Kailua
Welcome to Kailua, an impeccably updated 2-bedroom, 2-bath condo in Cayman Kai with sweeping waterfront views.
Kailua offers nearly 1,300 square feet of privacy with elevated sunset views.
The spacious open design connects the kitchen, dining, and living areas to a full-length screened beachfront porch.
The gourmet kitchen features 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, waterfront views, SmartTV, walk-out access to the screened balcony, ensuite with dual vanity, bidet toilet, and rainfall shower.
- Guest Suite: 2 twin beds, SmartTV, ensuite with bidet toilet and rainfall shower; twin beds can be fitted into a king bed upon request.
Outside, your beach features shallow water, white sands, plentiful lounge seating, and a communal pool with a heated spa. You'll love being within walking distance of Starfish Point and the Rum Point Club 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!
The Kaibo also offers take-out service and a casual beach grill menu, including made-to-order thin-crust pizzas, if cooking is not your vibe. The Kaibo Upstairs serves 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 and sanitation protocols.
**Tandem kayaks are available for discounted rental. Signed waiver required.
- Waterfront
- Barefoot Beach
- Communal Pool & Spa
- Sunset Views
- Screened Balcony
- Central Air Conditioning
- High Speed Fiber Wifi
- SmartTVs in Bedrooms
- Contemporary Decor
- Full Kitchen
- Sub-Zero Fridge
- Wine Fridge
- Keurig & Drip Coffee Makers
- Indoor + Outdoor Dining Tables
- Washer & Dryer
- Iron & Board
- Hair Dryer
- Bath & Beach Towels Provided
- Linens + Bedding Provided
- Free Off Street Parking
- No Smoking Allowed
- No Pets Permitted
- Kaibo Restaurants Next Door
- Cayman Ferry Next Door
- Short Walk to Rum Point Club
- Kayaks & SUPs for Rent
Paradise Found!
by LorraineGreat Stay!
by SarahGreat stay. Thank you!
Amazing Time
by ArnoldWe had an amazing time. Second the recommendation for the eco/electric boat Bio Bay tour. Perfect location!
Very Special Destination
by Newhouse FamilyAmazing location on this island. So calm & so peaceful. We felt at home during our stay. Starfish Point and Stringray city are just two wonderful expereinces. We are already planning a return trip. Vivines Kitchen & Heritage Kitchen are a must for anyone visiting. Grand Cayman is a very special destination!
Idyllic Setting and Extremely Clean
by BenjaminThe team at Grand Cayman Villas and Condo's were exceptional. From the time we arrived until our departure they were helpful guides and easy to communicate with regarding any of our needs. The property was not only in an idyllic setting, it was also extremely clean and had all the necessities that we required during our stay. Their guidance on where and how to get the items we needed were at our fingertips. That included where and how to get groceries, kayaks, excursions, and restaurant recommendations. Top notch. Would welcome the opportunity to stay at this same location in the future.
Amazing & Beautiful Villa
by Hurd FamilyWe brought in the new year here and it was amazing! Beautiful villa- we were so at home. Perfect location! Visited Stingray City, 7 Mile Beach, Spotts Beach, Rum Point and East End!
Beautiful Home
by Davison FamilyBeautiful home! Thank you for having our family. We can't wait to come back.
Peaceful and Relaxing!
by DanielWe really enjoyed our stay. The area was very peaceful and relaxing. Being able to walk to Star Fish point and being right next to Kaibo made it great. A quick couple minute ride to Rum Point as well so everything you need right there. The condo was fantastic! Loved setting on the screened porch watching the sunrise every morning. Will need a rental car to get to other areas of the island to explore. The staff was very responsive and the ability to borrow things like snorkel gear, coolers and speakers for the week at no cost was a huge plus as well. Definitely recommend!
Perfect Location & Beautifully Furnished
by KennethThe condo's location is perfect for anyone looking to escape the hustle and bustle of daily life. The beach is just a stone’s throw away, making it incredibly convenient to enjoy the sun, sand, and surf. The condo itself is beautifully furnished and impeccably maintained. It has a modern yet cozy feel, with all the amenities one could wish for. The kitchen is fully equipped, allowing for easy meal preparation, and the living area is spacious and comfortable. The bedrooms are luxurious, with plush bedding and plenty of storage space. I particularly appreciated the large windows that let in plenty of natural light and provided stunning views of the surrounding landscape.
