North Side Holidays

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North Side Holiday

North Side Beach Holiday

Listen to the waves breaking onto the shore and stroll by the shimmering waters on your North Side holiday. If you need a break from daily life, a trip to North Side is your ticket to fun and relaxation. We have a great range of North Side packages to select from. Snap up one near Starfish Beach, just 6 kilometres from the centre of town, and live out your holiday dreams without hurting your budget.

Things You Should Know About North Side

  • If fresh ocean breezes and water views are your idea of a dreamy escape, why not think about one of our North Side beach hotels? Staying near the water is the perfect antidote to life's daily stresses.
  • Private holiday homes are another top choice for travellers planning a holiday in North Side. Two great examples are Ocean Paradise and Parrot-ise Villa by Cayman Holiday.
  • Don't forget to visit our North Side things to do page for some trip planning inspiration. With a population of around 1 200 in North Side, we're sure there'll be one or two locals who'll be pleased to give you some extra advice!
  • North Side holiday deals are one of the best ways to save on exciting experiences. Some ideas, such as Starfish Beach, Mastic Trail North Trailhead and Mastic Trail South Trailhead, belong at the very top of your must-do list.

Our pick of the best North Side Hotel Deals

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Northside
9.8/10 Exceptional! (72 reviews)
Beautiful Property, Great Location
"My husband and I took our children and grandchildren to the Caymen Islands for Spring Break and stayed in this wonderful home. For our family the house worked out so well. There was plenty of space, we enjoyed the pool, the Gazebo, the kayaks, and all the extras. The location was great for what we ..."

Reviewed on 14 Jul. 2025

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BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

Rum Point
10/10 Exceptional! (28 reviews)
Perfect family vacation spot!
"We had an amazing vacation at this property. It was perfect for us and great access to everything we wanted to do. Water tours picked us up at our dock and kids loved all. We will be back!"

Reviewed on 28 Jul. 2025

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# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

North Side
10/10 Exceptional! (45 reviews)
Great Family Fun
"Coral Vista is a wonderful home for a large family vacation. We were a 3 generation family of 15 ranging in ages from 22 to 79. The house is beautiful. We loved the arrangement of the bedrooms on both the 1st and 2nd floors opening up to the livingroom and kitchen area so we were all always together. ..."

Reviewed on 21 Jul. 2025

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CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
See all 1,438 properties in North Side
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.

What to do in North Side

Grand Cayman Bioluminescence Adventure

Grand Cayman Bioluminescence Adventure

NZ$264
per adult
100% of travellers recommend
Grand Cayman Bioluminescence Adventure
Grand Cayman Bioluminescent Bay Adventure

Grand Cayman Bioluminescent Bay Adventure

NZ$248
per adult
Grand Cayman Bioluminescent Bay Adventure
Private Guided Boat Charters in The Cayman Islands

Private, Guided Boat Charters in The Cayman Islands

NZ$831
per traveller
Private, Guided Boat Charters in The Cayman Islands
See all activities in North Side

Frequently asked questions

How much does a North Side holiday package cost?
You'll find cheap prices on Expedia for your North Side break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your holiday to North Side costs.
What are the cheapest months to go to North Side?
You're likely to find lower prices and better availability in August, September and October. Check out our cheap North Side holiday packages and you could land some excellent off-season deals.
How many days is enough for North Side?
With around 6 days, you'll have enough time to visit popular neighbourhoods like Breakers and Brinkleys during your North Side holiday. Remember to also add Cayman Kai Public Beach and Starfish Beach to your sightseeing list. Searching for more adventures? Consider venturing outside of North Side on tours and day trips.
Is it worth booking a holiday package to North Side?
Whether you want to visit major sights like Mastic Trail North Trailhead and Babylon on your North Side holiday, or coming for its excellent coastal beaches, underwater activities and fishing, there's something for everyone here. With so many things to see and do, you'll soon learn why so many travellers think North Side is a good holiday destination.
How to find the best North Side package deals?
Bagging a cheap North Side package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly North Side package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a North Side holiday as a package?
You can enjoy significant savings on your next North Side retreat by booking a customised holiday package. Check the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to North Side?
If you're planning an impromptu North Side getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to North Side?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to North Side.
  2. Plan your budget wisely: As well as the cost of your accommodation, you'll need to factor in other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to North Side.
  3. Decide how long to go away for: Now that you're more familiar with North Side, you can work out the perfect length of your holiday. Put together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a North Side holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.