Resort Review • Key West • Florida Keys

    Hyatt Residence Club Key West, Windward Pointe – Key West Resort Review

    Last updated: August 28, 2026

    Hyatt Residence Club Key West, Windward Pointe
    Hyatt Residence Club Key West, Windward Pointe – waterfront marina condo-resort in Key West, Florida Keys
    AskTheKeys
    The AskTheKeys™ Verdict
    Who should choose Hyatt Residence Club Key West, Windward Pointe—and who shouldn't

    Choose Hyatt Residence Club Key West, Windward Pointe if...

    • You're a family wanting spacious oceanfront two-bedroom villas with full kitchens
    • You want a quiet Atlantic-side retreat away from Old Town crowds
    • You value free self-parking and EV charging, a rarity near Key West

    Skip Hyatt Residence Club Key West, Windward Pointe if...

    • You want walkable nightlife — Duval Street is a 3-mile drive
    • You want Old Town access without a car
    • You're on a budget — residence club pricing sits at the top tier

    AskTheKeysAskTheKeys Traveler Match

    How well does Hyatt Residence Club Key West, Windward Pointe fit your trip?

    First-time visitors
    Couples / romance
    Beach-first travelers
    Families
    Walkable nightlife
    Travelers seeking value
    Excellent fit
    Good fit
    Consider alternatives

    Before you book — the one trade-off

    Windward Pointe sits on the Atlantic side about 3 miles from Duval — you trade Old Town walkability for oceanfront villas, an infinity pool, and free parking.

    AskTheKeysAskTheKeys Decision Summary

    Hyatt Residence Club Windward Pointe is best for families and extended-stay travelers who want oceanfront two-bedroom villas with full kitchens, an infinity pool, and free parking on Key West's quieter Atlantic side. It is not ideal for nightlife seekers, walkability-focused travelers, or guests who want Old Town access without driving.

    Hyatt Residence Club Windward Pointe is a 93-unit oceanfront resort at 3675 South Roosevelt Boulevard on Key West's Atlantic side, featuring two-bedroom residential villas with full kitchens, separate living rooms, private balconies, and jetted tubs. The property overlooks a 900-foot stretch of Atlantic oceanfront with an infinity-edge pool, hot tub, hammocks, poolside restaurant and bar, and free self-parking. EV charging is available. Duval Street and Old Town are approximately 3 miles away by car.

    Verified Live Rates

    Compare current room availability and secure member-only pricing.

    We handle our lodging checks through Expedia's network engine so you can lock in hidden seasonal discounts and stack your One Key™ rewards points across different island brands.

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    AskTheKeysBefore You Book

    The details that matter after you've narrowed down your options.

    Best for

    • Families who want spacious two-bedroom villas with full kitchens and oceanfront views
    • Extended-stay travelers seeking residential comfort with free parking and laundry
    • Guests who prefer a quiet, beach-adjacent retreat away from Old Town crowds
    • Travelers who value free self-parking and EV charging, a rarity near Key West

    Not ideal for

    • Nightlife seekers — Duval Street is a 3-mile drive, not walkable
    • Travelers who want walkable Old Town access without a car
    • Guests on a budget — luxury residence club pricing at the top tier

    Quick facts

    Address3675 South Roosevelt Boulevard, Key West, FL 33040
    Phone+13052935050
    Check-in / Out4:00 PM / 10:00 AM
    ParkingFree self-parking on-site
    PetsNo
    Beach accessNo
    Pool(s)Yes
    SpaNo
    EV chargingYes

    Location & nearby

    Hyatt Residence Club Key West, Windward Pointe is located in South Roosevelt / Atlantic Side within Key West.

    What's nearby

    • Smathers Beach(0.3 mi, 6 min walk)
    • Key West International Airport(0.3 mi, 7 min walk)
    • Duval Street(3.1 mi, 60 min walk)
    • Southernmost Point Buoy(3.1 mi, 60 min walk)
    • Ernest Hemingway Home & Museum(3.5 mi, 70 min walk)
    • Fort Zachary Taylor State Park & Beach(4 mi, 80 min walk)
    • Mallory Square(3.8 mi, 75 min walk)
    • Key West Butterfly & Nature Conservatory(3.3 mi, 65 min walk)

    Amenities overview

    Property highlight features

    • Infinity-edge pool overlooking the Atlantic Ocean
    • Two-bedroom villas with full kitchens and jetted tubs
    • 900-foot Atlantic oceanfront with hammocks
    • Poolside restaurant and bar
    • Free self-parking and EV charging stations
    • Fitness center and bicycle rentals

    Pricing positioning

    Typical nightly pricing tends to fall in the $$$$ range, depending on season and room type.

    oceanfront luxury residence club with full kitchens and free parking

    Verified Live Rates

    Compare current room availability and secure member-only pricing.

