North Side

North Side Hotels with Pools

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Top Hotels with Pools in North Side

Check out our recommended hotels with pools in North Side.
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
Kaibo Yacht Club Beach Front, Phase 2.
Kaibo Yacht Club Beach Front, Phase 2.Kaibo Yacht Club Beach Front, Phase 2.Kaibo Yacht Club Beach Front, Phase 2.Kaibo Yacht Club Beach Front, Phase 2.Kaibo Yacht Club Beach Front, Phase 2.Kaibo Yacht Club Beach Front, Phase 2.
25
Hotels in North Side
Tropical Paradise Condo steps onto beautiful sandy beach. Nestled on Kaibo Yacht Club’s quiet cove with a stunning private beach & ocean views our Sea ~ Esta condo is perfect for relaxation or a romantic getaway! An infinity pool, hot tub, kayaks, bicycles & snorkeling gear are all included for your enjoyment or just relax in the screened in patio. An abundance of lounge chairs, hammocks & coconut trees invites you to immerse in the beauty & serenity. Steps away from Star Fish Point, walking distance to Rum Point Beach & a quick sail to Stingray City can make your stay more enjoyable! Kaibo Restaurant & coffee shop located right next door for great food & your morning coffee.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 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
19 reviews
10.0/10
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Grand Cayman tranquility at its best!
Grand Cayman tranquility at its best!Grand Cayman tranquility at its best!Grand Cayman tranquility at its best!Grand Cayman tranquility at its best!Grand Cayman tranquility at its best!Grand Cayman tranquility at its best!
35
Hotels in North Side
Featured facilities: Private pool, Gym
Outstanding
20 reviews
10.0/10
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Waterfront Island House #14, Rum Point, Beach, Pool, Bikes, Kayaks, Paddleboards
Waterfront Island House #14, Rum Point, Beach, Pool, Bikes, Kayaks, PaddleboardsWaterfront Island House #14, Rum Point, Beach, Pool, Bikes, Kayaks, PaddleboardsWaterfront Island House #14, Rum Point, Beach, Pool, Bikes, Kayaks, PaddleboardsWaterfront Island House #14, Rum Point, Beach, Pool, Bikes, Kayaks, PaddleboardsWaterfront Island House #14, Rum Point, Beach, Pool, Bikes, Kayaks, PaddleboardsWaterfront Island House #14, Rum Point, Beach, Pool, Bikes, Kayaks, Paddleboards
70
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.
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North Side
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"Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II
"Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II"Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II"Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II"Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II"Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II"Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II
17
Hotels in North Side
“Mai Kai”is a beautiful recently renovated 2 bedroom, 2 bathroom water front condo at Kaibo Yacht Club Phase II, located in the heart of the Cayman Kai community and Rum Point, a world-renowned vacation destination in Grand Cayman. “Mai Kai” at ground floor level gives you direct easy access to the gorgeous beach through the privately screened outdoor patio seating area. Just steps away is the large pool and hot tub, surrounded with an abundance of lounge chairs and hammocks to laze away the days with the lovely views and incredible sunsets. Choose to Grill al fresco day or night on the private grill right outside your patio door or, for your convenience, visit the neighboring beachfront restaurant, bar and coffee shop which are all fantastic and truly emphasize the relaxed island vibe. Two kayaks are also included for you to explore the beautiful surrounding waters!Kitchen / Living AreaThe well equipped kitchen has granite counter tops and all amenities including fridge freezer, oven, cook top, microwave and dishwasher (fully stocked with all of the essential cookware and utensils) The dining area spills into the living area with a huge comfortable sectional sofa from which to relax, enjoy the beach view or watch the large flat screen HDTV at your leisure. Cable, Wi-Fi internet access and telephone (landline telephone for use by guests to make local calls only) all available.Master BedroomThe master bedroom has fantastic views of the beach with easy access through sliding doors to the screened patio outdoor area. The spacious layout features a king size bed, a large walk-in closet and en-suite bathroom with walk-in shower.   