Sister Islands Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Bob Bowdey

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

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

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

Sister Islands Holiday

Our pick of the best Sister Islands Hotel Deals

Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
2147 South Side Road West End
Fully refundableReserve now, pay when you stay
The price is NZ$927 per night from 5 Aug to 6 Aug
NZ$927
5 Aug - 6 Aug
includes taxes & fees
9.4/10 Exceptional! (19 reviews)
"From the moment we arrived, this luxury plantation exceeded every expectation. The service was truly five-star, and the staff made us feel like royalty throughout our entire stay. We stayed in the beautiful three-bedroom, three-bathroom home, which was impeccably clean, tastefully decorated, and ..."

Reviewed on 2 Aug 2026

Le Soleil d'Or CaymanBrac
Sonscape's Cozy 1-Bdr 1-Bath Private Guest Suite Opens Right Onto the Beach!

Sonscape's Cozy 1-Bdr 1-Bath Private Guest Suite Opens Right Onto the Beach!

Cayman Brac
9.8/10 Exceptional! (21 reviews)
"Great location being so close to the airport and the property manager is incredible! Easy to contact and helpful. The property has its own beachfront (and conveniently the property to its right is also owned by the same person so if you needed have a larger grouping you should be able to if available)The ..."

Reviewed on 11 May 2026

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Sonscape's Cozy 1-Bdr 1-Bath Private Guest Suite Opens Right Onto the Beach!
Conch Club Cottage

Conch Club Cottage

2 out of 5
1200 Guy Banks Road Little Cayman Cayman Islands
10/10 Exceptional! (7 reviews)
"Very nice, recently remodeled, bright and clean."

Reviewed on 7 Apr 2026

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Conch Club Cottage
See all 80 properties in Sister Islands
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.

Stay near popular Sister Islands attractions

Little Cayman Beach

7.4/10 (3 reviews)
Why not spend a care-free afternoon at Little Cayman Beach during your travels in Blossom Village? While you're in the area, wander around the parks.
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Frequently asked questions

How much does a Sister Islands holiday package cost?
Discover the best of Sister Islands from just . Choose from a great selection of flights, rental cars and hotels to suit every style and budget. Score even more discounts when you add a few sightseeing activities to your package.
How do I get a cheap travel package to Sister Islands?
Bundling your hotel and flight with Expedia won't just save valuable time — it'll save you a few dollars too. A Sister Islands holiday package makes it simple to create the perfect trip. With more than 550 airlines worldwide to choose from, finding flights that fit your schedule won't be an issue. On top of that, we have over 1 000 000 hotels globally to pick from. Now that's what we call choice. Whatever your budget, Expedia can show you the world.
What are the top hotels in Sister Islands?
Grand Cayman Marriott Resort and The Locale Hotel Grand Cayman know how to make their guests feel welcome in West End. If you also plan to stay in Little Cayman, look up The Westin Grand Cayman Seven Mile Beach Resort & Spa and Sunshine Suites Resort. Both are very popular with travellers.
How far in advance should I book my Sister Islands holiday?
Search Expedia to compare international airfares as soon as you know your travel dates. You can normally purchase a seat up to 12 months before departure. If you can't find your preferred air carrier, or you're booking late, fear not. The lowest prices to Sister Islands sometimes emerge a few weeks before departure.
What does an Expedia Sister Islands travel package include?
Car rentals, hotels and flights — we bring you the very best deals. All you'll have to do is pick and choose your favourite combination. After you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it simple to customize an amazing Sister Islands trip.
What should I know before booking a Sister Islands travel package?
You'll enjoy excellent savings when you bundle your flights, hotels and rental cars into a travel package. Plus, booking everything in one place simply makes planning easier. So why waste your time or money? Whether you're putting together a fancy romantic getaway or a low-cost family road trip, have a look at our holiday packages today.
Can I choose my airline with a Sister Islands Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the freedom to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Sister Islands holiday package?
We totally get that unexpected stuff happens. If you've booked a Sister Islands holiday package and have to cancel or change it, we're here to help. It's always worth taking a look at our Customer Service Portal first for information. But generally, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's been longer than 24 hours, your airline, hotel or car rental company may charge a fee.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.