Oia Vacations 2025/2026 from CA $1,904

Oia flight + hotel packages

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

Rocabella Santorini Hotel & SPA

per person

Oct 11 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Thira (JTR)

Stay at this 4-star spa hotel in Santorini. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.

Art Maisons Aspaki Exclusive Suites

per person

Aug 31 - Sep 6

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Thira (JTR)

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Santorini Caldera and Athinios Port are located nearby.

Santo Mangata Boutique Hotel - Adults only

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Thira (JTR)

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Athinios Port and Santorini Caldera are located nearby.

Grand Ambassador Santorini Hotel

per person

Oct 2 - Oct 8

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Thira (JTR)

Stay at this 5-star luxury hotel in Santorini. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular attractions Athinios Port and Santorini Caldera are located nearby.

Santorini Princess Presidential Suites

per person

Sep 9 - Sep 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Thira (JTR)

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Athinios Port and Santorini Caldera are located nearby.

Top Oia hotels deals

Andronis Arcadia Hotel

Oia, Santorini, Santorini Island

CA $910

CA $1,058 total

Jul 26 - Jul 27

includes taxes & fees

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.

Pool

Breakfast included

Katikies Santorini - The Leading Hotels Of The World

Oia, Santorini, Santorini Island

CA $1,178

CA $1,362 total

Jul 26 - Jul 27

includes taxes & fees

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.

Santo Pure Oia Suites & Villas

Oia, Santorini

CA $550

CA $649 total

Jul 27 - Jul 28

includes taxes & fees

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Santorini Caldera and Oia Blue Dome Church Viewpoint are located nearby.

Pool

Hot tub

Esperas Santorini

Oia, Santorini

CA $265

CA $316 total

Jul 26 - Jul 27

includes taxes & fees

Stay at this 4-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.

Pool

Breakfast included

Armeni Village Rooms & Suites

Oia, Santorini, Santorini Island

Get rates

Stay at this 3-star hotel in Santorini. Enjoy free WiFi, an outdoor pool, and an airport shuttle (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.

Pool

Free WiFi

Caldera Premium Villas - Adults Only

Oia, Santorini, South Aegean

Get rates

Stay at this hotel in Santorini. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.

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See all available properties in Oia

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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.

Popular places to visit

Oia Castle

Find out about the history of Oia with a stop at Oia Castle. Discover the volcano viewpoints and beautiful sunsets in this romantic area.

Oia Blue Dome Church Viewpoint

Find out about the history of Oia when you spend time at Oia Blue Dome Church Viewpoint. Wander the seaside and beautiful beaches in this romantic area.

Amoudi Bay

Commune with nature and explore the great outdoors at Amoudi Bay during your travels in Oia. Wander the seaside or discover the beautiful sunsets in this romantic area.

Frequently asked questions

How much are vacation packages to Oia?

Vacation packages, including flights and hotels in Oia, start from as little as CA $1,904. Turn your daydreams into reality and lock in your trip with Travelocity today.

How long should my Oia vacation be?

Typically, visitors stay 3 nights in Oia. However, that might not be anywhere near enough for you. If you'd like to see some of the area's hidden gems, how about adding another night or two to your travel schedule?

Where can I get the best vacation package deals for Oia?

One word — Travelocity. With 400 partner airlines and 1,000,000 properties worldwide, it's easy to find an Oia package deal that suits your travel style.

Why should I book my Oia vacation package via Travelocity?

With top-quality service, 24/7 customer support and some of the most amazing getaways money can buy, you'll never wander alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.

Will I save money on my Oia car rental if I book it with a hotel or flight?

Bundling your flight, car and hotel into an Oia vacation package is a great way to score an amazing deal. Plus, having your own set of wheels gives you the freedom to find your way to all those amazing sights you'd like to see. Sitting 105 kilometers away from Oia, Paradise Beach is one place that should be on your agenda. Turn up the tunes and make a day trip of it.

Which airport is best for Oia?

For many wanderers, a stay in Oia means stepping off the plane at Santorini National Airport (JTR). This buzzing airport is 11 kilometers southeast of the city center. You could also opt to fly into Paros National Airport (PAS) (64 kilometers away from central Oia) or Milos Island National Airport (MLO) (88 kilometers away from central Oia).

Where should I stay when visiting Oia?

The Museo Grand Hotel is the top choice of many visitors. Book soon to avoid missing out.