Hotels in Big Pine Key

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Where to stay in Big Pine Key?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Big Pine Key on Hotels.com. These Big Pine Key hotels consistently deliver on quality, location and traveller experience. Last updated on 10 November 2026.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,656 reviews)
Soak in the sun at this Key West beach hotel with umbrella service and poolside bars. Practice beachfront yoga or book a massage at the spa. Enjoy American cuisine at Southernmost Beach Cafe before exploring nearby South Beach and Duval Street.
The price is AU$477
includes taxes & fees
22 Nov - 23 Nov
Southernmost Beach Resort and Guesthouses

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,821 reviews)
Breezy oceanfront getaway offering a refreshing pool and 24-hour fitness centre. Just minutes from Duval Street and water activities like scuba diving. Enjoy restaurant dining and bar service with easy access to Key West's famous beaches.
The price is AU$464
includes taxes & fees
29 Nov - 30 Nov
Margaritaville Beach House Key West

3. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,785 reviews)
Immerse in tropical living at this family-friendly resort near Duval Street and Smathers Beach. Enjoy 2 restaurants including the Toasted Coconut serving American cuisine, plus 2 poolside bars, a spa pool, and 24-hour fitness centre, all with free WiFi.
The price is AU$285
includes taxes & fees
15 Nov - 16 Nov
Blue Flamingo Resort Key West

4. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,908 reviews)
Key West's coastal hideaway features the island's largest pool, complete with spa pool and poolside bar. Cuban flavours await at Floridita Food Lorry, while Duval Street and beaches are just minutes away. In-room refrigerators and microwaves enhance your tropical getaway.
The price is AU$321
includes taxes & fees
29 Nov - 30 Nov
Havana Cabana at Key West

5. Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,002 reviews)
The price is AU$294
includes taxes & fees
1 Dec - 2 Dec
Parmer's Resort

6. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,487 reviews)
Escape to this beachfront haven with 4 sparkling pools and on-site kayaking. The Grove Kitchen serves meals by the water, while a fitness centre keeps you active. Just minutes from Duval Street and Smathers Beach, with easy airport access.
The price is AU$303
includes taxes & fees
29 Nov - 30 Nov
Parrot Key Hotel & Villas

7. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,796 reviews)
Dive into a tropical oasis at this Key West resort featuring a marina, poolside bar, and complimentary bicycles. Just minutes from Smathers Beach and Duval Street, guests love the 24-hour fitness centre and helpful staff.
The price is AU$279
includes taxes & fees
17 Nov - 18 Nov
Hilton Key West Resort & Marina

8. Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very good, (2,426 reviews)
The price is AU$291
includes taxes & fees
11 Nov - 12 Nov
Ibis Bay Beach Resort

9. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very good, (1,136 reviews)
The price is AU$275
includes taxes & fees
30 Nov - 1 Dec
DoubleTree Resort by Hilton Grand Key - Key West

10. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.8 out of 10, Good, (1,001 reviews)
The price is AU$270
includes taxes & fees
20 Nov - 21 Nov
Looe Key Reef Resort

11. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,303 reviews)
Escape to this beachside haven with 5 outdoor pools, umbrella-dotted shores, and full spa offering facials and massages. Just minutes from Sombrero Beach, enjoy two bars, a poolside lounge, and Mahina restaurant after a workout in the fitness centre.
The price is AU$452
includes taxes & fees
15 Nov - 16 Nov
Isla Bella Beach Resort & Spa

12. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,673 reviews)
Immerse in Key West serenity with sunset vistas from this oceanfront haven. Just minutes from Smathers Beach and Duval Street, enjoy the private beach, outdoor pool, and spa pool after exploring nearby attractions via the complimentary shuttle.
Beachside Resort & Residences

13. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,318 reviews)
Escape to this waterfront retreat with a marina, where 2 outdoor pools and poolside bars await. Feast on seafood at Matt's Stock Island, then explore nearby Duval Street and Smathers Beach. A 24-hour fitness centre and free WiFi complete your Key West getaway.
The price is AU$273
includes taxes & fees
30 Nov - 1 Dec
The Perry Hotel & Marina Key West

14. Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort
4.0 star property
Marathon
8.8 out of 10, Excellent, (1,002 reviews)
Escape to this Marathon sanctuary with a private beach where loungers await by crystal waters. Just minutes from Sombrero Beach, enjoy 3 outdoor pools, rejuvenating spa treatments, and local cuisine at TJs Tiki Bar as the sun dips below the horizon.
The price is AU$430
includes taxes & fees
1 Dec - 2 Dec
Tranquility Bay Beachfront Hotel and Resort

15. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (1,017 reviews)
Escape to a private beachfront sanctuary in the Florida Keys, where 2 sparkling pools meet pristine shoreline. Savour magical sunsets after a spa massage, then stroll to nearby Duval Street and South Beach attractions.
The price is AU$468
includes taxes & fees
23 Nov - 24 Nov
Casa Marina Key West, Curio Collection by Hilton

16. Little Torch Cottages

Little Torch Cottages
2.0 star property
Summerland Key
8.6 out of 10, Excellent, (10 reviews)
Coastal charm awaits at these cottages where 2 refreshing pools invite sunny relaxation. After swimming, unwind in the sauna. Easily explore nearby Florida Keys Beaches, Blue Hole, and Big Pine Key Flea Market while enjoying free WiFi and parking.
Little Torch Cottages

17. Coconut Cay Resort & Marina

Coconut Cay Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,088 reviews)
Experience tranquility at this waterfront hotel with a marina and outdoor pool. Just minutes from Sombrero Beach, enjoy complimentary kayaking, fishing gear, and bikes. The peaceful grounds and convenient access to local shops and restaurants create the perfect Florida Keys getaway.
The price is AU$121
includes taxes & fees
10 Dec - 11 Dec
Coconut Cay Resort & Marina

18. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,485 reviews)
This historic inn delivers island tranquility with 3 outdoor pools and poolside bar mere minutes from Key West's famous Duval Street. Enjoy free breakfast before strolling to Ernest Hemingway's former home, then return for a sunset cocktail in the garden.
The price is AU$366
includes taxes & fees
17 Nov - 18 Nov
Winslow's Bungalows - Key West Historic Inns
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.

