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Port Pine Heights

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Featured Port Pine Heights Hotels

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,060 reviews)
Beautiful and on the top of our list in the Keys !

Reviewed on Oct 18, 2025

Isla Bella Beach Resort & Spa
Courtyard by Marriott Faro Blanco Resort

Courtyard by Marriott Faro Blanco Resort

3 out of 5
2146 Overseas Hwy, Marathon, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star beach hotel in Marathon. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,001 reviews)
great staff and clean facility

Reviewed on Oct 15, 2025

Courtyard by Marriott Faro Blanco Resort
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
Stay at this cottage in Big Pine Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Blue ...
8.6/10 Excellent! (261 reviews)
This was a very unique experience and fun. It’s a little floating house with quiet streets nearby to walk and see all the beautiful deer.

Reviewed on Oct 22, 2025

Old Wooden Bridge Resort and Marina
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

4 out of 5
2600 Overseas Hwy, Marathon, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Marathon. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,002 reviews)
We enjoyed our stay

Reviewed on Oct 18, 2025

Tranquility Bay Beachfront Hotel and Resort
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

3 out of 5
1480 Overseas Hwy, Marathon, FL
Stay at this 3-star hotel in Marathon. Enjoy free WiFi, a marina, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,019 reviews)
PLEASE GO
Super greatspot will be back

Reviewed on Oct 19, 2025

Captain Pips Marina & Hideaway
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
9/10 Wonderful! (1,003 reviews)
Everything was sweet! Clean, breakfast good, property organized and boys at front desk very nice and polite! Excellent! Will definitely consider going back

Reviewed on Oct 14, 2025

Parmer's Resort
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4 out of 5
1996 Overseas Highway, Marathon, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Marathon. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,271 reviews)
Nice place

Reviewed on Oct 22, 2025

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (1,000 reviews)
This was an excellent value for the price - the room was spacious and clean, the property was quiet. There was a beautiful view with a balcony. I could not have been happier with my experience!

Reviewed on Oct 6, 2025

Sugar Loaf Lodge
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939, Summerland Key, FL
Stay at this 3-star hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our ...
9.6/10 Exceptional! (442 reviews)
The front desk staff was very helpful and polite. The facilities were nice and maintained. The pool was beautiful and my kids loved the beach access. The beds were uncomfortable in the masterand the pull out couch. The options for breakfast at the café are priced beyond their quality. We're kind ...

Reviewed on Oct 13, 2025

Sugarloaf Key Hotel at KOA Resort
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the bar and the helpful staff in our reviews. ...
7.4/10 Good! (1,002 reviews)
We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay

Reviewed on Oct 17, 2025

Looe Key Reef Resort
Knight's Key Suites

Knight's Key Suites

3 out of 5
40 Kyle Way W, Marathon, FL
Stay at this 3-star aparthotel in Marathon. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (1,150 reviews)
Room were clean and staff was very helpful

Reviewed on Oct 13, 2025

Knight's Key Suites
The Hammocks at Marathon

The Hammocks at Marathon

2.5 out of 5
1688 Overseas Hwy, Marathon, FL
Stay at this vacation home in Marathon. Enjoy a marina, a fitness center, and a 24-hour front desk. Popular attractions Sombrero Beach and Shady Palm Art Gallery ...
9/10 Wonderful! (107 reviews)
The property was nice.

Reviewed on Oct 15, 2025

The Hammocks at Marathon
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 in Port Pine Heights

Big Pine Key is a city that has a lot going on, but you have your sights set on Port Pine Heights. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Port Pine Heights has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Port Pine Heights hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Big Pine Key so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Port Pine Heights underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Port Pine Heights city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Port Pine Heights cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Port Pine Heights at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $99
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Port Pine Heights hotel you want, book it, and never look back. Because your great escape is ahead of you.