4 Stars Hotels in Old Town Key West, Key West from CA $410

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Check availability on Old Town Key West 4 Star Hotels

Tonight
Mar 29 - Mar 30
Tomorrow
Mar 30 - Mar 31
Next weekend
Apr 4 - Apr 6
In two weeks
Apr 11 - Apr 13

Top Old Town Key West 4 Star Hotels

Southernmost Beach Resort and Guesthouses
3 outdoor pools, pool umbrellas, sun loungers

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2503)
"My family had an excellent stay. Facilites were great and the food was excellent! Also cant be the views. The only thing missing was a hot tub to hangout in!"
The price is CA $546
CA $711 total
includes taxes & fees
Mar 30 - Mar 31
Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton
Fireplace

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
7.0 out of 10, Good, (1131)
"I think you didn’t need the beams in the ceiling. I would rather have a dresser in the room to put my clothes in. Also, you need more hangers in the room. The bathroom needs more storage shelves also. "
The price is CA $589
CA $749 total
includes taxes & fees
Apr 10 - Apr 11
Casa Marina Key West, Curio Collection by Hilton
Opal Key Resort & Marina, Key West
Front of property - evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.0 out of 10, Wonderful, (1109)
"Great location! I was very impressed with how clean the hotel was, and the room service was exceptional. The staff even came by later in the day to check if we needed extra towels, coffee, or any other room services. The room was also very spacious. I highly recommend this hotel!"
The price is CA $657
CA $795 total
includes taxes & fees
Apr 1 - Apr 2
Opal Key Resort & Marina, Key West
The Reach Key West, Curio Collection by Hilton
Outdoor pool, pool umbrellas, sun loungers

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (907)
"Convenient location to local attractions. Property was clean and staff was very friendly. The beach access was nice with drink/food service. The only downside was thin walls…. you could hear your neighbors talking. Otherwise The Reach is a good place to stay while in KW. "
The price is CA $571
CA $728 total
includes taxes & fees
Apr 1 - Apr 2
The Reach Key West, Curio Collection by Hilton
Bishop Hotel Key West
Room 48 - Signature Room - King Bed | Balcony view

Bishop Hotel Key West

4.0 star property
10.0 out of 10, Exceptional, (62)
"Great place to stay. Walking distance to Duvall street and waterfront bars and restaurants. "
Bishop Hotel Key West
Santa Maria Suites
Courtyard

Santa Maria Suites

4.0 star property
9.6 out of 10, Exceptional, (1040)
"We took my dad here for his 90th birthday. The trip was all about him and he loved the resort. We were able to borrow a wheelchair from the hotel, and the accessible room worked out perfectly. They also had a lift chair to get him in the pool, but we didn’t take advantage. The staff were very accommodating, and the resort is quiet but close enough to the riff raff on duval st. Highly recommend this resort!"
The price is CA $714
CA $868 total
includes taxes & fees
Apr 29 - Apr 30
Santa Maria Suites
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (1058)
"Beautiful bungalow steps away from Duval St! The property was stunning. There are not enough words to describe my love for our chic bungalow. It was the perfect place to stay in Key West! I also really enjoyed the text communication for requests. I do wish there was streaming capabilities on the tv (for background noise when sleeping) as the cable was out during stay. "
The price is CA $499
CA $621 total
includes taxes & fees
Mar 30 - Mar 31
Winslow's Bungalows - Key West Historic Inns
The Gardens Hotel
Carriage House | Terrace/patio

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1022)
"Enjoyable. Loved every bit of it. Quiet off crazy crowded duvall just a block or two. "
The price is CA $495
CA $557 total
includes taxes & fees
Apr 3 - Apr 4
The Gardens Hotel
The Porch on Frances Inn
Front of property

The Porch on Frances Inn

4.5 star property
9.6 out of 10, Exceptional, (81)
"This is a lovely old building converted into about 8 units. Ours was on second floor (no elevator but didn't bother us) and it had a lovely, large covered balcony with comfortable furniture. Our room was large, with nice furniture. There was no built in closet but there were wall hooks and a corner rod. The bath was modern with a large walk-in shower. Towels and linens were plush. Coffee supplies were provided in the room, with a private ice-maker and small fridge. Coffee was also...
The price is CA $410
CA $482 total
includes taxes & fees
Apr 1 - Apr 2
The Porch on Frances Inn
Duval Gardens at Southernmost Beach Resort – Adults Only
Front of property

Duval Gardens at Southernmost Beach Resort – Adults Only

4.0 star property
9.2 out of 10, Wonderful, (916)
"Breakfast and staff were great"
Duval Gardens at Southernmost Beach Resort – Adults Only
Duval Penthouse
Outdoor pool

Duval Penthouse

4.0 star property
Duval Penthouse
Bahamas House
Outdoor pool

Bahamas House

4.0 star property
Bahamas House
6 bdrm Duval Compound -Old Town Key West
Outdoor pool

6 bdrm Duval Compound -Old Town Key West

4.0 star property
6 bdrm Duval Compound -Old Town Key West
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Frequently asked questions

What are the best 4-star hotels in Old Town Key West?
Relax in the quality and comfort of Winslows Bungalows. This 4-star hotel around Old Town Key West is ranked highly by many Expedia guests and includes concierge services and designer toiletries. Another in-demand property in or close to this neighborhood is Santa Maria Suites. Designer toiletries and a swimming pool are two amenities you can expect here.
How much does it cost to stay in a 4-star hotel in Old Town Key West?
To find a 4-star hotel in Old Town Key West that fits your budget, make use of Expedia’s handy filters. Check out the available options during your chosen dates and use our pricing filter to set your limit. You can also list your results by the cheapest escape first.

  • Search for the lowest price from CA $410

What's the difference between 5-star and 4-star hotels in Old Town Key West?
Offering a welcoming guest experience and upmarket surroundings, 4-star hotels are a wonderful option for your Old Town Key West escape. These kinds of accommodations generally come with lots of useful amenities that make it easy to unpack and recharge — think complimentary bathrobes, pools and gyms. Or enjoy even more lavishness at a 5-star hotel designed to indulge you in exclusive perks and amenities. Concierge assistance, premium toiletries and world-class dining are typically included at these plush properties.
Does Old Town Key West have any 4-star all-inclusive resorts?
Use our “All inclusive” filter to find properties that take care of your room, meals, drinks and daily activities. Old Town Key West also has other terrific options for travelers seeking someplace comfortable and upmarket. Santa Maria Suites and Winslows Bungalows are a couple of the most popular 4-star stays here.
Are there any 4-star casino hotels in Old Town Key West?
To find your perfect getaway in Old Town Key West, simply use our convenient filter tools to narrow down your search. Boasting resort-style amenities and a level of service that’s hard to beat, staying in a 4-star casino hotel is a sure bet for a good time.