Entire home

Pineapple Hideaway | Oleander Gardens

Photo gallery for Pineapple Hideaway | Oleander Gardens

A patio with white lounge chairs and a table, overlooking a grassy area and the ocean.
A living room with a glass coffee table featuring a wood design, a brown leather sofa, and a kitchen area in the background.
A spacious kitchen with a large island, a dining area with a view, and a ceiling fan.
A coastal property with a yellow house, palm trees, and a view of the sea.
A bedroom with a bed, a nightstand, a lamp, and a view of the outdoors.

Reviews

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Dog-friendly
  • On-site fitness centre
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Gregory Town, Eleuthera
  • Place, Queens Bath
    ‪6 min drive‬
  • Place, Gaulding Cay Beach
    ‪7 min drive‬
  • Place, Glass Window Bridge
    ‪7 min drive‬
  • Airport, North Eleuthera (ELH-North Eleuthera Intl.)
    ‪25 min drive‬

Rooms & beds

3 bedrooms (sleeps 9)

Bedroom 1

1 Single Bed and 1 Queen Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden

Add dates for prices

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Tequila Sunset-Only Beach Front Home in Oleander Gardens
Gregory Town
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
9.8 out of 10, Exceptional, (98 reviews)
Tequila Sunset-Only Beach Front Home in Oleander Gardens

About the area

Gregory Town

Located in Gregory Town, this holiday home is on the waterfront. Dr. Albert Johnson Memorial and Glen Stewart Mansion are local landmarks, and some of the area's activities can be experienced at James Cistern Dock and Government Dock. Discover the area's water adventures with scuba diving, snorkelling and fishing nearby, or enjoy the great outdoors with ecotours.
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Map
Gregory Town, Eleuthera

What's nearby

  • Queens Bath - 6 min drive - 4.2 km
  • Gaulding Cay Beach - 7 min drive - 4.2 km
  • Glass Window Bridge - 7 min drive - 5.1 km
  • Hatchet Bay Cave - 13 min drive - 8.8 km
  • Whale Point - 14 min drive - 8.9 km

Getting around

  • North Eleuthera (ELH-North Eleuthera Intl.) - 23 min drive

Restaurants

  • ‪Unca Jenes - ‬5 min drive
  • ‪Glass Window Bar & Grill - ‬9 min drive
  • ‪Three Island Dock Bar - ‬18 min walk
  • ‪Cocodimama - ‬10 min drive
  • ‪The Laughing Lizard Cafe - ‬3 min drive

Frequently asked questions

Is Pineapple Hideaway | Oleander Gardens pet-friendly?

Yes, this property allows dogs (limit 3 total). Some restrictions may apply, so please contact the property for more details.

How much is parking at Pineapple Hideaway | Oleander Gardens?

On-site parking is available at the property.

What time is check-in at Pineapple Hideaway | Oleander Gardens?

Check-in begins at 3:00 PM.

What time is check-out at Pineapple Hideaway | Oleander Gardens?

Checkout is at 10:00 AM.

Where is Pineapple Hideaway | Oleander Gardens located?

Situated on the waterfront, this holiday home is 2.4 mi (3.9 km) from Gaulding Cay Beach and 2.6 mi (4.2 km) from Queens Bath. Glass Window Bridge and Surfers Beach are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 20 out of 20 reviews
Rating 8 - Good. 0 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed here for 3 days..great location! Close to Gregory town. House is very nice and has everything you need. Loved the access to the water! Also went to the nearby beach which is really nice. Seen the turtles every day and got to snorkel over one of the turtles! I would highly recommend this place!
Lower level
Stairs to go down to water
House from edge of rocks
Out snorkeling
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an excellent stay at Pineapple Hideaway! The property was clean, comfortable, and beautifully maintained, with the perfect relaxing island atmosphere. The hosts were welcoming, responsive, and made sure everything went smoothly. We truly enjoyed our time and would definitely stay here again. My only regret was that we were here for work. Highly recommended though!
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding property. Very clean, comfortable beds, snorkeling was excellent!
Stayed 5 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay at Pineapple Hideaway was amazing! The view, cliff and water was unmatched. The beds and furniture were extremely comfortable, the house was extremely clean and organized and the kitchen was stocked with top of the line appliances, pots and pans and utensils. The yard was nicely kept and the neighbors were very friendly! We hope to stay here again on a future visit!
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property with an outstanding host

Gorgeous property. I would stay there again in a heart beat
Stayed 1 night in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our time at Pineapple Hideaway. It was a perfect place to spend Christmas with our children and grandchildren. Thanks for the special Christmas touches and for the baby tub. We especially enjoyed our time (dinners) on the porch and snorkeling out front at the ocean access.
Stayed 19 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy communication and check-in. Beautiful home with an incredible view!
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Hidden Gem in North Eleuthera!

The house + host were absolutely amazing. We couldn't have asked for anything more- highly recommend staying here!
Stayed 4 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cody worked with us on an early luggage drop. So kind! And the house is comfy with an amazing view!
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing Stay

My husband and I had a great 5-night stay at Pineapple Hideaway! Clay's communication was outstanding and so helpful. The outdoor area is magical and the house is just as pictured!
Stayed 4 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property with all the things needed for several people and lots of meals served in the house! Our second time here and hopefully not our last! Cody was so super helpful with any requests - you won't have many requests because it's all there! We had a wonderful time.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A beautiful stay!

This house is gorgeous and so fun! The house was so clean, the owners were so responsive through our stay. The water is the most gorgeous water I have ever seen. Thank you!
Stayed 2 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wow! Wow! Wow!