Beautiful condo
by Lisa OThis is the perfect place for the quieter side of the island. The unit is nicely updated and has all the amenities plus some. It’s nice to walk down and see the starfish right on this beach or you can walk to starfish point to see more. This unit is down a building from the pool which is appreciated as it’s quieter. The oversized lanai is a bonus!
Amazing Family Vacation
by LindseyWe had an amazing family vacation. Condo was beautiful, had all essentials and the view was amazing. Our kids loved looking for starfish. We were so sad to leave. We hope to be back!!!
Everything You Could Need
by MaryWe really enjoyed our stay. The condo has everything you could need for home away from home. We stayed with our two teenage daughters and we were so comfortable. The view is fantastic and sitting out on the screened porch for breakfast, lunch or dinner so lovely! We were able to easily walk over to Kaibo Marina for lunch and dinner and even caught the water taxi to George Town one day. We also were able to get on our dive boat and a snorkeling trip to sting Ray city from Kaibo Marina. Easy to run on the flat quiet streets around the condo on Rum Point. Overall very happy with our stay. Condo is newly updated and they did not miss any details!
Best Spot!
by Bryan & ReynaBest spot! So charming- 5 stars! Go scuba diving while you\'re here
Absolutely Love This Place!
by LauraLast 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!
Awesome Place!
by Greg & DarcieAwesome place! Swim with the sting rays!
Beautiful Place!
by JesseBeautiful 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
Click the Reserve Button!
by JeannieOur 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!
Clean, Updated Condo
by BridgetThe 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!
Clean, Well Maintained
by JenniferWonderful vacation spot
Everything was Perfect!
by LauraThe 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.
Enjoyed our week at Kailua
by AmyWe 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!
Beautiful, Clean, Safe
by YaniqueLets 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!
by JasonBeautifully appointed apartment with lovely views and every amenity imaginable. Clean and bright with easy parking.
Everything you could want!
by JoWe 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!
by JoThis 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.
Everything Was Wonderful!
by Pete and AliEverything 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.
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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 the Gardens of the Kai, or Rum Point Club, a 2-minute drive or 10-minute walk away. Not only are the beaches there swimmable, but the Rum Point Club also offers a bar and grill, beach service, 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 before 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.
Begins | Ends | Daily (before fees & tax) |
Monthly (before fees & tax) |
---|---|---|---|
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 | |
Dec 27, 2025 | Jan 03, 2026 | $695 | $6,500 |
Jan 04, 2026 | Feb 28, 2026 | $495 | $9,900 |
Mar 01, 2026 | Apr 11, 2026 | $525 | $10,500 |
Apr 12, 2026 | May 23, 2026 | $325 | |
May 24, 2026 | Aug 13, 2026 | $395 | |
Aug 14, 2026 | Oct 31, 2026 | $345 | |
Nov 01, 2026 | Nov 21, 2026 | $385 | |
Nov 22, 2026 | Nov 29, 2026 | $475 | |
Nov 30, 2026 | Dec 17, 2026 | $395 | |
Dec 18, 2026 | Dec 25, 2026 | $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.
Booking Rules
- 3 nights minimum stay required.
- 5 nights are required over Thanksgiving and Easter week.
- 7 nights minimum required over Christmas and New Year's week.
- Christmas & New Year's dates are split into two rental periods. Please inquire about your travel dates before booking.
- Shorter stays may be available but subject to a higher cleaning fee. Please inquire to book.
- 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 before 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 will be coordinated with your property manager upon arrival.
Nearby Points of Interest
- Next door to the restaurants, cafe, and ferry service at The Kaibo.
- 10-minute walk to Starfish Point and Bioluminescent Bay.
- 18-minute walk to the Rum Point Club for food + drinks, catamaran excursions, jet ski rentals, and watersports.
- 5.6 miles to the nearest grocery store, Chisholm's Grocery.
- 7.8 miles to Over the Edge restaurant and the Crystal Caves.
- 10 miles from our 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.
For rental cars, we recommend Budget Cayman, Avis, or Marshalls.