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The Best Hotels for First Time Visitors in Key West

Where to Stay on Your First Trip to Key West

Key West Key West

Are you looking for a hotel for your first trip to Key West, Florida? With plenty of activities and sites, this is a great destination for first-time visitors. So if you're deciding where to stay on your first trip to Key West, don't worry, we've got you covered. We've analyzed the hotels in Key West to find out which are the best for first timers based on price, amenities, location, reviews, and guest ratings. In this guide, we'll be showcasing the best hotels for first-time visitors in Key West, taking into consideration all of these important factors. Whether you're traveling solo, with family, or with friends, there's a hotel that caters to every traveler's needs to make the most of your first trip here. So, if you're visiting Key West for the first time, the hotels below will be great options, as many of them have pools, breakfast, and plenty of comforts to help you relax. So, here they are, the best hotels in Key West for first time visitors.

(Prices are listed in U.S. Dollars.)

Eden House

3-star Hotel with prices starting at $239 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Key West
  • Great Value: the price is lower than average for 3-star hotels.
  • Family-Friendly
  • Heated pool
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Located at 1015 Fleming St, Eden House has great rooms from $239 (before taxes). It offers an outdoor pool, room service, a restaurant, a fitness center, and scuba diving. It has a terrific 8.50 rating out of 10 from previous guests who have stayed here. Only 1 miles from the city center, first time visitors will especially love snorkeling, a bar, rooms with kitchenettes, child care, and laundry services at this relaxing hotel. Getting room service delivered is always a nice luxury. The price of this hotel is less than average for first time trip hotels, which makes it a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Kitchenette
  • Babysitting / Child Care
  • Laundry service
  • Hot tub
  • Game room
  • Free parking
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool
  • Coffee shop
  • Microwave
  • Refrigerator
View Prices and Reviews


Southernmost Point Guest House

Guest House with prices starting at $245 (before taxes) - See All Prices
Perfect Hotel to Make the Most of Your First Visit
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Heated pool
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A great place to stay is Southernmost Point Guest House which has nice rooms starting at $245. Offering an outdoor pool, room service, scuba diving, snorkeling, and a bar, it also has a great guest rating of 9.20 out of 10 from many previous guests. It's located at 1327 Duval Sreet. This convenient hotel is also nice because it offers a kid-friendly buffet, breakfast, rooms with kitchens, laundry services, and city views which visitors will enjoy. Also, it's just 1.1 miles from the city center. You'll love relaxing in the heated pool after a busy day exploring. It's also less than the average price for first time trip hotels, so it's a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Breakfast included
  • Kitchen
  • Beach
More Great Amenities
  • Bar/Lounge
  • Kid-friendly buffet
  • Laundry service
  • Free parking
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator
View Prices and Reviews


The Perry Hotel Key West

4-star Hotel with prices starting at $276 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Heated pool
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We found The Perry Hotel Key West to be a great place to stay, and the price starts at $276. We loved that is has an outdoor pool, a pool bar, a restaurant, a fitness center, and scuba diving, and it also has a terrific guest rating of 8.90 out of 10 from previous guests. It's located at 7001 Shrimp Rd. You'll also find snorkeling, a bar, child care, laundry services, and golf which travelers will love. And this fun hotel is just 2.8 miles from the center of town. The pool here was very nice, relaxing, and fun. It's a great value, too, because it's less than the average price for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Snorkeling
  • Beach
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Pets allowed
  • Free parking
  • Bicycle rental
  • Fishing
  • Heated pool
  • Refrigerator
View Prices and Reviews


Parrot Key Hotel & Villas

4-star Hotel with prices starting at $294 (before taxes) - See All Prices
Perfect for Your First Visit to Key West
  • Great Value: the price is lower than average for 4-star hotels.
  • Family-Friendly
  • Heated pool
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With terrific rooms from $294, Parrot Key Hotel & Villas, at 2801 N Roosevelt Blvd provides an outdoor pool, a pool bar, room service, a restaurant, and a fitness center. Its terrific guest rating is 8.60 out of 10 from previous guests staying here. New visitors will really like this amazing hotel which also offers scuba diving, snorkeling, a bar, parking, and laundry services. It's located just 0.9 miles from the city center, too. The service at the restaurant is terrific, and so is the food.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Parking
  • Family-Friendly
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool
  • Coffee shop
  • Microwave
  • Refrigerator
View Prices and Reviews


Orchid Key Inn

3-star Hotel with prices starting at $420 (before taxes) - See All Prices
A Good Stay for Your First Trip
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
  • Heated pool
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Orchid Key Inn has a great guest rating of 9.50 out of 10, and offers an outdoor pool, a pool bar, a restaurant, a bar, and parking. The great rooms here start at $420 before taxes and depending on the season. It can be found at 1004 Duval St. Furthermore, it also offers laundry services, a hot tub, bicycle rental, fishing, and family rooms, which is nice for first time visitors. Just 1.1 miles from the city center, this fantastic hotel is a terrific choice. Everyone loves a good hot tub, and this one is really nice.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Parking
  • Family-Friendly
More Great Amenities
  • Pool bar
  • Restaurant
  • Bar/Lounge
  • Laundry service
  • Hot tub
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool
  • Tennis
  • Microwave
  • Refrigerator
View Prices and Reviews


