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SUP/KAYAK the Calm Waters! Open your Door and you are on the Beach -Sleepy Kai

Bedrooms 2
Space 1,200 sq. ft.
Property type condo
Minimum Stay 1 - 7 nights


About the property

2 Bed 2 Bath Ground Floor Condo includes a Paddle Board and 2 Kids Kayaks!

SUP and 2 Kids Kayaks included with your Stay!

Welcome to Sleepy Kai at the Kaibo Yacht Club. This lovely unit is situated on the beach in Cayman Kai, with a beach bar, fine dining restaurant and coffee shop facilities next door. On either side of Kaibo Yacht Club are peaceful private condominiums in a serene low density setting. Sleepy Kai is a beautiful 2-bedroom ground floor condominium in the newer built phase II. There is a King Master Bedroom and 2 Twins in the guest room.

These condominiums have a spectacular infinity pool surrounded by several shady gazebos and coconut trees. For your convenience less than 50 yards away are boat docking facilities including pick-up for local dive/snorkelling/ boating tours and a small watersports rental shack. Included in your stay is a paddle board for our personal use and 2 kids kayaks!!!

During the week the area is peaceful, beautiful and an idyllic setting for any vacation. On Sunday afternoons the pace picks up as locals and tourist alike come to the Kaibo Beach Bar to relax in a friendly family environment.

A mile away at Rum Point, there is a good beachwear and local artefacts shop and watersports rental shop with another beach bar and restaurant. About 5 miles down the coast road you will find Chisholm's, which is a small convenience store. The nearest large supermarket is Hurley's and it is a 35 minute drive toward George Town, where there is also a liquor store and pharmacy. It is recommended that you do your grocery shopping before heading out toward Cayman Kai and this particular shopping plaza is on route to Cayman Kai.

The beach is very clean with fine sand. A few local fishermen bring in their boats on Fridays and Saturdays and quite often sell their catch to the Kaibo restaurant so you can be guaranteed of the freshest fish on the Island. The area of Cayman Kai is a marine preservation area. About a five-minute walk along to the peninsula locally known as "Star Fish Point" you will easily find beautiful red starfish. The beach here is great for a barbeque or picnic and you can even bring a bottle of wine, as long as you take your garbage with you you're not breaking any laws.



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More Details

Property Manager
Donna - CaymanVacation
Member since: 1998
Premier Partner

This HomeAway partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
February 13, 2018

About Donna - CaymanVacation

At CaymanVacation, you will receive friendly, personalized boutique service, which leverages our in-depth knowledge of the Cayman Islands. Our attention to excellence assists you in choosing the very best Cayman Islands vacation accommodation to meet your specific requirements.

Donna - CaymanVacation purchased this condo in 2014

Why Donna - CaymanVacation chose North Side

Being local, we have enjoyed numerous staycations over the years in several developments in the Cayman Kai area and always returned to the Kaibo Yacht Club Phase II Condos. It has that idyllic feeling of being on a remote tropical island all of your own merged with a friendly and safe atmosphere and the bonus a restaurant next door when you don't feel like cooking. We always said we would love to own a condo and took advantage of the opportunity to have the perfect unit. This condo is on the ground floor so you walk straight out of the porch to the beach and are steps away from the sea. It is convenient for barbecuing immediately outside the unit. Another plus for us is that, whilst the pool is a mere 20 steps away, the condo is more privately and quietly located in the development.

