Lower Matecumbe Key Holidays from NZ$2,741

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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 Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was NZ$3,830, price is now NZ$2,741 per person
NZ$2,741
per person
24 Aug - 31 Aug
found 18 hours ago
Return flight included
Auckland (AKL) to Miami (MIA)
8.6/10 Excellent! (1,002 reviews)
The staff were all helpful the building itself was incredible the food was beyond excellent the only bad thing was the valet service so if you stay please park your own car

Reviewed on 22 June 2026

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
Price was NZ$7,643, price is now NZ$4,991 per person
NZ$4,991
per person
24 Aug - 31 Aug
found 18 hours ago
Return flight included
Auckland (AKL) to Miami (MIA)
9.4/10 Exceptional! (1,558 reviews)
My favorite hotel in South Beach. The design of this hotel never gets old, the restaurants are great! The staff amazing. I will come back every time I get a chance.

Reviewed on 22 June 2026

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Price was NZ$4,584, price is now NZ$3,261 per person
NZ$3,261
per person
24 Aug - 31 Aug
found 18 hours ago
Return flight included
Auckland (AKL) to Miami (MIA)
8.4/10 Very good! (8,366 reviews)
Third time staying at this hotel and still love it! The dining options were limited though, all restaurants were only open at times that did not accommodate our schedule, and in room dining was very pricey.

Reviewed on 21 June 2026

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Price was NZ$4,374, price is now NZ$3,181 per person
NZ$3,181
per person
24 Aug - 31 Aug
found 18 hours ago
Return flight included
Auckland (AKL) to Miami (MIA)
8/10 Very good! (1,154 reviews)
Lo que no me gustó fue el trato en el restaurante, por política de alimentos en el desayuno, ya que no podia terminarme un cereal que además lo empacaron en plástico y pensé en llevármelo para comerlo luego en el cuarto y me hicieron botarlo junto con el de mi esposa, el trato fue desagradable, un momento feo y que me hizo no cenar en el hotel, no ver más partidos del mundial y no consumir más cerveza en su bar, realmente me sentí decepcionado de una política sin sentido, prefieren botar la comida a que luego te la puedas comer. Espero, que cambien de manera de pensar…

Reviewed on 21 June 2026

Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Price was NZ$4,875, price is now NZ$3,574 per person
NZ$3,574
per person
24 Aug - 31 Aug
found 18 hours ago
Return flight included
Auckland (AKL) to Miami (MIA)
9.4/10 Exceptional! (917 reviews)
Large rooms, friendly staff

Reviewed on 21 June 2026

Lower Matecumbe Key Holiday

Our pick of the best Lower Matecumbe Key Hotel Deals

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

3 out of 5
73801 Overseas Hwy Islamorada FL
The price is NZ$375 per night from 25 June to 26 June
NZ$375
25 June - 26 June
includes taxes & fees
9.8/10 Exceptional! (6 reviews)
"We had a great stay! The view is amazing. You are right on the water. Pool was clean and heated. A couple of restaurants you can walk too. Will probably stay here again!"

Reviewed on 21 June 2026

Caloosa Cove Resort by CoolVacay
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
9/10 Wonderful! (142 reviews)
"It was all good. Just wanted to relax!!"

Reviewed on 17 June 2026

Get rates
Matecumbe Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is NZ$559 per night from 14 July to 15 July
NZ$559
14 July - 15 July
includes taxes & fees
9.2/10 Wonderful! (1,322 reviews)
"Amazing@@"

Reviewed on 21 June 2026

Cheeca Lodge & Spa
See all 2,091 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.

Discover the most popular places to visit in Lower Matecumbe Key

Anne's Beach

Anne's Beach

If a restful holiday is part of your travel plans, Anne's Beach might be the perfect place to visit during your trip to Islamorada.

Anne's Beach

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 cancelling 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 travellers 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 travelling 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.