55 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.

21–40 of 55 hotels in Key West, FL
The Southernmost Inn - Adults Only★★★Key WestRated 4.2 by 1,461 Expedia reviewers. Rated 4.0 by 1,358 Tripadvisor reviewers.12 suitesSleeps up to 4View suitesThe Reach Key West, Curio Collection by Hilton★★★★Key WestRated 4.3 by 1,070 Expedia reviewers. Rated 3.5 by 4,463 Tripadvisor reviewers.11 suitesSleeps up to 4View suitesWinslow's Bungalows - Key West Historic Inns★★★★Key WestRated 4.6 by 1,489 Expedia reviewers.11 suitesSleeps up to 4View suitesAlmond Tree Inn Hotel - Adults Only★★★Key WestRated 5.0 by 1,007 Expedia reviewers. Rated 5.0 by 2,020 Tripadvisor reviewers.10 suitesSleeps up to 4View suitesCasa Marina Key West, Curio Collection by Hilton★★★★Key WestRated 4.2 by 1,023 Expedia reviewers. Rated 4.0 by 8,642 Tripadvisor reviewers.10 suitesSleeps up to 8View suitesMargaritaville Beach House Key West★★★★Key WestRated 4.4 by 1,823 Expedia reviewers.10 suitesSleeps up to 8View suitesOrchid Key Inn - Adults Only★★★Key WestRated 4.9 by 1,006 Expedia reviewers.10 suitesSleeps up to 4View suitesThe Gates Hotel Key West★★★★Key WestRated 3.9 by 1,000 Expedia reviewers. Rated 4.0 by 1,577 Tripadvisor reviewers.10 suitesSleeps up to 4View suitesFairfield Inn and Suites by Marriott Key West★★★Key WestRated 3.9 by 1,105 Expedia reviewers. Rated 4.0 by 1,838 Tripadvisor reviewers.9 suitesSleeps up to 6View suitesHyatt Centric Key West Resort and Spa★★★★Key WestRated 4.6 by 1,004 Expedia reviewers. Rated 4.5 by 2,745 Tripadvisor reviewers.9 suitesSleeps up to 4View suitesSanta Maria Suites★★★★Key WestRated 4.8 by 1,007 Expedia reviewers. Rated 5.0 by 2,254 Tripadvisor reviewers.9 suitesSleeps up to 6View suitesDuval HouseKey West8 suitesSleeps up to 8View suitesFairfield by Marriott Inn & Suites Key West at The Keys Collection★★★Key WestRated 4.4 by 1,203 Expedia reviewers. Rated 4.0 by 880 Tripadvisor reviewers.8 suitesSleeps up to 4View suitesPegasus International Hotel★★Key WestRated 4.1 by 1,012 Expedia reviewers. Rated 4.0 by 791 Tripadvisor reviewers.8 suitesSleeps up to 6View suitesThe Laureate Key WestKey West8 suitesSleeps up to 10View suitesLighthouse Hotel - Key West Historic Inns★★★Key WestRated 4.5 by 1,000 Expedia reviewers.7 suitesSleeps up to 4View suitesCourtyard by Marriott Key West Waterfront★★★Key WestRated 4.4 by 1,000 Expedia reviewers. Rated 4.0 by 797 Tripadvisor reviewers.6 suitesSleeps up to 9View suitesDoubleTree Resort by Hilton Grand Key - Key West★★★★Key WestRated 4.2 by 1,143 Expedia reviewers. Rated 4.0 by 4,119 Tripadvisor reviewers.6 suitesSleeps up to 4View suitesH2O Suites - Adults Only★★★Key WestRated 4.9 by 676 Expedia reviewers. Rated 5.0 by 609 Tripadvisor reviewers.6 suitesSleeps up to 2View suitesHampton Inn Key West FL★★Key WestRated 4.5 by 1,581 Expedia reviewers. Rated 4.0 by 2,235 Tripadvisor reviewers.6 suitesSleeps up to 4View suites

Choosing 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.