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Check availability on North Side Hotels with a Pool

Tonight
Dec 6 - Dec 7
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Dec 7 - Dec 8
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Top North Side Hotels with a Pool

Exterior
On The Bay

On The Bay

4.0 star property
North Side
10.0 out of 10, Exceptional, (6)
"We love how secluded the condo was and it was even better that there were only one other unit rented at the same time. It was like our own private resort. The condo was huge and spotless and the view was amazing. This was exactly the trip we wanted to have!"
United States
Nick
On The Bay
Outdoor pool
Beautiful Beachfront Condo in Cayman Kai/Rum Point

Beautiful Beachfront Condo in Cayman Kai/Rum Point

Rum Point
10.0 out of 10, Exceptional, (101)
"The place was exactly what we were looking for. Very relaxed environment, close diving and snorkeling. Had a wonderful time!!"
United States
Tavin C.
The price is ￥61,897
￥104,538 total
includes taxes & fees
Dec 24 - Dec 25
Beautiful Beachfront Condo in Cayman Kai/Rum Point
Pool
Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

North Side
9.4 out of 10, Exceptional, (13)
"Our 3rd visit here, always good, love the property and location."
United States
Anonymous traveler
The price is ￥44,212
￥128,455 total
includes taxes & fees
Dec 12 - Dec 13
Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool
Outdoor pool, sun loungers
Ocean Paradise

Ocean Paradise

4.0 star property
North Side
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
Ocean Paradise
On the beach
Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub

Rum Point
10.0 out of 10, Exceptional, (2)
"This was the perfect spot for a quiet weekend getaway."
United States
Jacob B.
The price is ￥123,949
￥219,179 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub
Pool
Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

North Side
9.8 out of 10, Exceptional, (13)
"Beautiful location, house was roomy and comfortable with everything you need to relax."
United States
Julie W.
The price is ￥170,302
￥303,135 total
includes taxes & fees
Dec 27 - Dec 28
Luxury 3bd Ocean View, # 1 Cream, Stunning Views
Pool
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Rum Point
10.0 out of 10, Exceptional, (60)
"Well kept and beautiful views."
United States
Hilary R.
The price is ￥232,540
￥369,639 total
includes taxes & fees
Dec 27 - Dec 28
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views
Outdoor pool, pool umbrellas, sun loungers
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 star property
Seven Mile Beach
9.8 out of 10, Exceptional, (441)
"Was clean, great kitchen staff"
United States
Rohan D
The price is ￥63,603
￥91,138 total
includes taxes & fees
Dec 15 - Dec 16
Hotel Indigo Grand Cayman by IHG
Aerial view
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 star property
Seven Mile Beach
9.4 out of 10, Exceptional, (1005)
"The hotel is in a great location on 7 mile beach, with access to several beaches and walkable to many restaurants."
Canada
Linda
The price is ￥29,636
￥42,784 total
includes taxes & fees
Dec 15 - Dec 16
The Locale Hotel Grand Cayman
Outdoor pool, open 8:30 AM to 10:00 PM, sun loungers
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4.0 star property
West Bay
9.8 out of 10, Exceptional, (199)
"We had a great stay at Shangri-La! The rooms were nice and comfortable, but what really stood out was the staff(especially Ms. Rose) they were super friendly, helpful, and went above and beyond to make us feel welcome. Would definitely come back once visiting the Cayman Islands!"
United States
Priscilla
Shangri-La Boutique Bed & Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top North Side Hotel Reviews

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Frequently asked questions

What are some accommodations with pools in North Side?
Ocean Paradise: Features free self parking, an outdoor pool, and complimentary wireless internet access. CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana: Offers an indoor pool, an outdoor pool, and sun loungers. On The Bay: Provides a water park, a pool, and complimentary wireless internet access. Club Suites at Rum Point: Features complimentary cabanas, an outdoor pool, and complimentary wired internet access. Coco Kai Beach Front Villa with Heated Pool and Private Dock: Offers spa services, an outdoor pool, and free self parking.
What is there to see and do in North Side?
Spend some time experiencing the great outdoors at Grand Cayman Beaches and Rum Point Beach. Discover sights such as Starfish Beach, Queen Elizabeth II Botanic Park, and Cayman Kai Public Beach during your stay. The island views, seaside, and snorkeling are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in North Side?
Taking into account the local weather in North Side can help you maximize your time at the pool during your trip. The hottest months are usually August and September with an average temp of 84°F, while the coldest months are January and February with an average of 79°F. Average annual precipitation for North Side is 42 inches.