Rare 4bd in Historic District, Steps to Waterfront

Charleston, South Carolina
$1144 avg/night Minimum Stay 1 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 14

Max Sleeps

Night 1 nights

Min Stay

Summary:

Welcome to Pineapple Pad, your elegant escape nestled in Charleston’s East Bay Historic District. This upscale retreat is built for guests who love refinement, space, and rich Charleston charm. Ideal for families, friends, or professional groups seeking luxury gathering areas, beautiful design, and a prime historic location.



The Space:

Newly-renovated 4 bedroom / 3 bath condo in the popular, French Quarter neighborhood. Ideal for a large group of friends or family gatherings. Steps from great restaurants & historical sights.



Please note there are 3 listing advertisements for this property, this is the 4 bedroom option (entire unit less 1 bedroom)



Bedroom #1: Queen Bed + Queen Bed + En suite

Bedroom #2: Queen Bed + Queen Bed + En suite

Bedroom #3: Queen Bed + En suite

Bedroom #4: King Bed



Common Space: Pullout Sofa (sleeping space for 2 guests)



Only 2 blocks from City Market

20 minutes from Charleston Int'l Airport

20 minutes from local beaches



Permit Number: BL012726-10-2018



This 4 bedroom / 3 bathroom home is situated in the most desirable location in all of downtown Charleston; walking distance to fine dining restaurants, Charleston's City Market, historic landmarks, boutiques, tours, parks, and so much more. This home's unique features + ideal location are unparalleled and intended for guests who wish to travel comfortably while being fully immersed in the middle of everything Charleston.



We can comfortably accommodate 14 guests. 12 in beds + 2 additional guests on our queen-size super comfy West Elm pullout sofa. Comcast Business-Class Internet and WiFi HotSpots throughout the home ensure full connectivity for guests in every corner of this private and secured 3,000 sq ft luxury home.



All bedrooms are furnished with linens, towels, and pillows.



All bedrooms feature flat screen TVs with YOUTUBE TV.



Each of the two master suites feature dual queen-size beds and full bathrooms en suite. Graber roller shades, Vornado fans and sleep machines are included for additional comfort.



A top-floor bedroom features a king-size bed and an eye-level view of the iconic St. Philip Church steeple through the bedroom window.



The fourth bedroom features a king size bed and en suite full bathroom with powder room vanity.



The spectacular common space on the bottom floor features a full gourmet kitchen furnished with stainless appliances and all the amenities expected of a high-end luxury vacation rental. Dishes, small wares, and cookware are top notch and plentiful; perfect for comfortably entertaining up to 14 guests.



The gracious living room features exposed interior brick, original heart pine hardwood floors and 18' ceilings. The dining area features a live-edge dining table with seating for 8 plus, a full bar with seating for 4 more and ample seating for additional guests throughout. A high-end SONOS sound system controlled by iPad and a 75 flat screen TV with premium channels lend to a common area perfect for comfortably entertaining up to 14 guests.



All 3 floors feature individual kitchenettes with brand new full-size refrigerators and ice-makers on each of the bottom two floors. The in-unit laundry room features a full-size washer and dryer including detergent.



Managed with care by YOURPAD Vacation Rentals. We manage a large portfolio of properties across the Lowcountry. Once you experience our hospitality, we’d love to welcome you back again in the future.



SOCIAL MEDIA:

If you plan on sharing your experience on social media, please tag us! @yourpadstays



Guest Access:

Guests will have exclusive access to this three level condo in the building. Easily accessible and well lit for your safety right next door to the famous SNOB Restaurant. You can pull your car off the street and into a parking lot with a reserved space, located right down the street, which makes parking a breeze. For additional parking there is a paid public garage right behind the building.