Hyatt Centric Key West Resort & Spa

4-star Resort with prices starting at $479 (before taxes) - See All Prices
Perfect for Your First Time in Key West
  • Family-Friendly
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The great guest rating of Hyatt Centric Key West Resort & Spa is 8.50 out of 10. This place has an outdoor pool, room service, a restaurant, a fitness center, and scuba diving. Prices for the terrific rooms are from $479, and it's located at 601 Front Street. We also love the snorkeling, a bar, parking, laundry services, and pet-friendly rooms which are great for visitors. And since it's just 1.5 miles from the center of the town, the location is great, too.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Parking
  • Spa
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Pets allowed
  • Hot tub
  • Bicycle rental
  • Fishing
  • Family rooms
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Santa Maria Suites Resort

4-star Resort with prices starting at $494 (before taxes) - See All Prices
Perfect for First-Timers
  • High Quality: guest ratings are higher than average.
  • Beach
  • Family-Friendly
  • Heated pool
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A cool place is Santa Maria Suites Resort because it has great rooms that start at $494. It has an outdoor pool, a pool bar, a restaurant, a fitness center, and scuba diving, it also earned a great guest rating of 9.30 out of 10 from people who have stayed here before. It's found at 1401 Simonton Street. Only 0.9 miles from the city center, travelers will especially love snorkeling, a bar, parking, rooms with kitchens, and laundry services at this convenient hotel. Don't forget that there's a kitchen in the room to cook your meals, too.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Snorkeling
  • Parking
  • Kitchen
  • Beach
  • Family-Friendly
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator
View Prices and Reviews


Ocean Key Resort & Spa a Noble House Resort

4-star Resort with prices starting at $385 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Key West
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
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Ocean Key Resort & Spa a Noble House Resort offers an outdoor pool, room service, a restaurant, a fitness center, and snorkeling which we really like. The terrific rooms here start at $385 (before taxes). It's located at Zero Duval Street and has earned a guest rating of 9.00/10. This fun hotel is also nice because it offers a bar, parking, laundry services, a hot tub, and a spa and wellness center which new visitors will enjoy. Also, it's just 1.6 miles from the city center. We love an indoor pool because you can enjoy it any time of the year.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Parking
  • Spa
  • Indoor pool
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Hot tub
  • Bicycle rental
  • Fishing
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Key West Marriott Beachside Hotel

3-star Hotel with prices starting at $333 (before taxes) - See All Prices
Perfect Hotel to Make the Most of Your First Visit
  • Beach
  • Heated pool
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Located at 3841 North Roosevelt Boulevard, Key West Marriott Beachside Hotel has great rooms from $333 (before taxes). It offers an outdoor pool, a pool bar, room service, a restaurant, and a fitness center. It has a terrific 8.00 rating out of 10 from previous guests who have stayed here. You'll also find a bar, parking, rooms with kitchens, child care, and laundry services which first time visitors will love. And this amazing hotel is just 2.2 miles from the center of town. Being able to relax at the pool bar is a great way to spend your time here.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Parking
  • Kitchen
  • Spa
  • Beach
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Hot tub
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Oceans Edge Key West

4-star Hotel with prices starting at $284 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Great Value: the price is lower than average for 4-star hotels.
  • Beach
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A great place to stay is Oceans Edge Key West which has nice rooms starting at $284. Offering an outdoor pool, room service, a restaurant, a fitness center, and scuba diving, it also has a great guest rating of 8.70 out of 10 from many previous guests. It's located at 5950 Peninsular Avenue. Visitors will really like this fantastic hotel which also offers snorkeling, a bar, parking, rooms with kitchenettes, and laundry services. It's located just 3.4 miles from the city center, too. We find the kitchenette here to be a great way to get a good breakfast and save time and money. We found the price of this hotel to be a great value because the price is less than average for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Parking
  • Beach
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Kitchenette
  • Laundry service
  • Pets allowed
  • Fishing
  • Family rooms
  • Coffee shop
  • Microwave
  • Refrigerator
View Prices and Reviews


Also, you might be interested in the nearby first time trip hotels in Marathon.

For more terrific hotel ideas in Key West, make sure you also see Best Family-Friendly Hotels in Key West, Best Beach Hotels in Key West, Best Luxury Hotels in Key West, Best Pet-Friendly Hotels in Key West, Best Hotels for a Weekend Getaway in Key West, Best Hotels for One Week in Key West, Best Hotels for One Night in Key West, Best Romantic Hotels for Couples in Key West, Best Adults Only Hotels in Key West, Best Party Hotels in Key West, Best Hotels for Scuba Diving in Key West, Best Business Hotels in Key West, or Best Party Hotels in Key West.


How much do hotels for first-time visitors cost in Key West?

Key West Average First Time Trip Hotel Price
$292

Travelers to Key West, Florida will have a large number of terrific first time trip accommodation options with a variety of great prices. The price of first time trip hotels here can vary by amenities, dates, and the neighborhood. Based on thorough data from 53 first time trip hotels, their average price is a very reasonable $292. If you're interested in more information about hotels here, see our guide to hotel prices in Key West.

The average prices of our suggested first time trip hotels by star rating:

  • 4-star hotels: $343
  • 3-star hotels: $284
  • 2-star hotels: $239


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