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Islander Resort

4.0 star property

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Photo gallery for Islander Resort

Exterior
3 restaurants, breakfast served
3 restaurants, breakfast served
View from room
Exterior

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Free WiFi

Explore the area

View in a map
82100 Overseas Highway, Islamorada, FL, 33036
  • Place, Keys History & Discovery Center
    ‪1 min walk‬
  • Place, Islamorada Brewery & Distillery
    ‪6 min walk‬
  • Place, Florida Keys Brewing Co.
    ‪12 min walk‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪50 min drive‬

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The price is $301
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About the neighborhood

Islamorada

Located in Matecumbe, Islander Resort is adjacent to Keys History & Discovery Center and within a 10-minute stroll of Islamorada Brewery & Distillery. This 114-room, 4-star hotel has 2 outdoor pools along with a private beach and 3 restaurants.

What's nearby

  • Keys History & Discovery Center - 1 min walk - 0.1 miles
  • Islamorada Brewery & Distillery - 6 min walk - 0.4 miles
  • Matecumbe United Methodist Church - 7 min walk - 0.4 miles
  • Florida Keys Brewing Co. - 12 min walk - 0.7 miles
  • MoradaWay Arts & Cultural District - 14 min walk - 0.7 miles

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 39 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬4 min walk
  • ‪Wendy's - ‬3 min walk
  • ‪Bayside Gourmet of Islamorada - ‬13 min walk
  • ‪Islamorada Fish Company - ‬16 min walk
  • ‪The Whistle Stop Pub & Grill - ‬11 min walk

About this property

Islander Resort

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 dry cleaning/laundry, tours or 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 hotel include free WiFi in public areas, meeting rooms, and a conference center.
50-inch Smart TVs come with cable channels, and guests can stay connected with free WiFi. Beds sport premium bedding and bathrooms offer hair dryers and free toiletries. Lanais, coffee makers, and free local calls are also standard.
A private beach and complimentary bicycles are featured at the hotel. 2 outdoor swimming pools are on site along with a 24-hour fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

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Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
9.2 out of 10, Wonderful, 1,679 reviews
$268 nightly
The price is $301
Apr 21 - Apr 22
Total with taxes and fees
Chesapeake Beach Resort

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Free self parking on site
  • Wheelchair-accessible parking and van parking available
  • Onsite parking includes off-street options

Food and drink

  • Daily full breakfast available 7:00 AM to 11:00 AM for a fee: USD 15 to 30 per person
  • 2 bars/lounges
  • 3 restaurants
  • A beach bar
  • A poolside bar

Restaurants on site

  • Coccoloba
  • Drift On The Beach
  • Sandy’s Bar
  • Tides Beachside Bar

Things to do

  • 2 outdoor pools
  • 24-hour gym
  • Basketball
  • Beach volleyball
  • Evening entertainment
  • Fishing
  • Free bicycle rentals
  • Kayaking
  • Mini golf
  • Outdoor pickleball court
  • Paddleboard
  • Personal motorized watercraft
  • Table tennis
  • Water sports equipment

Family friendly

  • 2 outdoor pools
  • In-room crib
  • Mini golf

Conveniences

  • 24-hour front desk
  • Gift shop/newsstand
  • Luggage storage
  • Water dispenser

Guest services

  • Concierge services
  • Dry cleaning/laundry service
  • Housekeeping (daily)
  • Multilingual staff
  • Proposal/romance packages
  • Tour and ticket assistance
  • Wedding services

Business services

  • 13 meeting rooms
  • Conference center

Outdoors

  • Beach cabanas (surcharge)
  • Beach loungers
  • Beach towels
  • Beach umbrellas
  • Garden
  • On a private beach
  • Pool cabanas (surcharge)
  • Pool loungers
  • Pool umbrellas

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 6 accessible parking spaces
  • Assistive listening devices
  • Braille/raised signage
  • Doorbell and phone notification
  • No elevator (single-level property)
  • Pool access ramp on site
  • Pool hoist on site
  • Stair-free path to entrance
  • Visual fire alarm
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible pool
  • Wheelchair-accessible public washroom
  • Wheelchair-accessible registration desk (34 inches high)
  • Wheelchair-accessible restaurant
  • Wheelchair-accessible van parking

More

  • 1 floor
  • 19 buildings
  • Ballroom
  • Banquet hall
  • Designated smoking areas
  • Local artist showcase
  • Locally-owned and organized tours and activities
  • Reception hall

