Osaki Vacation Packages

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Top Holiday Package Deals in Osaki

Price found within the past 48 hours. Click for updated prices.
MONday Apart Premium Ueno

MONday Apart Premium Ueno

Taito
Save 100% on your flight
CA $2,050
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Tokyo (HND)
9.2/10 Wonderful! (740 reviews)
Great /convenient location

Reviewed on Sep 25, 2026

GRAND MONday GINZA

GRAND MONday GINZA

Chuo
Save 100% on your flight
CA $2,753
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Tokyo (HND)
9.8/10 Exceptional! (337 reviews)
Great

Reviewed on Sep 21, 2026

MONday Apart Premium GINZA SHINTOMICHO

MONday Apart Premium GINZA SHINTOMICHO

Chuo
Save 100% on your flight
CA $2,170
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Tokyo (HND)
9.4/10 Exceptional! (572 reviews)
We had a pleasant stay overall. The room was clean and well maintained, although it was not quite as spacious as we expected, especially since we booked the Grand Room. The staff were friendly and welcoming, which made our stay enjoyable. The location was very convenient, with plenty of restaurants, shops, and convenience stores within walking distance.

Reviewed on Sep 27, 2026

Premium Apart MONday GINZA EAST

Premium Apart MONday GINZA EAST

Chuo
Save 100% on your flight
CA $2,176
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Tokyo (HND)
9.6/10 Exceptional! (236 reviews)
I had a great stay at Premium Apart MONday Ginza EAST! The hotel was very clean, comfortable, and well-maintained, and the staff were incredibly friendly and helpful. My flight ended up being delayed, and I needed to extend my check-out time at the last minute. Even though there was an additional cost, the process was so easy and smooth, which I really appreciated, especially during an already stressful travel day. Overall, I was very happy with my stay and really appreciated how accommodating and kind the staff were. I would definitely stay here again!

Reviewed on Sep 25, 2026

Premium Apart MONday HAMAMATSUCHO Station

Premium Apart MONday HAMAMATSUCHO Station

Minato
Save 100% on your flight
CA $2,503
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Tokyo (HND)
9.6/10 Exceptional! (55 reviews)

Where to stay in Osaki

Find the best Osaki areas and neighborhoods for the activities you enjoy most. Learn more about Osaki
A busy urban street at night with illuminated billboards and a prominent Epson sign.

Shinjuku

Major commercial hub with the bustling Shinjuku Station, Tokyo Metropolitan Government Building, and various attractions like Kabukichō, Golden Gai, and Shinjuku Gyoen. Shop at flagship stores and enjoy diverse dining options.

A bustling urban street with a prominent glass building, various commercial signs, and a crowd of people.

Shibuya

1 out of top 10 points of interest in this area

Major commercial and finance hub, Shibuya boasts bustling railway stations, trendy fashion scenes in Harajuku and Omotesandō, and vibrant nightlife. Don't miss the iconic Shibuya Crossing and Hachikō statue.

A busy urban street with tall buildings, including a Sony store and a Michael Jackson exhibit.

Ginza

Upscale shopping and luxurious dining await in this elegant district, featuring flagship fashion stores, art galleries, and the renowned Sukiyabashi Jiro sushi restaurant. Catch a kabuki performance at Kabuki-za theater or stroll through pedestrian heaven on weekends.

A traditional red and white building with a staircase leading up to a shrine.

Asakusa

1 out of top 10 points of interest in this area

Discover Sensō-ji, a renowned Buddhist temple, and savor traditional Japanese cuisine at local eateries. Explore Kappabashi-dori for kitchenware, cruise the Sumida River, and stay in a cozy ryokan near the Tokyo Metro Ginza Line subway.

A busy urban street at night with illuminated signs and storefronts.

Ueno

Try the hanami tradition of admiring flowers as you walk past cherry blossoms and delve into the history of this area through its museums and ornate temples.

Osaki Hotel Deals

Hotel Villa Fontaine Grand Haneda Airport - Directly connected to Haneda Airport Terminal 3

Hotel Villa Fontaine Grand Haneda Airport - Directly connected to Haneda Airport Terminal 3

2-7-1 Hanedakuko, Oota Tokyo Tokyo
Fully refundableReserve now, pay when you stay
CA $156
CA $174 total
Sep 28 - Sep 29
9.2/10 Wonderful! (12,645 reviews)
"Stayed here for over 10 times...really helpful staffs, especially MURATA 村田 at the check~in lobby, she was very helpful and have a very warm friendly welcoming smile with well spoken English."

