Top flight + Luxury hotel deals in Cyclades Islands

Price found within the past 48 hours. Click for updated prices.

Saint John Hotel Villas & Spa

Save 100% on your flight

per person

5 Aug - 9 Aug

found 1 day ago

Return direct flight included

London (LHR) to Mykonos (JMK)

9/10 Wonderful! (534 reviews)

My family and I Had a wonderful time. The hotel is beautiful, the rooms were very spacious, and the staff was extremely helpful. We used the shuttle bus service which was a great perk. We also took advantage of the spa and really enjoyed that. Overall, it was the perfect stay!

Reviewed on 17 Jun 2025

Aigialos Luxury Traditional Settlement

per person

5 Sept - 12 Sept

found 1 day ago

Return flight included

London (LON) to Thira (JTR)

9.4/10 Exceptional! (240 reviews)

This was an amazing property! The view was incredible, staff were kind and helpful, and it was nicely located. Waking up every day to a private balcony with view of the sea was perfect. A lot (almost everywhere?) in Santorini has the views but I especially appreciated the privacy afforded by how this hotel was situated with respect to neighboring properties. Quick ride to/from the airport and port too.

Reviewed on 17 Jun 2025

Grand Ambassador Santorini Hotel

per person

4 Aug - 8 Aug

found 18 hours ago

Return direct flight included

Bristol (BRS) to Thira (JTR)

9.2/10 Wonderful! (232 reviews)

West East Suites

per person

5 Sept - 12 Sept

found 1 day ago

Return flight included

London (LON) to Thira (JTR)

9.8/10 Exceptional! (173 reviews)

This was one of the best hotels ive stayed in... from the minute we walked in the door, the service waa immaculate as was the room service and property overall!

Reviewed on 28 May 2025

Homeric Poems

Save 100% on your flight

per person

5 Sept - 10 Sept

found 9 hours ago

Return direct flight included

Birmingham (BHX) to Thira (JTR)

10/10 Exceptional! (445 reviews)

We stayed in a sea view cave suite that comfortably accommodated our family of four. The location is excellent - short walking distance to the taxi pickup/dropoff area, overlooking the caldera with a beautiful view of the sunset. The cave suites are only a single flight of stairs down from the road. Breakfast is served directly in the room and you can enjoy it outside with a view of the sea. The staff is exceptional and very accommodating - the best we encountered throughout our stays in Greece. Highly recommended!

Reviewed on 17 Jun 2025

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5* Luxury holidays in Cyclades Islands

Price found within the past 48 hours. Click for updated prices.

Aigialos Luxury Traditional Settlement

per person

5 Sept - 12 Sept

found 1 day ago

Return flight included

London (LON) to Thira (JTR)

9.4/10 Exceptional! (240 reviews)

This was an amazing property! The view was incredible, staff were kind and helpful, and it was nicely located. Waking up every day to a private balcony with view of the sea was perfect. A lot (almost everywhere?) in Santorini has the views but I especially appreciated the privacy afforded by how this hotel was situated with respect to neighboring properties. Quick ride to/from the airport and port too.

Reviewed on 17 Jun 2025

Grand Ambassador Santorini Hotel

per person

4 Aug - 8 Aug

found 18 hours ago

Return direct flight included

Bristol (BRS) to Thira (JTR)

9.2/10 Wonderful! (232 reviews)

West East Suites

per person

5 Sept - 12 Sept

found 1 day ago

Return flight included

London (LON) to Thira (JTR)

9.8/10 Exceptional! (173 reviews)

This was one of the best hotels ive stayed in... from the minute we walked in the door, the service waa immaculate as was the room service and property overall!

Reviewed on 28 May 2025

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3 Night Luxury holidays in Cyclades Islands

Price found within the past 48 hours. Click for updated prices.

