Our rooms
green walls with two orange velvet chairs

Stay
Awhilehotel rooms in key west

Evoking the hypnotic beauty and storied history of the Florida Keys, the guest rooms within our meticulously restored Caroline Street inn are refined yet relaxed; six singular hideaways that might easily masquerade as private bedrooms in the elegant home of a fifth-generation Key West family.

Amenities and services

Amenities icon
  • Complimentary WiFi
  • Luxury bedding
  • Premium bath amenities
  • Hair dryer 
  • Iron & ironing board
  • Ceiling fans
  • Room-darkening shades
  • Complimentary Coffee

Bunk Room

Sleeps Up to 4 Guests

Polished yet playful, this bright and airy room speaks to your inner child with an oversized, rose-colored queen-over-queen bunk bed accessible via luxe mahogany wood stairs. The contemporary bathroom features matte white marble floors, a glass shower, and high ceilings for steam to rise.

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Green Room

Sleeps Up to 4 Guests

Exuding drama and intrigue, this two-room suite channels the romance of old Key West. A cozy dark green sitting area with a queen pull-out sofa at the entrance leads to a bright king-bedded room featuring an exposed brick and vibrant tropical wall coverings, while a private entrance to the back patio makes it easy to slip outside for stargazing.

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Red Room

Sleeps Up to 2 Guests

This bold and alluring room is perfect for an extended stay in Key West. Natural light floods this spacious king-bedded retreat from a corner breakfast nook overlooking Caroline Street, while a combination of black marble, vintage moldings and original brick create a timeless atmosphere.

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Blue Room

Sleeps Up to 2 Guests

Radiating a sense of calm, this blue-hued beauty is a restful tropical oasis after a busy day exploring Key West. Textured wall coverings, original exposed brick, and a built-in bookcase layer the room with texture. An open and airy marble bathroom features an oversized glass shower and copper fixtures.

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Yellow Room

Sleeps Up to 2 Guests

Whisper-soft shades of ivory and gray set a relaxing tone in this charming guest room featuring a private access to a wrap-around porch overlooking Caroline Street. Decorative flourishes include a plush emerald green king bed and a vibrant bathroom wrapped in gray marble and accented by glossy yellow tiles.

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Carriage House

Sleeps Up to 2 Guests

Ideal for a romantic getaway, our detached cottage offers privacy and seclusion, while being just steps from our lobby and sitting room. Highlights include a plush king bed beneath an exposed beam ceiling, natural coral rock floors, and a back door to a shady private terrace surrounded by native poinciana trees.

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Property buyout

a group of people toasting drinks

When the occasion calls for a get-together–be it an executive retreat, an intimate wedding, or a reunion with family orfriends–the Grand Maloney can be all yours. Our Key West hotel buyout option puts the entire hotel–including the services of our staff–at your complete disposal for the length of your stay.

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