Condo - Rating 4.9 (43 Reviews)

The Islander 302


Bedroom 2 bedrooms
Bathroom 2 full
Guests 7 guests
Pets Not Allowed Pets Not Allowed
Flexible Dates Flexible

  • Address: 502 Gulf Shore Drive
  • Location: Destin
  • Type: Condo
  • View: Holiday Isle

Description Description
Top Reasons to Book this Lovely Condo:

* Gorgeous Gulf Views from the Balcony

* Walk to the Jetties where the Gulf and Harbor Meet 

* Two Pools, Two Hot Tubs, Lighted Tennis Courts, Fitness Center 

* Covered Grill Gazebo, Coin Laundry, and Private Beach

* Hop on the Water Taxi for Easy Access to Restaurants on the Harbor

* Professionally Managed; 24/7 Service

Welcome to The Islander 302 on beautiful Holiday Isle in Destin. This comfortable 2BR/2BA condo is just steps away from the beach and sleeps up to 7 guests comfortably. The master bedroom boasts a king bed and en suite bathroom. The guest bedroom offers a queen bed and twin bed. To complete the sleeping arrangements, enjoy a sleeper sofa in the living room. Sip on your morning cup of coffee on the spacious balcony before the kids wake up, and take in the amazing sunrises the area has to offer. Come see why The Islander 302 will take your breath away.

*This property is not available to adults under the age of 25. No Exceptions*

*** You will check in at the Front Desk of The Islander upon your arrival. Please note that there is a Nightly Fee of $19 plus tax for the unit fobs, wristbands and amenities fees.***

*We LOVE Snowbirds! Low Monthly Winter Rates*
Snowbird Season runs November thru February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternate date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.

The Islander condominium is located on Holiday Isle, which is a peninsula surrounded by the Gulf of Mexico and Destin Harbor. This destination is sure to please. The Islander features two pools, two hot tubs, lighted tennis courts, shuffleboard, covered grill gazebo, onsite fitness center, and private beach. This complex also features a wheelchair accessible beach ramp plus a chair lift into the pool. Make your next beach memory at The Islander.

The Bed Setup:

Master Bedroom: King 
Guest Bedroom: Queen and Twin 
Living Room: Queen Sleeper Sofa

Area Attractions: 

An easy walk along the beach will take you to the jetties, where the Gulf of Mexico and Destin Harbor meet, a spot well-known for great snorkeling and fishing. Here you can also watch boats going out deep sea fishing and returning from gulf to harbor. 

The Islander is perfectly located next to Destin Harbor, where you have access to and can enjoy a sunset dolphin cruise, snorkeling, parasailing, wave runner and paddle-board rentals.

Close by is Destin Commons, a beautifully landscaped, pedestrian-friendly area and a great family venue where children will love to play in the interactive water fountains. Also, for the younger guests, a nautically/pirate themed outdoor playground features a 1,750 square foot soft play area with various creatures from the sea, slides, and a treasure chest!  Destin Commons also has a mini-train for the kids. Destin Commons features over 75 shops and restaurants, including Godiva Chocolates, AMC Movie Theaters and Bass Pro Shop.

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Swipe Swipe for Availability

Bedding Bedding
User User User
Guest Bedroom
Sleeps: 3
1 Queen
1 Twin
User User
Living Room
Sleeps: 2
1 Sleeper Sofa
User User
Master Bedroom
Sleeps: 2
1 King

Attached Bathroom


Amenities 30 Amenities
Community Facilities
  • Gym/Fitness Room
Entertainment
  • Satellite or Cable
  • Television
Facility Amenites
  • Community Pool
Featured Amenities
  • Ocean View
  • Pool
  • Snowbird Friendly
Inside Amenities
  • Air Conditioning
  • Bathroom Essentials
  • Ceiling Fan
  • Central Air Conditioning
  • Free Wifi
  • Heating
  • Hot Water
  • Iron & Ironing Board
  • Laptop Friendly Work Space
  • Linens Provided
  • Living Room
  • Shampoo
  • Shower
  • Smoke Detector
Outside Amenities
  • Balcony
  • Outdoor Furniture
Pool and Spa
  • Heated Pool
  • Hot Tub
  • Outdoor Pool
View and Location
  • Beach View
  • Gulf View
  • Walk to Beach
  • Water View


