Title: Sunset Key Vacation Packages 2026 from $1,098 | Expedia.com

[Sunset Key Travel Guide](https://expedia.com/Key-West-Sunset-Key.dx553248635976481798)[Hotels in Sunset Key](https://expedia.com/Sunset-Key-Key-West-Hotels.0-n553248635976481798-0.Travel-Guide-Filter-Hotels)[Flights to Key West](https://expedia.com/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.com/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Car Rentals in Sunset Key](https://expedia.com/Car-Rentals-In-Sunset-Key.d553248635976481798.Car-Rental-Guide)

![](https://images.trvl-media.com/place/1187/ae2f8042-2ea5-4f7d-a865-eabcde225d1a.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Sunset Key Vacations from $1,098

## Book a Hotel + Flight or Car together to unlock savings

Photo by Russell Hewatt

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## Your Sunset Key Vacation

Let our Sunset Key vacation packages take you to a destination where long-lasting memories are waiting to be made. While it's especially renowned for its coastal beaches, there's plenty to love about this neighborhood. Not sure where to go during your trip to Sunset Key? Nearby attractions like [Ernest Hemingway Home and Museum](https://www.expedia.com/Ernest-Hemingway-Home-And-Museum-Key-West.d501376.Vacation-Attraction), [Audubon House and Tropical Gardens](https://www.expedia.com/Audubon-House-And-Tropical-Gardens-Key-West.d6068599.Vacation-Attraction) and [Mallory Square](https://www.expedia.com/Mallory-Square-Key-West.d501385.Vacation-Attraction) are great places to start. No matter what your dream Sunset Key vacation may look like, you can turn it into reality with Expedia.

## The Latest Sunset Key Vacation Packages

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

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Windward Pointe, Key West

$1,098

per person

May 7 - May 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.6/10 Exceptional! (1,002 reviews)

Everything was so clean.

Reviewed on Mar 1, 2026

![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,222

per person

May 18 - May 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (505 reviews)

Absolutely amazing hidden gem in Key West. Chris, Renee and the rest of the staff are incredible. Beautiful rooms and bathrooms. Backyard is an oasis with a full service tiki bar and stage for live music. It’s a tropical oasis of beauty! Always clean and awesome. Can’t wait to come back!

Reviewed on Feb 28, 2026

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

$1,218

per person

May 18 - May 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

Perfect location right on the beach. Friendly and helpful staff!! 5 stars across the board.

Reviewed on Feb 27, 2026

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Southernmost Beach Resort and Guesthouses

Old Town Key West

$1,263

per person

Apr 2 - Apr 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

Nice pools, clean, rooms were decent. Beach access and location were perfect.

Reviewed on Feb 28, 2026

![Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool](https://images.trvl-media.com/lodging/87000000/86150000/86144400/86144348/6e0af2d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool

Save 100% on your flight

$2,164

per person

May 1 - May 8

found 17 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

No reviews

## Where to stay in Sunset Key

Find the best Sunset Key areas and neighborhoods for the activities you enjoy most. [Learn more about Sunset Key](https://expedia.com/Key-West-Sunset-Key.dx553248635976481798)

![Key West Historic District](https://images.trvl-media.com/place/553248635976481920/c3895c9f-e471-4c93-ac2e-85c99f8f8fec.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Old Town Key West

4 out of top 10 points of interest in this area

4.5/5(226 area reviews)

 Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area. 

[Find hotel + flight trips in Old Town Key West](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Old%20Town%20Key%20West&DestID=553248635976481920&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Audubon House and Tropical Gardens featuring a house](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Key West Historic District

2 out of top 10 points of interest in this area

4.5/5(4,033 area reviews)

 Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district. 

[Find hotel + flight trips in Key West Historic District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Key%20West%20Historic%20District&DestID=6281809&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Duval Street](https://images.trvl-media.com/place/6068616/ac9e1424-8949-4483-8a12-9063d1511aa2.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Key West

 If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing. 

[Find hotel + flight trips in Downtown Key West](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Key%20West&DestID=553248635976470405&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Wide aerial panorama of Key West, Florida](https://images.trvl-media.com/place/553248635976480351/87477fd8-e61c-4ccb-8f10-57f3d82227dc.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### New Town

4/5(428 area reviews)

 Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery. 

[Find hotel + flight trips in New Town](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=New%20Town&DestID=553248635976480351&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Sunset on Carnival Cruise in Key West.](https://images.trvl-media.com/place/1187/48023594-76b8-4930-a4a9-06a0f12911a4.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Uptown - Upper Duval

4.5/5(72 area reviews)

 If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing. 

