Cayman Kai vacation rentals

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Find the best place to stay - Cayman Kai

Sea Paradise # 24

Sleeps 8 · 2 bedrooms · 2 bathrooms

Premier Host

Cayman Kai, Rum Point; Quaint Oceanfront Condo With Beautiful Private Beach

Sleeps 5 · 2 bedrooms · 2 bathrooms

Premier Host

Welcoming 2 bed 2 1/2 bath with stunning ocean views - Retreat # 32

Sleeps 6 · 2 bedrooms · 2+ bathrooms

Embrace the light! ☀️ A grand living room with vaulted ceilings and 3 sets of glass doors, inviting the seascape inside. #SereneViews

Premier Host

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

Sleeps 12 · 3 bedrooms · 3+ bathrooms

Premier Host

Tarasand: Modern Seaside Villa w/Elegant Interiors & Barefoot Beach

Sleeps 8 · 4 bedrooms · 3 bathrooms

Premier Host

Treasure Cove – Luxurious private villa with pool and boat dock in Cayman Kai

Sleeps 14 · 6 bedrooms · 4 bathrooms

Top rated rentals - Cayman Kai

2 Tickets to Paradise

We had the most wonderful stay. Baby Kai ticked every box and then some! The private pool was an absolute dream, and we loved that two of the island’s most popular attractions, Stingray City and Bioluminescent Bay, were just steps away.The neighbourhood is gorgeous and peaceful, and every person we met was warm and friendly. It reminded us so much of our previous go-to, Sanibel Island - the same sense of safety, serenity, and island charm.The space itself was perfect for the two of us: roomy, beautifully stocked, and full of thoughtful touches. The shower pressure was excellent, the bed was incredibly comfortable (with the softest sheets!), and there wasn’t a single amenity we found ourselves wishing for.We definitely made good use of our car to explore, but we could have happily stayed put, enjoying the quiet - did I mention the quiet? - which was exactly what we were craving.Lee and Tamara were fantastic hosts, with excellent communication and tons of helpful suggestions. We felt so well cared for from the moment we booked.We’ve already rebooked for next year and are counting down the days!

Amy S.

Stayed Apr 2025

We doubt you'll ever grow tired of these spectacular views. Welcome to S'kai Fall.

Premier Host

Spectacular place and view

The place was awesome and had such great views. We liked the location as well. It was stocked with needed items. We had three situations that could have been better but were handled well: 1) kayaks were included for the full time however they did not arrive until day 2 so we missed one day with them; 2) the back door did not lock but got fixed the next day; 3) the garbage bins outside were full so we had no where to put our garbage. Loved the place, would stay again.

Tara V.

Stayed Feb 2025

Premier Host

Perfect !!!!

We had a great time. The condo had everything we needed. You have thought of everything. Thanks it was great celebrating our 44wedding anniversary. We appreciated all the communication ie places to see, eat , groceries etc. both before we arrived and checking in with us during our stay.

Sandi A.

Stayed Feb 2024

Premier Host

Beautiful Location

We enjoyed our time at this condo. A very quiet and relaxing location with great amenities. We loved the opportunity to kayak on Bioluminescent Bay in the evening - what a great experience! It was a short bike ride or walk to Starfish Point and an enjoyable way to spend the afternoon. Snorkeling a couple times at Rum Point and along the North Shore. Definitely will recommend this property to family and friends. Thank you Zuzana and Lennert for sharing your condo with us!

Dwayne & Donna G.

Stayed Jan 2024

Experience this truly unique two-story lanai that is perfect for hanging out after a day in the sun.

Premier Host

Amazing place to stay !!

If you're looking for a place to stay in Rum Point or on the East End of the Island, away from the bursting life of Georgetown, look no further. This amazing Villa got everything you need, it's clean, well maintained, full of amenities, very relaxing and quiet at night and the beds are very comfy too. The bikes and kayaks are a big plus as we use them a lot. Property manager were there for us when we needed them. The swimming pool was great too as we had it almost for ourself cause we were in the low season. Me and my family had our best dream vacations ever at this Villa. Don't Hesitate to rent it, you will not be disappointed. -Thank you from Simon and the Vernerey family-

Simon V.

Stayed Jul 2023

Premier Host

Beautiful views, great snorkelling.