Location Location

Reviews Rating 4.9 (43)
Rating 5
Great place!
- Posted: 3/17/2025
Kody, thank you for your 5-star review! We're pleased to hear you enjoyed your stay. We hope to welcome you back to RealJoy soon!
Real Joy staff
Rating 5
Great place!
- Posted: 3/12/2025
Samantha, thank you for your 5-star review! We hope to welcome you back to RealJoy soon!
Real Joy staff
Rating 5
Very roomy w tons of storages, beautiful decorations except a few rusty racks , needed some more utensils.
- Posted: 2/28/2025
Rating 5
Even though theee were renovations going on at the property (and temporary), it was an amazing stay!!
- Posted: 10/27/2024
Rating 5
We celebrated my best friend’s birthday and we had an amazing time!! The view was spectacular, we were close to everything, the people were so neighborly we couldn’t have asked for a better location. The only downside was the renovations around the property, but that’s temporary. We plan on making another trip to this property in the future to see it fully remodeled. We had such an amazing experience and plan on using Real Joy again!!
- Posted: 10/27/2024
Chikytra, Thank you for the 5-star review. We are thrilled to hear that you and your best friend had an amazing time celebrating their birthday. We're glad the location was perfect and that the people in the area were so welcoming. We appreciate your understanding about the temporary renovations and look forward to welcoming you back once the property is fully remodeled. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Great location, a resort fee is charged but you can use the pool, the gym and the pickleball courts. Beach is walking distance, the place is comfy and clean.
- Posted: 10/5/2024
Luz, Thank you for the 5-star review. We're pleased to hear that you enjoyed the great location and convenient amenities like the pool, gym, and pickleball courts. We appreciate your feedback on the cleanliness and comfort of the property. Your positive experience is valuable to us, and we hope you'll consider staying with us again in the future. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Loved the place right on the beach just a two minute walk. Pool and hot tub are amazing. Views?!? To die for even being on the 3rd floor! Had a great experience
- Posted: 9/10/2024
Kallen, Thank you for the 5-star review. We're delighted to hear that you enjoyed the prime beachfront location, stunning views, and excellent amenities during your stay. We hope you'll join us again soon to experience more of what RealJoy has to offer. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Very clean, plenty of parking. easy check-in and close walk to the beach. very relaxing getaway.
- Posted: 9/4/2024
Jimmy, Thank you for the 5-star review. We're glad you found our accommodations clean, with ample parking and a convenient location near the beach. We hope you had a relaxing getaway with us and that you'll join us again soon. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Stay was great!
- Posted: 7/23/2024
Brandy, Thank you for the 5-star review. We're thrilled to hear you enjoyed your stay with us. We hope you'll join us again soon. Thank you for choosing RealJoy.
Real Joy staff
Rating 4
Pretty nicely place
- Posted: 7/6/2024
Pablo, Thank you for taking the time to let us know about your vacation. We're glad you enjoyed your stay and hope you will join us again soon. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Perfect location and beautiful views!
- Posted: 6/22/2024
Caleb, Thank you for the 5-star review. We're thrilled to hear you enjoyed the perfect location and beautiful views during your stay. We hope you'll join us again soon. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Muy buena
Muy buena
- Posted: 6/18/2024
Rating 5
Great location and couldn’t ask for a better view!
- Posted: 6/14/2024
Joseph, Thank you for taking the time to let us know about your vacation. We're thrilled that you enjoyed the great location and stunning views! We hope you will join us again soon. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
I really enjoyed my stay, great quiet place and perfect access to the beach
- Posted: 6/3/2024
Adams, Thank you for the 5-star review. We're glad you had a great time and found the location perfect for your needs. We hope you'll join us again soon. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Clean space, easy access, short and easy walk to the beach. The pool had a shallow end which was great for our kids. We really enjoyed our stay here.