Guestbook comments from the manager

Reviewed by: djfs from West Milford, New Jersey

Sleepy Kai at Kaibo

If you like a relaxing place on a beach and off the beaten path, this is the place. My husband, son and I stayed here for a week. The condo was clean, well furnished comfortable and lovely. The sandy beach was right outside our door, and docking and departing yachts kept us entertained. The Yacht club has a pleasant bar/restaurant just yards away. While we came mostly to dive, it was limited due to storms. We found plenty to do anyway, if you don't mind a drive. The most pleasant surprise of all was the days we did dive and were too tired to venture out. There were enough groceries to put together a delicious pasta meal. (We did replace what we used for the next vacationers.) Making the arrangement was a breeze, as the agents are here in the US and were very responsive and professional. While I wouldn't return to Grand Cayman to dive, I would definitely stay here for a Cayman vacation!
Jan 2016
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North Side Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 1
  • Guests provide their own meals
Floor Area:
  • 1200 sq. ft.
House Rules:
  • Max. occupancy: 4
  • pets considered
  • children welcome
  • non smoking only
Location Type:
  • Beach View
  • Beachfront ...
  • Ocean View
  • Oceanfront
  • Water View
  • Waterfront
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Air Conditioning ...
  • Clothes Dryer
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Free Wifi
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Stove
  • Toaster
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom 2 - toilet , combination tub/shower
    Master en suite bathroom - toilet , shower , jetted tub
  • En suite bathroom has a jetted tub and separate stand up shower.
  • 2 Bedrooms, Sleeps 4
  • Master Bedroom - 1 king
    Bedroom 2 - 2 twin/ single
  • Master en suite bedroom includes fabulous king sized pillow top bed. Guest room has 2 twin beds. They can be converted to a King for couples. . All fresh linens included. Blow up beds or pack and play available for children or babies.
  • Books ...
  • Games ...
  • Satellite / Cable ...
  • Television
  • Toys ...
  • Bicycles ...
  • Boat ...
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Lanai / Gazebo ...
  • Outdoor Grill ...
  • 5 bicycles
Pool / Spa:
  • Communal Pool ...
  • Hot Tub ...
  • botanical garden
  • churches
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • Babysitter
  • groceries
  • massage therapist
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • jet skiing
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • swimming
  • tennis
  • water skiing
  • wind-surfing


Wonderful! 4.8/5 -
(20 traveler reviews)

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SUP/KAYAK the Calm Waters! Open your Door and you are on the Beach -Sleepy Kai
average rating of 4.85 based on 21 reviews

Relaxing and quiet

  • 5 of 5

We loved the condo. It was perfect to walk to the beach bar for a meal and the pool was amazing. We are overall very satified with the condo. It suited what we wanted perfectly.

  • Submitted: Jul 27, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
Owner's Response: We are so pleased you found the condo and location ideal for your family. Lovely, quiet location with a great beach restaurant just next door. Please come and stay with us again!
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It was awesome!

  • 5 of 5

The condo was awesome. Loved walking out and being right at the beach. Pool was great and it was really quiet. Weather was perfect, and there were just the right number of activities. Best relaxing vacation we have had in a while. Would totally recommend it.

  • Submitted: Mar 26, 2017
  • Stayed: March 2017
  • Source: VRBO, from HomeAway
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Beautiful View but Beware

  • 2 of 5

We have been to the Caymans many times and thought we would like to experience this end of the island since we wanted a quiet and peaceful spot for relaxation. This particular complex has a very nice but small infinity pool, a great view of the Kaibo harbor and a white sand beach but not good for swimming or snorkeling. We arrived to this condo at sunset to workers doing a remodel on the condo above us. The door to the condo was unlocked and the TV on mute and the remote was missing so we called management. They stopped by the next day to checkout the TV but then had to go shop for a new remote. The remote was dropped off in the condo later that evening while we were sleeping...& that was creepy. We never figured out how to sync the remote to the TV and gave up. Also, we found a printout of the security codes to the condo left by a previous renter on the kitchen counter and the codes were the same ones give to us for our stay. In addition, on the 2nd night there, we were awoken at 2 am with people talking loudly in the condo above us and they were drunk and using foul language. We found from speaking to other renters in the same complex that they had encountered similar issues. This condo is a little worn and dated but has a nice view of the umbrellas so if you want shade, you have to shade under the palm trees . Unfortunately, we will not rent here again because there seems to be an ongoing issue with loud parties, noise and locals coming in and taking over the pool area. Also, there was no management on site to police this type of behavior although they provided a security guard on Sundays. This is the first time we have had to provide a below average review for a vacation rental through VRBO.

  • Submitted: Mar 7, 2017
  • Stayed: February 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for being honest about your stay. We are very alarmed by your review as it is the first negative feedback we have ever received and we were unaware of any issues. We are fixing all the problems highlighted and have consulted with our property manager and the owners group of the development. It is unacceptable for anyone to enter the unit uninvited whilst you are staying there and we apologise for this incident that will not happen again. The TV and the security codes issue have been corrected. New shade is being installed and the relevant owners were contacted about ensuring they screen their guests appropriately as it is supposed to be a relaxing resort. This Summer, our condo is scheduled to be painted and the fixtures and furniture repaired/replaced. I appreciate that you are not interested in staying again and thank you for providing feedback so that we can ensure future guests enjoy their stay as all our previous guests have."
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  • 5 of 5


  • Submitted: Feb 27, 2017
  • Stayed: February 2017
  • Source: HomeAway
Owner's Response: Thanks you for your short but VERY expressive review. Glad your stay was magical. Come and experience the magic again with us!
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Indianapolis, IN

Perfect Again!!

  • 5 of 5

This was our second stay at Sleepy Kai and it was just as awesome as the first. We can hardly wait to return again next year. Thanks to Jennifer who is always available with any questions or suggestions. Do not hesitate to book this property. It's awesome!

  • Submitted: Feb 15, 2017
  • Stayed: January 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much for your kind review. We are so pleased when guests keep returning, making the condo their home away from home. Looking forward to seeing you again!
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A little Piece of Heaven on Earth

  • 5 of 5

We stayed at Sleepy Kai last week for 4 days and we can't wait to go back. We were in Grand Cayman for Pirates Week. We spent 10 days on Seven Mile Beach before arriving at Sleepy Kai. We were thrilled to arrive there and to see the beautiful condo right on the beach. It was a breathtaking view and we enjoyed the amazing sunsets every night. We were there to relax and celebrate our engagement (which happened the week before on Seven Mile Beach). It was peaceful, relaxing and beautiful. We really enjoyed sitting on the patio, enjoying the sunsets and views and a few cocktails before dinner.

The condo was perfect. It was large, clean and the large king sized bed was so comfortable that it was hard to get out of it. The kitchen was fully stocked which made it perfect to make food and drinks. We even barbequed one night on the bbq provided on the patio. They bathrooms were fully stocked with beach towels, tissues, etc. There is even a washer and dryer to do your laundry which was great for us. There isn't anything more you could need or ask for.

The Kaibo Beach Bar was right there. We went for food and drinks and the Tuesday beach BBQ which was so fun with live music and amazing food.

We enjoyed the pool and hot tub everyday. The view from the pool was breathtaking. It felt like heaven on earth.

We went to dinner at the Rum Point Restaurant on our last night (2 minutes by car) and it was amazing. The food and venue was lovely. We had dinner overlooking the ocean.

I would absolutely highly recommend Sleepy Kai. In fact, we can't wait to go back and we may even do so for our honeymoon next year.

  • Submitted: Dec 2, 2016
  • Stayed: November 2016
  • Source: HomeAway
Owner's Response: Thank you for your kind words and review. This is truly a peaceful piece of paradise. Great restaurant just next-door and one down the road at rum point beach. Congratulations on your engagement and would love to host you for your honeymoon ❤️
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Stingray City
"Amazing snorkeling with the Stingray! A must do trip!"
Rum Point Beach
"Great location for a beach lunch, snorkeling, relaxing on a hammock and water sports rentals"
Kaibo Yacht Club
"Great beach restaurant for drinks or lunch. Lovely dinners in the upstairs dining room for ..."
Starfish Point
"Great place to find starfish in the shallow waters basking in the Cayman sun!"
South Wall
"Outstanding deep water dive!"
KAIBO Beach Bar & Grill
"Great Beach restaurant and Bar. Check out their Tuesday night all you can eat BBQ on the be..."
Nearest Airport
27 Miles
Owen Roberts International Airport
Nearest Barpub
100 Metres
Kaibo Beach Bar and Grill
Nearest Golf
30 Miles
North Sound Golf Course
Nearest Restaurant
100 Metres
Kaibo Upstairs Restaurant
Car: necessary

wildlife viewing




Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Tax Rate 13.0%

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.

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