[Find hotel + flight trips in Uptown - Upper Duval](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Uptown%20-%20Upper%20Duval&DestID=553248635976473524&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Sunset Key Hotel Deals

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundable

$530 nightly

$596 total

Mar 12 - Mar 13

Total with taxes and fees

8.8/10 Excellent! (3,098 reviews)

Nice pools, clean, rooms were decent. Beach access and location were perfect.

Reviewed on Feb 28, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true&regionId=553248635976481798)

![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$374 nightly

$420 total

Mar 2 - Mar 3

Total with taxes and fees

8/10 Very Good! (2,116 reviews)

Cozy room. Nice staff

Reviewed on Mar 1, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&selected=4218809&PinnedHotelID=4218809&HadPinnedHotel=true&regionId=553248635976481798)

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$364 nightly

$410 total

Mar 10 - Mar 11

Total with taxes and fees

8.2/10 Very Good! (1,963 reviews)

The ocean view is not accurate. It's a highway view with heavy road noise. They are so aware of it the rooms come with ear plugs.

Reviewed on Feb 28, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F10%2F2026&endDate=3%2F11%2F2026&selected=12599231&PinnedHotelID=12599231&HadPinnedHotel=true&regionId=553248635976481798)

[See all 2,740 properties in Sunset Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&regionId=553248635976481798)

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.

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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

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![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

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- [B&B in Key West ](https://www.expedia.com/Key-West-Bed-And-Breakfast.d1187-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Luxury Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Luxury-Hotel.0-0-d1187-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Gay friendly Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-LGBT-Welcoming-Hotel.0-0-d1187-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Historic-Hotel.0-0-d1187-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Hotels near Donkey Milk House ](https://www.expedia.com/Donkey-Milk-House-Hotels.0-l6249268-0.Travel-Guide-Filter-Hotels)
- [Hotels near Jackson Square ](https://www.expedia.com/Jackson-Square-Hotels.0-l6249254-0.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Key West ](https://www.expedia.com/Key-West-Hotels-Hotels-With-Kitchens.0-0-d1187-tHotelswithKitchens.Travel-Guide-Filter-Hotels)
- [Hotels with Free Airport Shuttle in Key West ](https://www.expedia.com/Key-West-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d1187-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
- [Guest Houses in Key West ](https://www.expedia.com/Key-West-Guest-Houses.d1187-aaGuestHouses.Travel-Guide-Accommodation)
- [Best Western Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Best-Western.0-0-d1187--bBestWestern.Travel-Guide-Filter-Hotels)
- [Wyndham Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Wyndham-Hotels.0-0-d1187--bWyndhamHotels.Travel-Guide-Filter-Hotels)
- [Hotels near San Carlos Institute - Casa Cuba ](https://www.expedia.com/San-Carlos-Institute-Casa-Cuba-Hotels.0-l6068607-0.Travel-Guide-Filter-Hotels)
- [Hotels with smoking rooms in Key West ](https://www.expedia.com/Key-West-Hotels-Hotels-With-Smoking-Rooms.0-0-d1187-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
- [Golf Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Golf-Hotel.0-0-d1187-tGolfHotel.Travel-Guide-Filter-Hotels)

- [Flights to Key West ](https://www.expedia.com/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)

