folly Beach. We hope this place provides a comfy spot to rest your head at the end of a fun day exploring. We also want you to take advantage of the slow island life! Go crabbing off the dock and cook your supper! Read a book on the back deck & enjoy the breeze. Light a candle, & take a soak in the tub! Just enjoy yourself. Fully updated!

Guest favorite
The kitchen features modern stainless-steel appliances and sleek cabinetry. A spacious countertop offers ample prep space, while pendant lighting brightens the area. Decorative elements, including a vessel filled with seashells, add a coastal touch to the overall design.
Condo in Charleston
4.93 out of 5 average rating, 226 reviews

Folly LOVE ❤️

Perfectly located two minutes from the Beach and Fifteen minutes to Downtown Charleston and roughly twenty-five minutes to the Airport. Our newly renovated condo is the best location for those wanting to explore all that Charleston has to offer. There are two bedrooms and two full bathrooms. The kitchen is fully stocked with cookware and dinnerware. There is a spacious porch for you to enjoy a meal and the warm breeze. This is the perfect beach getaway.

Top guest favorite
A private deck features a hot tub alongside white wicker seating, offering views of the ocean and sandy shore. The horizon is visible under a clear blue sky, framing the serene seaside setting.
Cottage in Folly Beach
4.89 out of 5 average rating, 215 reviews

Luxury Beach Front Pet Friendly

Located minutes from the Morris Island Light House, indulge in the epitome of seaside luxury at our beachfront vacation home, where every detail has been thoughtfully curated to ensure a perfect retreat. Located directly on Folly Beach's pristine shores, this 2023 to the studs renovated cottage seamlessly blends opulence with comfort, offering a harmonious escape for you, your loved ones, and even your four-legged friends.

Guest favorite
Home in Charleston
4.97 out of 5 average rating, 114 reviews

Casa Zoë | Historic Garden Carriage House CHS

OP2026-07206 A hidden gem in the heart of Charleston, Gibbon House is a beautifully restored brick carriage house with a story to tell. Once the office space for the Charleston Symphony Orchestra, it now offers elegant, design-forward hospitality just steps from King Street. Featured in Condé Nast Traveler, Gibbon House combines history, charm, and comfort with Casa Zoë’s signature warmth and character.

Top guest favorite
A wooden dock extends over calm waters, leading to a covered gazebo. The sun shines brightly in a clear blue sky, reflecting off the serene surface of the water, with grass and marshland visible in the distance.
Townhouse in James Island
4.96 out of 5 average rating, 206 reviews

Waterfront Gem on James Island!

Secluded space on the water on James Island. Newly constructed space with 2 bedrooms and 2 bathrooms.  Upstairs unit with magnificent waterfront views.   Come enjoy the amazing sunrises and sunsets while looking over Clarks Sound towards Folly Beach.  Deep in the heart of James Island yet just a few minutes from James Island Youth Soccer Club and only 15min to both downtown and Folly Beach. 

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