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Luxury Hotels in Key West

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Key West Hotels

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Featured Key West Luxury Hotels

See all 142 Hotels in Key West
Southernmost House

Southernmost House

1400 Duval Street, Key West
3.0 out of 5.0
4.5 out of 5 (245 reviews)
Southernmost House--Oasis in Heart of Key WestOur stay at Southernmost House was most memorable. From the moment we got there, they made us feel welcome and special. Loved it! The staff was VERY responsive and friendly. The room, bedding, bath were superb. We looked out at the beautiful pool & ocean. Little did we know when booking, but we had ...
  Aug 20, 2017

$236

$236
Best Western Key Ambassador Resort Inn

Best Western Key Ambassador Resort Inn

3755 S Roosevelt Blvd, Key West
2.5 out of 5.0
4.0 out of 5 (641 reviews)
Nice locationVery comfortable and cozy hotel with all the convinient amenities. There is a nice pool and breakfast. Very sweet little town. I miss there already.
  Aug 3, 2017

$170

$170
Pier House Resort & Spa

Pier House Resort & Spa

1 Duval St, Key West
4.0 out of 5.0
4.4 out of 5 (645 reviews)
wonderful location and staff....nice to have a private beach
  Aug 16, 2017

$219

$219
The Gates Hotel Key West

The Gates Hotel Key West

3824 N Roosevelt Blvd, Key West
4.0 out of 5.0
4.3 out of 5 (305 reviews)
Very goodVery good, clean and friendly. The hotel was everything that the pictures show and the staff was very courteous. It was very clean and very much to our expectations.
  Aug 17, 2017

$119

$119
Southernmost Beach Resort

Southernmost Beach Resort

508 South St, Key West
4.0 out of 5.0
4.5 out of 5 (1,443 reviews)
Very nice resort. Staff very pleasant.Beach was disappointing.
  Aug 19, 2017

$199

$199
Eden House

Eden House

1015 Fleming St, Key West
3.0 out of 5.0
4.6 out of 5 (252 reviews)
Special placeThe hotel is a little farther from downtown than optimal but not a problem at all. The staff is really special and they will do ANYTHING to make your stay special.
  Jul 5, 2017

$145

$145
Parrot Key Hotel & Resort

Parrot Key Hotel & Resort

2801 N Roosevelt Blvd, Key West
4.0 out of 5.0
4.2 out of 5 (1,128 reviews)
Hidden gem So close to everything that you need… Hidden gem in Key West so I got lots of activities for all ages and beaches were available nearby. Hotel concierge helps with a timer for the rec to base you want to book. Staff is friendly and the rooms are great… Beautiful ocean views
  Aug 17, 2017

$134

$134
La Concha Hotel & Spa

La Concha Hotel & Spa

430 Duval St, Key West
3.5 out of 5.0
4.0 out of 5 (591 reviews)
Anniversary getawayWe have been staying at this hotel for some time however this time the room was not up to standards. There was a bad odor of vomit, the sheets did not smell clean either. Overall the hotel staff was very nice and helpful.
  Aug 19, 2017

$161

$161
Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd, Key West
2.5 out of 5.0
3.6 out of 5 (530 reviews)
Very beach hotel. This is by far not an upper class hotel but one we find comfy n friendly. We had a great patio with our own hammock and there is a beach on the property on the bay. Pool was extremely clean and the bartender (Oli) was super nice n informative . Be sure to get one of the bigger rooms. ...
  Aug 19, 2017

$159

$159
The Reach, A Waldorf Astoria Resort

The Reach, A Waldorf Astoria Resort

1435 Simonton Street, Key West
4.0 out of 5.0
4.0 out of 5 (786 reviews)
Great place except Aircondition Loved hotel except on last night of our stay Aircondition broke in Hotel and had to be relocated to another hotel at midnight kind of put a damper on the last night of our stay
  Jul 18, 2017

$259

$259
Lighthouse Court Hotel - Key West

Lighthouse Court Hotel - Key West

902 Whitehead St, Key West
3.5 out of 5.0
4.1 out of 5 (318 reviews)
South Florida vacationWhat a gem!! This was a great hotel! The location is one block off of Duval street, right next to Lighthouse and across street from Ernest Hemingway house. Room was clean and good size! Pool was great. Breakfast was light but enough to fill you up. Parking was hard to find as the hotel does not offer ...
  Jul 10, 2017

$159

$159
Cypress House Hotel in Key West - Adults Only

Cypress House Hotel in Key West - Adults Only

601 Caroline St, Key West
3.0 out of 5.0
4.4 out of 5 (82 reviews)
A cozy comfortable vacation The staff was awesome and very accomadating Thanks to Mellissa and Jacob .
  Aug 7, 2017

$189

$189
Seascape Tropical Inn

Seascape Tropical Inn

420 Olivia Street, Key West
3.0 out of 5.0
4.4 out of 5 (67 reviews)
Nice hotel, great location.We have stayed at the Seascape 4 times. The rooms are nice, they have a continental breakfast, and you can't beat the location. Just steps away from Duval Street.
  Aug 11, 2017