Second BedroomThe second bedroom has 2 twin xl beds (which can be converted to a king size bed upon request) and spacious closet.  Second Bathroom There is also a second full bathroom with bath/shower combo.Laundry areaFitted with a large washing machine and a dryer stacked.Whether you are seeking a romantic relaxed getaway, or a family fun filled vacation with world class diving, snorkeling, bio-luminescent kayak tours, Stingray City and Starfish Point all on your doorstep, “Mai Kai’ puts you at the center of the best Cayman Kai truly has to offer.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 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
42 reviews
10.0/10
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Kaibo Vacation 50ft From The Water - Ground Floor Unit
Kaibo Vacation 50ft From The Water - Ground Floor UnitKaibo Vacation 50ft From The Water - Ground Floor UnitKaibo Vacation 50ft From The Water - Ground Floor UnitKaibo Vacation 50ft From The Water - Ground Floor UnitKaibo Vacation 50ft From The Water - Ground Floor UnitKaibo Vacation 50ft From The Water - Ground Floor Unit
36
Hotels in North Side
Beautiful Beach Condo - 2 Bedrooms with Queen size beds plus an inflatable queen bed for extra guests. This condo comes with a full closet of extra linens and towels together with a fully stocked kitchen for cooking and dining. Also, 2 televisions for entertainment and beach toys for the kids. Sit back and relax in your beach hammock and enjoy those cool beach breezes under the Gazebo. Great location, away from it all! We accept payment in cryptocurrency - ETH & BTC!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.Outside on Patio only.About events:No events allowed.
Outstanding
10.0/10
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Kaibo Beach Beautiful Walk Out - Nay Kai-
Kaibo Beach Beautiful Walk Out - Nay Kai-Kaibo Beach Beautiful Walk Out - Nay Kai-Kaibo Beach Beautiful Walk Out - Nay Kai-Kaibo Beach Beautiful Walk Out - Nay Kai-Kaibo Beach Beautiful Walk Out - Nay Kai-Kaibo Beach Beautiful Walk Out - Nay Kai-
16
Hotels in North Side
Nay Kai at Kaibo Beach. Step out onto the sands of Kaibo Beach directly from the screened lanai. This 2 bedroom, 2 bathroom ground floor condo is exquisitely furnished and inviting. The master bedroom features a king size bed and access to the lanai overlooking the calm North Sound of Grand Cayman, an en-suite bathroom and large storage closet. The guest / 2nd bedroom has a king sized bed with a garden view. The bright living space has plenty of seating. The kitchen is fully equipped for a comfortable and convenient vacation away from home. Nay Kai is ready for you to unwind with TV and high speed (Wi-Fi) internet access. An outdoor grill and stand up paddle board available for your use. We are next door to the Kaibo Yacht club, which offers casual dining on the beach as well as one of the finest restaurants in the Cayman Islands (Kaibo Upstairs). This area offers amazing and unique activities and water sports. Sting Ray City, Starfish Point, Rum Point are close by. You can catch a boat tour to famous Stingray City from the dock that is just a few steps from the back door of the condo. Hop on the Cayman Ferry water taxi to Camana Bay to enjoy shopping, dining and a stroll along Seven Mile Beach. Come enjoy the Island Life at Nay Kai.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No smoking or vaping allowed in/on the property. $2000.00 assessment will be charged for violating non smoking policy..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
16 reviews
9.8/10
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Stunning beachfront condo next to restaurant & a short drive to famous RumPoint
Stunning beachfront condo next to restaurant & a short drive to famous RumPointStunning beachfront condo next to restaurant & a short drive to famous RumPointStunning beachfront condo next to restaurant & a short drive to famous RumPointStunning beachfront condo next to restaurant & a short drive to famous RumPointStunning beachfront condo next to restaurant & a short drive to famous RumPointStunning beachfront condo next to restaurant & a short drive to famous RumPoint
23
Hotels in North Side
