Cayman Islands Luxury Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Cayman Islands Department of Tourism
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top flight + Luxury hotel deals in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Grand Cayman Marriott Resort
Kimpton Seafire Resort + Spa by IHG
Caribbean Club Luxury Condo Hotel
The Westin Grand Cayman Seven Mile Beach Resort & Spa
The Ritz-Carlton, Grand Cayman
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips

5* Luxury holidays in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG
Caribbean Club Luxury Condo Hotel
The Ritz-Carlton, Grand Cayman
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips

How to find luxurious holiday packages in Cayman Islands?

How to find a luxury holiday in Cayman Islands?

Whether you fancy heading off on an unforgettable spa break or relaxing on an all-inclusive vacation, finding your perfect 2025 luxury escape Cayman Islands couldn’t be easier. Use Expedia’s filters to find luxury escapes Cayman Islands hotels and luxury holiday rentals with the amenities you need to make your holiday extra special.

How to book a luxury holiday in Cayman Islands with Expedia?

Once you’ve identified your ideal luxury holiday Cayman Islands you simply need to enter your travel dates to view your travel and accommodation options. You can select from luxury holiday rentals to luxury hotels. Use the filters to find luxury escapes Cayman Islands deals around your selected dates and you could save money too.

Are luxury holidays in Cayman Islands worth the cost?

Memories are priceless so splashing out on luxury getaways to Cayman Islands in 2025 can be well worth the extra expense. That said, there are some great value luxury escapes Cayman Islands deals available if you’re prepared to book a holiday out of season. Consider booking villas or luxury holiday homes in Cayman Islands for a group or larger family holiday to keep costs down.

How do I choose the perfect luxury holiday package for Cayman Islands?

Make sure you think carefully about what you want from your luxury holiday in Cayman Islands before you book. If you’re taking the kids, click on the “family-friendly” filter to find hotels with facilities they’ll love—along with a pool bar and sauna for the adults to enjoy.

Where can I find excellent deals on luxury holidays in Cayman Islands?

Luxury doesn’t have to cost the earth. If you’re looking for discount luxury escapes Cayman Islands deals, then Expedia can help. Whether you’re after cost-effective luxury weekend getaways to Cayman Islands or a longer trip with luxury hire car, use the filters to access some of the best deals available.

How to find luxury spa Cayman Islands holiday packages?

Expedia can help you discover some of the most luxurious spa hotels to fit your budget, taste, and dates. You can compare prices and read reviews before deciding. It’s also often possible to get a luxury holiday Cayman Islands with free cancellation too, so you can book with confidence.

How to discover last-minute luxury holiday deals to Cayman Islands with Expedia.

While booking ahead is a good way to seal in some great value deals, it’s also possible to access top-notch last-minute luxury escapes to Cayman Islands. Simply enter your dates to see what’s on offer, and if you can be flexible about flights and hotels, so much the better for your pocket.

How to find luxury pet-friendly Cayman Islands holiday packages?

If you don’t want to leave your pet at home, no problem. It doesn’t mean you have to miss out on luxury facilities. Use the “pet-friendly” filter to find luxury escapes Cayman Islands hotels that will welcome your furry friend.

How to find great luxury beach holiday packages in Cayman Islands?

To discover some of the most luxurious beach lodgings available, tick the “all-inclusive” and “sea view” filters. You’ll be able to select from a big selection of luxury escape Cayman Islands hotels and apartments with direct access to beaches.

Why book luxury holiday packages in Cayman Islands with Expedia?

Expedia’s handy travel filters can help you search through a huge number of options and book a luxury escape Cayman Islands you’ll never forget. From rooms with a view to resorts with top-rated golf courses, you can customise your vacation and find one that ticks all your boxes.

Top Luxury Cayman Islands Hotels

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
  • 17 min walk from Seven Mile Beach
The price is AU$1,374 per night from 1 Sept to 2 Sept
AU$1,374
1 Sept - 2 Sept
includes taxes & fees
Stay at this 5-star luxury resort in Seven Mile Beach. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff in our ...
The Ritz-Carlton, Grand Cayman
Caribbean Club Luxury Condo Hotel

Caribbean Club Luxury Condo Hotel

5 out of 5
871 West Bay Road, Seven Mile Beach, Grand Cayman
  • 23 min walk from Seven Mile Beach
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 ...
Caribbean Club Luxury Condo Hotel
Le Soleil d'Or

Le Soleil d'Or

5 out of 5
2147 South Side Road, West End, Cayman Brac
  • 3 hours drive from Seven Mile Beach
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 ...
Le Soleil d'Or
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.