Hotels with Pool & Resorts in Key West from NZ$279
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Key West Hotels with Pool
Our top choices for Key West hotels with a pool
8.6 out of 10, Excellent, (2,253 reviews)
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is NZ$402
includes taxes & fees
2 June - 3 June
9.4 out of 10, Exceptional, (1,273 reviews)
- Dive into aquatic bliss with two poolside bars and waterfront dining at this Key West retreat.
The price is NZ$377
includes taxes & fees
15 June - 16 June
9.0 out of 10, Wonderful, (1,367 reviews)
- Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
The price is NZ$353
includes taxes & fees
15 June - 16 June
8.8 out of 10, Excellent, (1,803 reviews)
- Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
The price is NZ$541
includes taxes & fees
31 May - 1 June
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
8.6 out of 10, Excellent, (1,003 reviews)
- Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
The price is NZ$486
includes taxes & fees
4 June - 5 June
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
8.4 out of 10, Very good, (682 reviews)
- Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
The price is NZ$563
includes taxes & fees
21 June - 22 June
9.0 out of 10, Wonderful, (1,402 reviews)
- Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is NZ$404
includes taxes & fees
17 June - 18 June
8.4 out of 10, Very good, (2,304 reviews)
- Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is NZ$349
includes taxes & fees
31 May - 1 June
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 and free breakfast in Key West
9.0 out of 10, Wonderful, (1367)
The price is NZ$353
includes taxes & fees
15 June - 16 June
Hotels with pools and spa pools in Key West
8.6 out of 10, Excellent, (2253)
The price is NZ$402
includes taxes & fees
2 June - 3 June
4-star hotels with pools in Key West
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
8.4 out of 10, Very good, (682)
The price is NZ$563
includes taxes & fees
21 June - 22 June
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.
Top Key West Hotel Reviews
Blue Flamingo Resort Key West
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Motels in Key West
- Cottages in Key West
- Guest Houses in Key West
- Villas in Key West
- Hostels in Key West
- Condo Rentals in Key West
- Cabin Rentals in Key West
- B&B in Key West
- Serviced Apartments in Key West
- Houseboats in Key West
- Holiday Homes in Key West
- Apartments in Key West
- Resort in Key West
- Motels in Fleming Key
- Sunset Key Hotels
- Truman Annex Hotels
- Hotels near Mel Fisher Maritime Museum
- New Town Hotels
- Hotels near Duval Street
- Midtown Hotels
- Old Town Key West Hotels
- Key West Hotels
- Hotels near Harry S. Truman Little White House
- Key West Historic District Hotels
- Hotels near Smathers Beach
- Beach Hotels in Boca Chica Key
- Cheap Hotels in Boca Chica Key
- Family Hotels in Key West
- Ski Hotels in Key West
- Adventure Sport Hotels in Key West
- Boutique Hotels in Key West
- Romantic Hotels in Key West
- Cheap Hotels in Key West
- Beach Hotels in Key West
- Luxury Hotels in Key West
- Pet Friendly Hotels in Key West
- Historic Hotels in Key West
- Hotels with Parking in Key West
- All Inclusive Hotels in Key West
- Lgbt Welcoming Hotels in Key West
- Luxury Hotels in Stock Island
- Pet Friendly Hotels in Stock Island
- Cheap Hotels in Key West Historic District
- Lgbt Welcoming Hotels in Key West Historic District
- Lgbt Welcoming Hotels in White Street Gallery District
- Cheap Hotels in Big Pine Key
- Beach Hotels in Big Pine Key
- Spa Hotels in Big Pine Key
- Golf Hotels in Little Torch Key
- Cheap Hotels in Lower Florida Keys
- Luxury Hotels in Lower Florida Keys
- Beach Hotels in Lower Florida Keys
- Hotels with Pool in Lower Florida Keys
- Cheap Hotels in Lower Sugarloaf Key
- Kimpton Hotels in Key West
- Hyatt Hotels in Key West
- Hilton Hotels in Key West
- Flights from Hoskins (HKN) to Key West (EYW)
- Flights from Isla Baltra (GPS) to Key West (EYW)
- Flights from Grand Rapids (GRR) to Key West (EYW)
- Flights from Hickory (HKY) to Key West (EYW)
- Flights from Houston (IAH) to Key West (EYW)
- Flights from Bucharest (OTP) to Key West (EYW)
- Flights from Norden (NOE) to Key West (EYW)
- Flights from Lexington (LEX) to Key West (EYW)
- Flights from Wellington (WLG) to Key West (EYW)
- Flights from Niamey (NIM) to Key West (EYW)
- Flights from Washington (IAD) to Key West (EYW)
- Flights from Whistler (YWS) to Key West (EYW)
- Flights from Raleigh (RDU) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from New York (LGA) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights to Key West
- Southernmost Point
- Key West Cemetery
- Clarence S. Higgs Memorial Beach Park
- Mel Fisher Maritime Museum
- Mallory Square
- Fort Zachary Taylor Historic State Park
- Key West Holidays
- Key West Butterfly and Nature Conservatory
- Duval Street
- South Beach
- Visit Uptown - Upper Duval
- Visit Key West
- Visit Truman Annex
- Visit Midtown