About the property
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. 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 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 PLACE
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. 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 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 PLACE
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) | Availability | Min Stay (nights) |
|---|---|---|---|
| May 18, 2026 | $684 | Not Available | 2 |
| May 19, 2026 | $589 | Not Available | 2 |
| May 20, 2026 | $684 | Not Available | 2 |
| May 21, 2026 | $1,729 | Not Available | 1 |
| May 22, 2026 | $2,299 | Not Available | 1 |
| May 23, 2026 | $2,299 | Not Available | 1 |
| May 24, 2026 | $2,299 | Not Available | 2 |
| May 25, 2026 | $549 | Available | 1 |
| May 26, 2026 | $549 | Not Available | 2 |
| May 27, 2026 | $549 | Not Available | 2 |
| May 28, 2026 | $549 | Not Available | 1 |
| May 29, 2026 | $2,299 | Not Available | 1 |
| May 30, 2026 | $2,299 | Not Available | 1 |
| May 31, 2026 | $1,234 | Not Available | 2 |
| Jun 1, 2026 | $769 | Available | 1 |
| Jun 2, 2026 | $994 | Not Available | 2 |
| Jun 3, 2026 | $994 | Not Available | 2 |
| Jun 4, 2026 | $2,074 | Available | 3 |
| Jun 5, 2026 | $2,199 | Available | 3 |
| Jun 6, 2026 | $2,199 | Not Available | 3 |
| Jun 7, 2026 | $1,264 | Available | 2 |
| Jun 8, 2026 | $634 | Available | 2 |
| Jun 9, 2026 | $634 | Available | 2 |
| Jun 10, 2026 | $634 | Not Available | 2 |
| Jun 11, 2026 | $634 | Not Available | 3 |
| Jun 12, 2026 | $2,264 | Not Available | 3 |
| Jun 13, 2026 | $2,209 | Not Available | 3 |
| Jun 14, 2026 | $1,039 | Not Available | 2 |
| Jun 15, 2026 | $664 | Available | 2 |
| Jun 16, 2026 | $639 | Available | 2 |
| Jun 17, 2026 | $774 | Available | 2 |
| Jun 18, 2026 | $2,369 | Available | 3 |
| Jun 19, 2026 | $2,609 | Available | 3 |
| Jun 20, 2026 | $2,534 | Not Available | 3 |
| Jun 21, 2026 | $1,704 | Available | 2 |
| Jun 22, 2026 | $1,454 | Available | 2 |
| Jun 23, 2026 | $1,369 | Available | 2 |
| Jun 24, 2026 | $1,459 | Available | 2 |
| Jun 25, 2026 | $1,764 | Available | 3 |
| Jun 26, 2026 | $2,584 | Not Available | 3 |
| Jun 27, 2026 | $2,469 | Not Available | 3 |
| Jun 28, 2026 | $1,714 | Not Available | 2 |
| Jun 29, 2026 | $649 | Available | 2 |
| Jun 30, 2026 | $584 | Available | 2 |
| Jul 1, 2026 | $769 | Available | 2 |
| Jul 2, 2026 | $1,999 | Available | 3 |
| Jul 3, 2026 | $1,999 | Available | 3 |
| Jul 4, 2026 | $1,999 | Available | 3 |
| Jul 5, 2026 | $944 | Available | 2 |
| Jul 6, 2026 | $1,479 | Available | 2 |
| Jul 7, 2026 | $1,199 | Available | 2 |
| Jul 8, 2026 | $804 | Available | 2 |
| Jul 9, 2026 | $1,684 | Not Available | 3 |
| Jul 10, 2026 | $1,864 | Not Available | 3 |
| Jul 11, 2026 | $1,749 | Not Available | 3 |
| Jul 12, 2026 | $1,014 | Available | 2 |
| Jul 13, 2026 | $664 | Available | 2 |
| Jul 14, 2026 | $934 | Available | 2 |
| Jul 15, 2026 | $969 | Available | 2 |
| Jul 16, 2026 | $2,569 | Available | 3 |
| Jul 17, 2026 | $2,654 | Available | 3 |
| Jul 18, 2026 | $2,599 | Available | 3 |
| Jul 19, 2026 | $1,169 | Available | 2 |
| Jul 20, 2026 | $664 | Available | 2 |
| Jul 21, 2026 | $584 | Available | 2 |
| Jul 22, 2026 | $709 | Available | 2 |
