North Side

North Side Hotels with Pools

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Best North Side Hotels with Swimming Pools

Check out our selection of North Side hotels with Pools
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotels in North Side
Featured facilities: Public Beach
Amazing
6 reviews
9.6/10
1 night
From PLN 1,140
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40
Hotels in North Side
Cayman Breeze is a luxury 2 bedroom, 2 bath condo directly on the ocean, located on Multi-Million Dollar Row, on the Northside of Grand Cayman. It's located in the North Pointe Condominiums complex in beautiful Cayman Kai near Rum Point !The condo has complimentary 100 MHz WiFi secure access, for laptops and cell phones and guests can take advantage of free WIFI long distance calling on their cell phones plus a local calling phone is provided at no cost. The condo is located on the 2nd floor of the complex on the private eastern corner, end unit. Your neighbors next door are lovely palms and grape trees which are home to several native Cayman parrots who cheerfully greet you each morning.Our condo is uniquely positioned in the complex at the tip of North Pointe and draws in a constant cooling breeze off the ocean, thus the natural choice of the name 'Cayman Breeze.' You can open the 3 sliding glass doors opening out to the oceanfront lanai and enjoy a wonderful breeze throughout the condo or of course you can set the central AC on the temperature of your choice.You will have spectacular oceanfront views from the large open air lanai, living room area, and the master bedroom while watching the ocean and listening to the lapping waters on the beach. We have appointed Cayman Breeze with the very best of upscale furnishings, appliances and amenities. The two bedrooms have luxurious king size beds with top-of-the-line pillow top mattresses, and 600 thread count linen sheets.The living area is furnished with comfortable leather couch and loveseat. The couch is a queen size sleeper, and the condo can comfortably sleep up to 2 additional adults. The master bathroom has a full size tub and the guest bathroom has a large walk-in shower.The kitchen is smartly decorated and well equipped with a full size refrigerator/freezer, full size dishwasher, large microwave and full size stove and oven. The kitchen is stocked with dishware, glasses, wine glasses, martini shaker, blender, toaster, coffee maker, mixer and cutlery.The master bedroom has a 4 poster king size bed, full dresser with mirror and computer desk and ceiling fan in the bedrooms incase you do not want the AC on. The lanai has an outdoor dining table and 4 chairs and a lounger overlooking the ocean and beach. Take the private stairs down the back of the condo off of the lanai and stroll down to the beach or around to the large saltwater pool. The pool also has a shallow pool perfect for small children.The snorkeling right off the condo and all along the northshore in Cayman Kai is the best on Grand Cayman. The reefs start in about 5 feet of water and extend out to about 25 feet and are loaded with reef fish, plus you'll see large mature conch, varying sizes of lobsters and an occasional octopus. The water in front of the condo is natural landscape. The beach itself is all white sand, but can be rocky as you enter the water. swim shoes are recommended. great snorkeling can be found right off our beach for the more experienced swimmers, Rum Point beach, a short drive down the road, has calmer shallow water for all ages. We have On-site management available for emergencies Nearby Oceanfront restaurants in the area include Tukka (formerly Portfinos), Over The Edge, Kaibo, Vivine's Kitchen local cuisine and The Italian Kitchen(Best Italian food I ever had)For scuba divers, we highly recommend Ocean Frontiers, a 15 minute drive in East End. This world class dive operation features personalized service, small dive groups and the best diving sites on Grand Cayman. About pets:No pets allowed.About checkOut:Check out before 9:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.Smoking only on the lanai..About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
39 reviews
9.8/10
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19
Hotels in North Side
Welcome to Boreal Beach!--our Cayman Northside escape. We sincerely anticipate you will cherish our island's beauty--especially the beautiful, friendly people that call this dreamland home. Imagine you awaken refreshed, as the sun breaks the eastern horizon beckoning a stroll along the seemingly endless, uncrowded white sand beach. Later, explore the Caribbean Sea just steps away from your door--snorkel amongst corals & thousands of tropical fish--all within view of your condo. A 5 minute drive away is Starfish Point where you can experience these amazing creatures up close. Perhaps you are more adventuresome and book a boat leaving from nearby Kaibo Dock heading out to Stingray City to play with these surprisingly gentle fish. As the temperature rises, you may retreat to your private pool where a dip in the cool fresh water sets the stage for a well-deserved nap in the shade. Later, you reconnect with your loved ones as you dine at one of the many fantastic local eateries. If 'Night Life' or shopping are on your agenda, 7-mile Beach, Georgetown or Camana Bay are each only 25 miles away with convenient taxi service if desired. Later, your day ends right where it began as you relax & drift off listening to the Caribbean Sea gently kissing the sand right outside your window. And this is just your first day at Boreal Beach!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
