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Kailua
Cayman Kai
4 Guests
2 Bedrooms
2 Bathrooms
Welcome to Kailua, an impeccably-updated 2-bedroom, 2-bath condo with broad views overlooking the crystal-clear waters of Cayman Kai.
Kailua offers nearly 1,300 square feet of privacy with elevated sunset views.
The spacious open floor plan connects the kitchen, dining, and comfortable living room to the full-length screened oceanfront porch.
The gourmet kitchen is equipped with high-end appliances, including a Sub-zero refrigerator and a wine fridge. Fully stocked, this kitchen is ready for entertaining.
Dine inside at the table or breakfast bar, enjoying the central air-conditioning. Or sit outside under the ceiling fans on the screened balcony, which features a dining table for six and two additional seating areas—perfect for enjoying morning coffee or sunset cocktails!
For remote working professionals, the home's upgraded fiber internet connection can handle multiple users and streaming devices. Stay connected with three SmartTVs with live cable programming and popular streaming apps.
Kailua is licensed to sleep 4 guests across 2 bedroom suites.
Sleeping Arrangements
(Sleeps 4 guests total)
- Primary Suite: king bed, ocean views, SmartTV, walk-out access to screened balcony, ensuite bathroom with dual vanity, glass-enclosed rain shower, and bidet toilet.
- Guest Suite: 2 twin beds, garden views, SmartTV, ensuite bathroom glass-enclosed rain shower, and bidet toilet. Twin beds can be fitted into a king bed upon request.
Outside, your beach features shallow water, white sands, plentiful lounge seating, and a shared pool with heated spa. You'll love being within walking distance of Starfish Point and Rum Point Beach for a day of fun in the sun or sunset happy hours.
Located next door, The Kaibo Marina manages ferry service to Camana Bay/Seven Mile Beach—perfect for day trips!
If cooking is not your vibe, The Kaibo also offers take-out service plus a casual beach menu, including thin-crust pizzas made-to-order. The Kaibo Upstairs offers elegant fine dining for special occasions; while the coffee shop is the perfect spot for a morning treat.
Kailua offers all the luxuries of home—sitting right on the sands of the Caribbean. Let's go!
*Note: A Cleaning Fee is included due to enhanced cleaning, sanitation, and inspection protocols.
**Silver Thatch tandem kayaks are available for discounted rental. Signed waiver required.
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Amenities
Waterfront
Barefoot Beach
Shared Pool & Spa
Sunset Views
Full-Width Screened Balcony
Contemporary Decor
Smart TVs in Bedrooms
Ensuite Bathrooms
Central A/C
Hi-Speed Fiber WiFi
Full Kitchen
Sub-Zero Fridge
Wine Fridge
Keurig Coffee Maker
Indoor/Outdoor Dining Tables
Washer & Dryer
Iron & Board
Hair Dryer
Bath & Beach Towels Provided
Linens Provided
Free Off Street Parking
No Smoking Allowed
No Pets Permitted
Kaibo Restaurants Next Door
Cayman Ferry Next Door
Short Walk to Rum Point Beach
Kayaks & Paddleboards for Rent
Beach Notes
The beach behind the Kaibo Condo complex is pure barefoot sand. Facing the sound, the waters here are clear and calm. There are no reefs here to snorkel, nor is the sea bottom sandy. All beaches are technically public and there are some nicer beaches nearby open for your use.
For barefoot swimming and snorkeling, we recommend walking up the street to Gardens of the Kai, or Rum Point Beach (a 2-minute drive, 10-minute walk away). Not only are the beaches there swimmable, but Rum Point Beach also offers a bar and grill, lounge chaises, and a variety of water sports activities to keep you active.
General Grand Cayman Beach Notes
All beaches in Grand Cayman are technically public since the Crown owns up to the high water mark.
The shoreline quality behind your property may vary slightly from the images on our website due to shifting tides and weather patterns. The next-door beach is also always available for your use.
Ocean Debris & Sargassum Seaweed
Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally.
Sargassum is a generally harmless floating seaweed that has increased in frequency over the years during the summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival.
