Cheapest time to visit Key West
As of Oct 2026, TravelDeals’ own measurements show Key West hotels are cheapest in September — $344 median a night, against $702 in February.
October median: $296 per night across 27 tracked hotels. Measured one-night stays for two adults.
November median: $408 per night across 36 tracked hotels. Measured one-night stays for two adults.
December median: $423 per night across 37 tracked hotels. Measured one-night stays for two adults.
January median: $647 per night across 32 tracked hotels. Measured one-night stays for two adults.
February median: $702 per night across 33 tracked hotels. Measured one-night stays for two adults.
March median: $656 per night across 35 tracked hotels. Measured one-night stays for two adults.
April median: $652 per night across 33 tracked hotels. Measured one-night stays for two adults.
May median: $446 per night across 34 tracked hotels. Measured one-night stays for two adults.
June median: $427 per night across 34 tracked hotels. Measured one-night stays for two adults.
July median: $408 per night across 32 tracked hotels. Measured one-night stays for two adults.
August median: $346 per night across 29 tracked hotels. Measured one-night stays for two adults.
September median: $344 per night across 26 tracked hotels. Measured one-night stays for two adults.
Next 12 months · 1,238 prices · all prices in USD
The year ahead
median USD per night · one-night stays for two adultsLowerNear averageHigherYear average $480/night
Select a bar to change month. The current month covers remaining dates.
Compare all tracked hotels on a map →
Hotels below their usual price in October
Hotels below their usual price in November
Hotels below their usual price in December
Hotels below their usual price in January
Hotels below their usual price in February
Hotels below their usual price in March
Hotels below their usual price in April
Hotels below their usual price in May
Hotels below their usual price in June
Hotels below their usual price in July
Hotels below their usual price in August
Hotels below their usual price in September
Sorted by biggest drop from each hotel’s 12-month median.October 202627 hotels · median $296/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 27 Key West hotels in October. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $296 per night.
October: 27 hotels, median $296 a night, from 27 prices.
November 202636 hotels · median $408/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 36 Key West hotels in November. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $408 per night.
November: 36 hotels, median $408 a night, from 78 prices.
December 202637 hotels · median $423/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 37 Key West hotels in December. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $423 per night.
December: 37 hotels, median $423 a night, from 128 prices.
January 202732 hotels · median $647/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 32 Key West hotels in January. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $647 per night.
January: 32 hotels, median $647 a night, from 118 prices.
February 202733 hotels · median $702/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 33 Key West hotels in February. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $702 per night.
February: 33 hotels, median $702 a night, from 118 prices.
March 202735 hotels · median $656/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 35 Key West hotels in March. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $656 per night.
March: 35 hotels, median $656 a night, from 130 prices.
April 202733 hotels · median $652/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 33 Key West hotels in April. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $652 per night.
April: 33 hotels, median $652 a night, from 92 prices.
May 202734 hotels · median $446/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 34 Key West hotels in May. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $446 per night.
May: 34 hotels, median $446 a night, from 132 prices.
June 202734 hotels · median $427/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 34 Key West hotels in June. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $427 per night.
June: 34 hotels, median $427 a night, from 120 prices.
July 202732 hotels · median $408/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 32 Key West hotels in July. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $408 per night.
July: 32 hotels, median $408 a night, from 121 prices.
August 202729 hotels · median $346/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 29 Key West hotels in August. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $346 per night.
August: 29 hotels, median $346 a night, from 102 prices.
September 202726 hotels · median $344/night
$232 or less$1,088 or more
About these prices
Recorded nightly prices across 26 Key West hotels in September. Taller bars mean more price checks in that range, not more unique hotels. The highlighted range contains the median of $344 per night.
September: 26 hotels, median $344 a night, from 72 prices.
12 hotels are below their own usual price in October, furthest below first.
Hilton Key West Resort & Marina
Hyatt Vacation Club at Beach House
Hyatt Vacation Club at Windward Pointe
Hampton Inn Key West FL
Courtyard by Marriott Key West Waterfront
Blue Flamingo Resort Key West
DoubleTree by Hilton Grand Key Resort
The Reach Key West, Curio Collection by Hilton
Parrot Key Hotel & Villas
Havana Cabana at Key West
Silver Palms Inn & Historic Homes
The Saint Hotel Key West, Autograph Collection, Adult Only
No hotels in this Key West shortlist are in the under $100 range in October. Closest to your budget: $100–200.
