Holiday houses in Sullivan's Island

Upscale Couple's Escape | Beach & Downtown CHS

Perfect getaway for anyone looking to relax and enjoy the beautiful Charleston beaches. We maintain the highest standards for luxury - including curated interior design touches to make you forget reality and enjoy some much needed R&R time. The Pump House is the ideal place to escape to and enjoy the outdoors, local restaurants, breweries, parks, and, of course, beaches! Our reviews speak for themselves - Always 5 stars and many return guests! Permit #ST260062 | Business License #BL-24-002140

★Delightful guest house near historic plantations★

Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

Stylish & Bright! Walk to Beach, Golf Cart, Patio

Relax in the stylish 3BR 2Bath duplex nestled in the tranquil & family-friendly neighborhood of Isle of Palms. Enjoy the serenity and unwind on the picturesque patio while being just 2 blocks away from the sunny beach, or use the complimentary six-passenger golf cart (in 2026) instead :) ✔ 3 Comfortable Bedrooms ✔ Queen-size Sofa Bed ✔ Fully Equipped Kitchen ✔ Patio ✔ Smart TV ✔ High-Speed Wi-Fi ✔ EV Charging ✔ Complimentary Six Passenger Golf Cart ✔ Parking For Up To 4 Vehicles More below!

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

Entire Cottage! central to beach & downtown

ST250127 BL24011126 Enjoy your Charleston stay in this 2bd/2bath, stylish cottage set in a fabulous location! Enter your own private entrance overlooking a beautiful garden with shared backyard yet privately partitioned. Walking distance from a few restaurants, ice cream shop, pharmacy and grocery stores. Nestled in a quiet neighborhood between Sullivans Island beach and historic downtown. Head to the nearby Charleston Harbor and Shem Creek boardwalk for gorgeous views and amazing sunsets!

704 Palm Cottage

Relax with family and friends at this newly renovated 2000 Sq ft beach cottage on the south side of Isle of Palms! Bright and spacious with room to spread out. Just 2 blocks to the beach and 4 blocks from the restaurants and shops of Isle of Palms. Only 20 minutes from all that historic Charleston has to offer. Near Boone Hall and Patriots Point. Many public golf courses within a few miles including Wild Dunes Harbor and Links Tom Fazio designed courses. Perfect for your island getaway!

Beautiful 2BD/2BA Seabrook Island Villa

Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

Gorgeous home one block from beach w/ heated pool

Have fun with the whole family at this stylish place. This home is ideally located walking distance to the beach and near everything IOP has to offer. Enjoy sunsets on the rooftop patio and spend hours swimming in the pool. The home is ideal for families with a number of games, shuffle board, bikes, a golf cart, four patios, and tons of interior space. The home has all new furniture and is stocked with everything you need to enjoy your stay and feel like you are at home.

The Coastal Getaway! A perfect spot for couples!

If you are looking for a clean, quiet vacation spot that is ideally located and perfect for two, look no further than the Coastal Getaway! With its own private entrance, this apartment has no shared indoor space—a private parking spot to boot. A short mile drive to Sullivan's Island beach. Restaurants within walking distance. Downtown Charleston is a ten-minute drive. Past guests have loved their stay! Check out the many 5 Star reviews! Permit ST260356 BL# 20132914

Upscale EARL CRT 3-bdrm Old Village/Shem Creek

STR PERMIT #ST250176 BUSINESS LICENSE #20135982 3-bdrm Earl's Court neoclassical upscale home, nestled in the heart of the historic Old Village, offering the charm of low country living. Just a block from Shem Creek bars & restaurants, Old Village shops & eateries, Alhambra Hall, Pitt St Bridge, and a weekly all food Farmer's market, featuring low countries finest! The Arthur Ravenel Bridge, downtown Charleston, Sullivan's Island & IOP beaches are all bike riding distance.

Ocean Inspired Village Hideaway Old MP

PERMIT#ST260056 BUS. LIC.#BL-24-000134 Unwind in a light-filled coastal cottage with soft blue tones—just 3 miles from Sullivan’s Island & 7 miles to downtown CHS. After a day at the beach, stroll to the Pitt Street Bridge or Shem Creek for a beautiful sunset. Ideal for up to 3 guests. A 4th guest may be added with advance approval for $50/night. Perfect for responsible guests 25+. Located in Old Mount Pleasant—one of the most charming neighborhoods east of the Cooper.

Stunning Couples Cottage with Creek Dock!

You will fall in love with this stunning, newly-built guest cottage nestled under the canopy of a majestic 400-year-old live oak tree! Providing ultimate comfort, convenience and serenity, this is the perfect place to launch your Charleston adventure – 10 minutes to Shem Creek, & 15 minutes to Sullivan's Island or Downtown Charleston. PLUS, come enjoy our brand new dock on the creek! A picture-perfect spot to relax and enjoy the stunning Lowcountry scenery!