25 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.

1–20 of 25 hotels in Key West, FL
Havana Cabana at Key West★★★★Key WestRated 4.5 by 1,903 Expedia reviewers. Rated 4.5 by 1,187 Tripadvisor reviewers.39 suitesSleeps up to 10View suitesSunset Key Cottages★★★★Key WestRated 4.5 by 796 Tripadvisor reviewers.14 suitesSleeps up to 8View suitesBeachside Resort & Residences★★★Key WestRated 4.3 by 2,669 Expedia reviewers. Rated 4.5 by 3,243 Tripadvisor reviewers.8 suitesSleeps up to 8View suitesParrot Key Hotel & Villas★★★★Key WestRated 4.5 by 1,483 Expedia reviewers. Rated 4.5 by 4,513 Tripadvisor reviewers.7 suitesSleeps up to 8View suitesParadise Inn Key West - Adults Only★★★Key WestRated 4.6 by 1,000 Expedia reviewers. Rated 4.5 by 1,793 Tripadvisor reviewers.6 suitesSleeps up to 14View suitesMargaritaville Beach House Key West★★★★Key WestRated 4.4 by 1,823 Expedia reviewers.5 suitesSleeps up to 8View suitesNyah - Adult ExclusiveKey West4 suitesSleeps up to 6View suitesPegasus International Hotel★★Key WestRated 4.1 by 1,013 Expedia reviewers. Rated 4.0 by 791 Tripadvisor reviewers.4 suitesSleeps up to 6View suitesSanta Maria Suites★★★★Key WestRated 4.8 by 1,007 Expedia reviewers. Rated 5.0 by 2,254 Tripadvisor reviewers.4 suitesSleeps up to 6View suitesDoubleTree Resort by Hilton Grand Key - Key West★★★★Key WestRated 4.2 by 1,142 Expedia reviewers. Rated 4.0 by 2,831 Tripadvisor reviewers.3 suitesSleeps up to 6View suitesHyatt Vacation Club at Beach House, Key West★★★Key WestRated 4.7 by 1,291 Expedia reviewers. Rated 4.0 by 661 Tripadvisor reviewers.3 suitesSleeps up to 6View suitesHyatt Vacation Club at Windward Pointe, Key West★★★Key WestRated 4.7 by 1,339 Expedia reviewers. Rated 4.5 by 809 Tripadvisor reviewers.3 suitesSleeps up to 6View suitesLighthouse Suites Collection★★★Key WestRated 5.0 by 2 Expedia reviewers.3 suitesSleeps up to 12View suitesPier House Resort & Spa★★★★Key WestRated 4.5 by 1,394 Expedia reviewers. Rated 4.5 by 2,828 Tripadvisor reviewers.3 suitesSleeps up to 6View suitesThe Laureate Key WestKey West3 suitesSleeps up to 10View suitesCourtyard 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 suitesDuval HouseKey West2 suitesSleeps up to 8View 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.2 suitesSleeps up to 6View suitesIbis Bay Beach Resort★★Key WestRated 4.1 by 2,423 Expedia reviewers. Rated 3.5 by 1,415 Tripadvisor reviewers.2 suitesSleeps up to 6View 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.1 suiteSleeps up to 8View 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.