Should sargassum weed be extremely heavy behind your property, we will reach out to the owner for alternative solutions which may include a partial refund or relocation.
We try our best to work around mother nature.
The 10% Guest Service Fee includes your Guest Services Membership.
Member Benefits
- Centralized on-island Guest Services & Welcome Center
- Unlimited use of P Fitness Center (18+ yrs.)
- Business Center Access: computers, printer, scanner, & Fedex/DHL supplies
- Proprietary Guest benefit & discount card
- 10% advance booking discount for private charter
- Complimentary use of snorkel equipment
- Complimentary pack-n-plays, booster seats, & baby gates
- Referral to preferred vendors, guest services desk assistance
- Complimentary early check-in, if no check out on same day
- $1,500 of Accidental Villa Damage Protection
- Additional tandem kayaks and stand up paddleboards (SUPs) available for discounted rental*
*Signed waiver required.
Guest Reviews of Kailua
Unit A-3 Rum Point ,stars based on 34 user reviews
Best Spot!
Best spot! So charming- 5 stars!
Go scuba diving while you\'re here
Perfect!
Enjoyed 38th anniversary trip. House is perfect and amazing. We loved Tukka restaurant
Beautiful Place!
Beautiful place and beautiful view! So many starfish right at your back door! Snorkeling was our favorite. Walked to picnic at Starfish Pointe which is right around the corner. Love the coziness and privacy!
Places to eat: Agua, Tucca, Kaibo, The Wharf
Truly Amazing!
Celebrated my daughter and her boyfriend that just graduated college. Kailua was truly amazing. It was clean, homie, and a great location. We hope to be back!
Great Place
Great Place! We loved our time here
Awesome Place!
Awesome place! Swim with the sting rays!
Perfect Place To Get Away!
Beautiful home, peaceful, and perfect place to get away from it all. Highly recommend Kaibo Upstairs. Melissa was the best!
Had Everything We Needed
We love your place and had everything we need. The view is just spectacular. We enjoy waking up to this gorgeous view every morning. Thanks for having us! Also, we love the roosters in the parking lot!
Absolutely Love This Place!
Last single girls vacation as my oldest daughter gets married in May. We absolutely love your place! It could not be more perfect and we hope to return! Thank you so much! Just beautiful! And the location and view- WOW!
Click the Reserve Button!
Our family of four had a great time at the Kailua villa hosted and managed by Grand Cayman Villa. The Villa was exactly described and more. Every morning we woke up to the beautiful ocean view that we just couldn’t get enough of. The only thing is that the Villa is a little farther away from restaurants, shops, and grocery stores. However, we learned and got groceries and stocked up the refrigerator in town. We were able to fully enjoy what the Villa had to offer. The AC was great, and the outdoor enclosed screened in patio was great for relaxing and starring at the boats, catamaran, jet skis, & paddle boards. If we were in Grand Cayman Island, we would definitely recommend staying here again. We contacted Penny, the management company, about a couple of questions. They were very responsive and helped us right away. This type of service is what sets the Villa apart. If you are looking for a place to stay, please click the Reserve button because you will be happy you did!
Good Time
We had a good time!
We will Return
Loved this place, even at the end of June the weather was great, not to hot. Easy access to so much on the water due to the dock right next door. Easy access to a grocery store, liquor store. Access to paddle boards and kayak, which were dropped off right by the water. And the place was just like the pictures, would love to live here full time! It had great amenities, wonderful towels/robes, huge TV if you needed to kill some time inside and the kitchen was outfitted so a chef can cook! My wife loved the balcony that was screened in...no bugs and you could sit out and drink a nice glass of wine! The entire experience gets 5 stars!!!
Clean, Updated Condo
The condo itself was amazing!! Lots of high-end upgrades to the bathrooms, kitchen and furniture and well stocked kitchen. Beautifully decorated and supremely clean!! Amazing!! The list of recommendations were extremely helpful! Very peaceful surroundings, nice to visit the beach and be the only ones there! Was a little strange we didn’t see many people around though. Maybe it was the off season in mid-Jine? But over all the condo was amazing!
