Book 2 Star Hotels in Islamorada
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Featured Islamorada 2 Stars Hotels

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
1.23 mi from city center
$233 nightly
The price is $263 total per night
$263 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
Chesapeake Beach Resort features a private beach, a marina, and 2 outdoor pools. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and free use of bicycles.
On private beach
Pool

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
1.82 mi from city center
$381 nightly
The price is $429 total per night
$429 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort features a private beach, a marina, and 3 outdoor pools. Transportation is made easy with a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with tours/tickets and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and meeting rooms.
On private beach
Pool

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
2.41 mi from city center
$271 nightly
The price is $305 total per night
$305 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a meeting room, a terrace, and laundry facilities.
On private beach
Pool

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
0.62 mi from city center
$331 nightly
The price is $373 total per night
$373 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cheeca Lodge & Spa features a private beach, a golf course, and a full-service spa. Free valet and self parking are available, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with concierge services, securing valuables, and luggage storage. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
On private beach
Pool

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
Free Cancellation
0.29 mi from city center
$178 nightly
The price is $200 total per night
$200 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Guests of Hadley Resort and Marina have access to a private beach, a marina, and an outdoor pool. If you drive, put free parking to good use. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, free use of bicycles, and express check-out.
On private beach
Pool

Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
4.16 mi from city center
$294 nightly
The price is $331 total per night
$331 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests staying at Treasure Harbor enjoy an outdoor pool, free WiFi in public areas, and a vending machine. If you decide to drive, there's free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area.
Pool
Parking included

Islander Resort
82100 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
0.3 mi from city center
$359 nightly
The price is $404 total per night
$404 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Guests of Islander Resort have access to a private beach, 2 outdoor pools, and a 24-hour gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, meeting rooms, and a conference center.
On private beach
Pool

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
Free Cancellation
2.53 mi from city center
$191 nightly
The price is $215 total per night
$215 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests staying at Fisher Inn Resort & Marina enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff can assist with concierge services and luggage storage. Other amenities at this beach motel include coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area.
On private beach
Pool

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
2.38 mi from city center
$239 nightly
The price is $269 total per night
$269 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Coconut Cove Resort and Marina enjoy a marina, an outdoor pool, and a children's pool. If you plan to drive, free parking is available. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this beach hotel include a gym, free WiFi in public areas, and a business center.
Pool
Breakfast included
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.
Islamorada hotels essential information
Accommodation | 2,213 hotels |
|---|---|
Lowest Price | $200 |
Highest Price | $429 |
Popular hotels | Chesapeake Beach Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Amara Cay Resort, Cheeca Lodge & Spa, Hadley Resort and Marina, Treasure Harbor, Islander Resort, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina |
Recent Reviews

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
5/5 Excellent
"No balcony. We walked out right to the beach. IT WAS EVEN BETTER!!"
A verified traveler stayed at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Posted 2 days ago