Go beyond your typical stay in Big Pine Key

When is the best time to visit Big Pine Key?

Our prices for hotels in Big Pine Key are cheapest in May

Price trends for hotels in Big Pine Key

Pricing is based on two traveller single night rates
View properties in November
Currently viewing crowd sizes and weather for November.

November

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Top neighbourhoods in Big Pine Key

Whispering Pines

Whispering Pines in Big Pine Key offers a peaceful escape where you can watch the sunrise from your private dock. Kayak through pristine mangrove channels to spot rays and manatees in crystal-clear waters. Take a short drive to see the tiny Key deer at National Key Deer Refuge or browse the local flea market for unique treasures. The area features pastel-painted homes with metal roofs and tropical landscaping instead of busy resorts. Holiday rentals and waterfront cottages make perfect home bases for exploring nearby Calusa Beach. You'll need a hire car to reach seafood spots and supermarkets just minutes away.

Long Beach Estates

Long Beach Estates is a Florida Keys paradise where crystal waters meet peaceful streets lined with private homes. Spend your days snorkelling in the clear shallows, kayaking through mangroves, or simply watching ospreys soar overhead from your waterfront deck. The Coupon Bight Aquatic Preserve offers pristine waters teeming with marine life just steps from your door. Most homes feature private docks and full kitchens, perfect for grilling the day's catch as the sun sets. While dining options require a quick drive to Big Pine Key's commercial area, the trade-off is blissful quiet and genuine Keys living. Rental cars are essential for exploring nearby Calusa Beach and the Big Pine Key Flea Market.

Sands

The Sands area in Big Pine Key lets you live your water-lover dreams without tourist crowds. Kayak through crystal-clear shallows, spot colourful birds at dawn, or fish right from your private dock at the Coupon Bight Aquatic Preserve. Holiday homes on stilts offer peaceful retreats with tropical gardens and glimpses of turquoise water between palm trees and mangroves. Expect to self-cater in well-equipped rental kitchens or drive to nearby dining spots. A hire car is essential for exploring this residential haven and neighbouring Keys. The quiet streets invite leisurely walks while the gentle lapping of bay waters creates the perfect soundtrack for your Florida Keys escape.

Eden Pines

Eden Pines offers canal-living at its most blissfully chill. The Big Pine Key area serves up waterfront homes, crystal-clear canals, and a delicious break from tourist crowds. Spend your mornings spotting local wildlife at nearby Blue Hole, then grab your fishing gear or kayak and explore the peaceful waterways. The lapping waves against wooden docks create a natural soundtrack that'll make you forget about your email inbox completely. Getting around requires a hire car since this is primarily a residential area without commercial spots. Most holiday rentals come with private docks and full kitchens, perfect for cooking up your fresh catch. For dining and shopping, you'll need to venture to Big Pine Key's small commercial district nearby.

Pine Channel Estates

Pine Channel Estates offers a slice of authentic Florida Keys living with its network of scenic canals and private docks. This quiet residential area puts you right on the water with crystal-clear channels perfect for fishing, kayaking, and boat trips to the Atlantic or Gulf. Wildlife enthusiasts will appreciate nearby Blue Hole and the Key Deer Refuge where nature takes centre stage. The area features holiday homes with boat slips and water views, creating a peaceful retreat from tourist crowds. You'll need to drive a quick 5-10 minutes to reach Big Pine Key's markets and eateries. The calm residential streets make for pleasant evening strolls along the waterfront as the sun sets over the mangroves.

Top landmarks in Big Pine Key

Learn more about Big Pine Key

Forget the glitz of Key West – Big Pine Key offers the Florida Keys at their most authentic. Kayak through mangrove tunnels where tiny Key deer (found nowhere else on earth) might peek from the shoreline. The Blue Hole, an abandoned quarry turned freshwater lake, attracts alligators and visitors alike. Snorkel Looe Key's reef where colourful fish dart through coral formations. Bahia Honda State Park boasts beaches ranked among Florida's finest, with shallow waters perfect for novice swimmers. Loggerhead Beach provides a quieter alternative to Calusa Beach. The laid-back atmosphere extends to local fish shacks where the catch arrives hours before hitting your plate. Bring binoculars – the bird watching rivals the people watching.

A coastal town with a beach, clear waters, a pier, and lush greenery.

Check out reviews of Big Pine Key hotels guests love

Frequently Asked Questions

How much does a hotel room cost in Big Pine Key?

You can discover great hotels in Big Pine Key from AU$111 with properties to suit all budgets and needs. If you're after an affordable hotel in Big Pine Key that meets all of your requirements, set your filters and then sort the results by "Price: low to high".

How can I find deals and earn rewards at Big Pine Key hotels?

Discover great deals on Big Pine Key hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Big Pine Key hotels.

Can I book Big Pine Key hotels with free cancellation?

It's easy to book a refundable Big Pine Key hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some of the best Big Pine Key hotels with free parking?

If you're driving, a great Big Pine Key hotel with free parking is a bonus. Our travellers' favourites include:

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