Loved and Will Come Back
We loved the Kailua condo. Perfect location for a quiet, relaxing vaca. Easy walk next to Kaibo for pizza or a drink. The condo has been updated with great finishings and well stocked. Bathrooms are well kept and the walk in showers perfect for after a day in the water. We will totally rent Kailua again!
Wonderful Time
Beautiful condo, can’t wait to return to Grand Cayman
Clean, Well Maintained
Wonderful vacation spot
Great Vaca!
The location was great, right next to Kaibo. The condo is beautiful and well appointed.
Everything was Perfect!
The place was very nicely decorated, comfortable, clean and had everything we needed. The location was perfect right on the beach with gorgeous views of the water. It’s a quiet area with a restaurant, bar, coffee shop and small marina nearby. It’s a walkable area to these places and Starfish Point. We can’t wait to return and will refer this place to others.
Raves for Kailua
Impossible to state how wonderful our stay at KAILUA was. Prettier, cleaner, better stocked and better located for seeing the true sites of Grand Cayman than we expected. Frequent returns are on our bucket list.
excellent, renovated
beautiful location and remodeled condo , which was exactly as we hoped for our 7 night vacation
Relaxing
This was a beautiful, relaxing condo. Extremely well appointed with everything we could need! The perfect beach getaway! We will definitely stay here again and again!
Kailua!
What a beautiful condo and view!
We had a wonderful time here and will come back again!
Enjoyed our week at Kailua
We have used Grand Cayman Villas and Condos now for three trips to the Cayman Islands. Two times near Kaibo/Rum Point area and another time on 7 Mile Beach. We are very happy with this management company and would highly recommend them. Kailua is a very nice, beautifully updated upper villa in a four-villa structure. It is wonderfully laid out and decorated from an interior design perspective. It has a lovely new kitchen, updated baths, comfortable living room (love the sofa) and functional and fun outdoor patio space for eating and lounging. It was very nice to have the large, stackable washer and dryer to keep towels and beach clothes neat and tidy all week. There are four villas to a building so you will hear your neighbors if they are talking outside or playing music they like on their patio. Upon arrival it was a little hard to find so note that it is an upper in a grouping of several buildings. We love the Caymans as everyone is so nice and the island feels wonderfully safe. We can\'t wait to book again in the future with Grand Cayman Villas and Condos. Thank you Kailua owners for a wonderful week!
Location, location, location!
Absolutely gorgeous location and the villa is beautiful.
Kailua
Simply beautiful, the pictures are completely accurate.
Beautiful, Clean, Safe
Lets start by saying, the photos on here does the place no justice. It was extremely beautiful, clean , neat, organized and equipped with everything you think you might need. The beach front property was a plus. Location wise it’s a decent drive from the town perfect getaway if you wanna stay low key and relax. I felt safe staying here and the host stayed in communication every step of the way. I have nothing bad to say about this villa very beautiful place. We enjoyed our Stay.
Clean, Bright and Recently Updated!
Beautifully appointed apartment with lovely views and every amenity imaginable. Clean and bright with easy parking.
Exceeded Expectations
We stayed at Wee Kai for 6 nights. This place is absolutely amazing! Exceeded all our expectations. The property manager Penni was very kind and helpful. We booked a charter through Silver Thatch and that trip was unforgettable. I would highly recommend booking a charter and highly recommended staying at Wee Kai. We can’t wait to go back! Thank you for such a wonderful experience.
Excellent in every way
My wife and our nine month-old son stayed at Wee Kai for a week in early April \'22 and were thoroughly impressed with everything. The actual unit was well appointed and supplied, and we had more than enough space (even with toys all over the floor). We spent most of our time on the screened-in porch, which has a full dining area, couches, and chairs, and clear views of the water. Both the pool and the water were steps from the unit, and the Kaibo restaurant/bar was a few hundred yards down the beach, and had excellent food and drinks. The community itself was exactly what we were looking for--quiet and definitely separated from the crowds, but we didn\'t feel cut off from everything. The Rum Point restaurant/bar/establishment remains closed, but there are a number of other restaurants and a small grocery store within a 15-20 minute drive (you definitely need a car). The beach isn\'t ideal for swimming, but a quick walk over to Starfish Point and Rum Point offered great swimming and snorkeling. The team at GC Villas and Silver Thatch were incredibly helpful and responsive to all of our needs. We really couldn\'t have been happier with our stay, experience, and the villa itself, and I\'d highly recommend it to anyone looking for a more low-key place by the water.
