Best Airfare Deals to Cayman Islands

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Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
The price is NZ$709 per night from 17 Nov to 18 Nov
NZ$709
17 Nov - 18 Nov
includes taxes & fees
Stay at this 4-star beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,000 reviews)
Great place to be at!

Reviewed on 7 Aug 2025

Opens in a new windowSunshine Suites Resort
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
The price is NZ$1,267 per night from 5 Dec to 6 Dec
NZ$1,267
5 Dec - 6 Dec
includes taxes & fees
Stay at this 5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
9.8/10 Exceptional! (949 reviews)
This property and the staff exceeded all my expectations. The careful detail taken in every step of the way was beyond. This is truly the best hotel i have stayed in. Thank You to all the staff at Seafire for making my stayed unforgettable. Cant wait to go back!!!

Reviewed on 30 Oct 2025

Opens in a new windowKimpton Seafire Resort + Spa by IHG
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
The price is NZ$1,357 per night from 5 Dec to 6 Dec
NZ$1,357
5 Dec - 6 Dec
includes taxes & fees
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 6 restaurants, and a private beach. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,000 reviews)
Great stretch of beach, fantastic foods and drink, very warm staff and nice room

Reviewed on 16 Oct 2025

Opens in a new windowThe Westin Grand Cayman Seven Mile Beach Resort & Spa
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Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
The price is NZ$814 per night from 9 Nov to 10 Nov
NZ$814
9 Nov - 10 Nov
includes taxes & fees
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,002 reviews)
Hotel was beautiful the only thing i would’ve liked is being informed about the incidental fee and the resort fee per night

Reviewed on 29 Oct 2025

Opens in a new windowGrand Cayman Marriott Resort
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.

Hotels With Airport Transportation

Caribbean Club Luxury Condo Hotel

Caribbean Club Luxury Condo Hotel

5 out of 5
871 West Bay Road, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, a beach locale, and room service. Popular attractions Seven Mile Beach and Port of ...
Excellent Property. Their front desk team needs some working on because they give couldn't care less attitude.

Reviewed on 25 Feb 2024

Opens in a new windowCaribbean Club Luxury Condo Hotel
Cayman Brac Beach Villas

Cayman Brac Beach Villas

3.5 out of 5
South Side Road West, West End, Cayman Brac
Stay at this 3.5-star beach villa in West End. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bat Cave and Skull Cave are located ...
Opens in a new windowCayman Brac Beach Villas
Le Soleil d'Or

Le Soleil d'Or

5 out of 5
2147 South Side Road, West End, Cayman Brac
Stay at this 5-star luxury hotel in West End. Enjoy private pools, a private beach, and a free beach shuttle. Popular attractions MV Captain Keith Tibbetts Shipwreck ...
Fantastic Property
Staff were unreal and the cottage was amazing

Reviewed on 24 July 2019

Opens in a new windowLe Soleil d'Or
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Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
2221 Queens Highway, Collier's Bay, East End, Grand Cayman
Stay at this 3.5-star beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,011 reviews)
The staff was very friendly and helpful. Lots of daily activities.

Reviewed on 18 Oct 2025

Opens in a new windowWyndham Reef Resort Grand Cayman
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.

Score Epic Cayman Islands Accommodation Deals

Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
The price is NZ$709 per night from 17 Nov to 18 Nov
NZ$709
17 Nov - 18 Nov
includes taxes & fees
Stay at this 4-star beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,000 reviews)
Great place to be at!

Reviewed on 7 Aug 2025

Opens in a new windowSunshine Suites Resort
Holiday Inn Resort Grand Cayman by IHG

Holiday Inn Resort Grand Cayman by IHG

3.5 out of 5
278 Crighton Drive, West Bay, Grand Cayman
The price is NZ$612 per night from 11 Nov to 12 Nov
NZ$612
11 Nov - 12 Nov
includes taxes & fees
Stay at this 3.5-star beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (647 reviews)
I was on the east end of the island for a week and wanted to stay close to the airport on departure day. Everything on the west end is so overpriced, worse than Vegas or New York City. Not only was the Holiday Inn reasonable, but it was like new, clean as can be and very welcoming. Too bad I only ...

Reviewed on 28 Oct 2025

Opens in a new windowHoliday Inn Resort Grand Cayman by IHG
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
2221 Queens Highway, Collier's Bay, East End, Grand Cayman
Stay at this 3.5-star beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,011 reviews)
The staff was very friendly and helpful. Lots of daily activities.