My family of 5 (including 3 children under 12) enjoyed our stay in unit #22 at the retreat at rum point. The unit is on the third floor so ability to climb stairs is important but the views from the screened in porch are absolutely beautiful. My children enjoyed the pool everyday. My older boys did the drift snorkel with their Dad out front and saw turtles, nurse sharks, healthy coral and many fish. A walk down the beach a few properties past the new resort beside the retreat made a good entry point and the drift took them to directly out front our property. There is a rock wall to the right of Rum Point in the shallow bay that provided great beginner snorkelling. We even saw lionfish and squirrel fish. The sunsets are spectacular from the beach! The condo had plenty of space for the five of us. The kitchen was well stocked and the dishwasher as well as laundry facilities were great to have. There was a large supply of snorkelling equipment, including masks and fins for adults and kids. We rented a car and drove all over! My kids were able to snorkel Eden Rock, see turtles at Spotts Beach and swim with many fish at Smith's Cove. We played in the crystal clear water at Governer's Beach (great parking lot). We also spent a few hours at Camana Bay (climb the lookout tower and look at the amazing mosaic artwork on the walls). We did spend a few hours at the Turtle Farm. My five year old loved the waterside! We enjoyed dinner at Over the Edge and lunch at Kaibo Beach bar. We went to Eagle Ray's for lionfish tacos (east end) and Tukka. My kids liked watching the Blowholes on the east end. Rum point was still closed (covid) but we enjoyed the seclusion! Chisolm's was a great little grocery store (and the only one open Sundays). I would highly recommend this condo and my family hope to return one day. Thank you for allowing us to use your space for a very memorable and much needed holiday. A week is never long enough!

Kirsten M.

Stayed May 2022

Private slice of paradise

The pictures do not do the size or privacy this property justice. We were looking to stay away from the hussle of SMB - which is exactly what this home offers. The rental team was easy to communicate with and the home is cosy and well stocked with books, board games as well as the paddle boards and kayaks. We will be back!

Jocelyn L.

Stayed May 2022

Premier Host

Wonderful trip!

This was our first family trip in over 2 years because of Covid and we wanted it to be special. It was wonderful and the weather was fabulous. We really enjoyed our stay at this property. It was perfect for myself, my husband and 2 teens. It had everything we needed to be just as comfortable as in our own home. It is very peaceful there if that is what you crave. We prefer to be away from the crowds; and to venture to the “tourist areas” when we like. The island is fairly small and you can drive it from one end to the other in about an hour. My son & I love to snorkel. We did lots of it around the island. Our favourite place of all was directly in front of the condo. Swim to the reef and you’ll see plenty of interesting sea life. (But don’t go passed the reef) It was so peaceful there. The view of the ocean was so good for the soul. We had the beach to ourselves most of the time. Will certainly miss my morning coffee there. The host was great and I have no complaints at all!

lynn g.

Stayed Apr 2022

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Find out more about Cayman Kai

Why visit Cayman Kai

Stunning Beaches: Cayman Kai boasts pristine beaches perfect for sunbathing and relaxation.
Thrilling Water Sports: Enjoy various water sports rentals, from kayaking to paddleboarding.
Scenic Boat Charters: Explore the beautiful coastline and nearby islands through boat charters.
Friendly Locals: Experience the warm hospitality of the Caymanian community during your stay.
Charming Accommodations: Choose from a variety of vacation rentals, from cozy condos to luxurious villas.

Popular types of accommodation around Cayman Kai

Planning a getaway to Cayman Kai? You’re in for a treat. Our top vacation rental options include stunning condos, houses, and luxurious villas. Whether you're seeking a cozy retreat or a spacious villa in Cayman Kai, we’ve got the perfect accommodations to suit your needs. Discover the charm of Cayman Kai vacation rentals and enjoy a memorable stay with unparalleled savings and transparency.

Condos: The top choice for visitors to Cayman Kai, offering modern amenities and stunning views for a comfortable stay.
Houses: A popular option for families or groups, providing spacious living and a home-like atmosphere.
Villas: Luxurious and spacious, these rentals offer an upscale experience with beautiful surroundings.
Apartments: A convenient choice for couples or solo travellers, featuring essential amenities in a compact setting.
Cottages: Quaint and charming, these provide a cozy retreat for those seeking a more intimate getaway.**

Top attractions near Cayman Kai

Cayman Kai, located on the North Side of the Cayman Islands, offers stunning beaches, serene bays, and lush forests for outdoor enthusiasts. Visitors can indulge in various water sports rentals, experience the beauty of the area, or explore boat charters for a unique adventure. Whether you're enjoying a relaxing vacation or seeking thrilling activities, Cayman Kai provides the perfect blend of relaxation and adventure for all travellers.

Grand Cayman Beaches: Only 1.4km from Cayman Kai, this stunning beach offers a relaxing atmosphere with soft sands and clear blue waters, perfect for sunbathing and swimming.
North Sound: Located 8.0km away, North Sound is known for its scenic beauty, providing opportunities for water sports and enjoying the breathtaking coastal views.
Mastic Trail South Trailhead: About 9.7km from Cayman Kai, this lush forest invites adventure enthusiasts to explore nature trails filled with diverse flora and fauna.

Things to do recommended for couples

For a romantic getaway in Cayman Kai, enjoy a fun round at Cayman Crazy Golfing Mini Golf, dive into adventure at the Kittiwake Shipwreck, or explore the vibrant marine life at Babylon Dive Site. Each activity offers unique thrills and unforgettable memories for couples.

