Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
5 bedrooms5 bathroomsSleeps 16
Popular amenities
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Internet access
Dryer
Explore the area
Charleston, SC
Waterfront Park
Place, Waterfront Park
1 min walk
Charleston City Market
Place, Charleston City Market
3 min walk
Rainbow Row
Place, Rainbow Row
4 min walk
Charleston, SC (CHS-Charleston Intl.)
Airport, Charleston, SC (CHS-Charleston Intl.)
18 min drive
Rooms & beds
5 bedrooms (sleeps 16)
Bedroom 1
2 Queen Beds
Bedroom 2
2 Queen Beds
Bedroom 3
1 King Bed
Bedroom 4
1 Queen Bed and 1 Double Sofa Bed
Bedroom 5
1 King Bed
5 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Bathroom 2
Bathtub · Toilet · Shower only
Bathroom 3
Bathtub · Toilet · Shower only
Bathroom 4
Bathtub · Toilet · Shower only
Spaces
Kitchen
About this property
The Pineapple Place | EastBay Historic District Home
Summary:
Welcome to your Charleston sanctuary where historic charm meets spacious luxury. This 5-bedroom retreat offers a generous 3,000 square feet of beautifully appointed space. Ideal for families or groups who want elegant design, room to spread out, and a prime location in the French Quarter just steps from dining, culture, and waterfront views.
The Space:
Newly-renovated 5 bedroom/4 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 5 bedroom option (entire unit)
Bedroom #1: King Bed + En suite
Bedroom #2: Queen Bed + Queen Bed + En suite
Bedroom #3: Queen Bed + Queen Bed + En suite
Bedroom #4: Queen Bed + En suite
Bedroom #5: King Bed
Queen Air Mattress + Additional Bedding (Available upon request)
Only 2 blocks from City Market
20 minutes from Charleston Int'l Airport
20 minutes from local beaches
Permit Number: BL012726-10-2018
This 5 bedroom / 4 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 16 guests. 14 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 3,300 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 fifth bedroom features a king size bed and en suite full bathroom.
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, smallwares, 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 PLACE
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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A $250 fine will be applied if any of the below rules are broken.
• No tape, adhesives or anything that will cause damage can be used or placed on...
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Charleston
Located in Charleston, this holiday home is in the city centre. The area's natural beauty can be seen at Waterfront Park and Isle of Palms Beach, while South Carolina Aquarium and Patriots Point are popular area attractions. Looking to enjoy an event or a game? See what's going on at North Charleston Coliseum and Performing Arts Center or Credit One Stadium.
Charleston, SC (CHS-Charleston Intl.) - 26 min drive
Restaurants
Henry's On The Market - 4 min walk
Fleet Landing Restaurant & Bar - 3 min walk
Charleston Crab House - 3 min walk
Carmella's - 1 min walk
Church and Union - 3 min walk
Frequently asked questions
Is The Pineapple Place | EastBay Historic District Home pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at The Pineapple Place | EastBay Historic District Home?
As of 7 May, 2026, prices found for a 1-night stay for 2 adults at The Pineapple Place | EastBay Historic District Home on 4 Jun, 2026 start from S$1,632, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at The Pineapple Place | EastBay Historic District Home?
On-site parking is available at the property.
What time is check-in at The Pineapple Place | EastBay Historic District Home?
Check-in begins at 4:00 PM.
What time is check-out at The Pineapple Place | EastBay Historic District Home?
Checkout is at 10:00 AM.
Where is The Pineapple Place | EastBay Historic District Home located?
Located in Charleston Historic District, this holiday home is within a 5-minute walk of Charleston City Market, Waterfront Park and Port of Charleston. College of Charleston and South Carolina Aquarium are also within 1 mile (2 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The location was great! Unit was clean. Lots of stairs if your bedroom is on the top floor.
Sharon B.
Stayed 3 nights in Apr 2026
Response from VrboOwner on 27 Apr, 2026
Hi there, we’re glad you enjoyed the great location and found the unit clean and comfortable. Our housekeeping team takes pride in their cleanliness so that is wonderful to hear! We also appreciate your note regarding the stairs and hope you had an overall pleasant stay.
