Oia Vacation Packages 2026 from $2,005

Oia flight + hotel vacation packages

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

Grand Ambassador Santorini Hotel

Save 100% on your flight

$2,005

per person

Sep 18 - Sep 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Enjoy the gym and perks like free self parking and free WiFi.

Art Maisons Aspaki Exclusive Suites

Save 100% on your flight

$5,054

per person

Sep 15 - Sep 20

found 1 day ago

Roundtrip non-stop 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.

Aria Suites

Save 100% on your flight

$2,632

per person

Sep 15 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.

Santorini Princess Spa Hotel

Save 100% on your flight

$2,543

per person

Sep 22 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. You'll appreciate the sauna, bar/lounge, and limo/town car service.

Santorini Princess Presidential Suites

Save 100% on your flight

$2,252

per person

Sep 15 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the outdoor pool and free perks like full breakfast and free self parking.

Top Oia hotels deals

Santo Pure Oia Suites & Villas

Oia Santorini

$474 nightly

$556 total

Aug 12 - Aug 13

Total with taxes and fees

A full-service spa, 6 outdoor pools, and a hot tub are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and free perks like continental breakfast and valet parking.

Pool

Hot Tub

Caldera Premium Villas - Adults Only

Oia Santorini South Aegean

$190 nightly

$218 total

Sep 8 - Sep 9

Total with taxes and fees

A seasonal outdoor pool is featured at this hotel, along with free WiFi in public areas and a terrace. Enjoy the free continental breakfast each morning. Luggage storage and a safe deposit box are also provided.

Pool

Breakfast included

Andronis Arcadia Hotel

Oia Santorini Santorini Island

$734 nightly

$851 total

Aug 11 - Aug 12

Total with taxes and fees

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

White Pearl Villas

Oia Santorini Santorini Island

$179 nightly

$205 total

Aug 25 - Aug 26

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a terrace are also offered.

Pool

Spa

Vogue Suites

Oia Santorini Santorini Island

$155 nightly

$179 total

Aug 11 - Aug 12

Total with taxes and fees

This hotel features free WiFi in public areas, luggage storage, and concierge services. Staff at the 24-hour front desk can provide around-the-clock assistance.

Free WiFi

Air conditioning

Esperas Santorini

Oia Santorini

$288 nightly

$339 total

Aug 11 - Aug 12

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Unwind with a drink at the poolside bar and enjoy perks like free full breakfast and free WiFi. A business center, a terrace, and a library are also on offer.

Pool

Breakfast included

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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.

Stay near popular Oia attractions

A coastal village with white buildings and blue domes, a rocky coastline, and the sea.

Oia Blue Dome Church Viewpoint

9.6/10 (1,629 reviews)

Find out about the history of Oia Blue Dome Church Viewpoint, one of the top monuments in Oia. Wander the seaside and beautiful beaches in this romantic area.

See properties

Frequently asked questions

How much are vacation packages to Oia?

Vacation packages, including flights and hotels in Oia, start from as little as $2,005. 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.