Everything you could want!
We had incredible stress & difficulty reserving through VRBO (our reservations were cancelled 2 days before our arrival) so we had to go straight to the renting agency Grand Cayman Villas and Condos--and they were great. Wee Kai: It is wonderful--newly renovated and has everything you could want, and then more. Making reservations with Grand Cayman Villas was easy and the people were so nice (they were understanding about our issues with VRBO reservations). The property manager met us when we arrived and explained everything we needed to know about the unit. Penni is simply delightful and had great recommendations about things to do/places to go. The unit is organized and decorated beautifully. Every room is inviting and cozy (we had coffee on the fabulous deck each morning). We cooked in the well-appointed kitchen and had everything we needed (my husband especially loved the espresso machine). Location-- perfect. 2nd story deck looks out at the amazing views of the water. Just far enough from the Marina next door to be quiet, but close enough to walk for a coffee, pizza on the beach, or nice meal upstairs (a bit too pricey at the upstairs restaurant, though, for what you get). We visited all parts of the island, and definitely loved coming home to the quiet area that is Kaibo. The beach is great for snorkeling and kayaking (maybe not great for kids to swim too far out due to rocks and seagrass). We saw gorgeous starfish while walking in the water up to our waists. This part of the island did not get sargassum seaweed due to its location. Rum Point restaurant and hang out area up the road is closed currently, but the public beach there is still open and is also a great place to snorkel (we saw sea turtles there). You should also walk down the street to Starfish Point—sunsets there are amazing. Silver Thatch Guest Services gave us great support. Highly recommended.
Absolutely Wonderful!
This unit is wonderful--newly renovated and has everything you could want, and then more. Making reservations with Grand Cayman Villas was easy and the people were so nice (we had a last-minute change in plans and needed help reserving quickly). The property manager met us when we arrived and explained everything we needed to know about the unit. She\s simply delightful and had great recommendations about things to do/places to go.
The unit is organized and decorated beautifully. Every room is inviting and cozy (we had coffee on the fabulous deck each morning). We cooked in the well-appointed kitchen and had everything we needed (my husband especially loved the espresso machine).
Location-- perfect. 2nd story deck looks out at the amazing views of the water. Just far enough from the Yacht Club to be quiet, but close enough to walk for a coffee, pizza on the beach, or nice meal upstairs (a bit too pricey at the upstairs restaurant, though, for what you get).
We visited all parts of the island, and definitely loved coming home to the quiet area that is Kaibo. The beach is great for snorkeling and kayaking (maybe not great for kids to swim too far out due to rocks and seagrass). We saw gorgeous starfish while walking in the water up to our waists. This part of the island did not get sargassum seaweed due to its location.
Rum Point restaurant and hang out area up the road is closed currently (until possibly Nov. we heard), but the public beach there is also a great place to snorkel. You should also walk down the street to Starfish Point—the sunsets there are amazing.
Silver Thatch Guest Services gave us snorkel equipment and a cooler to use for our trip. They helped us explore boat outings as well. In summary, this unit exceeded our expectations, and everyone we dealt with was delightful. We had a great family vacation.
WOW! Sparkling!
Everything was wonderful and as advertised!
Rum Point area was quiet and relaxing and plenty to do.
Wee Kai was excellent, modern, well-equipped. sparkling. The screened porch was a life saver traveling with an infant.
Grand Cayman Villas staff and Penni were all immensely helpful and friendly.
We highly recommend Wee Kai for anyone looking for some R&R away from crowds!
Everything Was Wonderful!
Everything was wonderful and exactly as advertised. Rum Point was quiet and relaxing, but with plenty to do. The villa was excellent - modern, well equipped and sparkling. The screened in porch was a life saver with an infant along with us for the trip. We have zero complaints. The Grand Cayman Villas & Condos Team, Penni and Silver Thatch were all immensely helpful and very friendly. We would HIGHLY, HIGHLY recommend Wee Kai for anyone looking for some R&R away from the crowds.
