Oia Vacation Packages 2026 from $1,431

Oia flight + hotel vacation packages

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

Ira Hotel & Spa - Adults Only

$1,431

per person

Apr 17 - Apr 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

A full-service spa and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the a rooftop terrace and free perks like continental breakfast and free self parking.

Cocoon Suites

$1,855

per person

Apr 17 - Apr 21

found 3 hours ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

An attached winery and a hot tub are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and airport shuttle. Enjoy a meal from the restaurant and perks like free full breakfast and free self parking.

Panorama Boutique Hotel- Adults only

$1,538

per person

Apr 17 - Apr 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

This hotel features a bar/lounge, a poolside bar, and a seasonal outdoor pool. Guests will appreciate free perks like cooked-to-order breakfast and WiFi in public areas. A coffee shop, a terrace, and a snack bar/deli are also on offer.

Art Maisons Aspaki Exclusive Suites

$2,150

per person

Apr 18 - Apr 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Enjoy the sauna and free perks like cooked-to-order breakfast and free self parking. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.

Top Oia hotels deals

Oia Mare Villas

Oia Traditional Village Santorini Santorini Island

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This guesthouse features a bar/lounge, a poolside bar, and an outdoor pool. WiFi in public areas is free. You'll appreciate the area shuttle, terrace, and snack bar/deli.

Pool

Spa

Ducato di Oia - Adults Only

Oia Village Santorini

Free Cancellation

Reserve now, pay when you stay

$157 nightly

$182 total

Feb 22 - Feb 23

Total with taxes and fees

Free WiFi in public areas, a terrace, and dry cleaning are available at this hotel. Luggage storage, laundry facilities, and concierge services are also on offer.

Pool

Free WiFi

Alexander's Suites

Oia Santorini Santorini Island

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$121 total

Feb 13 - Feb 14

Total with taxes and fees

A seasonal outdoor pool is featured at this guesthouse, along with free WiFi in public areas and limo/town car service. Enjoy the free continental breakfast each morning. A computer station, dry cleaning, and luggage storage are also on offer.

Pool

Breakfast included

Villa Ariadni

Oia Village Santorini

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Free WiFi in public areas and a terrace are available at this guesthouse.

Pet friendly

Free WiFi

Andronis Arcadia Hotel

Oia Santorini Santorini Island

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A full-service spa, 2 restaurants, and a gym are all featured at this luxury hotel. Relax with a drink at one of the 2 poolside bars and enjoy free perks like full breakfast and free self parking. Relax with a drink at one of the 2 bars/lounges and enjoy the seasonal outdoor pool.

Pool

Breakfast included

Terra Verde Oia by K&K

Oia Santorini CYCLADES

$82 nightly

$94 total

Feb 15 - Feb 16

Total with taxes and fees

A seasonal outdoor pool is featured at this hotel, along with luggage storage and concierge services.

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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

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.

Castillo area with castle and byzantine ruins and greek flag in Oia village, Santorini island, Greece

Castle of Oia

Find out about the history of Oia with a stop at Castle of Oia. Discover the beautiful sunsets and volcano viewpoints 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 $1,431. 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 65 mi 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 7 mi southeast of the city center. You could also opt to fly into Paros National Airport (PAS) (40 mi away from central Oia) or Milos Island National Airport (MLO) (55 mi 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.