Luxury Vacations in Greek Islands 2026

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Flight and Luxury hotel deals in Greek Islands

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

Rodos Park - Small Luxury Hotels of the World

CA $702

per person

Oct 26 - Oct 30

found 7 hours ago

Roundtrip flight included

Athens (ATH) to Rhodes (RHO)

9.6/10 Exceptional! (198 reviews)

My best experience in Greece. Stayed for a month solo and had family visit me. It was truly magical. The staff were like family & good friends. There to support you as needed always. Never intrusive. From the moment I booked everyone was very helpful and keen to ensure my travel plans went very smoothly from arrival, during my stay and timely departure. Appreciate everything so much. Wonderful facilities well maintained in a perfect location to explore all of Rhodes. They truly live their Mission - philoxenia - let us look after your every need. Cars, tours, great quality. You never felt rushed. Everything delivered professionally to the highest quality. Food, stunning cocktails, pool bar dining and live music were all fabulous. Helpful too of family who visited me from overseas from United Kingdom & Australia. Pool area with the great lifeguard. Rooms - great size, balcony overlooking archaeological site, peaceful, lots of storage (unpacked for month), great wifi, housekeeping team kind and thoughtful. I totally understand why so many return to this gorgeous oasis. Will always stay here when I visit Rhodes. Thank you Popi, Evangelos, Vasili, Kiki, Kristine, Marianthi, Anna and everyone for a beautiful holiday. May all good things fill your lives.

Reviewed on Aug 28, 2026

Esperos Village Blue & Spa - Adults only

CA $752

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

Athens (ATH) to Rhodes (RHO)

9.4/10 Exceptional! (754 reviews)

Cretan Dream Resort and Spa

CA $1,114

per person

Oct 13 - Oct 19

found 14 hours ago

Roundtrip non-stop flight included

Corfu (CFU) to Chania (CHQ)

9.4/10 Exceptional! (580 reviews)

Great resort! Our room was big with a great balcony and outdoor private pool. The shower and bathroom is on the smaller side. Breakfast was great and staff was very helpful.

Reviewed on Sep 11, 2026

Daios Cove

CA $1,804

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip non-stop flight included

London (LHR) to Heraklion (HER)

9.4/10 Exceptional! (265 reviews)

Amazing setting, great food in every restaurant that was Michelin quality and exceptional service

Reviewed on Sep 8, 2026

Galaxy Hotel Iraklio

CA $710

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip non-stop flight included

London (LHR) to Heraklion (HER)

9.4/10 Exceptional! (1,001 reviews)

We booked our stay months in advance of our trip. Yet when we arrived at 11pm at night (my wife, I, 2 children and the Mother In Law we were told the room wasn’t ready(?!) and they would have to put another bed in a different room so we could all fit in. That led to a half hour delay (not welcome at that time of night with young children) and worse still we would have to move rooms the next day…hotel is good for a city centre location, but that really poor start left a bad taste in the mouth….

Reviewed on Aug 20, 2026

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5* Luxury holidays in Greek Islands

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

Rodos Park - Small Luxury Hotels of the World

CA $702

per person

Oct 26 - Oct 30

found 7 hours ago

Roundtrip flight included

Athens (ATH) to Rhodes (RHO)

9.6/10 Exceptional! (198 reviews)

Reviewed on Aug 28, 2026

Esperos Village Blue & Spa - Adults only

CA $752

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

Athens (ATH) to Rhodes (RHO)

9.4/10 Exceptional! (754 reviews)

Daios Cove

CA $1,804

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip non-stop flight included

London (LHR) to Heraklion (HER)

9.4/10 Exceptional! (265 reviews)

Amazing setting, great food in every restaurant that was Michelin quality and exceptional service

Reviewed on Sep 8, 2026

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3 Night Luxury holidays in Greek Islands

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

Santorini Princess Spa Hotel

CA $568

per person

Oct 18 - Oct 21

found 10 hours ago

Roundtrip flight included

Athens (ATH) to Thira (JTR)

10/10 Exceptional! (1,002 reviews)

The best hotel in Santorini, and the best breakfast among the hotels.

Reviewed on Sep 10, 2026

San Antonio

CA $572

per person

Oct 18 - Oct 21

found 10 hours ago

Roundtrip flight included

Athens (ATH) to Thira (JTR)

9.8/10 Exceptional! (280 reviews)

Fantastic hotel - 4th time visiting, just as good as the first! Free double room upgrade, amazing!!

Reviewed on Aug 9, 2026

Santo Pure Oia Suites & Villas

CA $669

per person

Oct 18 - Oct 21

found 10 hours ago

Roundtrip flight included

Athens (ATH) to Thira (JTR)

9.6/10 Exceptional! (547 reviews)

Beautiful property and friendly employees. The pools are clean and the spa is great as well. Only recommendation is improvement on the turndown service

Reviewed on Sep 13, 2026

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See all available trips from Columbus to Greek Islands

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4 Night Luxury holidays in Greek Islands

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

Rodos Park - Small Luxury Hotels of the World

CA $702

per person

Oct 26 - Oct 30

found 7 hours ago

Roundtrip flight included

Athens (ATH) to Rhodes (RHO)

9.6/10 Exceptional! (198 reviews)

Reviewed on Aug 28, 2026

Esperos Village Blue & Spa - Adults only

CA $752

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

Athens (ATH) to Rhodes (RHO)

9.4/10 Exceptional! (754 reviews)

Daios Cove

CA $1,804

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip non-stop flight included

London (LHR) to Heraklion (HER)

9.4/10 Exceptional! (265 reviews)

Amazing setting, great food in every restaurant that was Michelin quality and exceptional service

Reviewed on Sep 8, 2026

Don't see what you're looking for?

See all available trips from Columbus to Greek Islands

View all trips

What are some benefits when booking luxury Greek Islands vacations?

When you book a luxury Greek Islands vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Greek Islands?

If you're looking for something luxurious in Greek Islands, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $568, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 30. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Greek Islands. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Greek Islands?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Greek Islands.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Greek Islands. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Greek Islands?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Greek Islands or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Greek Islands. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

Luxury Hotels in Greek Islands

GDM Megaron Historical Monument Hotel

9, D. Beaufort Street Heraklion Crete Island

6 min walk from Heraklion Port

Book a stay at this luxury hotel in Heraklion. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our ...

9.8/10 Exceptional! (1,012 reviews)

"Everything was perfect"

Reviewed on Sep 13, 2026

Santorini Princess Spa Hotel

Imerovigli Santorini Santorini Island

3 hours drive from Heraklion Port

Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...

10/10 Exceptional! (1,001 reviews)

"The best hotel in Santorini, and the best breakfast among the hotels."

Reviewed on Sep 10, 2026

Santo Pure Oia Suites & Villas

Oia Santorini

3 hours drive from Heraklion Port

Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...

9.6/10 Exceptional! (553 reviews)

"Beautiful property and friendly employees. The pools are clean and the spa is great as well. Only recommendation is improvement on the turndown service"

Reviewed on Sep 13, 2026

See all 56,602 properties in Greek 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.