- Posted: 5/24/2024
Krystal, Thank you for the 5-star review. We're delighted to hear that you and your family had a wonderful stay with us. The convenience of the beach, the kid-friendly pool, and the overall cleanliness of the space seem to have made your vacation truly enjoyable. We hope you will join us again soon. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Feel welcomed & excited!!
- Posted: 4/7/2024
April,
Thank you for taking the time to review your stay. We're thrilled to hear you felt welcomed and excited during your visit! We look forward to welcoming you back soon. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Our family had an amazing time! The condo looked just like the pictures and was very clean. We felt right at home the minute we walked in. I would recommend staying here and we will definitely be back!
- Posted: 4/5/2024
Michael, Thank you for the 5-star review! We're so glad to hear that the condo met your expectations and made you feel right at home. We look forward to welcoming you back soon and appreciate your recommendation. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
It was perfect. We spent 7 nights there and had no issues. We loved the beach access!
- Posted: 3/16/2024
Amanda, Thank you for taking the time to let us know about your experience. We're thrilled to hear your stay was perfect and that you loved the beach access during your 7 nights with us. We'd be delighted to welcome you back for another issue-free vacation. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
The location is great! The check in process recently changed and there was a little confusion at first, but it was quickly resolved. There was a nice New Year celebration package in the condo when we arrived ? Overall, a great stay!
- Posted: 1/1/2024
Sarah, We're thrilled to hear that you enjoyed the great location and New Year celebration package in the condo! We appreciate your understanding during the check-in process transition and are delighted it was quickly resolved. Your positive feedback means a lot to us. We hope you will visit us again soon. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Great place with private beach access! Had everything we needed for a week stay. RealJoy was very responsive to messages. Easy check in and check out process.
- Posted: 8/19/2023
Sejla, We're pleased to hear that you had a great stay with private beach access and that everything you needed was provided. Thank you for your kind words about our responsiveness and the smooth check-in and check-out process. Thank you for choosing RealJoy!
Real Joy staff
Rating 5
everything was great! it would just be nice not to have to drive to a different location in order to get the key for the room.
- Posted: 8/12/2023
Shane, We're thrilled to hear that you had a great stay. We appreciate your feedback regarding the key pickup process and will consider ways to improve convenience for our guests. We hope to host you again in the future for another great experience. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Awesome place to stay!
- Posted: 7/2/2023
Donel, Thank you so much for choosing RealJoy for your stay! We're thrilled to hear that you had an awesome experience at our place. Your kind words mean a lot to us, and we hope you had a wonderful time. We look forward to welcoming you back again in the future for another fantastic vacation!
Real Joy staff
Rating 5
we had a wonderful time. the beach was a very walkable distance and the view from the balcony was great. kids enjoyed the pool and the basketball hoop. Will visit again.
- Posted: 6/16/2023
Rating 5
Islander 302
Great stay. Room was clean and exactly as in the photos. We used the gym, pickle ball and shuffleboard facilities and they were very nice. The only possible negative thing I can think of is that one of the burners on the stove was out and the clocks didn’t work, but who cares what time it is on vacation anyway! I would definitely stay there again.
- Posted: 4/1/2023
Daniel, we appreciate you taking the time to provide us with some feedback regarding your great stay in this two-bed, two-bath condo on Holiday Isle in Destin. We are happy to know that this clean unit met your expectations, and you enjoyed the on-site amenities. Please accept our apology for one of the stove burners not working properly. We will forward your comment to property managers so that they may make sure that this issue has been resolved. Thank you for choosing RealJoy. Please visit again soon.