Things to do recommended for families

Families visiting Cayman Kai can enjoy a day of fun at Rum Point, where kids can play on the beach and explore shallow waters. They can also discover the vibrant marine life while snorkelling at nearby reefs, making for a memorable, family-friendly adventure.

Things to do recommended for groups

Enjoy a round of golf at North Sound Golf Course, only 9.7km from Cayman Kai, or embark on an adventure along the scenic Mastic Trail North Trailhead, just 8.0km away. Don't forget to explore the unique offerings at the Boddentown Art Shop, also 9.7km away.

*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

If you’re planning a trip with friends, family, or pets, or if you’re considering an extended stay, be sure to use the appropriate filters to suit your needs. Here are some helpful Vrbo booking tips to guide you.

Traveling to Cayman Kai with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
Traveling to Cayman Kai with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
Taking your pets with you to Cayman Kai: For many families, a getaway wouldn’t be the same without their furry companions. If that resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
Planning for a long term stay visiting Cayman Kai: If you're in search of vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you'll be able to effortlessly discover and save on monthly rentals. Don't forget to include features like a parking spot, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Cayman Kai

Your vacation in Cayman Kai promises a delightful blend of relaxation and adventure. Explore the stunning ocean views, indulge in the warmth of friendly locals, and immerse yourself in the rich history of the Cayman Islands. This Caribbean getaway offers the perfect escape for those seeking tranquil beaches and vibrant excursions. Nearby, you'll discover charming neighborhoods that enhance the allure of a Caribbean vacation on Grand Cayman.

Grand Cayman: Grand Cayman is the largest of the Cayman Islands, offering a perfect blend of natural beauty and vibrant culture. Located a mere 6.4km from Cayman Kai, visitors flock to this island for its stunning beaches, family-friendly resorts, and outdoor adventures. Enjoy activities like snorkeling in the crystal-clear waters, exploring the local shopping areas, or relaxing at luxurious resorts. Don't miss iconic attractions like Seven Mile Beach, renowned for its soft white sands, and the Cayman Turtle Centre, where you can get up close with sea turtles.
Rum Point: Nestled within the Cayman Kai area, Rum Point is a charming village known for its laid-back atmosphere and beautiful coastline. It's a fantastic spot for families looking to enjoy beach days, outdoor activities, and local cuisine. Popular experiences include lounging on the beach, indulging in fresh seafood at beachside restaurants, and participating in water sports at the nearby marina. Rum Point is also famous for its beach bars and the picturesque setting that makes it an ideal spot for sunset viewing.
North Side: The North Side district is an idyllic retreat that showcases the natural beauty of the Cayman Islands, with Cayman Kai serving as a focal point. Renowned for its serene beaches and outdoor escapades, North Side offers a variety of activities for families and nature lovers alike. Adventure seekers can explore underwater sports like diving and kayaking, while local shopping areas provide unique souvenirs. Key attractions include the tranquil beaches and the vibrant tourist precinct, ensuring an enriching experience for all visitors.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	78.4°F (25.8°C)	No Rain (Dry)	Mostly Sunny	Moderately High	Slightly High
February	78.4°F (25.8°C)	No Rain (Dry)	Mostly Sunny	Moderately High	Average
March	78.4°F (25.8°C)	No Rain (Dry)	Mostly Sunny	Moderately High	Slightly High
April	80.2°F (26.8°C)	No Rain (Dry)	Mostly Sunny	Average	Average
May	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Average
June	82.9°F (28.3°C)	Light Rain	Mostly Sunny	Average	Average
July	83.8°F (28.8°C)	Light Rain	Mostly Sunny	Average	Average
August	84.4°F (29.1°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
September	84.2°F (29.0°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
October	83.1°F (28.4°C)	Moderate Rain	Mostly Sunny	Moderately Low	Slightly Low
November	81.3°F (27.4°C)	Light Rain	Mostly Sunny	Average	Average
December	79.9°F (26.6°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by choosing an extended stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is your go-to tool for planning your next adventures. It allows you to create new trips, manage your existing plans, and keep your bookings organized. All the properties you’ve saved or reserved are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

More Vacation Ideas

Vacation Rentals

Cayman Kai vacation rentals

Find spaces that suit your style

Find the best place to stay - Cayman Kai

Sea Paradise # 24

Top rated rentals - Cayman Kai

2 Tickets to Paradise

Peace of mind

More quality time

All the privacy of home

More for less

Find out more about Cayman Kai

Why visit Cayman Kai

Popular types of accommodation around Cayman Kai

Top attractions near Cayman Kai

Things to do recommended for couples

Things to do recommended for families

Things to do recommended for groups

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

Where to stay near Cayman Kai

Best time to go to Cayman Kai

Booking with Vrbo is a breeze

Vrbo Trips: Planning as easy as it gets

More Vacation Ideas