Explore beach hotels in Key West Historic District, FL from $170

Name: The Southernmost Inn - Adults Only
Price range: $175 total
Rating: 8.4

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Top Key West Historic District Beach Resorts & Hotels

H2O Suites - Adults Only

1212 Simonton Street Key West FL

$389 nightly

$438 total

Jun 21 - Jun 22

Total with taxes and fees

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the laundry service. There's a gym on site, and ...

9.8/10 Exceptional! (612 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

"Lo máximo lo recomiendo 100% todo super rentas los que ves muy muy bueno el proximo año sin dudas lo vuelvo a visitar"

Reviewed on May 29, 2026

Heron House - Adult Only

512 Simonton St Key West FL

$151 nightly

$170 total

Jun 11 - Jun 12

Total with taxes and fees

This bed & breakfast features an outdoor pool and a rooftop terrace. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A ...

9.2/10 Wonderful! (1,162 reviews)

Travelers like: close to beach, beach towels, outdoor pool

Travelers say...

"The property was gorgeous and peaceful. It was close to all of the action, but totally quiet once you turned the corner into Heron House. Breakfast was personally just like I eat at home, so I was happy with everything provided. My room was unbelievable. It was gorgeous and spacious. There was plenty ..."

Reviewed on Jun 8, 2026

Pier House Resort & Spa

1 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$344 nightly

$387 total

Jun 22 - Jun 23

Total with taxes and fees

This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...

9/10 Wonderful! (1,175 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach umbrellas

Travelers say...

"The private beach was perfect"

Reviewed on Jun 9, 2026

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

Fully refundableReserve now, pay when you stay

$265 nightly

$298 total

Jun 21 - Jun 22

Total with taxes and fees

This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...

9/10 Wonderful! (1,007 reviews)

Travelers like: close to beach, beach towels, outdoor pool

Travelers say...

"Cleannroom"

Reviewed on Jun 9, 2026

Heron House Court - Adult Only

412 Frances St Key West FL

$190 nightly

$213 total

Jun 11 - Jun 12

Total with taxes and fees

This guesthouse features an outdoor pool and a rooftop terrace. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.

9/10 Wonderful! (1,009 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

"The stay here was pleasant & quiet. We stayed in room 5. It was small but cute. The shower will take a long time to heat up, and the toilet sits very low to the floor. There are not many outlets in this room and the one by the chair and bathroom door dosent work. We had also anticipated using the ..."

Reviewed on Jun 9, 2026

La Concha Key West, Autograph Collection

430 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$267 nightly

$300 total

Jun 23 - Jun 24

Total with taxes and fees

This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...

9/10 Wonderful! (416 reviews)

Travelers like: close to beach, beach towels, outdoor pool

Travelers say...

"The hotel is in a great location. There were a few issues: I booked a king room But they gave us 2 queen beds plus the internet never worked so no streaming Netflix, prime or tv. They sent engineers to our room several times but never got it to work. I wish there was a hot tub but there isn’t and ..."

Reviewed on Jun 8, 2026

Duval Inn

511 Angela Street Key West FL

$168 nightly

$188 total

Jun 11 - Jun 12

Total with taxes and fees

An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a terrace. Enjoy the free continental breakfast each morning. A garden, ...

8.8/10 Excellent! (793 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

"The outdoor pool was amazing! The breakfast was good. Enjoyable stay."

Reviewed on Jun 10, 2026

The Southernmost Inn - Adults Only

525 United Street Key West FL

Fully refundableReserve now, pay when you stay

$155 nightly

$175 total

Jun 15 - Jun 16

Total with taxes and fees

This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and ...

8.4/10 Very Good! (1,385 reviews)

Travelers like: close to beach, outdoor pools

Travelers say...

"Clean room, nice and gentle staff"

Reviewed on Jun 10, 2026

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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 Condos in Key West Historic District

Duval Street Suite - Located on Upper Duval

Key West FL

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10/10 Exceptional! (66 reviews)

Beach Villas in Key West Historic District

Secret Villa II @ Old Town: with Private Pool, close to Duval!

Key West FL

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10/10 Exceptional! (161 reviews)

More Beachfront Hotels in Key West Historic District

Silver Palms Inn & Historic Homes

830 Truman Ave Key West FL

$172 nightly

$193 total

Jun 11 - Jun 12

Total with taxes and fees

9.4/10 Exceptional! (1,044 reviews)

Popular Beach Stays in Key West Historic District

Hotels with pools in Key West Historic District

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Pet-friendly beach stays in Key West Historic District

Recent Key West Historic District Hotel Reviews By Fellow Wanderers

Casa Marina Key West, Curio Collection by Hilton

5 out of 5

Posted 1 hour ago

Travelocity Verified Review

"No robe in the room"

A verified traveler stayed at Casa Marina Key West, Curio Collection by Hilton

Opal Key Resort & Marina, Key West

5 out of 5

Posted 3 hours ago

Travelocity Verified Review

"The resort was very accommodating and useful. The Lolita was so delicious, and the margarita was so fresh. One of the cleanest resorts I have been in, in a long time. It’s in a wonderful area to all the attraction and an easy walk to all restaurants. I would give this a 10!"

A verified traveler stayed at Opal Key Resort & Marina, Key West

The Reach Key West, Curio Collection by Hilton

3 out of 5

Posted 6 hours ago

Travelocity Verified Review

"The property was disappointing for a Hilton property. It took multiple requests to get an ironing board in the room, and get the room cleaned. It is part of the stay to have the room cleaned but it was not in day one and was not cleaned until almost 6 PM on day two. The pool area routinely had debris around and floating in the pool. The pictures of the property show emerald green waters and clean beaches, this was not our experience. In the room, there were pieces tile missing from the floor in a few areas and on the building exterior, peeling paint was readily visible. On a positive note, the staff was friendly, including the great valet staff."

A verified traveler stayed at The Reach Key West, Curio Collection by Hilton