Entire home

The Pineapple Place | EastBay Historic District Home

Holiday home with kitchen, 3-minute walk to Charleston City Market

Photo gallery for The Pineapple Place | EastBay Historic District Home

Fridge, microwave, oven, stovetop - The Pineapple Place | EastBay Historic District Home (Charleston)
Interior - The Pineapple Place | EastBay Historic District Home (Charleston)
Outdoor dining - The Pineapple Place | EastBay Historic District Home (Charleston)
5 bedrooms, desk, iron/ironing board, travel cot - The Pineapple Place | EastBay Historic District Home (Charleston)
Interior - The Pineapple Place | EastBay Historic District Home (Charleston)
Nestled in the heart of Charleston's historic French Quarter, this award-winning three-story home offers a luxurious retreat for 16 guests. With its massive gathering space, fully equipped kitchens, and TVs in every bedroom, you can unwind in style while being within walking distance to great restaurants and historical sights.

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 16

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Parking available
The current price is AU$1,542
includes taxes & fees
11 Feb - 12 Feb

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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 BY:

YOURPAD Vacation Rentals



SOCIAL MEDIA:

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



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

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 5 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 4 bathrooms
  • Bathtub
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • Stereo
  • TV with cable/satellite channels

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

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...

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

64596a28618980003dc51e39

About the area

Located in Charleston, this holiday home is in the city centre. The area's natural beauty can be seen at Waterfront Park and Riverfront Park, 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. Visit our Charleston travel guide
View more Holiday homes in Charleston
Map
Charleston, SC

What's nearby

  • Waterfront Park showing a sunset as well as an individual femail
    Waterfront Park
    1 min walk - 0.2 km
  • Cruise Ship Terminal Charleston SC, Shutterstock ID 1327618064, Purchase Order: SP-1891 Wave 0, Client/Licensee: Hotels.com
    Port of Charleston
    3 min walk - 0.3 km
  • Charleston City Market which includes markets and interior views as well as a small group of people
    Charleston City Market
    3 min walk - 0.3 km
  • Rainbow Row
    Rainbow Row
    4 min walk - 0.4 km
  • College of Charleston which includes heritage architecture and street scenes
    College of Charleston
    10 min walk - 0.9 km

Getting around

  • Charleston Station
    21 min drive
  • 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
  • Magnolias
    1 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 10 Feb 2026, prices found for a 1-night stay for 2 adults at The Pineapple Place | EastBay Historic District Home on 11 Feb 2026 start from AU$1,541.59, 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).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

The Pineapple Place | EastBay Historic District Home Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 83 out of 96 reviews
Rating 8 - Good. 8 out of 96 reviews
Rating 6 - Okay. 4 out of 96 reviews
Rating 4 - Poor. 0 out of 96 reviews
Rating 2 - Terrible. 1 out of 96 reviews

9.8

Cleanliness

9.8

Location

Reviews

10/10 Excellent

Edward H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Apr 2024

10/10 Excellent

Meagan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location is unbelievable!

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
Stayed 2 nights in Feb 2025

10/10 Excellent

cris s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

We loved the location and was perfect for our large group of moms and daughters
Stayed 4 nights in Mar 2024

10/10 Excellent

Paige S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

High-end and luxurious stay with amazing location

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!
Stayed 3 nights in Mar 2025

10/10 Excellent

Janet F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay in Charleston SC

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.
Stayed 3 nights in Sep 2024

10/10 Excellent

Kathleen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Kathy S

Great location great accommodations
Stayed 3 nights in May 2024

10/10 Excellent

Rick H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic location

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!
Stayed 4 nights in Oct 2023

10/10 Excellent

Cindy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good location

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.
Stayed 2 nights in Dec 2023

10/10 Excellent

Pat R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

Beautiful home in perfect location! We enjoyed our stay very much!!
Stayed 3 nights in Nov 2019

10/10 Excellent

Christine D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Superior service

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!
Stayed 2 nights in Jan 2025

10/10 Excellent

Bruce G., Mount gilead nc

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charleston bays st apt

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.
Stayed 3 nights in Jan 2020

10/10 Excellent

Pat D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

YaYa trip

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.
Stayed 4 nights in Nov 2019

10/10 Excellent

Spencer G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Property EVER

This place was VERY VERY clean. Its location was the BEST!!! Everywhere we went. We were able to walk to. This area is also a very safe area and did not have to worry about anything. The host was very accommodating and very helpful with instruction on everything. The host was even helpful with providing info on nearby grocery stores. The pictures and info listing were very helpful with knowing how many people we could have. Lots of bathrooms. Hand down one of the best properties I've ever stayed in. HUGE THANKS to the host for making my stay in Charleston a great time!!!
Stayed 3 nights in Jan 2025

10/10 Excellent

Sherri W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls Teip

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!
Stayed 3 nights in Nov 2023

10/10 Excellent

Tracy A., Myrtle Beach, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location / perfect rental

This unit has a very unique style. The multi level floor layout provided a spacious atmosphere for our family. It was very clean, beds / linens were extremely comfortable, and It was stocked with everything we needed. The host provides a variety of coffees and laundry detergent; which were very convenient. I would definitely return and recommend this to others.
Stayed 2 nights in Jul 2020

10/10 Excellent

Lisa O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location and Luxury Details Makes This a 10!