12 hotels are below their own usual price in November, furthest below first.
- Courtyard by Marriott Key West Waterfront
- Blue Flamingo Resort Key West
- Hilton Key West Resort & Marina
- Hampton Inn Key West FL
Southernmost House
Ibis Bay Resort
Lighthouse Hotel - Key West Historic Inns- Parrot Key Hotel & Villas
Ella's Cottages - Key West Historic Inns- Silver Palms Inn & Historic Homes
- DoubleTree by Hilton Grand Key Resort
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
No hotels in this Key West shortlist are in the under $100 range in November. Closest to your budget: $100–200.
12 hotels are below their own usual price in December, furthest below first.
- Silver Palms Inn & Historic Homes
- Parrot Key Hotel & Villas
- Hampton Inn Key West FL
- Lighthouse Hotel - Key West Historic Inns
- The Saint Hotel Key West, Autograph Collection, Adult Only
- Ibis Bay Resort
La Concha Key West, Autograph Collection- Ella's Cottages - Key West Historic Inns
Hilton Garden Inn Key West / The Keys Collection- Blue Flamingo Resort Key West
The Gardens Hotel- Hyatt Vacation Club at Beach House
No hotels in this Key West shortlist are in the under $100 range in December. Closest to your budget: $100–200.
1 hotels are below their own usual price in January, furthest below first.
No hotels in this Key West shortlist are in the under $100 range in January. Closest to your budget: $400+.
No hotels in this Key West shortlist are in the $100–200 range in January. Closest to your budget: $400+.
No hotels in this Key West shortlist are in the $200–400 range in January. Closest to your budget: $400+.
No hotel we track in Key West is below its own usual price in February.
2 hotels are below their own usual price in March, furthest below first.
No hotels in this Key West shortlist are in the under $100 range in March. Closest to your budget: $400+.
No hotels in this Key West shortlist are in the $100–200 range in March. Closest to your budget: $400+.
No hotels in this Key West shortlist are in the $200–400 range in March. Closest to your budget: $400+.
No hotel we track in Key West is below its own usual price in April.
11 hotels are below their own usual price in May, furthest below first.
The Marker Key West Harbor Resort- Havana Cabana at Key West
The Marquesa Hotel- Ibis Bay Resort
Hyatt Centric Key West Resort & Spa
Southernmost Beach Resort and Guesthouses- The Saint Hotel Key West, Autograph Collection, Adult Only
- La Concha Key West, Autograph Collection
Paradise Inn Key West - Adults Only- Parrot Key Hotel & Villas
Santa Maria Suites Resort
No hotels in this Key West shortlist are in the under $100 range in May. Closest to your budget: $200–400.
No hotels in this Key West shortlist are in the $100–200 range in May. Closest to your budget: $200–400.
12 hotels are below their own usual price in June, furthest below first.
- The Marquesa Hotel
- The Gardens Hotel
- Paradise Inn Key West - Adults Only
- The Marker Key West Harbor Resort
Ocean Key Resort & Spa, a Noble House Resort- The Reach Key West, Curio Collection by Hilton
- Ella's Cottages - Key West Historic Inns
- Silver Palms Inn & Historic Homes
The Palms Hotel- Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Almond Tree Inn - Adults Only- Hyatt Centric Key West Resort & Spa
No hotels in this Key West shortlist are in the under $100 range in June. Closest to your budget: $200–400.
No hotels in this Key West shortlist are in the $100–200 range in June. Closest to your budget: $200–400.
12 hotels are below their own usual price in July, furthest below first.
- The Marker Key West Harbor Resort
- Southernmost House
The Perry Hotel & Marina Key West- The Reach Key West, Curio Collection by Hilton
- Ocean Key Resort & Spa, a Noble House Resort
- Southernmost Beach Resort and Guesthouses
- The Gardens Hotel
- Almond Tree Inn - Adults Only
Orchid Key Inn - Adults Only- Hyatt Centric Key West Resort & Spa
- Hilton Garden Inn Key West / The Keys Collection
- DoubleTree by Hilton Grand Key Resort
No hotels in this Key West shortlist are in the under $100 range in July. Closest to your budget: $100–200.
12 hotels are below their own usual price in August, furthest below first.
