Best Hotels in Islamorada

Explore Islamorada hotels and choose from properties near landmarks, luxury hotels, and top boutiques for the best shopping and dining.

La Siesta Resort & Villas

La Siesta Resort & Villas

📍 80241 Overseas Hwy, Islamorada
★★★★ 8.4 (102 reviews)

"Check in super easy.  Nice resort."

CAD 178 1 night
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Cheeca Lodge & Spa

Cheeca Lodge & Spa

📍 81801 Overseas Hwy, Islamorada
★★★★★ 9.1 (110 reviews)

"We had a wonderful stay at Cheeca Lodge! The staff was super friendly, the rooms very clean and the amenities were amazing! The food on resort was tasty and well made, too! We also indulged in a couples massage that was so relaxing - we will definitely be back!"

CAD 187 1 night
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Breezy Palms Resort

Breezy Palms Resort

📍 80015 U.S. Rte 1, Islamorada
★★ 8.4 (101 reviews)

"We had an amazing relaxing time at Breezy Palms resort!!! We stayed in a 1st floor ocean front apartment that was recently updated, very clean and had a great view of the ocean. Nice to have the full kitchen-used every day. Bathroom was just right and had great shower! Bed was comfortable and great sheets!Screened lanai was perfect. Pool was wonderful, clean and warmer than the ocean! There is nice small beach with sand here. We didn’t get a chance to use the outdoor BBQs, but they looked well maintained, clean, and had everything for grilling. Office staff was friendly and helpful. Fully stocked on site store with bait, snacks, clothing, bottled soft drinks, Blue Bunny ice cream treats, and toiletries. Great maintenance throughout the resort. Although on Route 1, we didn’t hear the highway - lots of roosters and birds chirping. Iguanas were cool to see every day. They have a great dock to fish off of and we did fish for the last 3 days (got a 3 day salt water shore fishing license from nearby bait & tackle store) off the concrete dock and caught a grunt, pinfish, & 28” tarpon - all released. This location was great for seeing all of the keys because it’s a mile marker 80. Walking to nearby restaurants, marina and bridge to see sunset was within 1/4 mile - we could have used the bicycles, but didn’t bring the right footwear for biking. Breezy Palms resort was awesome!! Definitely a place for everyone - couples, families & solo travelers."

CAD 131 1 night
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Islander Resort

Islander Resort

📍 82100 Overseas Hwy, Islamorada
★★★★ 9.2 (104 reviews)

"Nice hotel rooms that you can drive up to. Nice amount of space—although the bathroom is very small. Pool area is ok, not enough umbrellas. Didn’t get water everyday despite being told it was included with the resort fee. The access to the sea isn’t great. Yoga was fantastic."

CAD 325 1 night
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Pines & Palms Resort

Pines & Palms Resort

📍 80401 Old Hwy, Islamorada
★★★ 9.2 (101 reviews)

CAD 166 1 night
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Casa Morada

Casa Morada

📍 136 Madeira Rd, Islamorada
★★★ 9.3 (85 reviews)

CAD 351 1 night
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Hadley Resort and Marina

Hadley Resort and Marina

📍 82749 Overseas Hwy, Islamorada
★★★ 7.4 (101 reviews)

CAD 140 1 night
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The Islands of Islamorada

The Islands of Islamorada

📍 82779 Old Highway, Islamorada
★★★★ 9.4 (46 reviews)

"Great experience at this hotel. You can tell when a hotelier pays attention to customer reviews and comments. Things may happen, and excellent customer service means making things right and keeping the customer experience #1. My family of 3 (including a 13 year old) had a great time. The room was spacious, our balcony had a great view of the ocean and the resort staff were friendly & helpful. What more can you ask for!"

CAD 552 1 night
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Amara Cay Resort

Amara Cay Resort

📍 80001 Overseas Hwy, Islamorada
★★★★ 8.5 (103 reviews)

"That's right, the group owns three resorts, all of which can be reached by Water Taxi."

