Resort Review • Islamorada • Florida Keys

    Pines & Palms Resort – Islamorada Resort Review

    Last updated: August 28, 2026

    Pines & Palms Resort
    Pines & Palms Resort – beachfront eco-waterfront resort in Islamorada, Florida Keys
    AskTheKeys
    The AskTheKeys™ Verdict
    Who should choose Pines & Palms Resort—and who shouldn't

    Choose Pines & Palms Resort if...

    • You're a couple wanting an intimate oceanfront cottage with tiki bar, live music, and sunset sails
    • You're a nature lover wanting kayaking, snorkeling, and eco-tour charters from the resort dock
    • You value 1930s Keys character over chain-hotel uniformity

    Skip Pines & Palms Resort if...

    • You want full-service amenities — no spa, fitness center, or concierge
    • You need a large-scale resort with extensive programming — this is about a dozen buildings
    • You're bringing a pet — pets aren't allowed

    AskTheKeysAskTheKeys Traveler Match

    How well does Pines & Palms Resort fit your trip?

    First-time visitors
    Couples / romance
    Families
    Divers & snorkelers
    Boaters & anglers
    Travelers seeking value
    Excellent fit
    Good fit
    Consider alternatives

    Before you book — the one trade-off

    Pines & Palms is small and full of old-Keys character — you trade spa, fitness, and scale for an intimate tropical-village feel, and no pets.

    AskTheKeysAskTheKeys Decision Summary

    Pines & Palms Resort is best for couples, nature lovers, and families wanting an intimate oceanfront tropical village resort on Upper Matecumbe Key with cottage and villa accommodations, poolside tiki bar with live music, on-site boat charters, and complimentary water sports. It is not ideal for guests wanting full-service resort amenities like spa or fitness center, or travelers needing a large-scale property.

    Choose Pines & Palms if you want an intimate oceanfront cottage with a tiki bar, live music, and sunset sails. Skip it if you want full-service amenities, a large-scale resort, or you're bringing a pet.

    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

    • Couples wanting an intimate oceanfront cottage experience with tiki bar, live music, and sunset sails
    • Nature lovers seeking kayaking, paddleboarding, reef snorkeling, and eco-tour boat charters from the resort dock
    • Families wanting multi-bedroom cottages or a three-bedroom villa with full kitchen on a small-scale property
    • Guests who value 1930s Keys character and tropical village atmosphere over chain hotel uniformity

    Not ideal for

    • Guests wanting full-service resort amenities — no spa, fitness center, or concierge services
    • Travelers needing a large-scale property with extensive programming — Pines & Palms is intimate at about a dozen buildings
    • Pet owners — pets are not allowed on the property

    Quick facts

    Address80401 Old Highway, Islamorada, FL 33036
    Phone(800) 624-0964
    Check-in / Out3:00 PM / 11:00 AM
    ParkingOn-site (reserve in advance)
    PetsNo
    Beach accessYes
    Pool(s)Yes
    SpaNo
    EV chargingNo

    Location & nearby

    Pines & Palms Resort is located in Upper Matecumbe Key within Islamorada.

    What's nearby

    • Anne's Beach(2 mi, 40 min walk)
    • Indian Key Historic State Park (boat access)(1.5 mi, 0 min walk)
    • Robbie's Marina (Tarpon Feeding)(4 mi, 80 min walk)
    • Theater of the Sea(8 mi, 160 min walk)
    • Founders Park(7 mi, 140 min walk)
    • Hurricane Monument(4.5 mi, 90 min walk)
    • Islamorada Brewery & Distillery(8.5 mi, 170 min walk)
    • Lignumvitae Key Botanical State Park (boat access)(2 mi, 0 min walk)

