You’re planning a trip to the Southernmost Point and you want to use your points. Or maybe you just trust the brand. Either way, searching for ihg hotels in key west usually leads to a confusing mess of "historic inns" and "resorts" that don’t look anything like a standard Holiday Inn.
Honestly? That's because Key West is weird. In a good way.
Most people expect a massive skyscraper with a green logo. Instead, what you actually get is a collection of 19th-century houses, hidden bungalows, and one massive historic hotel on Duval Street that—get this—isn't even an IHG anymore.
Yeah, we need to talk about that.
The Big Switch: La Concha is Gone (Sorta)
If you’ve been to Key West before, you probably remember the Crowne Plaza La Concha. It was the tallest building on the island. It was the IHG crown jewel of Duval Street.
Well, as of late 2024 and moving into 2026, it’s no longer part of the ihg hotels in key west lineup. It jumped ship to Marriott’s Autograph Collection. If you were planning to drop 60,000 points there, you’re out of luck.
This is where travelers get tripped up. They see old blog posts or outdated travel guides and think they can stay in the center of the action with IHG. You still can, but the vibe is totally different now.
The Kimpton Takeover: Old Town’s Secret Collection
If you want to stay in Old Town—where the roosters wake you up and the smell of Cuban coffee is everywhere—you aren't looking for a Holiday Inn. You're looking for the Kimpton Key West collection.
IHG bought Kimpton a while back, and in Key West, they did something brilliant. They didn't build a big box. They bought a bunch of historic estates and turned them into five distinct "inns." Each one has a different personality.
Winslow’s Bungalows (725 Truman Ave)
This is the biggest one. It’s got three pools, which is a big deal because space in Key West is basically non-existent. It’s named after Winslow Homer, the painter. It feels like a lush, tropical estate.
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- Best for: People who want that "resort" feel but in a historic setting.
- The Vibe: Modern boho. Rattan furniture, bright colors, and actual grass (a rarity).
Fitch Lodge (1030 Eaton Street)
This is usually the most affordable of the bunch. It’s closer to the Seaport. If you’re here to go fishing or jump on a catamaran, stay here. It’s got a nautical, adventurous spirit.
- Pro Tip: Ask about the "Fitch-Wiches." It’s a signature lemon vodka drink they serve at the pool.
Ridley House (601 Caroline Street)
This is the "fancy" one. It’s steps away from Mallory Square. If you’ve got a romantic streak or you’re on a honeymoon, this is the spot. It’s an old Bahamian "eyebrow" style house. Very exclusive, only about 23 rooms.
Ella’s Cottages (811 Simonton Street)
Tucked away in the art district. It’s quiet. If you want to disappear and read a book by a hidden pool, Ella’s is the move. It used to be a cigar maker’s home.
Lighthouse Hotel (902 Whitehead Street)
Literally right across from the Hemingway House. If you stay here, you’re basically neighbors with the six-toed cats. It’s social. People hang out by the bar here more than the others.
What About the "Normal" IHG Hotels?
Okay, maybe you aren't a "boutique inn" person. Maybe you have a family and you need a mini-fridge and a parking spot that doesn't require a 12-point turn.
You have one main option: Holiday Inn Key West-Key Cove.
It’s located at the entry of the island (New Town).
Is it as charming as a 100-year-old bungalow? No.
Is it practical? Absolutely.
You get a big pool, a tiki bar, and most importantly, it’s way easier to navigate if you’re driving. In Old Town, parking is a nightmare. Here, it’s included or at least much cheaper. They also run a shuttle to Duval Street, which saves you $40 a day in Uber fees.
The Reality of IHG One Rewards in the Keys
Let’s be real about the points. Key West is one of the most expensive hotel markets in the U.S.
During Fantasy Fest or Spring Break, point redemptions can get crazy. However, if you have the IHG One Rewards Premier Credit Card, you get that "4th Night Free" benefit. That is the only way to make Key West affordable.
If a night at Kimpton Winslow's Bungalows is 70,000 points, and you stay four nights, you’re looking at 210,000 points total instead of 280,000. That’s a massive saving.
Wait, what about resort fees? This is the part everyone hates. Most of these properties—especially the Kimptons—tack on a "Guest Amenity Fee." It’s usually $35 to $50 a night. It covers things like:
- The "Pirate Loot" welcome cocktails.
- Cruiser bike rentals (which you should definitely use).
- Poolside snacks (frozen grapes or mango slices).
- Standard Wi-Fi.
If you are a Diamond Elite member, you might get some of this waived or at least get the free breakfast to offset the cost. But generally, expect to pay it.
Common Misconceptions About Staying with IHG Here
People often think "Old Town" means "Beachfront."
It doesn't.
Most ihg hotels in key west are nowhere near a swimming beach. Key West isn't actually a "beach" island; it’s a coral rock island. If you want a beach, you have to go to Smathers Beach or Fort Zachary Taylor.
If you stay at the Kimptons, you are walking to bars, restaurants, and history. You aren't walking onto the sand from your room.
Another thing: The "Bungalows."
At Winslow's, some "rooms" are actually tiny. Like, 150 square feet tiny. They call them "cozy" or "classic." I call them "watch your shins on the bed frame." If you’re a big person or you have a lot of luggage, check the square footage before you book.
Actionable Strategy for Your Booking
Don't just click "book" on the first thing you see. Key West requires a bit of chess-playing.
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1. Check the Event Calendar
If you book during a "Powerboat Race" weekend or "Songwriters Festival," you will pay 3x the price. If you can sneak in during September (hurricane season, admittedly), you can find the Kimpton properties for a steal.
2. The Shuttle Hack
If you stay at the Holiday Inn Key Cove, use the shuttle. But check the schedule. It doesn't run 24/7. If you miss the last one back from Duval Street, a taxi will cost you.
3. Use the Bikes
Key West is 4 miles by 2 miles. It’s flat. The Kimpton properties include bikes in that annoying resort fee. Use them. Parking a car in Old Town is $5 to $30 an hour. Parking a bike is free and way more fun.
4. Breakfast Nuance
The Kimptons usually offer a "refined" continental breakfast. Think local pastries and good coffee, not a massive buffet with a waffle maker. If you want the big greasy spoon experience, stay at the Holiday Inn or head to Blue Heaven nearby.
The Verdict
If you want the authentic Key West experience using IHG points, Winslow’s Bungalows is the clear winner for most people. It strikes the best balance of "Key West charm" and "actual amenities."
If you're on a budget and just need a home base to explore the reef, stick to Fitch Lodge or the Holiday Inn.
Just remember: La Concha is gone, the roosters are loud, and you're going to pay a resort fee. Accept it, grab a lime-flavored cocktail, and enjoy the sunset.
Next Steps for Your Trip:
Check your IHG One Rewards account for "Milestone Rewards" before booking. If you’ve hit 20 or 40 nights this year, you might have a Confirmable Suite Upgrade sitting in your account. The Kimptons have a very limited number of suites, so you'll want to call the hotel directly to apply that upgrade as soon as you book—don't wait until check-in. Also, download the Key West Parking App (Passport Parking) now; even if you stay at a hotel with a lot, you'll need it the second you try to park near the Seaport.