$179

$179
The Marker Waterfront Resort Key West

The Marker Waterfront Resort Key West

200 William Street, Key West
4.0 out of 5.0
4.5 out of 5 (322 reviews)
BeautifulThis hotel exceeded our expectation. Very posh, modern, yet comfortable with an amazing staff. Already looking into booking again in March of 2018.
  Aug 17, 2017

$299

$299
Azul Key West

Azul Key West

907 Truman Avenue, Key West
3.5 out of 5.0
4.5 out of 5 (231 reviews)
Very convenient to Duval St. yet far enough away to be very peaceful. Pool and FREE parking a huge asset.
  Apr 16, 2017

$149

$149
Artist House Key West

Artist House Key West

534 Eaton Street, Key West
3.5 out of 5.0
4.5 out of 5 (22 reviews)
Great place and location! Loved breakfast and happy hour. Convenient and pleasant service.
  Jul 25, 2017

$149

$149
Orchid Key Inn

Orchid Key Inn

1004 Duval St, Key West
3.5 out of 5.0
4.7 out of 5 (333 reviews)
Perfect in Every WayAn incredible boutique hotel in the heart of Old Town Key West. We were greeted by Shawn made to feel welcome. He immediately ggave us an upgraded room that was available. Our room was immaculate. the hotel staff was absolutely the best! Kim was the most gracious and kind managers...Orchid Key Inn ...
  Aug 12, 2017

$220

$220
Casa Marina Resort - A Waldorf Astoria Resort

Casa Marina Resort - A Waldorf Astoria Resort

1500 Reynolds Street, Key West
4.0 out of 5.0
4.1 out of 5 (974 reviews)
Beautiful It was a nice family friendly hotel which we loved. Great view of the water and hotel was historic really enjoy saying in places like this. Staff was very friendly I would go back for sure!
  Aug 17, 2017

$279

$279
Santa Maria Suites

Santa Maria Suites

1401 Simonton St, Key West
4.0 out of 5.0
4.8 out of 5 (368 reviews)
beautiful! Room was like an apartment rather than a hotel. Top notch all the way! I'm spoiled now - won't stay anywhere else.
  Jul 10, 2017

$299

$299
The Southernmost Inn - Adult Exclusive

The Southernmost Inn - Adult Exclusive

525 United Street, Key West
2.5 out of 5.0
4.0 out of 5 (323 reviews)
Cozy hotelThis hotel felt very cozy from the beggining to the end. Very convienent and close to everything and felt very comfortable here and around the area. It was quiet and there were two pools and also free breakfast which was very convienent. The room was very comfy and cozy
  Aug 19, 2017

$143

$143
Map

Recently booked Luxury Hotels in Key West

La Concha Hotel & Spa
3.5 out of 5.0
Last booking: 10 minutes ago
Heron House Court - Adult Only
3.0 out of 5.0
Last booking: 18 minutes ago
The Marker Waterfront Resort Key West
4.0 out of 5.0
Last booking: 18 minutes ago
Southernmost Beach Resort
4.0 out of 5.0
Last booking: 30 minutes ago
The Gates Hotel Key West
4.0 out of 5.0
Last booking: 1 hour ago
Ocean Key Resort - A Noble House Resort
4.0 out of 5.0
Last booking: 1 hour ago
The Southernmost Inn - Adult Exclusive
2.5 out of 5.0
Last booking: 2 hours ago
Weatherstation Inn
2.5 out of 5.0
Last booking: 3 hours ago
24 North Hotel Key West
3.5 out of 5.0
Last booking: 3 hours ago

A few days away keeps your troubles at bay, and Key West is the perfect spot to visit. Interesting sites, delicious eats, and opportunities to capture fantastic pictures: these are just some of the things you'll love about in Key West. You'll snag seats to the most popular performances, devour delicious cuisine, and get in line to see the coolest points of interest. Where else would you stay but in a luxury hotel? Sampling the finer things in life is just your speed, so reserve your upscale hotel in Key West on Expedia.com today and start your trip off on the right (well-dressed) foot.

Book a Luxury Key West Vacation

If you need any proof that Key West is full of an incredible array of activities, consider that plenty of folks love it enough to live here. No matter what brings you to Key West, the destination always delivers. Key West is full of outstanding hotels as well as fantastic food, so it's no surprise that travelers often return. Book well in advance to get the best room!

An upscale vacation is your chance to live your best life, including eating at 5-star restaurants and getting the VIP treatment. When you're smart enough to book travel on Expedia.com, you never have to limit yourself. Thanks to our phenomenal room rates, you'll still have money in your budget for the most fun and free-spirited things to do. After a day of sightseeing, your luxury hotel is waiting with spectacular food and impressive amenities. Before you begin counting sheep, order a glass of wine to your room and revel in your successful day. The luxury hotels in Key West will render you into a state of bliss before you know it.

Find Luxury Key West Hotels Now

There's no better time than now to book an escape in Key West, and Expedia.com is here to save the day. Search through the wealth of reviews on spectacular hotels and find the perfect vacation rental. 5-Star hotels treat you right, offering things like high end bath amenities and private hot tubs. Many 5-star accommodations in Key West even feature gigantic suites, and it's not uncommon to discover a sauna and heated swimming pool in your hotel. Use our easy booking widget to choose a fabulous 5-star hotel in Key West, and before you know it you'll be getting pampered in paradise!