Wonderful
This two bedroom condo is magnificent. It has been fully renovated so everything is immaculate. The kitchen is perfectly equipped with beautiful china, glasses and cutlery. State of the art cooking utensils! The outdoor space is very comfortable with a spectacular view.
the owner and her representative were extremely helpful and accommodating. I would highly recommend this property.
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Available Unavailable Check-In Only Check-Out Only
| Begins | Ends | Daily | Monthly |
|---|---|---|---|
| Jan 01, 1970 | Jan 01, 1970 | $1 | |
| Aug 15, 2023 | Nov 04, 2023 | $345 | $6,900 |
| Nov 05, 2023 | Nov 17, 2023 | $385 | |
| Nov 18, 2023 | Nov 25, 2023 | $475 | |
| Nov 26, 2023 | Dec 15, 2023 | $395 | |
| Dec 16, 2023 | Dec 26, 2023 | $595 | |
| Dec 27, 2023 | Jan 04, 2024 | $695 | |
| Jan 05, 2024 | Mar 01, 2024 | $495 | $9,900 |
| Mar 02, 2024 | Apr 12, 2024 | $525 | $10,500 |
| Apr 13, 2024 | May 24, 2024 | $325 | |
| May 25, 2024 | Aug 14, 2024 | $395 | |
| Aug 15, 2024 | Nov 01, 2024 | $345 | |
| Nov 02, 2024 | Nov 22, 2024 | $385 | |
| Nov 23, 2024 | Nov 30, 2024 | $475 | |
| Dec 01, 2024 | Dec 18, 2024 | $395 | |
| Dec 19, 2024 | Dec 26, 2024 | $595 | |
| Dec 27, 2024 | Jan 05, 2025 | $695 | |
| Jan 06, 2025 | Mar 01, 2025 | $495 | $9,900 |
| Mar 02, 2025 | Apr 12, 2025 | $525 | $10,500 |
| Apr 13, 2025 | May 24, 2025 | $325 | |
| May 25, 2025 | Aug 14, 2025 | $395 | |
| Aug 15, 2025 | Nov 01, 2025 | $345 | |
| Nov 02, 2025 | Nov 22, 2025 | $385 | |
| Nov 23, 2025 | Nov 30, 2025 | $475 | |
| Dec 01, 2025 | Dec 18, 2025 | $395 | |
| Dec 19, 2025 | Dec 26, 2025 | $595 |
- 13% Occupancy Tax added to rates.
- 10% Guest Service Fee added to rates.
- A Departure Cleaning Fee is required for all stays.
- A refundable damage deposit is required for all stays.
- Refundable damage deposits will be returned to the guest 7 days after departure pending any damages.
- We accept Visa, MC, Discover, and Bank Wire for payments.
Booking Rules
- 4 nights minimum stay required.
- 5 nights minimum required over Thanksgiving week and Easter week.
- 7 nights minimum and full occupancy required over Christmas and New Year's week.
- Christmas & New Year's dates are split into two rental periods. Please inquire with your travel dates prior to booking.
- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking.
- Must be 25 years or older to book and must occupy the property during the entire stay.
Villa Cleaning & Sanitation
All villas are cleaned and sanitized prior to each guest's arrival. We also ask our owners to provide a starter supply of extra cleaning products.
Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival.
Map Notes
Nearby Points of Interest
- Next door to the Kaibo Beach Bar & Grill
- 10-minute walk to Starfish Point and Bioluminescent Bay
- 20-minute walk to Rum Point Beach (temporarily closed)
- 5.6 miles to the nearest grocery store, Chisholm's Grocery
- 7.4 miles to Over the Edge restaurant
- 10 miles from our Grand Cayman Villas & Condos Welcome Center
- 13.7 miles to the nearest supermarket, Foster's Market
- 27 miles (53-minute drive) from Owen Roberts Airport (GCM)
Getting Around
A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island.