Reviewed on Sep 27, 2026

Hotel Villa Fontaine Grand Haneda Airport - Directly connected to Haneda Airport Terminal 3
Tokyo Bay Shiomi Prince Hotel

Tokyo Bay Shiomi Prince Hotel

2-8-16 Shiomi Tokyo Tokyo
Fully refundableReserve now, pay when you stay
CA $220
CA $273 total
Sep 28 - Sep 29
Tokyo Bay Shiomi Prince Hotel
Shinjuku Washington Hotel Main

Shinjuku Washington Hotel Main

3-2-9 Nishishinjuku Tokyo Tokyo-to
CA $163
CA $197 total
Oct 25 - Oct 26
Shinjuku Washington Hotel Main
See all 5,071 properties in Osaki
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.

Frequently asked questions

How much does an Osaki vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Osaki from just CA $2,050. And the more you bundle, the more dollars you save. The vacation of your dreams has never been more affordable.
How do I get a cheap travel package to Osaki?
Bundle your hotel and flight bookings, add extras such as activities, and save with an Osaki vacation package. You won't just walk away with big discounts on your getaway — you'll have a world of choice too. When you book through Expedia, you'll have your pick of over 550 air carriers and 1,000,000 hotels around the world. Your next big adventure begins right here, right now!
Where should I stay in Osaki?
Most people who travel to Osaki include both Tokyo Tower and Tokyo Skytree on their must-see lists. Why not select a hotel near these top attractions?
What are the top hotels in Osaki?
Get your vacation off to a good start by reserving a room at Hotel MyStays Gotanda Station. It's one of most sought-after properties in Osaki. Another comfortable option is Hotel Royal Oak Gotanda.
How far in advance should I book my Osaki vacation?
It can be difficult to know when is the ideal time to book your Osaki vacation. But typically the earlier you book, the better the prices. In some cases, you can reserve your flights and hotels nearly a year before your departure date. If you're eager to escape on a last-minute getaway, no need to panic! There are fantastic deals announced on Expedia every day.
What does an Expedia Osaki travel package include?
With Expedia, you can select a combination of flights, car rentals and hotels to build your ideal Osaki package. Once you've made your booking, you can add on the fun stuff like day tours and activities. Don't forget, the more you bundle, the greater the savings!
What should I know before booking an Osaki travel package?
Tailor deals that match your budget with an Expedia package. Hotels, flights, rental cars — we have them all. You'll save a packet just for bundling your bookings. Whether you're embarking on a ski adventure or sipping cocktails on a beach, your ideal vacation is just clicks away.
Can I choose my airline with an Osaki Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Just select your preferred carrier and craft your ideal Osaki vacation.
If I'm not able to travel, can I cancel my Osaki vacation package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or change your Osaki vacation package at no cost within 24 hours of booking. However, you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If your circumstances unexpectedly change, have a look at our Customer Service Portal for more information.

Stay near popular Osaki attractions

Irugi Shrine

Irugi Shrine is just one of the places to see in Tokyo, so why not enjoy the other things to explore during your travels? Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
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O Art Museum

You can spend an afternoon browsing the exhibits at O Art Museum during your travels in Tokyo. Discover the fascinating museums and shops in this vibrant area.
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Things to do

Tokyo: teamLab Planets TOKYO Digital Art Museum Entry Ticket

Tokyo: teamLab Planets TOKYO Digital Art Museum Entry Ticket

CA $31
per adult
84% of travellers recommend
Tokyo: teamLab Planets TOKYO Digital Art Museum Entry Ticket
Picture 1 for Activity From Tokyo: Mt. Fuji & Hakone Tour w/ Return by Bullet Train

From Tokyo: Mt. Fuji & Hakone Tour w/ Return by Bullet Train

CA $162
per adult
84% of travellers recommend
From Tokyo: Mt. Fuji & Hakone Tour w/ Return by Bullet Train
Full-Day Sightseeing Bus Tour in Tokyo with Cruise

Full-Day Sightseeing Bus Tour in Tokyo with Cruise

CA $165
per adult
92% of travellers recommend
Full-Day Sightseeing Bus Tour in Tokyo with Cruise
See all activities in Tokyo
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.