Photo by Alisha Silver

Cayman Kai vacation rentals

We found 97 vacation rentals — enter your dates for availability

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Cayman Kai

Why visit Cayman Kai

  • Pristine Beaches: Enjoy the stunning Cayman Kai Beach, perfect for sunbathing and swimming in crystal-clear waters.
  • Outdoor Adventures: Take advantage of free kayaks and explore the tranquil bay and surrounding forest areas.
  • Tranquil Atmosphere: Experience a serene escape with a friendly atmosphere, ideal for relaxation.
  • Rich Local Culture: Immerse yourself in the warmth of the locals and the rich history of the Cayman Islands.
  • Luxurious Accommodations: Stay in exceptional beachfront rentals, from condos to luxurious villas with easy beach access.

Popular types of accommodation around Cayman Kai

If you're looking for the perfect getaway in Cayman Kai, you're in the right place. Our most popular vacation rentals include condos, private homes, and luxurious villas, all designed for your comfort. Enjoy stunning beachfront retreats and island houses with easy beach access, ensuring your stay is as relaxing as it is memorable. Discover the best of Grand Cayman with our array of exceptional rental options tailored just for you.

  • Condos: The top choice for vacation rentals in Cayman Kai, offering modern amenities and stunning views.
  • Houses: A popular option for families and groups, providing spacious living areas and a home-like feel.
  • Villas: Luxurious retreats with upscale features, perfect for those seeking a lavish getaway.
  • Apartments: Convenient and comfortable, ideal for travelers looking for a budget-friendly option.
  • Cottages: Quaint and cozy, these charming spaces offer a peaceful ambiance for a relaxing stay.**

Top attractions near Cayman Kai

Cayman Kai offers a stunning array of attractions, perfect for beach lovers and adventure seekers alike. Explore the beautiful Cayman Kai Beach and enjoy outdoor activities such as kayaking, with free kayaks often available. The surrounding forest and bay areas provide a tranquil escape, making it an ideal destination for relaxation and exploration in Grand Cayman.

  • Grand Cayman Beaches: Enjoy the stunning soft sands and crystal-clear waters just 0.9 miles from Cayman Kai. This beach offers a perfect spot for relaxation and sunbathing, embodying the quintessential Caribbean vibe.
  • North Sound: Located 5 miles away, this picturesque bay features beautiful beaches and breathtaking scenery. It’s an ideal location for water sports, snorkeling, and soaking in the natural beauty of the Cayman Islands.
  • Mastic Trail South Trailhead: About 6 miles from Cayman Kai, this lush forest trail offers an adventurous hiking experience. Explore the vibrant flora and fauna while immersing yourself in the tranquility of nature.

Things to do recommended for couples

For a romantic getaway in Cayman Kai, explore Stingray City for an underwater adventure just 5 miles away. Enjoy a fun round at Cayman Crazy Golfing Mini Golf, 8 miles from your stay, or dive into the Kittiwake Shipwreck and Artificial Reef, also 8 miles nearby.

Things to do recommended for families

Families will love the calm waters of Starfish Point, where kids can play with starfish, and enjoy a fun day at Rum Point, perfect for swimming and beach games. Don't miss the chance to explore the lush nature trails nearby for an adventurous family hike.

Things to do recommended for groups

Experience the beauty of Cayman Kai with a round of golf at the North Sound Golf Course, just 6 miles away, or embark on an adventurous hike at the Mastic Trail North Trailhead, located 5 miles away. Don’t forget to visit the Boddentown Art Shop for unique souvenirs.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Cayman Kai

When traveling with a group, family, or pets, or if you're considering extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Cayman Kai with a group: Think about how many bedrooms you require, as well as additional features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Cayman Kai with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with age-appropriate amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Cayman Kai: For many families, a vacation isn't truly enjoyable without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cayman Kai: If you’re in search of vacation rentals offering discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Cayman Kai

Cayman Kai offers a tranquil escape with its stunning seaside beauty and friendly atmosphere. Explore the nearby attractions, from the serene beaches to the rich history of the Cayman Islands. Little Cayman, known for its unspoiled nature, is just a short trip away, perfect for excursions. Immerse yourself in the warmth of the locals while enjoying one of the safest islands in the Caribbean, making for an unforgettable vacation experience.

  • Grand Cayman: Grand Cayman is the largest island in the Cayman Islands, located a mere 4 miles from Cayman Kai. Known for its stunning beaches and vibrant outdoor activities, it attracts families and adventure seekers alike. Visitors can enjoy a wealth of resorts and shopping areas, while popular attractions like Seven Mile Beach, the Cayman Turtle Centre, and the famous Stingray City provide unforgettable experiences. Grand Cayman offers a perfect blend of relaxation and excitement, making it a must-visit destination for any traveler.
  • Rum Point: Rum Point is a picturesque village that embodies the laid-back vibe of the Caribbean. Situated within Cayman Kai, this charming spot is renowned for its beautiful beaches and family-friendly atmosphere. Travelers can indulge in a variety of activities, from lounging on the sandy shores to exploring local shops and enjoying delicious seafood at waterfront restaurants. Notable attractions include the serene Rum Point Beach and the nearby snorkeling spots, making it an ideal place for relaxation and adventure.
  • North Side: North Side is a tranquil district that offers a more local experience while being close to Cayman Kai. This area is perfect for families seeking outdoor adventures, with access to pristine beaches and exciting underwater sports. Visitors can explore the area's shopping options or engage in thrilling activities such as diving and kayaking. With its natural beauty and inviting tourist precincts, North Side provides a perfect blend of relaxation and exploration, making it an excellent choice for your vacation.

