Charleston, South Carolina

192 East Bay, 300

4 bedrooms 7 beds 3 baths 14 guests 5.0 (23)

About the property

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. 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 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. 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 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

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. 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 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. 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 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

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 18, 2026$365Not Available1
May 19, 2026$365Not Available1
May 20, 2026$365Not Available1
May 21, 2026$914Not Available1
May 22, 2026$1,404Not Available1
May 23, 2026$1,454Not Available1
May 24, 2026$1,204Not Available1
May 25, 2026$365Available1
May 26, 2026$365Not Available1
May 27, 2026$365Not Available1
May 28, 2026$365Not Available2
May 29, 2026$1,314Not Available2
May 30, 2026$1,264Not Available2
May 31, 2026$594Not Available1
Jun 1, 2026$365Available1
Jun 2, 2026$365Available2
Jun 3, 2026$394Available2
Jun 4, 2026$1,199Available3
Jun 5, 2026$1,454Available3
Jun 6, 2026$1,469Not Available3
Jun 7, 2026$764Available2
Jun 8, 2026$589Available2
Jun 9, 2026$724Available2
Jun 10, 2026$869Available2
Jun 11, 2026$1,314Available3
Jun 12, 2026$1,744Not Available3
Jun 13, 2026$1,734Not Available3
Jun 14, 2026$639Not Available2
Jun 15, 2026$724Available2
Jun 16, 2026$365Available2
Jun 17, 2026$484Not Available2
Jun 18, 2026$1,724Not Available3
Jun 19, 2026$1,839Not Available3
Jun 20, 2026$1,849Not Available3
Jun 21, 2026$1,234Not Available2
Jun 22, 2026$1,054Not Available2
Jun 23, 2026$994Not Available2
Jun 24, 2026$1,064Not Available2
Jun 25, 2026$1,664Not Available3
Jun 26, 2026$1,834Not Available3
Jun 27, 2026$1,814Not Available3
Jun 28, 2026$1,274Not Available2
Jun 29, 2026$434Not Available2
Jun 30, 2026$384Not Available2
Jul 1, 2026$494Not Available2
Jul 2, 2026$1,634Not Available3
Jul 3, 2026$1,939Not Available3
Jul 4, 2026$1,879Not Available3
Jul 5, 2026$729Not Available2
Jul 6, 2026$479Not Available2
Jul 7, 2026$409Not Available2
Jul 8, 2026$519Not Available2
Jul 9, 2026$1,534Not Available3
Jul 10, 2026$1,724Not Available3
Jul 11, 2026$1,654Not Available3
Jul 12, 2026$739Not Available2
Jul 13, 2026$664Not Available2
Jul 14, 2026$644Not Available2
Jul 15, 2026$689Not Available2
Jul 16, 2026$1,669Not Available3
Jul 17, 2026$1,724Not Available3
Jul 18, 2026$1,874Not Available3
Jul 19, 2026$899Not Available2
Jul 20, 2026$489Not Available2
Jul 21, 2026$429Not Available2
Jul 22, 2026$769Not Available2
Jul 23, 2026$1,819Not Available3
Jul 24, 2026$1,869Not Available3
Jul 25, 2026$1,809Not Available3
Jul 26, 2026$1,619Not Available2
Jul 27, 2026$469Not Available2
Jul 28, 2026$394Not Available2
Jul 29, 2026$494Not Available2
Jul 30, 2026$1,504Not Available3
Jul 31, 2026$1,694Not Available3
Aug 1, 2026$1,674Not Available3
Aug 2, 2026$874Not Available2
Aug 3, 2026$459Not Available2
Aug 4, 2026$404Not Available2
Aug 5, 2026$509Not Available2
Aug 6, 2026$1,524Not Available3
Aug 7, 2026$1,734Not Available3
Aug 8, 2026$1,699Not Available3
Aug 9, 2026$699Not Available2
Aug 10, 2026$459Not Available2
Aug 11, 2026$589Not Available1
Aug 12, 2026$634Not Available1
Aug 13, 2026$1,564Not Available2
Aug 14, 2026$1,744Not Available2
Aug 15, 2026$1,704Not Available2
Aug 16, 2026$669Not Available1

Amenities

Elevator
Crib
Dedicated workspace
High chair
Luggage drop off allowed
Bath linens
Sound system
First aid kit

5.0 · 23 reviews

A
Anonymous
2 weeks ago

We came here with friends to hopefully see the Blue Angels perform over the weekend. Unfortunately, it rained and the show was cancelled. The kids were bummed, but since the location is SO perfect, we were able to walk to eat and do things instead. This home is so cool and unique on the inside. Plenty of kitchen/fridge/coffee areas. Bedrooms are spread out so everyone’s not on top of each other. And they’re big!! Very friends and family friendly in the living room area. Plenty of comfy places to sit and play games, talk, have a drink, etc. Host was super responsive and instructions were easy to follow as to where to park, how to get in, etc. We will definitely be back!

A
Anonymous
4 weeks ago

This home was different in a beautiful way , very nice , I loved the brick walls .Me and my family loved this home , it has lots of places to eat and things to do surrounding it , thanks Matthew :)

A
Anonymous
March 2026

Couldn’t have been better. Perfect location, very clean, quiet and excellent communication.

Where you'll be

Charleston, South Carolina, 29401, US

Immerse yourself in the cultural rhythm of historic Charleston, where charm and elegance define every cobblestone street. Steps away, explore the bustling Charleston City Market and admire the iconic Pineapple Fountain at Waterfront Park. A short walk brings you to the vibrant hues of Rainbow Row, the fascinating marine life at the South Carolina Aquarium, or exquisite dining at Magnolias, perfecting your Lowcountry escape.

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 14 guests.