CAD 197 1 night
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Find Your Perfect Stay in Islamorada by Travel Style

Treasure Harbor Hotels in Islamorada

Treasure Harbor

CAD 149 Detail ➡
The Ocean View Inn Hotels in Islamorada

The Ocean View Inn

"Great place given the high Key’s prices make this place seem like a pretty good deal. Problem is the rather large, very friendly but completely crazy owner has delusions about having played professional football. Seems to believe he has a Super Bowl ring or two. The pool, by the way, is to die for."

CAD 267 Detail ➡
Bungalow #5 - 2 Bed/1 Bath & Pool in Islamorada Hotels in Islamorada

Bungalow #5 - 2 Bed/1 Bath & Pool in Islamorada

Detail ➡
The Caribbean Resort Hotels in Islamorada

The Caribbean Resort

"Absolutely Beautiful!!!! Breathtaking"

Detail ➡
Matecumbe Resort Hotels in Islamorada

Matecumbe Resort

CAD 200 Detail ➡

Guest Reviews on Islamorada Hotels

8.2
Excellent Community Rating
Real & verified guest reviews from around the world
H

Howodv

Family
La Siesta Resort & Villas ★★★★
"Pool so warm, not have beach , you can’t swimming in ocean here, you can eat here-no cafe"
★★★★★
2024-09-23
L

LuengoRUP

Couple
Cheeca Lodge & Spa ★★★★★
"Great trip! We enjoyed it a lot! Great service, we love our room (ocean front) the only issue that we had is that we didn’t have access to internet through wifi"
★★★★★
2023-09-26
G

Guest User

Couple
Breezy Palms Resort ★★
"We had an amazing relaxing time at Breezy Palms resort!!! We stayed in a 1st floor ocean front apartment that was recently updated, very clean and had a great view of the ocean. Nice to have the full kitchen-used every day. Bathroom was just right and had great shower! Bed was comfortable and great sheets!Screened lanai was perfect. Pool was wonderful, clean and warmer than the ocean! There is nice small beach with sand here. We didn’t get a chance to use the outdoor BBQs, but they looked well maintained, clean, and had everything for grilling. Office staff was friendly and helpful. Fully stocked on site store with bait, snacks, clothing, bottled soft drinks, Blue Bunny ice cream treats, and toiletries. Great maintenance throughout the resort. Although on Route 1, we didn’t hear the highway - lots of roosters and birds chirping. Iguanas were cool to see every day. They have a great dock to fish off of and we did fish for the last 3 days (got a 3 day salt water shore fishing license from nearby bait & tackle store) off the concrete dock and caught a grunt, pinfish, & 28” tarpon - all released. This location was great for seeing all of the keys because it’s a mile marker 80. Walking to nearby restaurants, marina and bridge to see sunset was within 1/4 mile - we could have used the bicycles, but didn’t bring the right footwear for biking. Breezy Palms resort was awesome!! Definitely a place for everyone - couples, families & solo travelers."
★★★★★
2026-04-21
G

