Summary: The Grand Maloney Hotel is a new 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.
The Space: Each room is decorated with careful attention to detail, reflecting the personalized experience each guest can expect of their stay. This suite exudes drama and intrigue. The dark green sitting area feels cozy and is perfect for an additional guest joining, as the emerald green couch folds out into a sleeper. The main bedroom was decorated with an old key west feel, with its vibrant tropical wall coverings and exposed brick and siding. A large king size bed is provided for extra comfort and sleeping space. Perfect for four, room 2 features 1 king bed and 1 sleeper sofa, private bathroom and private entrance to the back patio and pool.
Guest Access: Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.
Shared Hotel Amenities: Heated pool and deck area, wrap-around porches, lounge, lobby, coffee maker & refrigerator drawers.
The Neighborhood: Placed perfectly between downtown and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration.
Half a block from Duval Street, the Grand Maloney Hotel is steps away from Key West's most famous bars and kitchens. Food is at your finger tips with local’s favorite restaurants, such as First Flight, Bagatelle and Two Friend’s Patio, less than a 5-minute walk from your front door. Got a sweet tooth? Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.
Forgot something or need a quick fix? Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.
Getting Around: There are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!
There is no on-site parking for this unit. You may utilize the brick pathway/driveway for bike parking ONLY. For overnight parking, here are some parking lots: • 204 Simonton Street (This is the closest to your unit!) • Caroline Street Outdoor Parking Lot • Park N Ride Old Town Garage
Street parking information: • There are pay-to-park spots and meters, which are free from 12AM - 8AM, with a 3-day limit. • The neighborhoods of Old Town offer some free parking spaces close to your unit, but be aware that many of the spots are marked “Residential” and visitors are NOT permitted to park in them.
Other Things to Note: - Relax by the brand-new, heated pool in the back of the home! - Rent this room along with the rest of the Grand Maloney Hotel for an exclusive takeover for up to 16 guests! - Ask us about our other neighboring units for groups exceeding this guest count. - There is onsite laundry facilities. - This is not a pet friendly hotel. - For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras. - The communal kitchen area encompasses two large refrigerator drawers, a Keurig coffee maker, sink and select glassware.
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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
Parties and events are allowed on site
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 security system
About the area
Key West
Located by the sea, this apartment is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Mel Fisher Maritime Museum and Sails To Rails Museum at Flagler Station are also worth visiting. Take the opportunity to explore the area for outdoor excitement like cycling.
Harry S. Truman Little White House - 6 min walk - 0.6 km
Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
Getting around
Key West, FL (EYW-Key West Intl.) - 12 min drive
Restaurants
Sloppy Joe's Bar - 3 min walk
Irish Kevin's - 2 min walk
Stinkin Crawfish Key West - 2 min walk
The Bull & Whistle Bar - 2 min walk
Fogarty's and Flying Monkey's - 1 min walk
Frequently asked questions
Does Green Room at the Grand Maloney have a pool?
Yes, this property has a pool.
How much does it cost to stay at Green Room at the Grand Maloney?
As of 28 May, 2026, prices found for a 1-night stay for 2 adults at Green Room at the Grand Maloney on 12 Sept, 2026 start from S$317, 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.
Is Green Room at the Grand Maloney pet-friendly?
No, pets are not allowed at this property.
How much is parking at Green Room at the Grand Maloney?
There is free parking nearby.
What time is check-in at Green Room at the Grand Maloney?
Check-in begins at 4:00 PM.
What time is check-out at Green Room at the Grand Maloney?
Checkout is at 10:00 AM.
Where is Green Room at the Grand Maloney located?
Located in Key West Historic District, this apartment building is steps away from Curry Mansion Museum and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.
Reviews
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Check in was easy, place was clean and comfortable and awesome location!
Alyssah M.
Stayed 1 night in Feb 2025
Response from VrboOwner on 15 Mar, 2025
Thank you for your feedback! We're glad you found check-in easy, the place clean and comfortable, and the location great. We appreciate you staying with us!
Excellent location and wonderful property in the middle of the historic area in Key West. Close to shopping, restaurants, water front activities. Would highly recommend.
John E.
Stayed 2 nights in Feb 2025
Response from VrboOwner on 15 Mar, 2025
Thank you for your kind words! We're glad you enjoyed the location and property. Being in the heart of Key West makes it easy to explore. We appreciate your recommendation and hope to host you again!
We were very pleased with the uniqueness of the property. The location was perfect, a few blocks to all the downtown venues without the latenight noise. The room was well appointed and the lobby/common areas were perfect. Overall, the cleanliness was top shelf. Id definately book this place again.
David R.
Stayed 4 nights in Jul 2025
Response from VrboOwner on 12 Aug, 2025
Thank you for your excellent review and perfect rating. We’re delighted to hear you appreciated the unique charm of the property, its ideal location, and the well-appointed room and common areas. It’s wonderful to know the cleanliness met your expectations. We look forward to welcoming you back for another stay in the future!
Verified
8/10 Good
THOMAS
24 Mar, 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
The hot tub wasn’t warm enough and key pad was difficult to access our room
THOMAS
Stayed 1 night in Mar 2025
Verified
10/10 Excellent
Ariana
20 Mar, 2025
Liked: Cleanliness, property conditions & facilities, communication
Ariana
Stayed 1 night in Mar 2025
About the host
Hosted by Brightwild
Premier Host
They consistently provide great experiences for their guests