    We handle our lodging checks through Expedia's network engine so you can lock in hidden seasonal discounts and stack your One Key™ rewards points across different island brands.

    Check Rates & Availability on ExpediaOpens in a new window • No markup fees

    Independent Decision Engine

    Florida Keys Resorts operates as a fully objective, crowdsourced review system. We do not accept paid placements from hotels to alter their scoring records. Instead, we use standardized API connections to provide transparent third-party rate checks for our community.

    How Hyatt Residence Club Key West, Windward Pointe Compares to Other Key West Resorts

    Hyatt Residence Club Key West, Windward Pointe vs Hyatt Residence Club Key West, Sunset Harbor

    • Hyatt Residence Club Key West, Windward Pointe wins:oceanfront Atlantic-side location with infinity pool, free parking, and quiet retreat
    • Hyatt Residence Club Key West, Sunset Harbor wins:walkable Old Town harbor location with Duval Street and Mallory Square minutes away

    Hyatt Residence Club Key West, Windward Pointe vs Parrot Key Hotel & Villas

    • Hyatt Residence Club Key West, Windward Pointe wins:Hyatt residence club with full kitchens, jetted tubs, and oceanfront villas
    • Parrot Key Hotel & Villas wins:independent waterfront resort with four pools, marina, and New Town beachfront

    Hyatt Residence Club Key West, Windward Pointe vs DoubleTree Resort by Hilton Grand Key

    • Hyatt Residence Club Key West, Windward Pointe wins:condo-style oceanfront villas with full kitchens, free parking, and residential layout
    • DoubleTree Resort by Hilton Grand Key wins:full-service resort on Stock Island with tiki bar and pool

    Hyatt Residence Club Key West, Windward Pointe vs Courtyard by Marriott Key West Waterfront

    • Hyatt Residence Club Key West, Windward Pointe wins:Hyatt residence-club with full kitchen suites and family-centric layout
    • Courtyard by Marriott Key West Waterfront wins:no-resort-fee Marriott with gulf-front pool and free parking at lower nightly rate

    FAQs

    Does Hyatt Windward Pointe have full kitchens?

    Yes. All two-bedroom villas include fully equipped kitchens with full-size appliances, cookware, dishes, and dining areas. Each unit also has a separate living room, private balcony, and in-unit laundry.

    Does Hyatt Windward Pointe have a beach?

    The resort sits on a 900-foot stretch of Atlantic oceanfront. While it is not a sandy swimming beach, the property provides ocean views, hammocks, and lounging areas along the waterfront. Smathers Beach is a 6-minute walk.

    Does Hyatt Windward Pointe have free parking?

    Yes. Free self-parking is included for all guests. EV charging stations are also available on-site. This is a significant advantage since most Old Town Key West hotels charge $30-$50/day for parking.

    How far is Hyatt Windward Pointe from Duval Street?

    Duval Street is approximately 3.1 miles from the resort, about a 10-minute drive. A car, rideshare, or bicycle is recommended for reaching Old Town. The resort offers bicycle rentals.

    Does Hyatt Windward Pointe have a pool?

    Yes. The resort features an infinity-edge freeform pool overlooking the Atlantic Ocean, plus a hot tub. A poolside restaurant and bar serve food and drinks throughout the day.

    Is Hyatt Windward Pointe good for families?

    Yes. The two-bedroom villas with full kitchens and separate living areas are well-suited for families. Free parking eliminates daily parking fees, and the quiet oceanfront location is calmer than Old Town. Children of all ages are welcome.

    What are the villas like at Hyatt Windward Pointe?

    The resort offers two-bedroom residential villas with full kitchens, separate living rooms, private balconies, and jetted tubs — designed for families and extended stays on Key West's Atlantic side.

    Does Hyatt Windward Pointe have dining on-site?

    Yes. A poolside restaurant and bar serve food and beverages. However, since all villas have full kitchens, many guests cook their own meals. Several restaurants are also within a short drive on Roosevelt Boulevard.