Oia Vacations 2025/2026 from CA $2,433

Oia flight + hotel packages

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

Thireas Hotel

CA $2,433

per person

Jan 3 - Jan 9

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Thira (JTR)

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

Delion View Hotel

CA $5,746

per person

Dec 28 - Jan 2

found 24 hours ago

Roundtrip flight included

Vancouver (YVR) to Thira (JTR)

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

Theoxenia Caldera Hotel

CA $2,474

per person

Jan 3 - Jan 9

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Thira (JTR)

Book a stay at this spa hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Athinios Port and Santorini Caldera are located nearby.

Alexander Villas

CA $2,546

per person

Jan 3 - Jan 9

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Thira (JTR)

Stay at this 3-star business-friendly hotel in Santorini. Enjoy free breakfast, free WiFi, and a rooftop terrace. Popular attractions Athinios Port and Santorini Caldera are located nearby.

Hotel Omiros

CA $5,410

per person

Dec 28 - Jan 2

found 24 hours ago

Roundtrip flight included

Vancouver (YVR) to Thira (JTR)

Stay at this hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Athinios Port and Kamari Beach are located nearby.

Top Oia hotels deals

Ducato di Oia - Adults Only

Oia Village Santorini

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Stay at this hotel in Santorini. Enjoy free WiFi, private plunge pools, and an airport shuttle (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oia Blue Dome Church Viewpoint and Oia Castle are located nearby.

Pool

Free WiFi

Terra Verde Oia by K&K

Oia Santorini CYCLADES

CA $101

CA $116 total

Nov 23 - Nov 24

includes taxes & fees

Stay at this hotel in Santorini. Enjoy free WiFi, an outdoor pool, and daily housekeeping. Popular attractions Oia Blue Dome Church Viewpoint and Oia Castle are located nearby.

Pool

Pet-friendly

Canaves Oia Suites - Small Luxury Hotels of the World

Oia city Santorini Santorini Island

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Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oia Blue Dome Church Viewpoint and Oia Castle are located nearby.

Pool

Hot tub

Andronis Luxury Suites

Oia Santorini Santorini Island

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Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Oia Blue Dome Church Viewpoint and Oia Castle are located nearby.

Pool

Hot tub

Caldera Premium Villas - Adults Only

Oia Santorini South Aegean

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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 Oia Blue Dome Church Viewpoint and Oia Castle are located nearby.

Pool

Breakfast included

Alexander's Suites

Oia Santorini Santorini Island

Free cancellation

Reserve now, pay when you stay

CA $128

CA $146 total

Nov 27 - Nov 28

includes taxes & fees

Stay at this guesthouse in Santorini. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Oia Blue Dome Church Viewpoint and Oia Castle are located nearby.

Pool

Breakfast included

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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 Blue Dome Church Viewpoint

5/5(1 review)

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

Oia Castle

4.5/5(144 reviews)

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

Amoudi Bay

4.5/5(8 reviews)

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 $2,433. 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.