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Your Ultimate Guide to Key West Hotels: Where to Stay in Paradise

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Where to Stay in Key West: A Complete Hotel Guide

Key West, Florida
Photo by Alice Daniels

Key West’s vibrant charm, with its pastel-colored conch houses and swaying palm trees, makes it one of Florida’s most sought-after destinations. Whether you’re seeking a romantic getaway, family adventure, or historic experience, this guide will help you find the perfect place to stay in paradise.

Luxury Resorts & Spa Properties

Ocean-Front Luxury

  • Casa Marina Key West, Curio Collection by Hilton
    • Historic 1920s architecture meets modern luxury
    • Largest private beach in Key West
    • Two oceanfront pools and world-class spa
    • Perfect for: Luxury seekers, beach lovers, special occasions
  • Ocean Key Resort & Spa
    • Prime location at Zero Duval Street
    • Spectacular sunset views from every room
    • Award-winning SpaTerre
    • Perfect for: Couples, sunset enthusiasts, spa lovers

Upscale Boutique

  • Marquesa Hotel
    • Four restored Victorian mansions
    • Two pools surrounded by tropical gardens
    • Located in the heart of Old Town
    • Perfect for: Culture enthusiasts, romantic getaways

Historic Inns & B&Bs

Old Town Classics

  • The Gardens Hotel
    • Named “Prettiest Hotel in Key West”
    • Historic mansion with lush gardens
    • Daily wine gallery happy hour
    • Perfect for: History buffs, garden lovers, romantic couples
  • Artist House
    • Victorian mansion built in 1890
    • Famous for its haunted history
    • Wraparound veranda and period furnishings
    • Perfect for: History enthusiasts, ghost hunters, architecture lovers
Photo By Kathy (kthypryn) – https://www.flickr.com/photos/44603071@N00/6230683474/, CC BY 2.0, https://commons.wikimedia.org/w/index.php?curid=26966250

Family-Friendly Resorts

Kid-Approved Properties

  • Hawks Cay Resort
    • Multiple pools including children’s pool
    • Kids’ club activities
    • Spacious rooms and suites
    • Perfect for: Families with children, multi-generational trips
  • Parrot Key Hotel & Villas
    • Four pools
    • Multi-bedroom villa options
    • Beach shuttle service
    • Perfect for: Families, groups, extended stays

Budget-Friendly Options

Value Properties

  • NYAH (Not Your Average Hotel)
    • Flexible room configurations
    • Multiple pools and rooftop sundeck
    • Complimentary breakfast
    • Perfect for: Young travelers, groups, budget-conscious visitors
  • The Gates Hotel Key West
    • Modern rooms at reasonable prices
    • Large pool with food truck dining
    • Free shuttle to downtown
    • Perfect for: Value seekers, modern design lovers
  • Key West Youth Hostel & Seashell Motel
    • Dorm beds , private rooms
    • Kitchen facilities available
    • Mixed dorm and private room options
    • Perfect for: Solo travelers, backpackers
  • Ibis Bay Beach Resort
    • Private beach access
    • Free shuttle to downtown
    • Authentic 1956 vintage resort
    • Perfect for: Beach lovers on a budget
  • El Patio Motel
    • Quiet location in New Town
    • Pool and garden area
    • Free parking
    • Perfect for: Road trippers, longer stays
  • Blue Marlin Motel
    • Located on Duval Street
    • Pool access
    • Clean, basic accommodations
    • Perfect for: Location-focused budget travelers

Chain Hotels in Key West

Marriott Properties

  • Marriott Beachside Hotel
    • Luxury beachfront location
    • Full-service resort amenities
    • Marriott Bonvoy points eligible
    • Free shuttle to downtown
  • Fairfield Inn & Suites
    • Modern, reliable accommodations
    • Complimentary breakfast
    • Located in New Town
    • Budget-friendly chain option

Hilton Properties

Hyatt Properties

  • Hyatt Residence Club
    • Condo-style accommodations
    • Kitchen facilities
    • World of Hyatt points eligible
    • Good for families and groups

Benefits of Booking Chain Hotels

  • Points earning and redemption
  • Predictable quality standards
  • Corporate travel programs
  • Member benefits and upgrades
  • Best rate guarantees
  • 24/7 customer service
Hotel

Boutique Hotels & Guest Houses

Unique Stays

  • The Saint Hotel Key West
    • Stylish, contemporary design
    • Located on Duval Street
    • Rooftop pool and bar
    • Perfect for: Design enthusiasts, nightlife lovers
  • Authors of Key West Guest House
    • Literary-themed rooms
    • Adults-only property
    • Quiet location near Duval Street
    • Perfect for: Book lovers, quiet seekers
chicken in the street
Photo credit Alice Daniels

Location Guide

Best Areas to Stay

Duval Street Area

  • Heart of Key West’s action
  • Walking distance to attractions
  • Best for: First-time visitors, nightlife enthusiasts

Historic Seaport

  • Working waterfront atmosphere
  • Numerous restaurants and bars
  • Best for: Maritime lovers, casual atmosphere seekers

Old Town

  • Historic architecture
  • Quiet streets
  • Best for: History buffs, peaceful retreat seekers

New Town

  • More affordable options
  • Local atmosphere
  • Best for: Budget travelers, longer stays

Seasonal Considerations

Peak Season (December-April)

  • Highest rates
  • Perfect weather
  • Book 6-12 months in advance

Shoulder Season (May-June, November)

  • Moderate rates
  • Good weather
  • Book 3-6 months in advance

Off-Season (July-October)

  • Lowest rates
  • Hurricane season
  • More availability for last-minute bookings
mallory square
Photo by Brittany Butters

Practical Tips

Transportation

  • Most Old Town hotels charge for parking ($20-40/day)
  • Many visitors don’t need a car
  • Consider hotels with shuttle service

Hidden Costs

  • Resort fees ($20-45/day common)
  • Parking fees
  • Tourism tax (12.5%)

Amenities to Consider

  • Pool (essential in Key West’s climate)
  • Breakfast included
  • Beach access
  • Bike rentals
  • Shuttle service

Booking Tips

  1. Book well in advance for high season
  2. Consider package deals including flights
  3. Look for free night promotions in off-season
  4. Check multiple booking sites for best rates
  5. Contact hotels directly for best rates on longer stays

Remember that Key West is a small island, and most attractions are accessible regardless of where you stay. Choose based on your preferred atmosphere and budget rather than location alone.

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