Room amenities

Bedroom

  • Blackout drapes
  • Free crib
  • Premium bedding

Bathroom

  • Bathrobes
  • Bathtub or shower
  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Slippers
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 50-inch smart TV with cable channels
  • Streaming services

Food and drink

  • Champagne service
  • Coffee/tea maker
  • Free bottled water

More

  • Access via exterior corridors
  • Air conditioning (climate-controlled)
  • Bulk dispensers for toiletries
  • Ceiling fan
  • Desk
  • Desk chair
  • Eco-friendly toiletries
  • Free local calls
  • Heating
  • LED lighting
  • Phone
  • Safe

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: anytime
Early check-in subject to availability
Early check-in is available for a fee
Minimum check-in age: 21

Check-out

Check-out before 11 AM
Late check-out subject to availability
A late check-out fee will be charged

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

  • This property welcomes pets for USD 100 per accommodation, per night, plus a deposit of USD 200 per stay
  • Dogs and cats only
  • 2 total pets
  • Pets may not be left unsupervised
  • Food and water bowls are available
  • Restrictions apply
  • For more information, guests can reach out to the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

  • Free cribs/infant beds are available

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

  • Resort fee: USD 67.50 per accommodation, per night
The resort fee includes:
  • Additional inclusions
  • Beach access
  • Beach loungers
  • Beach towels
  • Fitness center access
  • Fitness/yoga classes
  • In-room bottled water
  • Pool access
  • Shuttle service
  • Sporting facilities or equipment

These are all of the charges provided to us by the property.

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

  • Fee for full breakfast: approximately USD 15 to 30 per person
  • Pet deposit: USD 200 per stay
  • Pet fee: USD 100 per accommodation, per night
  • Service animals are exempt from fees
  • Early check-in is available for a fee (subject to availability)
  • Late check-out is available for a fee (subject to availability)

This list may not be comprehensive. Fees and deposits might not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards and cash
This property uses solar energy, plus a grey water recycling system
Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
  • Check-in: 4:00 PM
  • Check-out: 11 AM
  • Minimum check-in age: 21
The front desk is open 24 hours a day. Driving? This property offers free parking, along with a car charging station.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards and cash.
  • This property uses solar energy, plus a grey water recycling system.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.
  • No rollaway or extra beds are available.

Property is also known as

Islander
Islander Resort a Guy Harvey Outpost
Islander Resort
Islander Hotel Islamorada
Islander Resort Islamorada
Islander Islamorada
Islander Resort Hotel
Islander Resort Islamorada
Islander Resort Hotel Islamorada

Frequently asked questions

Is a free cancellation option available at Islander Resort?

Islander Resort provides free cancellation on certain room rates. For more details, take a look at the cancellation policy on Orbitz.

How much does it cost to stay at Islander Resort?

As of Mar 31, 2026, prices found for a 1-night stay for 2 adults at Islander Resort on Apr 29, 2026 start from $404, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What is there to do within easy reach of Islander Resort?

This hotel is situated in Matecumbe within a 10-minute walk of Islamorada Brewery & Distillery and Keys History & Discovery Center. You'll also find Florida Keys Brewing Co. and MoradaWay Arts & Cultural District less than a mile away.

Will I be able to park at Islander Resort?

Yes, self parking is offered for free at the hotel. An electric car charging station and wheelchair-accessible van parking are also available for guests.

Does Islander Resort have a casino on the premises?

No, Islander Resort doesn't have a casino.

Will I find an indoor pool at Islander Resort?

No, this hotel doesn't have an indoor pool; however, there are 2 outdoor pools.

Is Islander Resort a good place to stay for couples?

There are many amenities for couples at this hotel, including champagne service as well as a private beach and an ocean-view restaurant.

Does Islander Resort have a hot tub?

No, there isn't a spa tub at this hotel.

Does Islander Resort have a restaurant with a breakfast menu?

Yes, Islander Resort has 3 restaurants, and serves a full breakfast each morning for a surcharge.

Will Islander Resort allow pets to stay free of charge?

Although they can't stay for free, cats and dogs are welcome at Islander Resort for a fee of USD 100 per accommodation, per night. The property also provides food and water bowls. A deposit of USD 200 per stay is collected.

Does Islander Resort have connecting rooms available?

No, there aren't connecting guestrooms at this hotel.

How far is the airport from Islander Resort?

The closest major airport to Islander Resort is Marathon, FL (MTH-Florida Keys Marathon), which is about 29.7 mi away.

Can I book a room with a balcony at Islander Resort?

