Title: Book the Best ADVENTURE Hotels in Sugarloaf Key in 2026 | Expedia.ca

[Sugarloaf Key Travel Guide](https://expedia.ca/Sugarloaf-Key.dx183126)[Hotels in Sugarloaf Key](https://expedia.ca/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)[Vacation Rentals in Sugarloaf Key](https://expedia.ca/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)[Flights to Sugarloaf Key](https://expedia.ca/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)[Things to do in Sugarloaf Key](https://expedia.ca/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)[Sugarloaf Key Car Rentals](https://expedia.ca/Car-Rentals-In-Sugarloaf-Key.d183126.Car-Rental-Guide)[Sugarloaf Key Vacation Packages](https://expedia.ca/Sugarloaf-Key.d183126.Destination-Travel-Guides)

![Sugarloaf Shores which includes a bay or harbor and a house](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Hotels & Resorts for Couples in Sugarloaf Key, FL from CA $277

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## Check availability on Sugarloaf Key Hotels & Resorts for Couples

Tonight

[Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Sugarloaf Key Hotels & Resorts for Couples

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/c957f1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor wedding](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/68402caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 2 Queen Beds, Balcony (Luis)](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/d05ef6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Havana Cabana at Key West 

New Town

8.8/10

Excellent

(1727)

"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

alec lawrence

CA $166

CA $277 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

![King Room D | Balcony](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/350337ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Room B | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/4d0697b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Single B | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/77670d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/6492356c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simonton Court Historic Inn & Cottages

Key West Historic District

9.8/10

Exceptional

(875)

"The staff was really nice"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

doug

CA $250

CA $281 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information)

![Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/9dea706f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/853cc84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mansion Room #106 - Ocean View w/ Direct Pool Access - Adults Only](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/4498aa15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/f12b1e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southernmost House

Old Town Key West

9.4/10

Exceptional

(1000)

"Great place with excellent staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Willie

CA $375

CA $552 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information)

![Swim-up bar](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/17e19347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/f6f802a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room service - dining](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/5f145d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/6f8ffa24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Atlantic View Luxury Villa with Pool

Summerland Key

10/10

Exceptional

(1)

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Preetam

CA $706

CA $1,283 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-18&endDate=2025-12-19&regionId=183126&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true)

## Top Sugarloaf Key Hotel Reviews

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"The whole staf was fantastic"

[](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg)

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Clean room. Staff was friendly pool and beach were great"

[](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg)

### Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

" Dry friendly and good breakfast and excellent value for money "

[](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)

![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg)

### Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Would stay again. Great location and nice hotel."

[](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information)

![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg)

### The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"."

[](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"Lovely hotel, great room and ideal location."

[](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg)

### La Concha Key West, Autograph Collection

10/10 Excellent

"Hotel staff was amazing. Room was spotless! Excellent place to stay! Will definitely stay here again in the future! "

[](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg)

### Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Love this hotel ! One of my favorite here at the Keys ! Beautiful view and hotel ! "

[](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg)

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

10/10 Excellent

"Very clean"

[](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information)

## Frequently asked questions

### Why book your hotel for couples in Sugarloaf Key with Expedia?

### How can I find cheap hotels for couples in Sugarloaf Key?

### What is there to do in Sugarloaf Key near my hotel for couples?

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- [Adults Only Resorts & in Sugarloaf Shores ](https://www.expedia.ca/Sugarloaf-Shores-Summerland-Key-Hotels-Adults-Only-Resorts.0-n6270983-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Adults Only Resorts & in Summerland Key ](https://www.expedia.ca/Summerland-Key-Hotels-Adults-Only-Resorts.0-0-d6177802-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
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- [Hotels with a Lazy River in Sunset Key ](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-A-Lazy-River.0-n553248635976481798-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels)
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- [Oceanfront Hotels in Sunset Key ](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Oceanfront-Hotels.0-n553248635976481798-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
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