Browse staysKey West, Florida
Takeover at the Grand Maloney
sleeps
16
bedrooms
6
bathrooms
6.5
square feet
3,600
About this home
The Grand Maloney Hotel is a boutique hotel located in the heart of downtown Key West. Our signature red brick, historical home on Caroline Street has been lovingly restored with a brand-new heated dipping pool on its private patio. With undeniable character, the two-story house stands out from the traditional cottages of Key West in the same way the Grand Maloney stands out from other boutique hotels in the area.
Where you'll sleep
- 01Bedroom 1King
- 02Bedroom 2King
- 03Bedroom 3King · Sofa bed
- 04Bedroom 4Bunk bed
- 05Bedroom 5King
- 06Bedroom 6King
Where you'll be
Approximate location
529 Caroline St, Key West, FL 33040, USA24.5588 N · 81.8037 W
What guests say
7 verified stays
4.80
Cleanliness
4.8
Location
5.0
Check-in
4.7
Communication
5.0
Accuracy
5.0
Value
4.7
If I could give this Airbnb and its hosts more than five stars, I absolutely would. We stayed here for our best friend’s bachelorette party, and from the very beginning, the hosts went above and beyond to make the entire weekend feel special. They were incredibly responsive, helpful, and accommodating, basically the kind of Airbnb hosts who ruin all future Airbnb hosts for you. We asked about umbrellas? Umbrellas appeared. We needed to send Amazon packages ahead of time? They helped coordinate and accept them like they were running a small but extremely efficient Key West distribution center. We were hoping to check in early? They made it happen. Every question, request, and slightly chaotic bachelorette-party logistical need was met with kindness and a “we’ve got you” attitude. And then there’s the actual property: absolutely beautiful. It was clean, gorgeous, comfortable, and somehow even better than we expected from the photos. It was the perfect home base for a Key West stay.
My group had a terrific time at the Grand Maloney. Self check in was very easy. Having the entire place to ourselves made for a private and comfortable stay. The location is walkable to all of downtown Key West, and plenty of other locations worth visiting. We had a couple small problems getting into some of our rooms, but, Brightwild's guest services was easy to get in touch with, very helpful, and got us situated properly. If I return to Key West I could certainly see staying here again.
Grand Maloney Hotel responded
Thank you so much for the wonderful review! We’re thrilled to hear that your group had a terrific time at the Grand Maloney and enjoyed the privacy, comfortable space, and convenient location. We’re also glad our guest services team was able to quickly assist with the room access issues and get everything sorted out for you. It was a pleasure hosting your group, and we would absolutely love to welcome you back to Key West in the future!
We stayed here to celebrate my 50th birthday with a group of 14 and had a wonderful time. The home was beautiful, spacious, and a great place for our friends and family to gather. The location was excellent, and we made so many special memories during our stay. We did experience a plumbing issue on the final day, but the property management team responded promptly, communicated with us, and worked to make the situation right. We truly appreciated their professionalism, responsiveness, and customer service. Overall, this was a lovely home for a large group, and we appreciated the care the team showed throughout our stay.
Grand Maloney Hotel responded
Thank you for sharing such a thoughtful review, Elizabeth! We're honored to have been part of your 50th birthday celebration and are so glad the home provided a beautiful space for your friends and family to gather and create special memories. We appreciate your understanding regarding the plumbing issue and are grateful for your kind words about our team's response and communication. It was a pleasure hosting your group, and we hope to welcome you back for another memorable stay! - Daniella
Seriously, the perfect spot. Close to everything. Fantastic amenities. Great host team!!! We rented the entire home for a birthday party, and it was EPIC. THANK YOU!!!!
Grand Maloney Hotel responded
Thank you for your amazing review, Rich! We’re so happy the home was the perfect spot and that you enjoyed the location and amenities. It’s wonderful to hear your birthday celebration was such an epic success. We’d love to host you again anytime!
We had a great stay while on a business trip. There were a few issues at first getting into rooms and with some water bugs the first night but their team was extremely responsive and communicated well. The location was unmatched and the place is very well decorated.
Grand Maloney Hotel responded
Thank you for your thoughtful review, Megan! We’re glad you had a great stay overall and appreciated our team’s responsiveness and communication. We also appreciate your feedback and are happy to hear you enjoyed the unbeatable location and decor. We’d love to host you again in the future! - Daniella
This place is incredible! It felt like staying in a museum—but with modern, state-of-the-art appliances. Every room had its own unique character, and the pool was a great bonus. The location is perfect—just around the corner from some of the best bars, including Rick’s, Irish Kevin’s, and Sloppy Joe’s. I’d highly recommend this place for larger groups looking to stay together and really enjoy the full experience.
Grand Maloney Hotel responded
Thank you for your review, Jason! We are glad you enjoyed the home and its unique character, along with the pool and location. It is great to hear the space worked well for your group. We appreciate the recommendation and would love to host you again! - Daniella