Reviewed on 18 Oct 2025

Opens in a new windowWyndham Reef Resort Grand Cayman
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Seven Mile Beach Resort & Club

Seven Mile Beach Resort & Club

3 out of 5
19 D Piper Way, West Bay Road, Seven Mile Beach, Grand Cayman
The price is NZ$604 per night from 30 Nov to 1 Dec
NZ$604
30 Nov - 1 Dec
includes taxes & fees
Stay at this 3-star beach hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a free beach shuttle. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (365 reviews)
Loved it!

Reviewed on 19 Oct 2025

Opens in a new windowSeven Mile Beach Resort & Club
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.

Family Friendly Hotels in

Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
The price is NZ$814 per night from 9 Nov to 10 Nov
NZ$814
9 Nov - 10 Nov
includes taxes & fees
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,002 reviews)
Hotel was beautiful the only thing i would’ve liked is being informed about the incidental fee and the resort fee per night

Reviewed on 29 Oct 2025

Opens in a new windowGrand Cayman Marriott Resort
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
The price is NZ$1,267 per night from 5 Dec to 6 Dec
NZ$1,267
5 Dec - 6 Dec
includes taxes & fees
Stay at this 5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
9.8/10 Exceptional! (949 reviews)
This property and the staff exceeded all my expectations. The careful detail taken in every step of the way was beyond. This is truly the best hotel i have stayed in. Thank You to all the staff at Seafire for making my stayed unforgettable. Cant wait to go back!!!

Reviewed on 30 Oct 2025

Opens in a new windowKimpton Seafire Resort + Spa by IHG
Aqua Bay Club Condos

Aqua Bay Club Condos

3 out of 5
W Bay Rd, P.O. Box 30091, Seven Mile Beach, Grand Cayman
Stay at this 3-star beach condo in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Port of Georgetown ...
9.6/10 Exceptional! (87 reviews)
Place is awesome, clean and a great stay. the beach out front has great snorkeling and is very clean. Will come back..

Reviewed on 20 July 2025

Opens in a new windowAqua Bay Club Condos
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Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
2221 Queens Highway, Collier's Bay, East End, Grand Cayman
Stay at this 3.5-star beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,011 reviews)
The staff was very friendly and helpful. Lots of daily activities.

Reviewed on 18 Oct 2025

Opens in a new windowWyndham Reef Resort Grand Cayman
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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How to book cheap flights

What is the lowest price on Wotif for a flight to Cayman Islands?

Flights to Cayman Islands start as low as . Once you’ve snagged your flight, it’s time to build that itinerary. If your flight touches down in a bustling city, you’ll want a head start, so you can get from jet-way to getaway as quickly as possible. Flying for business? Squeeze in some sightseeing and a snack at a locally loved restaurant between meetings—you’ll have plenty of cash thanks to our cheap business class flights to Cayman Islands. You know what they say about all work and no play, after all.

What are the most popular airlines that fly to Cayman Islands?

. Pack your favourite magazines or stack your video queue for a mini-marathon of that television show your co-workers have been raving about. And if you get hooked a few episodes in, don’t worry; there’s always the return flight to finish the binge. Ready to book cheap flights to Cayman Islands? Check out our selection of airfares and start putting together a holiday that fits your schedule and price range. We offer sweet deals, so you don’t have to move mountains to see the world. In fact, we’ll help you get to those mountains (or ocean, or forest) today!

What are the cheapest days to fly?

Here’s an insider tip: Tuesday is typically the cheapest day to fly! Looking at flight booked on Wotif.co.nz in 2021, we found that flights departing on a Tuesday generally had the lowest average price. Wotif data also shows Wednesdays and Fridays generally have the highest average ticket prices according to our demand data.

What is the best day to buy a plane ticket?

Guess what? Saturday is actually the best day to score the cheapest plane tickets. Looking at flight demand on Wotif.co.nz in 2021, we found that flights purchased on Saturdays had the lowest airfares on average. Thursday, on the other hand, can be the most expensive day of the week to buy your airfare, with generally a higher than average ticket value.

What is the cheapest month to fly?

When comparing 2021 flight demand on Wotif.co.nz, September is one of the cheapest months to fly, when ticket prices are generally at their lowest. May is a close second for the cheapest time to fly. The months December and January are often the most expensive ones to travel, with higher than average ticket prices, so plan ahead and book early for your travel plans.

How far in advance can you book a flight?

Are you a super organised traveller? Even though not all airlines release their fares a year in advance, you can start researching your flights 12 months in advance for many carriers. It’s good to book your international flights to popular destinations early, particularly in peak holiday periods. According to Wotif’s 2021 travel trends, last minute planners can also bag a bargain with some of the cheapest fares appearing 1-2 weeks prior to travel.

*According to flight demand on Wotif.co.nz from January to December 2021. Savings are subject to change and may vary depending on selections made.