Real Joy staff
Rating 5
We had a wonderful stay. All four of us enjoyed the unit and the beach!
- Posted: 3/24/2023
Rating 5
Very responsive. Would stay there again.
- Posted: 3/10/2023
Janell, Thank you for the acknowledgment of our responsive staff. We hope everything else about your stay was great and we look forward to seeing you next time. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
This location was fantastic. Beautiful views with lots of activities. The unit had a few issues that were not resolved but did not impact our trip a great deal. Overall, the heated pool and hot tub along with the pickle ball courts and the Gulf of Mexico won us over. Fabulous sunsets were a bonus.
- Posted: 3/1/2023
Rating 5
We had a great stay, everything was very clean and exactly what the pictured showed. Definitely going to go back!
- Posted: 10/18/2022
Camisa, Thank you for letting us know your stay at The Islander was great. We are happy to hear that everything was as you expected. We look forward to seeing you next time. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
The Islander complex is a bit dated, but kept up nicely. Parking lot gate never worked.
Location of complex: Private beach is nice, but you have to drive to nearest shopping and restaurant amenities.
- Posted: 8/28/2022
Rating 5
excellent place for vacation
- Posted: 8/21/2022
Rating 5
Very good place and price affordable thanks guys
- Posted: 7/5/2022
Rating 5
Great place and great location. Be aware though that you have to pick up the keys somewhere else (10 min away), which was not communicated well beforehand.
- Posted: 5/15/2022
Alexander, Thank you for the 5 star review of your stay at The Islander. We're glad it was great and that you enjoyed the location. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
PERFECT SPOT IN DESTIN
This property was listed just as it was in person. No surprises upon arrival. It was clean, had amazing views, perfect location in Destin. The heated pool was amazing, the views were great, very quiet at night, family oriented, overall a great place to stay!
- Posted: 5/4/2022
Rating 5
Great stay!
Beautiful view with short walk to the beach. The property was exactly as pictured and clean. RealJoy was responsive and the front desk was helpful. Short driving distance to restaurants and family activities. Would stay here again.
- Posted: 4/4/2022
Rating 5
Loved it! Such a good time.
- Posted: 3/26/2022
Rating 5
Birthday Getaway
Met friends at the beach to celebrate a birthday. Condo was great. Beach and weather were perfect!
- Posted: 3/21/2022
Rating 5
Would definetly stay here again. This place was very clean, close to the beach and the hospitality was great! Highly recommended.
- Posted: 3/14/2022
Rating 5
Awsome view from the living room, very close to the beach and great location. Will come back next time.
- Posted: 10/10/2021
Hi Kris, thank you for your review! We are happy to hear you found the location great and the views awesome! We value your referrals and look forward to your return! Thanks again for your feedback and thank you for staying with Real Joy!
Real Joy staff
Rating 5
best spot to stay in all destin for sure
- Posted: 9/19/2021
Rating 5
Family Vacation
Great location! Returning Holiday Isle visitor, first time Islander stay. The only complaint I have is our keys were not ready to use/activated after pickup at off-site office location. However, as soon as I called customer service they said to take keys to reception to get activated. Overall great stay. Great gulf view. Clean. Would recommend
- Posted: 6/24/2021
Rating 5
Beautiful Views
This property was easy to rent and the communication was great. The views of the beach were amazing! It is a quick walk across a wooden boardwalk and you’re right on the beach. The condo is older, but has everything we needed and was very clean. It was private and all access used the key, so the beach wasn’t over crowded. We’ll definitely rent here again. RealJoy vacation rentals was the property management group for our condo.
- Posted: 6/21/2021
Rating 5
Exceptional
There are no comments available for this review
- Posted: 6/16/2021
Rating 5
The condo was nice & cozy. The view is amazing. Staff are very friendly. Would recommend. Just wish the keys for the room were already at the resort
- Posted: 5/10/2021
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