The Neighborhood:

The French Quarter is the oldest section of Downtown Charleston, bounded on the south by Broad Street and the north by the City Market. It is home to the Charleston Art Walk, an evening held many times a year where Charleston residents and visitors alike enjoy gallery hopping and wine tasting along its storied streets. Here you will also find theaters like the famed Dock Street, churches, inns and secret gardens waiting to be discovered. Charleston's historic French Quarter is a small neighborhood on the Southeastern corner of the peninsula, with Broad, Meeting, East Bay, and South Market streets acting as perimeters. The neighborhood is filled with historic churches and museums, theaters, art galleries and even some haunted cemeteries. The French Quarter may be the most romantic of Charleston's districts, and is perfect for leisurely walks, exploring historic sites, and immersing yourself in centuries of city history.



Getting Around:

You can walk anywhere and everywhere in Downtown Charleston, but just in case, here is a list of the top transportation services:



Uber and Lyft

Charleston Black Cab Limo Company (Can accommodate 1-200 people)



Downtown:

Charleston Pedicab

Bike Taxi

Charleston Rickshaw



Other Things to Note:

Luggage storage offered Monday- Friday at our main office from 8:30am-5pm. On weekends we recommend utilizing Bounce Luggage storage. Please inquire once booking is complete for the address!



YOURPAD Charleston is full-service property management company here in Charleston, operating over 80 different properties throughout the heart of Downtown! To view all of our homes, please search YOURPAD Charleston on your preferred search engine!



PROPERTY NAME: PINEAPPLE PAD



Interaction with Guests:

Our team is available 24/7 by messenger, text, or call during your stay. We're happy to provide any recommendations during your vacation as we love making sure you have a wonderful time!



You'll receive all of your check-in details, lock code, emergency contacts, and a list of our favorite nearby restaurants seven days prior to your stay.



THIS PROPERTY IS LEGAL & LICENSED BY THE CITY OF CHARLESTON, Permit Number: BL012726-10-2018

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided Sofa Bed
  • KITCHEN

    Blender Coffee/tea Maker Dishwasher Electric Kettle Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • BATHROOMS

    3 Bathrooms Hair Dryer Shampoo Shower Towels Provided
  • WORKSPACES

    Office
  • LANGS SPOKEN

    English Spanish
  • ENTERTAINMENT

    Stereo TV
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Elevator Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 14

Map Map

School District Rates & Availability

Review Review

  • Traci S.

    Submitted Oct 18, 2025

    Stayed Oct 2, 2025

    We were there for a girl's weekend and the house was in a perfect location in the middle of everything. The house was very clean and I am extremely picky. The host was responsive and wanted to ensure we were having a perfect time.

  • Betsy M.

    Submitted May 12, 2025

    Stayed Apr 17, 2025

    Property was the best location, easy access into the building and very clean. It was the

  • Seamus C.

    Submitted Apr 25, 2025

    Stayed Apr 21, 2025

    We had a great stay with our three kids under 9. Great location to walk or take a bike taxi to the downtown sites. Nearby parking to take the car to spots a bit further away.

  • Joseph P.

    Submitted Apr 13, 2025

    Stayed Apr 6, 2025

    We appreciated the lots of space to spread out in this rental. Great location to get around Charleston. Very good New York pizza on the ground floor. Would stay here again when we come back.

  • Pam C.

    Submitted Feb 26, 2025

    Stayed Feb 17, 2025

    We are a family consisting of one grandma, two moms, and four kids aged 8-16. We LOVED both the location and the historical significance of the property. It is right in the center of everything. We walked everywhere; no car needed. We learned that when we crossed King Street, we were at the highest point in Charleston: fourteen inches above sea level! Built in the 1700s, the unit has been updated and renovated beautifully. There was plenty of space to spread out and a lovely living room/kitchen area to gather. We had a wonderful experience.

  • jonathan V.

    Submitted Sep 15, 2024

    Stayed Sep 13, 2024

    The location is absolutely perfect and the house is very clean, trendy and perfect for family or friends. We visit Charleston a few times a year and we will definitely be booking again.

Your dates are Available!

Total

Includes taxes and fees
$1,144+
View details