Volcano View Hotel Santorini

Save 100% on your flight

per person

4 Sept - 7 Sept

found 1 day ago

Return flight included

Manchester (MAN) to Thira (JTR)

9.4/10 Exceptional! (929 reviews)

What unique about this property is the ambience of the property, the staff are very friendly and their hospitality is beyond excellent,

Reviewed on 25 Jun 2025

Grand Ambassador Santorini Hotel

Save 100% on your flight

per person

4 Sept - 7 Sept

found 1 day ago

Return flight included

Manchester (MAN) to Thira (JTR)

9.2/10 Wonderful! (232 reviews)

Santorini Princess Spa Hotel

Save 100% on your flight

per person

4 Sept - 7 Sept

found 1 day ago

Return flight included

Manchester (MAN) to Thira (JTR)

9.8/10 Exceptional! (1,002 reviews)

Review: “Five stars? Maybe just on the hotel’s flag…” The only things that truly deserve five stars here are the view and the friendliness of the staff – and for that, full credit. The rest feels more like a creative interpretation of what four stars (or less) should be. Breakfast? Basic, bland, and far from what you’d expect at a hotel claiming to be luxurious. The pool? More like a large bathtub by a busy road – relaxing to the sounds of motorbikes and the aroma of diesel fumes is a unique experience that really no one should pay luxury rates for. Rooms and bathrooms clearly haven’t been updated in years – the decor is tired, and time has left its mark in every corner. Comfort? More budget than boutique. Yes, the price was lower than actual five-star hotels – and that’s a relief, because otherwise someone might feel truly ripped off. The conclusion? As always: there’s no such thing as a free lunch. And if someone tries to convince you this is a luxury hotel – let them spend their own vacation there, souvenir motorcycle muffler in hand.

Reviewed on 2 Jul 2025

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4 Night Luxury holidays in Cyclades Islands

Price found within the past 48 hours. Click for updated prices.

Aigialos Luxury Traditional Settlement

Save 100% on your flight

per person

25 Sept - 29 Sept

found 1 day ago

Return flight included

London (LGW) to Thira (JTR)

9.4/10 Exceptional! (240 reviews)

This was an amazing property! The view was incredible, staff were kind and helpful, and it was nicely located. Waking up every day to a private balcony with view of the sea was perfect. A lot (almost everywhere?) in Santorini has the views but I especially appreciated the privacy afforded by how this hotel was situated with respect to neighboring properties. Quick ride to/from the airport and port too.

Reviewed on 17 Jun 2025

Saint John Hotel Villas & Spa

per person

6 Sept - 10 Sept

found 17 hours ago

Return flight included

London (LON) to Mykonos (JMK)

9/10 Wonderful! (534 reviews)

My family and I Had a wonderful time. The hotel is beautiful, the rooms were very spacious, and the staff was extremely helpful. We used the shuttle bus service which was a great perk. We also took advantage of the spa and really enjoyed that. Overall, it was the perfect stay!

Reviewed on 17 Jun 2025

Grand Ambassador Santorini Hotel

per person

4 Aug - 8 Aug

found 18 hours ago

Return direct flight included

Bristol (BRS) to Thira (JTR)

9.2/10 Wonderful! (232 reviews)

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What can I expect from a luxury Cyclades Islands holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Cyclades Islands?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Cyclades Islands holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Cyclades Islands?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Cyclades Islands starting at £579. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Cyclades Islands?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Cyclades Islands spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Cyclades Islands?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Cyclades Islands?

You can wangle a top-notch luxury holiday in Cyclades Islands for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Cyclades Islands with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Cyclades Islands with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Cyclades Islands to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Top Luxury Cyclades Islands Hotels

Santorini Princess Spa Hotel

Imerovigli, Santorini, Santorini Island

3 hours drive from Mykonos New Port

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the property condition ...

9.8/10 Exceptional! (1,002 reviews)

"Review: “Five stars? Maybe just on the hotel’s flag…” The only things that truly deserve five stars here are the view and the friendliness of the staff – and for that, full credit. The rest feels more like a creative interpretation of what four stars (or less) should be. Breakfast? Basic, bland, ..."

Reviewed on 2 Jul 2025

Santo Pure Oia Suites & Villas

Oia, Santorini

3 hours drive from Mykonos New Port

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the helpful staff in their reviews. ...

9.4/10 Exceptional! (425 reviews)

"Awesome"

Reviewed on 1 Jul 2025

Myconian Korali

Main Street, Mykonos Town, Mykonos

5 min drive from Mykonos New Port

Stay at this 5-star luxury hotel in Mykonos. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...

9.4/10 Exceptional! (488 reviews)

"They went out of their way to make our stay truly memorable! Beautiful views from the dining room and our room! The breakfast buffet was more than enough for lunch as well! Very courteous friendly staff! Rides from airport to and from were free. Maria at the front desk even notified me about possible ..."

Reviewed on 30 Jun 2025

See all 14,318 properties in Cyclades 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.