The Stella Awards Winner 2025 Casa Marina Key West, Curio Collection Guest Rooms - 311Meeting Rooms - 9Largest Conference Room - 20,000 sq. ft.Total event space - 11,368 sq. ft.Room Rate Range - $258-$743
3 Superior Tourist Class Fairfield Inn & Stes/The Keys Collection Guest Rooms - 133Meeting Rooms - 1Total event space - 11,060 sq. ft.Room Rate Range - $166-$166
7 Superior First Class Beachside Resort Key West Guest Rooms - 204Meeting Rooms - 8Largest Conference Room - 2,745 sq. ft.Total event space - 8,865 sq. ft.Room Rate Range - $169-$249
7 Superior First Class The Perry Hotel & Marina Key West Guest Rooms - 100Meeting Rooms - 4Total event space - 6,110 sq. ft.Room Rate Range - $169-$616
7 Superior First Class The Stella Awards Winner 2025 The Reach Key West, Curio Collection Guest Rooms - 150Meeting Rooms - 4Largest Conference Room - 2,808 sq. ft.Total event space - 4,700 sq. ft.
7 Superior First Class Margaritaville Beach House Key West Guest Rooms - 186Meeting Rooms - 1Total event space - 4,000 sq. ft.
7 Superior First Class Southernmost Beach Resort & Guesthouses Guest Rooms - 296Meeting Rooms - 2Largest Conference Room - 600 sq. ft.Total event space - 2,488 sq. ft.Room Rate Range - $264-$498
6 First Class Blue Flamingo Resort Key West Guest Rooms - 245Meeting Rooms - 5Total event space - 2,074 sq. ft.Room Rate Range - $138-$203
6 First Class Havana Cabana Resort Guest Rooms - 106Meeting Rooms - 1Largest Conference Room - 500 sq. ft.Total event space - 1,820 sq. ft.Room Rate Range - $168-$487
4 Moderate First Class Hilton Garden Inn/The Keys Collection Guest Rooms - 141Meeting Rooms - 2Largest Conference Room - 1,750 sq. ft.Total event space - 1,323 sq. ft.Room Rate Range - $144-$273