Hotels in Islamorada

Search over 2,114 hotels from $116

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

May 3 - May 4
Tonight
Check prices in Islamorada for tonight, May 3 - May 4
May 4 - May 5
Tomorrow night
Check prices in Islamorada for tomorrow night, May 4 - May 5

Top Rated Islamorada Hotels

Cheeca Lodge & Spa

Cheeca Lodge & Spa

4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
0.62 mi from city center
The price is $309 per night
$309
per night
Jun 2 - Jun 3
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 securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
1.23 mi from city center
The price is $199 per night
$199
per night
May 5 - May 6
Features of Chesapeake Beach Resort include a private beach, 2 outdoor pools, and a computer station. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area.
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
2.41 mi from city center
The price is $273 per night
$273
per night
May 6 - May 7
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. You can take advantage of free parking, along with a free area shuttle. 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 WiFi in public areas, a meeting room, and a terrace.
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
2.05 mi from city center
The price is $293 per night
$293
per night
May 14 - May 15
Guests of La Siesta Resort & Villas have access to a private beach, a marina, and an outdoor pool. Transportation is made easy with a free area shuttle. The 24-hour front desk has staff always at the ready. 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 WiFi in public areas, a terrace, and wedding services.
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
0.3 mi from city center
The price is $258 per night
$258
per night
May 20 - May 21
Guests of Islander Resort have access to a private beach, 3 outdoor pools, and a 24-hour gym. Free parking is available if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and concierge services. Other amenities at this beach hotel include free WiFi in public areas, a spa tub, and conference space.
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
0.29 mi from city center
The price is $125 per night
$125
per night
May 14 - May 15
Guests of Hadley Resort and Marina have access to a marina, an outdoor pool, and a business center. If you drive, put free parking to good use. The front desk has multilingual staff that can help with luggage storage and concierge services. Additional amenities include free use of bicycles, express check-out, and a terrace.
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
2.53 mi from city center
The price is $143 per night
$143
per night
May 19 - May 20
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 securing valuables, dry cleaning/laundry, and concierge services. Other amenities at this beach motel include coffee/tea in a common area, free use of bicycles, and express check-out.
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

2.5 out of 5
84801 Overseas Highway, Islamorada, FL
2.38 mi from city center
The price is $116 per night
$116
per night
May 6 - May 7
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 coffee/tea in a common area.
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
2.35 mi from city center
The price is $170 per night
$170
per night
May 6 - May 7
Guests staying at Breezy Palms Resort enjoy access to a marina, an outdoor pool, and free WiFi in public areas. Self parking is available for USD 30.00 per day. Helpful staff can provide tour or ticket assistance, luggage storage, and a safe deposit box at the front desk. Other amenities at this beach aparthotel include a terrace, laundry facilities, and a gift shop.
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
2.63 mi from city center
The price is $186 per night
$186
per night
May 5 - May 6
Guests of Drop Anchor enjoy an outdoor pool, free WiFi in public areas, and a business center. If you drive, put free parking to good use. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, free use of bicycles, and free newspapers.
La Jolla Resort

La Jolla Resort

2.5 out of 5
82216 Overseas Highway, Islamorada, FL
0.07 mi from city center
The price is $171 per night
$171
per night
May 9 - May 10
Guests staying at La Jolla Resort enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. Free parking is included with your stay. The front desk has multilingual staff that can help with concierge services, and offer advice about sights and eateries nearby. Other amenities at this beach hotel include a garden, barbecue grills, and a picnic area.
Sunset Inn

Sunset Inn

3 out of 5
82200 Overseas Hwy, Islamorada, FL
0.15 mi from city center
The price is $155 per night
$155
per night
May 14 - May 15
Guests of Sunset Inn enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. A stay here includes free parking. Front-desk staff can assist with securing valuables and luggage storage. Additional amenities include a garden, a picnic area, and barbecue grills.
Don't see what you're looking for?
See all available properties in Islamorada
View all properties
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.

Cheap Islamorada hotels options

    Conch On Inn Motel

    Conch On Inn Motel

    103 Caloosa Street, Tavernier, FL
    7.6/10 Good! (483 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    The price is $149 per night from May 27 to May 28
    $149
    per night
    May 27 - May 28
    7.8/10 Good! (1,005 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $309 per night from Jun 2 to Jun 3
    $309
    per night
    Jun 2 - Jun 3
    8.8/10 Excellent! (1,003 reviews)
    Fisher Inn Resort & Marina

    Fisher Inn Resort & Marina

    84951 Overseas Hwy, Islamorada, FL
    The price is $143 per night from May 19 to May 20
    $143
    per night
    May 19 - May 20
    7.4/10 Good! (1,000 reviews)
    Pines & Palms Resort

    Pines & Palms Resort

    80401 Old Hwy, Islamorada, FL
    The price is $239 per night from May 30 to May 31
    $239
    per night
    May 30 - May 31
    9/10 Wonderful! (954 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $273 per night from May 6 to May 7
    $273
    per night
    May 6 - May 7
    8.8/10 Excellent! (1,245 reviews)

Where should you stay in Islamorada?

What are the best hotels to stay with the kids in Islamorada?

Check out these hotels for you and the kids in Islamorada. Cheeca Lodge & Spa is a resort offering 3 outdoor pools, a private beach, and 3 restaurants. You and your family can also consider Amara Cay Resort, a resort offering a private beach, an outdoor pool, and 2 restaurants. Another option is Islander Bayside Villas and Boatslips, a hotel offering an outdoor pool, in-room kitchens, and free parking.

What are some favorite hotels in downtown Islamorada?

These are some of the most popular hotels in downtown Islamorada:

You'll love Islamorada for its great entertainment, scenic seaside and popular seafood restaurants.

What are some favorite hotels close to Theater of the Sea?

Take in a show at this beloved theater, 1.4 mi from central Islamorada. There are 32 hotels within a mile of Theater of the Sea, giving you plenty to choose from, and here are some of the top ones:

Islamorada hotels essential information

Accommodation
2,114 hotels
Lowest Price
$116
Highest Price
$309
Popular hotels
Cheeca Lodge & Spa, Chesapeake Beach Resort, Amara Cay Resort, La Siesta Resort & Villas, Islander Resort, Hadley Resort and Marina, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina, Breezy Palms Resort, Drop Anchor, La Jolla Resort, Sunset Inn

Recent Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

5/5 Excellent
"Amazing!"
A verified traveler stayed at Chesapeake Beach Resort
Posted 3 days ago
Chesapeake Beach Resort

Areas Of Islamorada

Hotels Near

Hotel Themes

Flights To