The location of this rental made it perfect for exploring the city on foot. That alone made any additional cost we may have saved at a less ideal location. But, coming from a bed snob, the luxurious mattress and linens really put this charmer over the top! The amount of space was perfect for our group of 7 and the living room made for a perfect dance floor for our Just Dance game we brought! The overall decor and vibe of the place was so charming & added the best touches to our Bachelorette weekend! 10/10 would stay here again!”
Stayed 4 nights in Jul 2024

10/10 Excellent

Katy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annual Cousin Weekend

We made The East Bay Home our “home” for our annual cousin/aunt weekend. We all live in different areas of the country and enjoy when we can all be together. The East Bay Home was exactly as expected. Clean and comfortable on every level, room, and bathroom. The location was in the heart of Charleston. We were able to walk to absolutely everything. The host had thought of every detail to make our stay more comfortable, also responsive and helpful. We look forward to coming back!
Stayed 3 nights in Jan 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

The location and cleanliness is second to none. 5 minute walk to the Market, 10 min to King St. and 10 minutes to the Battery. Very safe and even though it’s in a busy part of town you don’t notice any noise. Only complaint would be the A/C having difficulty to keep up during the peak of the summer. Top and bottom floors were great but the middle floor would take a while to cool down in the evenings. All that being said, we would definitely stay there again.
Stayed 3 nights in Jul 2023

10/10 Excellent

Robin N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

GREAT LOCATION - BEAUTIFUL HOME

Home is beautiful and has a lot of character! The location was right next door to a really good restaurant (SNOB) and to a pizza restaurant that was also good! We were a group of 11 ladies and were able to walk everywhere downtown that we wanted to go from this house. Most of the bedrooms had an ensuite bathroom. It is three stories so you need to be sure that no one would have a problem with the stairs. The host could not have been anymore responsive. :) Overall, a very nice home in a great location! Highly recommend!!
Stayed 4 nights in Apr 2024

8/10 Good

Rena P.

Liked: Cleanliness, communication, location, listing accuracy

Very nice accomidations

Parking was confusing and a short walk. You really don’t have to drive much, so it’s not a big deal, once you understand where you are suppose to park. The only complaint our group had, was there is a box in the laundry room that turns on and off constantly. We think it was an electric water heater. If you plan on using the sofa sleeper in the living room, you’re going to really get annoyed. It was annoying the little bit of TV we watched. It was a constant up and down with the volume. I asked Megan if it would ever stop turning off and on and sent a picture of what was making the noise. After I sent the picture, there was no reply. We spent 2 nights and it never stopped turning off and on and it isn’t quiet. Other then that, location and home was beautiful.
Stayed 2 nights in Oct 2019

10/10 Excellent

John B.

Liked: Cleanliness, communication, location, listing accuracy

Great location in Charleston

This apartment is in a super location. Walking distance to the market, Broad Street, Meeting Street, and King Street. Very clean with nice sheets and towels. The check-in process was bit off as I had difficulty getting the key and finding the parking spot. The unit is three levels. So, you need to able to go up and down the steps.
Stayed 2 nights in Aug 2021

6/10 Okay

deb l.

Liked: Cleanliness, location
Disliked: Check-in, communication, listing accuracy

192 East Bay - Memorial Day 2021 - Holiday Rates Beware

There are many positives to this property - especially the location in the heart of the French Quarter. However, the booking experience where the prop mgt (Stay Duvet) charged 43% higher for our stay than the online VRBO booking was a first time experience that was not a good start. We had already booked flights and Stay Duvet assured they would try to make it up with early/late adds to our stay and other amenities. Little of that materialized during our visit. Granted we had an amazing time because we were in the heart of Charleston with wonderful people - but don't charge 5 star prices if you offer 3 star service to guests especially when the rates jump unexpectedly from $1453/night to $2084/night just because the owners want to maximize rates more over holiday weekend and not synched with VRBO rate offered. Positives - clean; set up is same as pictures online with exception of no water or wine provided on arrival; great location in French Quarter near Market & restaurants; easy walk to King St; Stay Duvet responsive to texts to acknowledge issues Negatives - elevator not working so need to walk 3 flights of stairs; Stay Duvet's 3rd party for helping with baggage on arrival & checkout not reliable (did not respond to calls on arrival to assist but helped at checkout); only 1 FOB provided vs 2 FOB for access (hassle for older group returning earlier than younger group at night); icemakers not working in either large fridge and not stocked; parking not suitable for large SUV and often blocked; water pressure issue for 3rd level shower; washer prone to tripping circuit; 5% credit card fee; Higher rate by Prop Mgt vs VRBO booking rate as referenced above Overall - would recommend at lower price point and awareness of what to be prepared to manage on your own while staying
Stayed 5 nights in May 2021

10/10 Excellent

Kristen E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Super place

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!
Stayed 4 nights in Apr 2025

8/10 Good

Nikole T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding Weekend

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!
Stayed 3 nights in Apr 2025

10/10 Excellent

Julie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Locatiin.

Place was beautiful and close to everything. We walked everywhere. Really enjoyed ourselves.
Stayed 3 nights in Nov 2024