Pineapple Pad
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Charleston
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House
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.
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Description
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.
Notes
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
Neighborhood
Access
Space
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
Transit
Uber and Lyft
Charleston Black Cab Limo Company (Can accommodate 1-200 people)
Downtown:
Charleston Pedicab
Bike Taxi
Charleston Rickshaw
Rooms and Beds
Bedroom: 1
Bedroom: 2
Bedroom: 3
Bedroom: 4
-Features and Amenities
Rates & Availability
Reviews
This home was different in a beautiful way
Couldn’t have been better
My wife and daughters and daugher in laws (party of 7) enjoyed the space for a long weekend birthday for
Great location
we enjoyed our stay, outside of one of the key...
What an incredible space located in the heart of Charleston!...
Great space! Location could not have been better for us....
Amazing stay for the ability to host a large group
Great location surrounded by excellent restaurants. Walkable to everything -...
Fantastic location! Quiet during our entire stay. Very clean and...
Price Details
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What Guests Are Saying
Pineapple Pad has earned an impressive track record with guests, boasting nearly perfect 5-star ratings across more than two years of hosting. While the reviews themselves don't contain detailed comments, the consistency of excellent ratings from early 2024 through spring 2026 speaks volumes about the reliability and quality guests can expect. This is a property that clearly delivers on its promises season after season.
Frequently Asked by Guests
Guests have consistently rated this property 5 stars across 21 of 22 reviews spanning over two years, with only one 4-star rating. This remarkable consistency suggests the property reliably meets or exceeds expectations.
Yes u2014 guests have given top ratings during every season from winter through fall, across 2024, 2025, and into 2026, indicating the property is consistently well-maintained regardless of when you visit.
With 95% of guests giving perfect 5-star ratings over a 2+ year period, Pineapple Pad has proven to be a reliable choice that consistently delivers quality experiences.
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