Best time to go to Cayman Kai

If you're planning a trip to Cayman Kai, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
February78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April80.2°F (26.8°C)No Rain (Dry)Mostly SunnyAverageAverage
May81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
June82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnyAverageAverage
August84.4°F (29.1°C)Light RainMostly SunnyModerately LowSlightly Low
September84.2°F (29.0°C)Light RainMostly SunnyModerately LowSlightly Low
October83.1°F (28.4°C)Moderate RainMostly SunnyModerately LowSlightly Low
November81.3°F (27.4°C)Light RainMostly SunnyAverageAverage
December79.9°F (26.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save some money on your upcoming trip? One effective way to do this is by being flexible with your travel dates, as prices can vary quite a bit. Additionally, if you opt for a longer stay, you’ll often enjoy significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you’ll earn OneKeyCash on the full booking amount. Being the trip organizer certainly has its perks. Consider joining our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash on qualifying stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform to plan your next adventures, resume your previous plans, or organize your travel arrangements. You can easily access your saved or booked properties, which are organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best vacation rentals near Cayman Kai?
The best vacation rentals near Cayman Kai are primarily located directly in Rum Point, offering stunning beachfront access. You will find a great selection of properties here, including comfortable condos and spacious private vacation homes. These best vacation rentals near Cayman Kai provide convenient access to the area's attractions. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties.

Many desirable rentals feature amenities so you can have a comfortable stay, such as a deck or patio for outdoor enjoyment, laundry facilities, and a balcony with ocean views. These properties are ideal for families or groups seeking a relaxed island getaway.
Are there any cheap vacation rentals near Cayman Kai?
There are several affordable vacation rentals near Cayman Kai, especially if you are flexible with location and travel dates. Budget-friendly stays typically start around $125 per night. You might find great deals below $100 per night in November during the off-season. These rentals often include free amenities such as WiFi, toiletries, and self-parking.

To get the best value, consider staying slightly outside the main areas. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. You can find cozy condos or private vacation homes that offer great value, so you can have a comfortable stay.
What are the top vacation rentals with pools near Cayman Kai?
There are over 180 vacation rentals near Cayman Kai that feature swimming pools, offering a range of options from private backyard pools to shared community pools. These properties, including condos and private vacation homes, are concentrated in the Rum Point area and provide amenities such as full kitchens, Wi-Fi, and outdoor spaces with sun loungers, making them superb for families or groups. Many also offer outdoor and even infinity pool options, enhancing the tropical experience.

When selecting your rental, consider whether a private pool for exclusive use or a shared pool with potential access to additional facilities like hot tubs or fitness centers better suits your preferences. For cooler months, look for heated or indoor pool options to ensure year-round enjoyment. Always check pool availability and heating options when making your reservation, especially for peak season dates.
What are the best family vacation rentals near Cayman Kai?
There are over 172 family-friendly vacation homes near Cayman Kai, located in areas like Rum Point, offering ample space and comfort for groups of all sizes. These rentals often boast multiple bedrooms and bathrooms, full kitchens, and generous living areas, all designed with families in mind. With such a wide selection, you can find stays with outdoor play areas (like yards or patios), gardens, and pools where kids can play, and amenities like highchairs and toys for children, ensuring a comfortable stay.

When choosing the best fit for your family, focus on properties where adults and kids each have space to unwind, and look for homes with practical amenities like well-equipped kitchens to save on dining out. Staying nearby can mean less travel each day and more time enjoying the surroundings.
Are there any luxury vacation rentals near Cayman Kai?
Near Cayman Kai, there are several luxury vacation rentals that combine the natural beauty of the area with modern comfort. These properties often feature amenities such as private pools, private beaches, chef services, and designer toiletries. Guests can also find homes with amenities like heated pools, tennis courts, and golf courses on-site.

These homes are ideal for families or larger groups. Many of these top-tier stays are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
Where should I stay when visiting Cayman Kai?
When planning your stay near Cayman Kai, several areas offer distinct advantages for your vacation rental experience.

The immediate vicinity of Rum Point is great for those seeking direct access to tranquil beaches and popular dining spots. Properties here often feature stunning water views and provide a relaxing environment.

For guests who appreciate a slightly more secluded setting while remaining close to Cayman Kai, the North Side offers a collection of private homes and villas. These rentals are a short drive from Cayman Kai, offering convenient access to local attractions and a peaceful retreat.

East End provides another excellent option, known for its beautiful coastline and opportunities for diving and snorkeling. This area is a comfortable drive from Cayman Kai, allowing guests to enjoy both the natural beauty of the East End and the amenities around Cayman Kai.
What is the cheapest month to stay near Cayman Kai?
The cheapest time to find vacation rentals near Cayman Kai is typically during the late Spring to early Summer (May to June) and also during the Autumn (September to November), excluding any major local holidays. May and September are frequently the cheapest months, often providing better deals on condos and homes, with rates that can be lower compared to the peak winter season. Guests can often find various savings during these months, along with greater availability of vacation rentals.
Are there any monthly vacation rentals near Cayman Kai?
Vrbo offers excellent options for monthly vacation rentals near Cayman Kai, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Cayman Kai.
Are there any last-minute vacation rentals near Cayman Kai?
Vrbo makes it simple to find last-minute vacation rentals near Cayman Kai that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas