Uptown - Upper Duval Holidays from NZ$3,411

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Top Holiday Package Deals in Uptown - Upper Duval

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was NZ$5,476, price is now NZ$3,411 per person
NZ$3,411
per person
12 Feb - 19 Feb
found 2 hours ago
Return direct flight included
Weyers Cave (SHD) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
Room was good .. except for a dusty smell

Reviewed on 24 Dec 2025

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was NZ$9,055, price is now NZ$5,125 per person
NZ$5,125
per person
12 Feb - 19 Feb
found 2 hours ago
Return direct flight included
Weyers Cave (SHD) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable.

Reviewed on 12 Dec 2025

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was NZ$9,076, price is now NZ$5,830 per person
NZ$5,830
per person
12 Feb - 19 Feb
found 2 hours ago
Return direct flight included
Weyers Cave (SHD) to Key West (EYW)
9.4/10 Exceptional! (390 reviews)
The check in staff was not hospitable. The pool was not heated, and the couch in our suite was very dirty/dinghy. Location is great and property is beautiful. We had amazing staff at check out. I recommend staying at Winslows Bungalows their sister property. More pool options, bar, and impeccable customer service.

Reviewed on 20 Dec 2025

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
Price was NZ$6,963, price is now NZ$4,548 per person
NZ$4,548
per person
12 Feb - 19 Feb
found 2 hours ago
Return direct flight included
Weyers Cave (SHD) to Key West (EYW)
9.2/10 Wonderful! (845 reviews)
Excellent location with access to all areas of the island either on foot or bus. Breakfast was staffed by Sonia who went out of her way to meet any requests. The staff were very friendly and helpful.

Reviewed on 21 Dec 2025

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was NZ$5,867, price is now NZ$3,884 per person
NZ$3,884
per person
12 Feb - 19 Feb
found 2 hours ago
Return direct flight included
Weyers Cave (SHD) to Key West (EYW)
9/10 Wonderful! (831 reviews)
Property location was excellent walkable. Staff was awesome. Breakfast was good. Air conditioner kept up! Loved our room and front porch!

Reviewed on 24 Dec 2025

Our guide on where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas and neighborhoods for the activities you enjoy most. Learn more about Uptown - Upper Duval
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Old Town Key West

4 out of top 10 points of interest in this area

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Find hotels in Old Town Key West

Our pick of the best Uptown - Upper Duval Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is NZ$694 per night from 13 Jan to 14 Jan
NZ$694
13 Jan - 14 Jan 2026
includes taxes & fees
8.6/10 Excellent! (2,932 reviews)
Everything was wonderful. Resort was well kept and clean. Staff very friendly and accommodating.

Reviewed on 20 Dec 2025

Southernmost Beach Resort and Guesthouses
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
The price is NZ$733 per night from 13 Jan to 14 Jan
NZ$733
13 Jan - 14 Jan 2026
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
.

Reviewed on 19 Dec 2025

The Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
The price is NZ$692 per night from 12 Jan to 13 Jan
NZ$692
12 Jan - 13 Jan 2026
includes taxes & fees
8.2/10 Very Good! (1,219 reviews)
Clean room and helpful staff.

Reviewed on 21 Dec 2025

The Southernmost Inn - Adults Only
See all 2,836 properties in Uptown - Upper Duval
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

How much does an Uptown - Upper Duval holiday package cost?
Explore the best of Uptown - Upper Duval from just NZ$3,411. Choose from a great selection of flights, hotels and rental cars to suit your budget. Land even more discounts when you add a few tours or activities to your holiday package.
How do I get a cheap travel package to Uptown - Upper Duval?
Bundling your flight and hotel with Expedia won't just save precious time — it'll save you a nice amount too. An Uptown - Upper Duval holiday package makes it easy to organise the perfect trip. With more than 550 airlines worldwide to pick from, finding convenient flights that fit your schedule will be no sweat. In addition to that, we've got over 1 000 000 hotel options globally to pick from. Now that's what we call choice. No matter who you are, Expedia can show you the world.
Where should I stay in Uptown - Upper Duval?
A trip to Uptown - Upper Duval isn't complete without stopping by Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens. Reserve a room close by so you can easily access these fantastic sights.
What are the top hotels in Uptown - Upper Duval?
Sea Breeze - Walking Distance And Off and Casa Key West - Rooftop Pool Access And Free Parking are two of the most popular properties in Uptown - Upper Duval. Why not look up the rates and facilities at each and then decide?
How far in advance should I book my Uptown - Upper Duval holiday?
While prices change from time to time, we generally suggest booking your spot as early as possible. Most international fares can be compared on Expedia up to 12 months in advance. If circumstances have left you booking late, you may still get lucky. Cheaper tickets to Uptown - Upper Duval sometimes emerge only weeks before departure.
What does an Expedia Uptown - Upper Duval travel package include?
It depends on what kind of trip you have in the works. Uptown - Upper Duval travel deals can include car rentals, hotels and flights. You can mix and match to create the bundle that fits your needs. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking an Uptown - Upper Duval travel package?
When you book your flights, hotels and car rentals together, you'll nab awesome discounts. Whether you're planning a beach escape in a villa or prefer to stay in a cosy apartment in the city, Expedia can help make it happen.
Can I choose my airline with an Uptown - Upper Duval Expedia holiday package?
Definitely. Expedia has over 550 airline partners to choose from all over the world. With such a huge range of choice, finding the ideal carrier to whisk you away to Uptown - Upper Duval won't be difficult.
If I'm not able to travel, can I cancel my Uptown - Upper Duval holiday package?
Don't stress if you're rethinking your Uptown - Upper Duval holiday package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We understand life can throw the occasional spanner in the works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in Uptown - Upper Duval

Southernmost Point

Southernmost Point

Snap a memorable photograph from the edge of North America at this monumental landmark.

Southernmost Point
South Beach

South Beach

The southernmost beach in the continental United States is a picturesque bay and a relaxing spot to spend the day for sun-loving visitors.

South Beach
Key West Butterfly and Nature Conservatory showing food, animals and zoo animals

Key West Butterfly and Nature Conservatory

This conservatory houses a flower-filled forest and a colourful butterfly population that attracts visitors from around the globe.

Key West Butterfly and Nature Conservatory

Activities

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

NZ$78
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

NZ$47
per adult
90% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

NZ$100
per adult
86% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
See all activities in Key West
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.