We had a very good experience at the pineapple pad. The condo is right in the heart of historic downtown Charleston, everything was within walking distance. It was perfectly located right in the middle of it all, but was still quiet at night. The place itself is old like everything in the historic district, but inside it was updated nicely with comfortable beds. The building managers were great, they communicated very promptly. Overall it was a very good experience and I would highly recommend. We had a group of 13 and were very comfortable in the space.
Mike J.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 23 Mar, 2026
Hi there, thank you for your great review! We’re thrilled you and your group had a very good experience at the Pineapple Pad. Being in the heart of historic downtown is definitely a bonus, and we’re glad you enjoyed the updated interiors. Comfortable beds are always a priority, so it’s wonderful to hear they helped make your stay cozy. We’d love to host you again!
Location, location, location! We rented suites 200 & 300, this space was perfect for our group. Plenty of room to spend time together but also had large bedrooms and bathrooms across the 3 floors. The host was responsive when we had questions. Great stay, would definitely recommend!
Amy T.
Stayed 3 nights in Dec 2025
Response from VrboOwner on 23 Dec, 2025
Thank you so much! 😊 We’re thrilled you had a wonderful stay. This rental is very popular for its location, being close to everything Charleston has to offer. We’re glad it worked perfectly for your group, and we really appreciate your recommendation!
Ideal location for restaurants and bars as well as city sights.
We had a great week in Charleston and made the most of the locations proximity to all of the city attractions.
Edward H.
Stayed 7 nights in Apr 2024
Response from VrboOwner on 7 May, 2024
Hello Edward, we're thrilled to hear that you had a great week in Charleston and that our property's location made it easy for you to explore all the city attractions. Thank you!
This was an amazing place to spend time with friends and explore Charleston. Just like home and so close to everything. It was just great!
Kristen E.
Stayed 4 nights in Apr 2025
Response from VrboOwner on 15 May, 2025
Kristen, we're so happy to hear the space felt like home and was the perfect spot for exploring Charleston with friends. Being close to everything really makes a difference! We'd love to host you again anytime!
We loved the location and was perfect for our large group of moms and daughters
cris s.
Stayed 4 nights in Mar 2024
Response from VrboOwner on 4 Apr, 2024
Cris, we're thrilled to know you found our place to be perfect for you to explore our wonderful city! Our travelers have always loved the location of the rental being close to everything. Hope to see you back soon!
Just stayed here with a group of couple friends to celebrate my sister’s birthday, and our trip was elevated by the amazing location of this property! We could walk to all of our restaurant reservations and fun bars, and had beautiful views to while
Meagan M.
Stayed 2 nights in Feb 2025
Response from VrboOwner on 25 Feb, 2025
Thank you for your 5 star review, Meagan! We’re so happy to hear that the location made your sister’s birthday celebration even more special. Being able to walk to great restaurants and bars, while enjoying beautiful views, definitely adds to the experience. We’d love to host you and your friends again anytime!
The place worked great as a home base for our guys weekend, being able to walk everywhere within downtown Charleston for restaurants, bars and even pickleball!
Rick H.
Stayed 4 nights in Oct 2023
Response from VrboOwner on 19 Oct, 2023
Thank you for your great review, Rick! Our travelers have always loved the location of the rental as it allows you to walk everywhere downtown. Come back soon :)
Excellent location - in the heart of the historic district!! Wonderful amenities and lots of space for guests. Very comfortable! Our group of ladies had a fabulous vacation.
Janet F.
Stayed 3 nights in Sep 2024
Response from VrboOwner on 30 Sept, 2024
Thank you for your wonderful review, Janet! We’re delighted to hear that you and your group enjoyed the excellent location and spacious amenities. We’d love to welcome you back for another stay!
I stayed here with my friends and we all loved this place. The location was the best part for us. But it was also very clean, and felt high-end and luxurious which was amazing. The hosts were very communicative and responsive. Highly recommend to anyone looking to be right in the center of downtown historic Charleston!
Paige S.