9 reviews
9.8/10
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35
Hotels in North Side
Featured facilities: Private Swimming Pool
Outstanding
24 reviews
10/10
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85
Hotels in North Side
Kai Time is an "Island House" townhome (#14) located in the tranquil Cayman Kai neighborhood on Grand Cayman's North Side. It is not a part of the larger Rum Point Club or Kaibo Yacht Club complexes, though it is conveniently located near both. Kai Time is managed by Grand Cayman Villas & Condos. Location and amenitiesLocation: The property sits directly on the Bioluminescent Bay, with the pool located just steps from its two-story, screened-in lanai. It is within a short walk of Rum Point Beach and a short bike ride to Kaibo Yacht Club and Starfish Beach.Bedrooms: There are two bedroom suites upstairs, accommodating up to six guests.Primary Suite: Features a king bed, television, en suite bath with a walk-in shower, private balcony overlooking the bay, and a walk-in closet.Guest Suite: Includes two double beds, a private balcony with bay views, en suite bath with a shower/tub combination, and a walk-in closet.Common areas: Downstairs, there is a living area with a queen sleeper sofa, a home office/sunroom with fiber internet, a fully equipped kitchen, a dining area for six, a laundry room, and a powder room.Outdoor amenities: The property includes a screened-in lanai, a charcoal grill, and access to a large, shared pool for owners and guests. Two boat docks are available for private charter pickups.Recreation gear: The rental comes with complimentary use of two adult bicycles, a tandem kayak, two single kayaks, a paddleboard, snorkeling gear, sand toys, and bocce ball. Activities and attractionsBioluminescent Bay: The property offers direct access to the bay, where you can witness the microorganisms light up the water at night. Bioluminescence is most vivid on dark nights with limited moonlight.Swimming and kayaking: It is safe to kayak in the bay. Bioluminescence tours are often recommended, as they can guide you to the best locations and ensure you're swimming in safe areas.Rum Point Club: A short walk away, this newly renovated club offers a 50-foot open-air bar, the Solis signature restaurant, and beach activities like volleyball and watercraft rentals.Kaibo Yacht Club: A short bike ride from Kai Time, Kaibo features a marina, a beach bar and grill, and a high-end restaurant.Starfish Point: Also a short bike ride away, this secluded beach features shallow, clear waters where you can see starfish. It is a popular spot for boat tours, including those that combine trips to Stingray City and Bio Bay.Other activities: Guests can enjoy cruising the neighborhood on the provided bicycles and snorkeling. Who is Kai Time for?Kai Time is an ideal choice for:Families: The house sleeps up to six and offers family-friendly amenities like sand toys, the shared pool, and kayaks. Its proximity to Starfish Point and the Bioluminescent Bay, which can be explored via a tandem kayak, offers unique educational and memorable experiences.Couples: The property is perfect for a couples' retreat. Each bedroom features a private, screened-in balcony overlooking the bay. Couples can enjoy romantic activities like kayaking at night to see the bioluminescence, dining at nearby restaurants, and watching the sunset at Starfish Point.Work-from-home professionals: With a dedicated home office, high-speed fiber internet, and a tranquil setting, it's well-suited for those looking to balance work and relaxation.Kai Time is a gorgeous, waterfront, 2+ bedroom, 2+ bath Island House that comfortably sleeps 6. This Island House #14 is located directly on the Bioluminescent Bay, just steps from the newly renovated, Rum Point Club. In addition to direct access to the Bioluminescent Bay and Rum Point Beach, Kai Time is just a short bike ride to Kaibo Yacht Club and Starfish Beach. Enjoy all that this tranquil Cayman Kai neighborhood has to offer. Kai Time has everything you need for the perfect Cayman getaway! Kai Time is a two level townhome with the living area downstairs and two bedroom suites upstairs. The downstairs features a large living area, a home office sunroom, a fully equipped kitchen and dining area for six, full size laundry room, and powder room. The home office is wired with fiber internet providing fast data speeds for multiple streaming devices and work-from-home professionals.The lower level opens out onto a 2-story screened lanai providing quintessential indoor/outdoor island living with fantastic waterfront views. The lanai will be your early morning and end-of-day go-to spot. A charcoal grill sits just outside the lanai for island cookouts.The upper level features two bedroom suites, each with a private balcony overlooking the