Lower Matecumbe Key Vacations from ￥118,015

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Lower Matecumbe Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hollywood Beach Seagull

Hollywood Beach Seagull

3.5 out of 5
Hollywood Beach
Price was ￥146,716, price is now ￥118,015 per person
￥118,015
per person
Feb 13 - Feb 16
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Miami (MIA)
6.8/10 (392 reviews)
Location,Location, Location..just keep telling that to yourself. Staff were pleasant and helpful. Towels were scarce. No handtowels. No dish cloths/towels. Our dishwasher leaked. Two burners on the stove did not work. Kitchen is totally empty. If you want dishes, you must call and then you are given the bare basics. Rooms are very dated and in need of repairs. Everything was clean. Bed and pillows comfortable. Breakfast was basic, but all that we needed. Directly on the boardwalk and beach. Felt quite safe. If you are looking for fine accomodations, dont stay here. If you can be low maintenance and love the beach, it is perfect.

Reviewed on Jan 8, 2026

CH Luxury Condos & Studios On The Beach

CH Luxury Condos & Studios On The Beach

3.5 out of 5
Hollywood Beach
Price was ￥251,178, price is now ￥192,725 per person
￥192,725
per person
Feb 13 - Feb 16
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Miami (MIA)
8.4/10 Very Good! (126 reviews)
Simply... What a rental condo/resort should be!

Reviewed on Nov 11, 2025

Costa Hollywood Beach Resort

Costa Hollywood Beach Resort

4 out of 5
Hollywood Beach
Price was ￥239,046, price is now ￥183,730 per person
￥183,730
per person
Feb 13 - Feb 16
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Miami (MIA)
9/10 Wonderful! (3,848 reviews)
Nice big room. Great location, pool.

Reviewed on Jan 11, 2026

Paradise Oceanfront HBH

Paradise Oceanfront HBH

3.5 out of 5
Hollywood Beach
Price was ￥159,552, price is now ￥132,038 per person
￥132,038
per person
Feb 13 - Feb 16
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Miami (MIA)
6.6/10 (320 reviews)
the problem is that the door frame and lock were insecure, and the bed sheet and duvet although they seemed clean, had an extremely strong smell of cleaning fluid, which caused me a headache and did not let myself sleep to the point that I only slept one night of the two I had paid for and left that hotel.

Reviewed on Nov 29, 2025

Hollywood Beachside Boutique Suites

Hollywood Beachside Boutique Suites

3 out of 5
Hollywood Beach
Price was ￥146,626, price is now ￥121,396 per person
￥121,396
per person
Feb 13 - Feb 16
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Miami (MIA)
8.8/10 Excellent! (3,270 reviews)
Nice place , very clean , perfect location, Nice staff. Definitely will be back

Reviewed on Jan 11, 2026

Find the Best Lower Matecumbe Key Vacation Packages

Lower Matecumbe Key Hotel Deals

Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
8.6/10 Excellent! (86 reviews)
Love it

Reviewed on Dec 30, 2025

Get rates
Matecumbe Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is ￥28,655 per night from Jan 28 to Jan 29
￥28,655
￥41,119 total
Jan 28 - Jan 29
includes taxes & fees
9.2/10 Wonderful! (1,626 reviews)
Very clean and nice. Not a 5 star resort. But nice. Breakfast was good

Reviewed on Jan 11, 2026

Chesapeake Beach Resort
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
The price is ￥46,704 per night from Jan 21 to Jan 22
￥46,704
￥63,575 total
Jan 21 - Jan 22
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Overall great experience.

Reviewed on Jan 10, 2026

Hawks Cay Resort
See all 2,130 properties in Lower Matecumbe Key
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.

Frequently asked questions

Can I cancel my flight booking to Lower Matecumbe Key due to COVID-19?
Our Customer Service Portal is where you can find useful information about canceling your Lower Matecumbe Key flight due to COVID-19. Before booking your tickets, it's a good idea to scroll through the terms and conditions of your preferred airline too.
What's the best way to find cheap flights to Lower Matecumbe Key that have flexible change policies?
At Expedia, we've been channeling our inner acrobat to give you the most flexible airfares around town. Simply check the "No change fee" box right underneath the filter heading "Flexible change policies" to find your perfect flight to Lower Matecumbe Key.
What are some of the general tips for travelers to Lower Matecumbe Key during the COVID-19 outbreak?
COVID-19 has led to big changes to the way we travel. If you're planning a trip to Lower Matecumbe Key, the following tips will help you navigate these new traveling challenges:
  • Before you lock in a flight, check if any travel restrictions or bans apply — in both your destination and origin. Get up-to-date information by checking government travel advisories.
  • Keep your face mask on during airport screening. A TSA employee will require you to adjust your mask to verify your identity.
  • Instead of handing a TSA agent your boarding pass, place it directly on the reader yourself. When that's done, hold it up for inspection.
  • One container of liquid hand sanitizer is now permitted in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag for scanning.
  • To minimize handling during the screening process, place items such as your phone, keys and wallet into your carry-on instead of into the bins.
  • If you're bringing food through the security checkpoint, place it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA agent will need to handle your carry-on bag or food container for inspection.

Which airlines fly to Lower Matecumbe Key?
Let Delta fly you there. This prominent carrier schedules 191 services a month to Key West Intl. Airport (EYW), a Lower Matecumbe Key gateway.
How can I find cheap tickets to Lower Matecumbe Key?
Book well in advance, consider nearby airports, use miles or points — there's no shortage of ways! Another one is to take advantage of Expedia's "flexible dates" function. Find your Lower Matecumbe Key flight, then compare the cheapest prices for nearby dates. In the last seven days, the best price for a flight to Lower Matecumbe Key was .
How much is a flight to Lower Matecumbe Key?
The price of a round-trip ticket to Lower Matecumbe Key in the last seven days fluctuated between and . If you were heading one way from (), you could have landed a low-cost fare from just .
What are the most popular airports to fly into in Lower Matecumbe Key?
A major entryway to Lower Matecumbe Key, about 1119 flights land at Key West Intl. Airport (EYW) each month. Keep an eye out for an awesome deal, reserve your fare and get set to explore this wonderful region.
When is the cheapest time to fly to Lower Matecumbe Key?
Fly out on a Tuesday to boost your chances of landing the cheapest deal to Lower Matecumbe Key. Mondays are usually the second most affordable day to depart. Saturday is generally the priciest day to fly anywhere.
How much is a plane ticket to Lower Matecumbe Key?
In the last seven days, tickets to Lower Matecumbe Key fluctuated from to .
Which airlines with flights to Lower Matecumbe Key employ COVID-19 cleanliness policies?
To help lessen the contact between passengers and aircrew during the ongoing pandemic, most reputable airlines have taken physical distancing and other strategies to the skies. These carriers include:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.