Such a wonderful home. Every amenity you can think of, including alexa. I loved the screened in porch- we basically lived in there. Great location. Would definitely stay here again.
Stayed 2 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely house on top of a rock

we - a family of 6 - enjoyed our stay at this place. great communication with cody, easy going, early check-in possible, fishing gear and a lot of things to play and to do. well equipped, lot of stuff there. sea was a bit rough, bit caught some fish from the cliff. thanks cody!
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pineapple Hideaway

I absolutely love this place and the entire island! It was a different experience where there was basically zero commercialization and everything was locally run by the islanders. We snorkeled out front every day and there are beautiful public beaches less than a mile away. Everyone was super nice and we've already booked for next year. If you want to experience freedom then this place is for you. Pineapple Hideaway is located in a great location and the view is incredible all day long and the snorkeling is honestly some of the best on the island. The only time i've seen so many stars at night was in Montana....its wonderful.
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pineapple Hideaway is a true hidden gem

We loved this place. Lots of room, thoughtfully appointed, plenty of fun games, amazingingly stocked kitchen which was great as my husband loves to cook. Extremely thoughtful hosts available if needed and text sickens to be sure we had everything we needed. We visited with another couple and The extra bedroom in separate building allowed for extra privacy. the set up along the water with hammock, table and steps into the water was Fantastic. We enjoyed morning coffee by the water and amazing sunsets in the backyard. Even enjoyed afire in their fire pit. What a grand time and a perfect place in Eleuthera. Perfectly located on the island for a variety of beach visits
Stayed 7 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely perfect homebase for exploring the island

We could not have asked for a better location for our stay on Eleuthera! Cody was fantastic to work with and maintained excellent communication throughout our stay. The home was perfect for 7 of us to sleep comfortably. My wife and I loved outdoor shower and listening to the sound of the ocean every night from the adjoining structure. We were able to make family style dinners every night, in the well laid out kitchen where we cooked the fish and lobster the kids speared throughout the day. The backyard was what sealed the deal with this home! the snorkeling was spectacular and everyone loved jumping from the cliffs into the Caribbean! We would not hesitate to stay here again!
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Eleuthera!

I can’t say enough good about this place! It is exactly as described in the listing and so much more! A quiet neighborhood, palm trees, an amazing set of steps down to the water, a great little beach with a perfect snorkeling spot, a well appointed kitchen, comfortable mattresses, a beautiful shower, the list goes on and on! Cody is an excellent host and is very responsive. The house and location could not be more perfect both as a beautiful location, and as a starting point for all of the beaches and adventures Eleuthera has to offer. Whether it’s Harbor Town, sea turtles, cliff-top ocean blow holes, snorkeling, restaurants or whatever your adventure may be, this is the place to launch from. We’ll be back!
Stayed 4 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pineapple Hideaway - perfect location to unplug and recharge

It was our first visit to Eleuthera and we had the BEST time exploring the island. The people of the island are WONDERFUL! We were traveling with our 3 and 6 year old daughters and the home was perfect for us. We loved the neighborhood and the little beach just up the street. All the neighbors were so nice and helpful too. I would definitely recommend this location! The view and walkway to the water are amazing - although we had to keep a close eye on our girls because it could be dangerous. The home was just what we needed. The beds were comfy and the AC worked well. We used the screen porch a lot and it was also nice to have a yard. The oven did not work for our vacation and that was a bummer because we couldn't cook some things we had planned. We also lost power and thought the home was on solar and wouldn't lose complete power, but it did. Cody was responsive throughout the process. We would stay here again for sure! Thank you for the wonderful vacation!
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gem of a place

Pineapple Hideaway is a true gem. It is situated on a small cliff overlooking the Caribbean ocean in a small and quiet development less than 30 minutes from North Eleuthera airport. We rented a car through Thurmon at Sabal Palm Car rental who I highly recommend! The views and sunsets from Pineapple Hideaway are spectacular. On a calm day the sea is like an aquarium. The reefs, corals and marine life all visible right from the cliffs. There are stairs hewn into the cliffs taking you down to a landing by the ocean with a picnic table and a hammock. I had coffee here every morning! More steps give you direct access into the ocean for swimming and snorkeling - which was amazing. The amount of sealife you can see in or out of the ocean is incredible. We spotted turtles, a nurse shark, lion fish feeding on the corals, puffer fish, barccuda and countless more colorful tropical fish. There is a trunk full of snorkeling gear available for you to use. The back yard overlooking the Caribbean is large enough to throw a football or frisby or just hang out with the family and picnic. The house itself is fantastic with a very modern touch. It has clearly recently been redocorated and everything has a new feel. Everything you need is available. A big plus is the reverse osmosis water filter that provides you with potable water at the kitchen sink. There are a ton of games available. There is even an "Alexa" hooked up for turning on kitchen lights and bantering with. The king sized bed in the master bedroom was amazingly comfortable. The shower is absolutely massive. Our favorite part of the house though was the screened in porch area with comfortable couches which allowed us to remain "outside" even when we were indoors. There are several dining options nearby. We ate at Daddy Joes just down the road which was delicious and had live music. There is a fancy hotel on the adjacent propery called The Cove, but when we called to make a reservation at their restaurant they were full. My favorite place, though, was Unka Genes. This restaurant/bar has a real local vibe and the food is delicious. I highly recommend the Gully Wash. Cody, the owner, was easy to reach and responsive. He has thought of every way to make this a special place to vacation.
Stayed 4 nights in Dec 2022
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