- The Gardens Hotel
- Havana Cabana at Key West
- The Marker Key West Harbor Resort
- Hyatt Vacation Club at Beach House
- The Reach Key West, Curio Collection by Hilton
- Hyatt Centric Key West Resort & Spa
- Southernmost House
- Ocean Key Resort & Spa, a Noble House Resort
- Southernmost Beach Resort and Guesthouses
- Blue Flamingo Resort Key West
- Hilton Key West Resort & Marina
- Almond Tree Inn - Adults Only
No hotels in this Key West shortlist are in the under $100 range in August. Closest to your budget: $200–400.
No hotels in this Key West shortlist are in the $100–200 range in August. Closest to your budget: $200–400.
12 hotels are below their own usual price in September, furthest below first.
- The Marquesa Hotel
- Hilton Garden Inn Key West / The Keys Collection
- Southernmost House
- Orchid Key Inn - Adults Only
- Blue Flamingo Resort Key West
- Almond Tree Inn - Adults Only
- The Reach Key West, Curio Collection by Hilton
- Havana Cabana at Key West
- The Gardens Hotel
- Hyatt Vacation Club at Beach House
- Ocean Key Resort & Spa, a Noble House Resort
- Hilton Key West Resort & Marina
No hotels in this Key West shortlist are in the under $100 range in September. Closest to your budget: $100–200.
Which nights
median by arrival day, across every hotel we track and all twelve monthsArriving on a Monday instead of a Saturday saves 35% at the Key West median — $239 a night, on the same hotels. Measured across 1,238 forward prices.
Every hotel we track in Key West
39 tracked hotels · compare locations and measured pricesChecked rate: one refundable night, 30 days ahead- Hilton Key West Resort & Marina · 1 night measured4★$168
- Blue Flamingo Resort Key West · 1 night measured4★$176
- Parrot Key Hotel & Villas · 1 night measured4★$195
- Lighthouse Hotel - Key West Historic Inns · 1 night measured3★$213
- DoubleTree by Hilton Grand Key Resort · 1 night measured4★$226
- Fairfield by Marriott Inn & Suites Key West at The Keys Collection · 1 night measured3★$233
- Hilton Garden Inn Key West / The Keys Collection · 1 night measured3★$236
- Hampton Inn Key West FL · 1 night measured3★$246
- The Perry Hotel & Marina Key West · 1 night measured4★$259
- Southernmost Beach Resort and Guesthouses · 1 night measured4★$305
- Ella's Cottages - Key West Historic Inns · 1 night measured3★$316
- The Reach Key West, Curio Collection by Hilton · 1 night measured4★$325
- Courtyard by Marriott Key West Waterfront · 1 night measured3★$327
- The Palms Hotel · 1 night measured3★$334
- Margaritaville Beach House Key West · 1 night measured3★$343
- Pegasus International Hotel · 1 night measured3★$366
- Silver Palms Inn & Historic Homes · 1 night measured3★$409
- Paradise Inn Key West - Adults Only · 1 night measured3★$422
- La Concha Key West, Autograph Collection · 1 night measured4★$463
- Aqua Lodges At Hurricane Hole Marina · 1 night measured3★$475
- Hyatt Centric Key West Resort & Spa · 1 night measured4★$495
- Santa Maria Suites Resort · 1 night measured4★$529
- Hyatt Vacation Club at Windward Pointe · 1 night measured4★$571
- Hyatt Vacation Club at Beach House · 1 night measured4★$612
- Orchid Key Inn - Adults Only · 1 night measured3★$654
- Almond Tree Inn - Adults Only · 1 night measured3★$681
- The Saint Hotel Key West, Autograph Collection, Adult Only · 1 night measured4★$692
- Ocean Key Resort & Spa, a Noble House Resort · 1 night measured4★$777
- The Marquesa Hotel · 1 night measured3★$870
- The Key West Hotel · 1 night measured3★$1,031
Watch Key West
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How we work this out
Every hotel here is priced once a week for the same stay — one refundable night, two adults — on dates spread across the next twelve months. Holding the room and the party the same is what makes a change in the answer mean something; how far ahead each date sits is the one thing we vary on purpose, because that is the question this page answers — which month to go, not how early to book. Every figure is a one-night stay as quoted, never a longer total divided down. The longer version.