Stayed 3 nights in Mar 2025
Response from VrboOwner on 2 Apr, 2025
Thank you so much for your kind words, Paige! We’re thrilled to hear that you and your friends enjoyed your stay and appreciated the location and the luxurious feel of the space. Our team strives to provide a top-notch experience, so we’re glad to know our communication and responsiveness helped make your visit even better. Come back soon!
We were looking for a location close to some of our favorite restaurants and centrally located to historic area. This place is perfect for us.
Cindy B.
Stayed 2 nights in Dec 2023
Response from VrboOwner on 12 Jan, 2024
Hi Cindy, we're thrilled to know you found our place to be perfect for you to explore our wonderful city! It was a pleasure to be your host. Thank you for being a great guest.
Our housekeeping team works tirelessly and we are so happy to hear that their hard work paid off! Glad you enjoyed your time with us and we hope to see you again soon!
This property hosted my large wedding party for my wedding weekend! It was a little warm throughout the house and the bathrooms had poor lighting but other than that it was a great stay!
Nikole T.
Stayed 3 nights in Apr 2025
Response from VrboOwner on 30 Apr, 2025
Hi Nikole, thanks so much for choosing our property for your wedding weekend—we’re honored to have hosted such a special occasion! Sorry to hear about the temperature and lighting. Our team works around the clock, and had we known about the temp during your stay, we would've been more than happy to address it right away. We also really appreciate your feedback on the bathroom lighting and will definitely take it into consideration. Wishing you all the best as newlyweds!
Amazing location and historic apartment. Very clean and comfortable. Near great restaurants and shopping. We travel often with the same 3 couples. One of the best properties we’ve seen.
Bruce G.
Stayed 3 nights in Jan 2020
Response from VrboOwner on 10 Mar, 2024
Thanks so much for your feedback! I'm so glad you enjoyed the space and location! I certainly hope to host you again with Stay Duvet on your next trip!
The rental itself was perfect but even more than that, the customer service and communication as well as the ability to accommodate multiple requests from us was superior. Well done!
Christine D.
Stayed 2 nights in Jan 2025
Response from VrboOwner on 4 Feb, 2025
Thank you so much for your kind words, Christine! We’re thrilled to hear that the rental was perfect for your stay. We truly strive to provide the best guest experience, and it's wonderful to know that our communication and ability to accommodate your requests made a difference. Hope to see you again soon.
Very nice property and perfect layout for our family, three couples and a child. We stayed during a cold snap, 19 degrees one day so the weather did not cooperate. We all enjoyed the family room/kitchen open space and can highly recommend. Walked to all of downtown, aquarium, the Battery, restaurants.
Kurt Z.
Stayed 6 nights in Dec 2022
Response from VrboOwner on 14 Jan, 2023
I appreciate the feedback! It was a pleasure to host you all! : ) We would welcome you all back at any time. Thanks again!
This home was beautifully decorated and very clean. The location was fabulous. There was a problem with the hot water heater making a lot of noise, Megan said they will fix it.
Pat D.
Stayed 4 nights in Nov 2019
Response from VrboOwner on 10 Mar, 2024
We appreciate you staying with us for your recent visit to Charleston, & hope to have the opportunity to do so again, so be sure to Stay Duvet when you return!
The house is perfect for large groups. Four separate bedrooms spread across two floors with a living room on the lowest level. Could have used another hair dryer (one was broke ) and more towels (only 4 given per room) but overall it was great!
Jessica W.
Stayed 3 nights in Mar 2022
Response from VrboOwner on 21 May, 2022
We appreciate you staying with us for your recent visit to Charleston, & hope to have the opportunity to do so again, so be sure to Stay Duvet when you return!
Great location and layout was perfect for friends stay. Parking is a but challenging when loadingvand unloading your vehicle. Thermostat settings are challenging too but overallca great stay. We'd go back!
Sherri W.
Stayed 3 nights in Nov 2023
Response from VrboOwner on 17 Dec, 2023
Sherri, we're thrilled to know you found our place to be perfect for you to explore our wonderful city! It is indeed in a perfect location being close to everything. So happy you had a great stay overall :) We’d love to welcome you back soon!
About the host
Hosted by YOURPAD Charleston
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests