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Beachfront Hotels in Key West Historic District

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Featured Key West Historic District Beach Hotels

The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3 out of 5
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
The Southernmost Inn - Adults Only
Pier House Resort & Spa
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
Pier House Resort & Spa
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4 out of 5
601 Front St, Key West, FL
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
Hyatt Centric Key West Resort and Spa
H2O Suites - Adults Only
H2O Suites - Adults Only
3.5 out of 5
1212 Simonton Street, Key West, FL
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free WiFi, a rooftop terrace, and a fitness center. Our guests praise the pool and the helpful ...
H2O Suites - Adults Only
Heron House Court - Adult Only
Heron House Court - Adult Only
3 out of 5
412 Frances St, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
Heron House Court - Adult Only
Duval Inn
Duval Inn
3 out of 5
511 Angela Street, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, a garden, and concierge services. Our guests praise the helpful staff and the clean rooms in our ...
Duval Inn
Heron House - Adult Only
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
Stay at this B&B in Key West. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Heron House - Adult Only
La Concha Key West
La Concha Key West
4 out of 5
430 Duval St, Key West, FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
La Concha Key West
Artist House Key West
Artist House Key West
3.5 out of 5
534 Eaton Street, Key West, FL
Stay at this 3.5-star boutique B&B in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast in our reviews. Popular ...
Artist House Key West
The Grand Guesthouse
The Grand Guesthouse
2.5 out of 5
1116 Grinnell Street, Key West, FL
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Grand Guesthouse
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
Duval House
The Cabana Inn Key West - Adults Only
The Cabana Inn Key West - Adults Only
3 out of 5
413 Applerouth Lane, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star guesthouse in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the pool and the helpful staff in ...
The Cabana Inn Key West - Adults Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels with Pools in Key West Historic District

The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3 out of 5
525 United Street, Key West, FL
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
7.8/10 Good! (1,004 reviews)
"Not the best bfast and parking is $25-$30 per night and an additional $43 service fee, otherwise its a cute place, has two pools one is heated and the rooms are ok, it serves the purpose."

Reviewed on May 28, 2024

The Southernmost Inn - Adults Only
Silver Palms Inn
Silver Palms Inn
3.5 out of 5
830 Truman Ave, Key West, FL
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (1,007 reviews)
"The Room was very clean and roomy and comfortable, wished the TV in the room with bed was bigger and not so far away. Did not like that there was no AC in the elevator. Also the breakfast buffet was very very mediocre and we not not have an omelet because there was no power outside to the entire ..."

Reviewed on May 30, 2024

Silver Palms Inn
Pier House Resort & Spa
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,006 reviews)
"Janice & the pool bar servers were amazing! Very nice staff all around!"

Reviewed on May 31, 2024

Pier House Resort & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels with Hot Tubs in Key West Historic District

The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3 out of 5
525 United Street, Key West, FL
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
7.8/10 Good! (1,004 reviews)
"Not the best bfast and parking is $25-$30 per night and an additional $43 service fee, otherwise its a cute place, has two pools one is heated and the rooms are ok, it serves the purpose."

Reviewed on May 28, 2024

The Southernmost Inn - Adults Only
The Cabana Inn Key West - Adults Only
The Cabana Inn Key West - Adults Only
3 out of 5
413 Applerouth Lane, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (1,002 reviews)
"Comfortable"

Reviewed on May 25, 2024

The Cabana Inn Key West - Adults Only
Heron House Court - Adult Only
Heron House Court - Adult Only
3 out of 5
412 Frances St, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,003 reviews)
"Wonderful place to stay. Roman and the housekeeping staff were absolutely splendid and such a joy to interact with."

Reviewed on May 29, 2024

Heron House Court - Adult Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Beach Hotels Key West Historic District

Toes in the sand, drink in hand, skin getting tanned—beach life is the sweet life. At the shore, the pace slows, moods elevate, and beachfront hotels line the horizon. Whether you’re a jump-straight-in-the-water person or like to remain on dry land, you’re living your best life at the beach. Better yet, get cozy at beach hotels Key West Historic District after the day’s surf-and-sand activities for some post-sunset chilling.

Vacation + beach = perfection

The best things come to those who beach. Find watersports like surfing, snorkeling, waterskiing, paddle boarding, kayaking—options are aplenty for enjoying the waves. Feel like taking it easy? Nothing’s better than napping under an umbrella and taking in the sounds of the surf. Bring a kite, enjoy a round of spike ball, or get competitive over a volleyball match. It’s easy to check all the boxes on beach days. The best beach hotels in Key West Historic District can point you toward delicious food and other activities in the area. And they likely have enough on-site amenities that you’ll never have to venture far from shore.

She saves (sand) dollars by the seashore

If you think you can’t beat a good day at the beach, add the best prices to the equation, and you’ve found the right formula for the best time ever. Filter hotels by the following to make one and one equal amazing:

  • Hotwire Hot Rates: With a Hotwire Hot Rate, you’ll think you found the mecca of cheap beach hotels. In reality, you’re seeing some of the best discounts on premium hotels, because mystery deals really pay off. You may even end up in the best luxury beach hotel at an incredible price.

  • Price: If the beach is enough to make you swoon, look for the lowest price on hotels, with ours starting at $129. If you’ve set your sights a little higher, up those price points for a swankier stay.

  • Amenities: You came for the beach, but extra perks don’t hurt. Get straight to the waves and grab a free breakfast. Relax even more at a full-service spa. When it comes to a tailor-made getaway, finding the right amenities ups the experience to the power of perfect.

Subtract stress, add a sprinkle of sun and sand, and enjoy the sum total of your days at the beach. When you book with Hotwire, your vacation satisfaction can reach 100 percent.