- [Key West Vacations ](https://www.expedia.com/Key-West.d1187.Destination-Travel-Guides)
- [All inclusive Vacation Packages Key West ](https://www.expedia.com/lp/theme-vacations/all-inclusive-vacations/1187/Key-West)
- [Ernest Hemingway Home and Museum ](https://www.expedia.com/Ernest-Hemingway-Home-And-Museum-Old-Town-Key-West.d501376.Vacation-Attraction)
- [Duval Street ](https://www.expedia.com/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
- [Custom House Museum ](https://www.expedia.com/Custom-House-Museum-Old-Town-Key-West.d6069265.Vacation-Attraction)
- [Mallory Dock ](https://www.expedia.com/Mallory-Dock-Key-West-Historic-District.d553248621563220296.Vacation-Attraction)
- [Mel Fisher Maritime Museum ](https://www.expedia.com/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction)
- [Key West Museum of Art and History ](https://www.expedia.com/Key-West-Museum-Of-Art-And-History-Old-Town-Key-West.d6069279.Vacation-Attraction)
- [Audubon House and Tropical Gardens ](https://www.expedia.com/Audubon-House-And-Tropical-Gardens-Key-West-Historic-District.d6068599.Vacation-Attraction)
- [Harry S. Truman Little White House ](https://www.expedia.com/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction)
- [Fort Zachary Taylor Historic State Park ](https://www.expedia.com/Fort-Zachary-Taylor-Historic-State-Park-Key-West.d6069245.Vacation-Attraction)
- [Roy John-Karl Gallery ](https://www.expedia.com/Roy-John-Karl-Gallery-Key-West-Historic-District.d553248621532652462.Vacation-Attraction)
- [Curry Mansion Museum ](https://www.expedia.com/Curry-Mansion-Museum-Key-West-Historic-District.d553248621532652631.Vacation-Attraction)
- [Oldest House Museum and Garden ](https://www.expedia.com/Oldest-House-Museum-And-Garden-Key-West-Historic-District.d553248621533115800.Vacation-Attraction)
- [Red Barn Theater ](https://www.expedia.com/Red-Barn-Theater-Key-West-Historic-District.d6069271.Vacation-Attraction)
- [Donkey Milk House ](https://www.expedia.com/Donkey-Milk-House-Key-West-Historic-District.d6249268.Vacation-Attraction)
- [Schooner Western Union ](https://www.expedia.com/Schooner-Western-Union-Key-West-Historic-District.d6069261.Vacation-Attraction)
- [Jackson Square ](https://www.expedia.com/Jackson-Square-Old-Town-Key-West.d6249254.Vacation-Attraction)
- [San Carlos Institute - Casa Cuba ](https://www.expedia.com/San-Carlos-Institute-Casa-Cuba-Old-Town-Key-West.d6068607.Vacation-Attraction)
- [Visit Key West ](https://www.expedia.com/Key-West.dx1187)
- [Florida Keys Eco - Discovery Center ](https://www.expedia.com/Florida-Keys-Eco-Discovery-Center-Old-Town-Key-West.d6069247.Vacation-Attraction)
- [Sails To Rails Museum at Flagler Station ](https://www.expedia.com/Sails-To-Rails-Museum-At-Flagler-Station-Key-West-Historic-District.d553248621532652635.Vacation-Attraction)
- [Florida Keys National Marine Sanctuary ](https://www.expedia.com/Florida-Keys-National-Marine-Sanctuary-Key-West.d6163838.Vacation-Attraction)
- [The Kite House ](https://www.expedia.com/The-Kite-House-Old-Town-Key-West.d553248621532652628.Vacation-Attraction)
- [Key West Lighthouse and Keeper's Quarters Museum ](https://www.expedia.com/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction)
- [Key West Historic District Vacations ](https://www.expedia.com/Key-West-Historic-District.d6281809.Destination-Travel-Guides)
- [Bahama Village Vacations ](https://www.expedia.com/Bahama-Village.d553248621533115696.Destination-Travel-Guides)
- [Key West Cemetery ](https://www.expedia.com/Key-West-Cemetery-Old-Town-Key-West.d6068615.Vacation-Attraction)
- [Visit Historic Seaport ](https://www.expedia.com/Key-West-Historic-Seaport.dx553248635976383502)
- [Romantic Vacation Packages Key West ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/1187/Key-West)
- [Tennessee Williams Key West Exhibit ](https://www.expedia.com/Tennessee-Williams-Key-West-Exhibit-Old-Town-Key-West.d553248621561885356.Vacation-Attraction)
- [Saint Mary Star of the Sea ](https://www.expedia.com/Saint-Mary-Star-Of-The-Sea-Old-Town-Key-West.d553248621532652618.Vacation-Attraction)
- [Key West Burlesque Theater ](https://www.expedia.com/Key-West-Burlesque-Theater-Old-Town-Key-West.d553248621532652629.Vacation-Attraction)
- [Fleming Key Vacations ](https://www.expedia.com/Fleming-Key.d180162.Destination-Travel-Guides)
- [South Beach ](https://www.expedia.com/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction)
- [Old Town Key West Vacations ](https://www.expedia.com/Old-Town-Key-West.d553248635976481920.Destination-Travel-Guides)
- [City Zoo Gallery ](https://www.expedia.com/City-Zoo-Gallery-Old-Town-Key-West.d553248621532652613.Vacation-Attraction)

- [Car rentals near Key West ](https://www.expedia.com/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)
- [Car rentals near Mallory Square ](https://www.expedia.com/Car-Rentals-In-Mallory-Square.d501385.Car-Rental-Guide)
- [Car rentals near Mel Fisher Maritime Museum ](https://www.expedia.com/Car-Rentals-In-Mel-Fisher-Maritime-Museum.d6163799.Car-Rental-Guide)
- [Car rentals near Harry S. Truman Little White House ](https://www.expedia.com/Car-Rentals-In-Harry-S-Truman-Little-White-House.d6068605.Car-Rental-Guide)
- [Car rentals near Schooner Western Union ](https://www.expedia.com/Car-Rentals-In-Schooner-Western-Union.d6069261.Car-Rental-Guide)

- [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)

- [Things to do in Key West ](https://www.expedia.com/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)

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