Welcome to our Kaibo condo, which we call "Seaside". This newly renovated 2 bedroom 2 bath condo that sleeps 4 is fully furnished and ready for you to kick back and unwind. The primary bedroom has a king bed and ensuite, 2nd bedroom has two twins that can be converted to a king upon request. The Cayman Kai offers great attractions like the bioluminescent bay, the newly renovated RumPoint (2023), and Starfish Point.The property is located in Phase I of the Kaibo Yacht Club and is in a very quiet part of the Island. Enjoy views of the ocean from the second floor on your screened-in patio right in front of the pool and hot tub. The small complex of only 20 units offers an uncrowned white sand beach with ample lounge chairs to relax in. No crowds here, unlike on 7 Mile Beach.Book an excursion from the marina just steps away or sit and watch the beautiful boats and Camana Bay water taxi bring travelers to the dock.Seaside Condo offers fast fibre internet, TV's in the living room and both bedrooms with over 40 channels if you want to just chill.Fully equipped kitchen, central AC, and local management.Enjoy Kaibo Beach Bar, Kaibo Beach Expresso just a 2-minute walk away. This wonderful outdoor restaurant offers many events like a weekly beach BBQ and a Lunar celebration each month. The "Upstairs at Kaibo" is one of the best restaurants on the island. No need to go anywhere else.We look forward to welcoming you to share our home and enjoy the Island like we have for many years.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 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
5 reviews
9.8/10
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Grand Cayman Oceanfront Condo, Serenity Kai, Kaibo Yacht Club
Grand Cayman Oceanfront Condo, Serenity Kai, Kaibo Yacht ClubGrand Cayman Oceanfront Condo, Serenity Kai, Kaibo Yacht ClubGrand Cayman Oceanfront Condo, Serenity Kai, Kaibo Yacht ClubGrand Cayman Oceanfront Condo, Serenity Kai, Kaibo Yacht ClubGrand Cayman Oceanfront Condo, Serenity Kai, Kaibo Yacht ClubGrand Cayman Oceanfront Condo, Serenity Kai, Kaibo Yacht Club
18
Hotels in North Side
Welcome to Serenity Kai! Get ready to enjoy your vacation in a relaxing, serene and beautiful setting. This luxury condo is located in the exclusive Cayman Kai neighborhood on Grand Cayman Island. This two bedroom, two bathroom unit can comfortably sleep six adults and is equipped with A/C, Washer/Dryer, Cable TV, DVD/CD player and Wi-Fi. The unit is equipped with a king bed, 2 twin beds ans a sleeper sofa. Step off of your screened in lanai onto the private white sand beach or take a swim in the gorgeous infinity pool that is just steps away from your back door. If you are looking for a little more excitement, the Kaibo Yacht Club is just a short stroll down the beach. Many guests and locals gather here to enjoy tropical drinks, good conversation and the warm ocean breeze.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 events:No events allowed.
Outstanding
12 reviews
9.8/10
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The Retreat #30, Beachfront Oasis at Rum Point
The Retreat #30, Beachfront Oasis at Rum PointThe Retreat #30, Beachfront Oasis at Rum PointThe Retreat #30, Beachfront Oasis at Rum PointThe Retreat #30, Beachfront Oasis at Rum PointThe Retreat #30, Beachfront Oasis at Rum PointThe Retreat #30, Beachfront Oasis at Rum Point
73
Hotels in North Side
Featured facilities: Gym
Outstanding
1 review
10.0/10
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Breathtaking view
Breathtaking viewBreathtaking viewBreathtaking viewBreathtaking viewBreathtaking viewBreathtaking view
15
Hotels in North Side
Featured facilities: Gym
Outstanding
41 reviews
10.0/10
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See All Hotels With Pools in North Side

FAQs

Where is the best place for a stay with Swimming Pools in North Side?

Whether you are traveling to North Side for business or fun, Ocean Paradise (from PHP 35,981) is a preferred hotel.

What’s the typical price for hotels with Swimming Pools in North Side?

For hotels with Swimming Pools in North Side, the average price on weekdays is PHP 67,034, and the average price on weekends (Friday–Saturday) is PHP 87,664.

What are some great hotel promotions for property with Swimming Pools in North Side?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

North Side Hotels with Pools Information

Total Properties25
Number of Reviews318
Average Price (Weekdays)PHP 67,034
Average Price (Weekends)PHP 87,664