Yes, every guestroom at Islander Resort comes with a lanai and some offer ocean and garden views.

Does Islander Resort have a wedding venue on site?

Take advantage of the wedding venue at Islander Resort if you plan to say "I do" during your trip.

Islander Resort Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 782 out of 1007 reviews
Rating 8 - Good. 124 out of 1007 reviews
Rating 6 - Okay. 51 out of 1007 reviews
Rating 4 - Poor. 23 out of 1007 reviews
Rating 2 - Terrible. 27 out of 1007 reviews

9.6/10

Cleanliness

9.4/10

Staff & service

9.2/10

Amenities

9.2/10

Property conditions & facilities

Reviews

10/10 Excellent

Brian, Delray Beach

Stayed 3 nights in Dec 2025

10/10 Excellent

Andrea

Stayed 2 nights in Dec 2025

10/10 Excellent

diane

Stayed 1 night in Dec 2025

10/10 Excellent

Jacqueline, Warsaw

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Clean room and resort. So much to do. Absolutely beautiful
Stayed 1 night in Dec 2025

10/10 Excellent

diane

Stayed 1 night in Dec 2025

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, amenities
Rooms at villas are a little small but loved staying there. The rooms at the main resort are spacious and the property is amazing.
Stayed 4 nights in Nov 2025

10/10 Excellent

Pamela

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The place is amazing! Everyone thst works there is so nice and friendly! Love the bar and food! We were here for a wedding! It was outstanding! We will go back for sure!
Stayed 5 nights in Dec 2025

2/10 Terrible

David

Stayed 4 nights in Dec 2025

10/10 Excellent

Teressa

Stayed 3 nights in Nov 2025

10/10 Excellent

Theresa

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful
Stayed 6 nights in Dec 2025

10/10 Excellent

Tara

Stayed 3 nights in Dec 2025

10/10 Excellent

Kevin

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My favorite spot. Just love this place. Will be back!!
Stayed 3 nights in Dec 2025

8/10 Good

Reanna D

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
The rooms were nice, clean, staff was friendly. It was noisy, there was no screened porch or way to sleep with the door open. Ocean view was a stretch, it’s a tiny sliver of ocean in one spot on the patio. Restaurants were extremely expensive in comparison.
Stayed 5 nights in Dec 2025

10/10 Excellent

Joseph, Hilliard

Stayed 1 night in Dec 2025

10/10 Excellent

Ronald

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
The stay was excellent overall. Only issues we had was our room was full of long white flies and they didn't clean up the prior guests gross cigars on the back patio.
Stayed 6 nights in Nov 2025

10/10 Excellent

Pam

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Breakfast was awesome
Stayed 2 nights in Dec 2025

10/10 Excellent

amy

Traveled with partner
Liked: Cleanliness, property conditions & facilities
This resort was just what we needed. It started out with a small hicup, we checked in late and they gave our king bed room away. Front desk said something like Expedia oversells their property and there was nothing left that she could do. We had to take the double room. After a while my husband went on their website and found availability for a king bed, he showed the front desk and wow all of a sudden they had a king for us! The resort was very relaxing, with an all inclusive Caribbean vibe minus the pushy water aerobics instructor trying to get you to participate lol! The food was good at the poolside bar and there was always staff walking around to take orders for drinks. The rooms were really nice, clean and modern. The only negative was the vanity was really small with no room for toiletries. I had to carry everything in the bathroom with me when I was getting ready or washing my face at night. I’m not sure if it was the time of year or what but the resort was not busy at all and felt very quiet and relaxing. You never had to fight for beach chairs or pool chairs. Lots of great restaurants a short drive away too.
Stayed 3 nights in Dec 2025

8/10 Good

Claire

Stayed 5 nights in Dec 2025

10/10 Excellent

Alison, Dundas

Stayed 1 night in Nov 2025

10/10 Excellent

Gary, Wheeling

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Dec 2025

10/10 Excellent

Suzanne

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This resort is beautiful and the rooms are decorated so tastefully. I highly recommend The Islander Resort for family fun and couples get aways alike.
Stayed 4 nights in Nov 2025

10/10 Excellent

Greg

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
The room was perfect and the outdoor space was great for morning coffees and reading!
Stayed 6 nights in Nov 2025

10/10 Excellent

Amber

Stayed 2 nights in Nov 2025

10/10 Excellent

Michael

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Everything was delightful!
Stayed 7 nights in Nov 2025

10/10 Excellent

Jamie Lynn

Stayed 4 nights in Nov 2025

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