Bioluminescent Bay. This property is licensed to sleep up to 6 guests.The Primary Suite has a king bed, waterfront views, television, air conditioning, a private screened balcony, an ensuite bath with a walk-in shower, and a walk-in closet. The Guest Suite has two double beds, waterfront views, air conditioning, a private screened balcony, an ensuite bath with a shower tub combo, and a walk-in closet.The living room offers a comfortable, queen sleeper sofa.The large pool is only steps from your lanai and is reserved for owners and guests exclusively. Sunbathers will find plenty of pool-side loungers to soak up some rays while enjoying water views of the cove. The two boat docks are convenient for private charter boat pickup.Two adult bicycles, a tandem kayak, two single kayaks, a paddleboard, snorkeling gear, sand toys, and bocce ball are provided complimentary.When kayaking at night, the bioluminescence appears when the micro-organisms in the water are disturbed by your paddles. Amazing and educational, the bioluminescence is not to be missed.Cruise the neighborhood or head to Kaibo for a quick bite to eat. End the day with amazing sunsets at Starfish Point.Whether you are on a family vacation, a couples getaway, or a romantic retreat, you will enjoy the island vibes and numerous activities awaiting you at Kai Time.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:2026 Holiday reservations require a minimum of 7 nights, Saturday to Saturday, Nov. 21 - 28, Dec. 19 - 26, and Dec. 26 - Jan. 2..2025 Holiday reservations require a minimum of 7 nights, Saturday to Saturday, Nov. 22 - 29, Dec. 20 - 27, and Dec. 27 - Jan. 3..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.
Outstanding
27 reviews
10/10
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68
Hotels in North Side
Featured facilities: Private Swimming Pool
Outstanding
53 reviews
9.8/10
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24
Hotels in North Side
Featured facilities: Private Swimming Pool
Great
9.0/10
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22
Hotels in North Side
NORTH SIDE, RUM POINT, GRAND CAYMANCondo - 2bedrooms/2bathroomsGorgeous condo secluded on a quiet and serene area of the island that gives you an secluded feeling from the rest of the world, North Side is the safest area in the safest island of the Caribbean. Our place is for visitors that love private time with direct access to semi-private beach & pool, our condo is on ground floor exactly at center of the condominium with spectacular and privileged direct access to the beach just in front, and the pool to the left.Our condo is spacious and lots of light through the morning. The shades provide an excellent darkness at time of rest at night, or if you’d keep it open you can enjoy the night breeze while enjoying time at the lanai or back patio.Two bedrooms with bathrooms each, living room and dining room that is comfortable to spend moments with family and friends. The fully equipped kitchen has all the appliances and utensils necessary for a comfortable stay and still wanting to do some cooking. You will be surprised a the fully stocked of condiments we have to share with you.Just 10 condos in the condominium, meaning lots of beach and pool to enjoy just by yourself! Never a crowd. Our condo is spacious and painted in peaceful white to give you the comfort you need to relax and enjoy the shapes of blue and green the ocean offers.In the morning you can enjoy the most spectacular sunrises with multicolor effects on the sky, enjoy the day with several tones of blue and green the sky and ocean offers through the day, and then enjoy sunset in different color shades through the afternoon. When appealed to watch the sunset directly, just a five minutes drive to Rum Point makes the trick and then you can enjoy sunset in direct view.Paradise in Earth.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
5 reviews
10/10
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21
Hotels in North Side
Featured facilities: Fitness Room
Outstanding
10/10
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38
Hotels in North Side
Featured facilities: Private Swimming Pool, Fitness Room
Outstanding
18 reviews
10/10
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See All Hotels with Pools in North Side

Frequently Asked Questions

What are the most popular hotels in North Side?

There are many popular options for hotels in North Side. Whether you're traveling for business or a vacation, Ocean Paradise (from PLN 2,235) is a good choice.

What are available deals for hotels in North Side?

There are multiple promotions and discounts all year round for Trip.com users . Please check the promotions page to see what promotions are available now on Trip.com.

Which popular hotels in North Side offer free Wi-Fi ?

Whether you're traveling on business or for vacation, internet connection is an essential facility. Ocean Paradise (from PLN 2,235) is a popular hotel with free Wi-Fi.

Which hotels in North Side have swimming pools?

Ocean Paradise (from PLN 2,235) provides a good swimming pool. Book now and enjoy your swimming pool!

North Side Hotels with Pools Information

Total properties28
Number of reviews311
Weekday Avg. PricePLN 2,390