    Amenities overview

    Property highlight features

    • Oceanfront tropical village: a dozen buildings on 5 acres, 1930s heritage
    • Cottages, studios, and three-bedroom villas with kitchenettes or full kitchens
    • Poolside tiki bar with craft beer, cocktails, and weekend live music year-round
    • Climate-controlled oceanfront pool overlooking the Atlantic
    • On-site boat charters: eco tours, sandbar excursions, sunset sails, fishing trips
    • Complimentary kayaks, paddleboards, and bicycle rentals
    • Sea La Vie Beach Boutique and coffee truck on-site
    • Access to four bodies of water: Atlantic, Florida Bay, Gulf of Mexico, Everglades

    Pricing positioning

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

    boutique oceanfront tropical village with tiki bar, live music, and boat charters

    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 Pines & Palms Resort Compares to Other Islamorada Resorts

    Pines & Palms Resort vs Islander Resort

    • Pines & Palms Resort wins:intimate 5-acre tropical village with tiki bar, live music, boat charters, and 1930s Keys heritage
    • Islander Resort wins:larger 24-acre Upper Matecumbe beachfront resort with four dining venues, seaside sports, and ocean excursions

    Pines & Palms Resort vs Ragged Edge Resort

    • Pines & Palms Resort wins:oceanfront tropical village with tiki bar, live music, boat charters, and cottage/villa mix on 5 acres
    • Ragged Edge Resort wins:waterfront micro-boutique with fewer than 10 oceanfront suites and no on-site dining

    Pines & Palms Resort vs Casa Morada

    • Pines & Palms Resort wins:oceanfront tropical village with tiki bar, live music, boat charters, and family-friendly cottages
    • Casa Morada wins:adults-only bayfront boutique with 16 suites, personalized luxury, and no beach

    FAQs

    Does Pines & Palms have a beach?

    Yes. Pines & Palms has a private Atlantic oceanfront beach. The location at MM 80.4 on Upper Matecumbe Key provides access to four bodies of water: the Atlantic Ocean, Florida Bay, the Gulf of Mexico, and Everglades National Park.

    Where is Pines & Palms located?

    Pines & Palms is at 80401 Old Highway (Mile Marker 80.4) on the ocean side of Upper Matecumbe Key in Islamorada. The resort sits on the Old Highway, a quieter road parallel to the Overseas Highway, providing a more secluded feel while remaining close to Islamorada's corridor.

    Does Pines & Palms have a bar or restaurant?

    Yes. Pines & Palms has a poolside tiki bar serving craft beer, cocktails, and mixed drinks. The resort also has a coffee truck and a Grab 'n Go market in the front office with drinks, snacks, and merchandise. Weekend afternoons feature live music poolside year-round.

    What types of accommodations does Pines & Palms offer?

    Pines & Palms offers oceanview cottage-style rooms with king beds and kitchenettes, oceanview queen studios, courtyard oceanview rooms, oceanfront pool view king rooms, one-bedroom ADA cottages, oceanfront one-bedroom king cottages, three-bedroom cottages with full kitchens, and an oceanfront three-bedroom villa with Atlantic views and a private driveway.

    Does Pines & Palms offer boat charters?

    Yes. On-site boat charters depart directly from the resort's dock. Options include eco tours, sandbar excursions, sunset sails, and private fishing charters. Complimentary kayaks, paddleboards, and bicycle rentals are also included.

    Does Pines & Palms have live music?

    Yes. Local singers and guitarists perform poolside on weekend afternoons year-round at the tiki bar. This gives the resort a social atmosphere despite its intimate scale.

    Is Pines & Palms pet-friendly?

    No. Pines & Palms does not allow pets. Pet-friendly Islamorada options include Cheeca Lodge & Spa, Islander Resort, and La Siesta Resort & Villas.

    How does Pines & Palms compare to Islander Resort?

    Pines & Palms is a more intimate tropical village (5 acres, ~12 buildings) with 1930s heritage and a boutique character. Islander Resort is a larger 24-acre property with 114 bungalows, four dining venues, seaside sports, and ocean excursions. Both have tiki bars, complimentary water sports, and beachfront access on Upper Matecumbe Key.