Guest User

Traveling with friends
Islander Resort ★★★★
"Perfect"
★★★★★
2026-06-15
G

Guest User

Other
The Islands of Islamorada ★★★★
"Our stay at Isla Morada Resort was excellent—easily one of the top places to stay in the Keys, and it’s clear why it’s so highly rated. The property itself is stunning. The grounds are lush, meticulously maintained, and feel like a private tropical retreat. Every detail—from the landscaping to the layout—creates a sense of calm and exclusivity. The buildings are relatively new, and it shows: everything feels modern, clean, and thoughtfully designed. We stayed in an Ocean Suite on the second floor, and the space was impressive—easily around 1,000 square feet. The layout was functional and comfortable, with a large bedroom, a spacious bathroom with dual sinks and a generous shower (hot water almost instantly), and a balcony overlooking the tiki bar, pool, and ocean. Sitting out there in the evening with the breeze and sunset was a highlight. The amenities are well done without being overbearing. Multiple pools give you options—one more family-oriented near the tiki bar, and another quieter pool that felt almost private during our stay. There’s also a scenic walking path, pickleball courts, a gym, and even covered areas with games for when the weather turns. Bikes and fishing gear are available, and staff are around if you need anything—but otherwise, they let you enjoy the property without constant upselling. Service was excellent and accommodating. Requests for extra towels and daily sheet changes were handled promptly without issue. A couple minor drawbacks: parking can be tight, especially near the Ocean Suites, and while food can be ordered and delivered anywhere on the property, there’s no true on-site sit-down restaurant—particularly noticeable at breakfast. Also, for a property at this level, the in-room coffee setup feels like an afterthought and could be upgraded. That said, these are small critiques in an otherwise outstanding stay. The overall experience is peaceful, polished, and thoughtfully executed."
★★★★★
2026-04-16
G

Guest User

Family
Amara Cay Resort ★★★★
"I used to love this place but in this visit I saw the hotel hallways dirty and smelling. The beds were really uncomfortable, I suppose they are old because I felt the the springs when I laid down on the bed. The amenities are absolutely amazing, the pool was really clean and everything outside was in perfect condition. The food from the restaurant was delicious."
★★★★★
2026-04-08
G

Guest User

Solo traveler
La Jolla Resort ★★
"The room was ok. The bathroom ceiling was very low and small shower. But the location is great by the water. Very expensive for what it was."
★★★★★
2025-03-19
G

Guest User

Family
Chesapeake Beach Resort ★★
"It was great because there was a hot spring and hot spa! Free kayak and paddle boats were available and breakfast was good. The price was really bad because it was the end of the year."
★★★★★
2025-01-03
G

Guest User

Family
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort ★★★★★
"The resort was very beautiful and well maintained. The cottage we stayed in was spacious and we really liked the decor and how soft the beds were. The food was good but a little pricey. We were not impressed with the cabana rental. The cabana was not ready when we arrived. We had to wait for it to be cleaned and set up. The cabana was not labeled and we were confused on which cabana was ours as there were 2 next to each other. We asked when service would start and we were told 10am, then we asked again at 10:45, then went to the front office at 11:30 and when 12pm rolled around with no service we decided to leave and get our money back on the cabana. At that point all we paid for was a chair and towel which did not meet our expectation when spending $250.00 on a cabana for the day. I would recommend several things for the cabana. 1. Number the cabanas so you can clearly see the number. Telling us Cabana 2 does not help when they are beside each other. 2. Stock the min fridge with water. 3. Clearly explain on the cabana rental that food/service will not start until a certain time. We expected to at least get something to drink while in the cabana. 4. Install a call button or app that you can be in contact with someone when you need something. There was a significant delay on getting our refund. And we do appreciate the Manager helping us on Friday get that resolved before we checked out on Saturday morning. All in all, the resort was great. We loved the vibe and updates made to the property. The rooms were comfortable and fresh, and we loved the beds as they were very comfortable, and the sheets were so soft. Everyone was friendly and pleasant. We most enjoyed fish like a local with Patrick. We found that the pool in the middle of the property was less used and felt more quiet and more private therefore we spent our time with a good book. I would give the stay at 4.5 out of 5. Highly recommend trying out Three Waters Resort."
★★★★★
2025-08-25

Islamorada Travel Information

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Power Plug & Voltage

120V/Type A/B

💵

Exchange Rate

1 CAD ≈ 0.72 USD

💳

Local Payment

Cards/ApplePay/Cash

📱

Connectivity

Verizon/AT&T/T-Mobile

🌡️

Current Weather

Mostly clear

More Information About Islamorada Hotels

Key Info

Details

Number of reviews

2,562

Total properties

55

Weekday Avg. Price

CAD 509

Weekend Avg. Price

CAD 660

Trending hotel

La Siesta Resort & Villas

FAQs About Hotels in Islamorada

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