| Jul 23, 2026 | $1,709 | Available | 3 |
| Jul 24, 2026 | $1,749 | Available | 3 |
| Jul 25, 2026 | $1,669 | Available | 3 |
| Jul 26, 2026 | $1,134 | Available | 2 |
| Jul 27, 2026 | $639 | Not Available | 2 |
| Jul 28, 2026 | $534 | Not Available | 2 |
| Jul 29, 2026 | $664 | Available | 2 |
| Jul 30, 2026 | $1,924 | Available | 3 |
| Jul 31, 2026 | $1,999 | Available | 3 |
| Aug 1, 2026 | $1,999 | Available | 3 |
| Aug 2, 2026 | $909 | Available | 2 |
| Aug 3, 2026 | $579 | Available | 2 |
| Aug 4, 2026 | $714 | Available | 2 |
| Aug 5, 2026 | $629 | Available | 2 |
| Aug 6, 2026 | $1,764 | Available | 3 |
| Aug 7, 2026 | $1,999 | Available | 3 |
| Aug 8, 2026 | $1,999 | Available | 3 |
| Aug 9, 2026 | $854 | Available | 2 |
| Aug 10, 2026 | $524 | Available | 2 |
| Aug 11, 2026 | $489 | Available | 1 |
| Aug 12, 2026 | $614 | Available | 1 |
| Aug 13, 2026 | $1,744 | Available | 2 |
| Aug 14, 2026 | $2,044 | Available | 2 |
| Aug 15, 2026 | $1,974 | Available | 2 |
| Aug 16, 2026 | $829 | Available | 1 |
Amenities
4.8 · 61 reviews
We absolutely loved our stay at The Pineapple Pad! In addition to being an incredibly cool and beautifully designed space, the location was perfect — we could easily walk to the Battery, Rainbow Row, Waterfront Park, and were surrounded by amazing restaurants, coffee shops, and boutiques. It truly felt like the ideal Charleston home base. The house itself was exceptionally well appointed. From the welcoming coffee setup to the great sound system, quality stemware, and even a blender for smoothies, everything felt thoughtful and easy. Our group of five had everything we could hope for and felt very comfortable throughout our stay. On top of all that, the property management team was fantastic. They helped us with everything from luggage storage to local recommendations, and they were consistently responsive, professional, and genuinely friendly. We would absolutely stay here again and highly recommend it to anyone visiting Charleston!
Perfect! Location couldn’t have been better! Everything was clean and we enjoyed staying there
The kitchen and living room areas were perfect for gathering with friends. The location was perfect! It was close to everything.
Where you'll be
Charleston, South Carolina, 29401, US
Discover Charleston’s captivating blend of historic grandeur and vibrant culture. Iconic landmarks are steps away, inviting you to explore the bustling Charleston City Market, stroll through Waterfront Park to the charming Pineapple Fountain, or savor fine dining at Magnolias. A short walk brings you to the vibrant hues of Rainbow Row and the fascinating marine life at the South Carolina Aquarium, completing your immersive Lowcountry experience.
Discover Charleston’s captivating blend of historic grandeur and vibrant culture. Iconic landmarks are steps away, inviting you to explore the bustling Charleston City Market, stroll through Waterfront Park to the charming Pineapple Fountain, or savor fine dining at Magnolias. A short walk brings you to the vibrant hues of Rainbow Row and the fascinating marine life at the South Carolina Aquarium, completing your immersive Lowcountry experience.
Things to know
Cancellation policy
Contact us for cancellation policy details prior to booking.