54 Key West hotels with suites or connecting rooms
Every hotel below has suites. The ones with confirmed connecting rooms come first, but a hotel does not need them to be here.
Courtyard by Marriott Key West Waterfront★★★Key WestRated 4.4 by 1,000 Expedia reviewers. Rated 4.0 by 797 Tripadvisor reviewers.2 suitesSleeps up to 9View suites
Fitch Lodge - Key West Historic Inns★★★Key WestRated 4.4 by 666 Expedia reviewers.2 suitesSleeps up to 6View suites
Lighthouse Hotel - Key West Historic Inns★★★Key WestRated 4.5 by 1,000 Expedia reviewers.2 suitesSleeps up to 4View suites
Orchid Key Inn - Adults Only★★★Key WestRated 4.9 by 1,006 Expedia reviewers.2 suitesSleeps up to 4View suites
Southwinds Motel★★Key WestRated 4.3 by 1,406 Expedia reviewers.2 suitesSleeps up to 4View suites
The Marker Key West Harbor Resort★★★★Key WestRated 4.6 by 1,050 Expedia reviewers. Rated 4.5 by 2,165 Tripadvisor reviewers.2 suitesSleeps up to 4View suites
Coconut Beach Resort Timeshare★★Key WestRated 4.5 by 2 Expedia reviewers.1 suiteSleeps up to 4View suites
Ella's Cottages - Key West Historic Inns★★★Key WestRated 4.7 by 520 Expedia reviewers.1 suiteSleeps up to 4View suites
Hilton Key West Resort & Marina★★★★Key WestRated 4.5 by 1,795 Expedia reviewers. Rated 4.5 by 1,826 Tripadvisor reviewers.1 suiteSleeps up to 5View suites
Key West Villa★★★★★Key WestRated 5.0 by 456 Tripadvisor reviewers.1 suiteSleeps up to 14View suites
Looe Key Reef Resort★★Summerland KeyRated 3.9 by 1,002 Expedia reviewers.1 suiteSleeps up to 6View suitesOrchid Key Inn - Adults Only★★★Key WestRated 4.9 by 1,007 Expedia reviewers. Rated 5.0 by 2,585 Tripadvisor reviewers.1 suiteSleeps up to 4View suites
Southernmost Beach Resort and Guesthouses★★★★Key WestRated 4.3 by 3,660 Expedia reviewers. Rated 4.5 by 7,543 Tripadvisor reviewers.1 suiteSleeps up to 6View suites
Winslow's Bungalows - Key West Historic Inns★★★★Key WestRated 4.6 by 1,489 Expedia reviewers.1 suiteSleeps up to 4View suitesChoosing between them
Does a bigger hotel mean a better chance of a connecting room?
Usually, but the count matters more than the size. A 5,000-room resort with 40 connecting pairs is a worse bet than a 700-room property with 90. That is why this list sorts by connecting rooms rather than by rooms — the number in gold is the one that decides whether you get the door.
Are these prices per room or for the whole booking?
For the whole thing. A connecting pair at $212 means both rooms, one reservation, one card. Two-bedroom suite prices are for the entire suite. Taxes and resort fees appear as one line at checkout before you pay.
Why does a hotel I know is here not appear?
It is here if we have details of its suites. A few more appear once you search real dates, because their rooms are only priced when we ask the hotel.