Osaki Vacations from NT$23,634

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NT$5,067 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Osaki Vacation Packages

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

MONday Apart Premium GINZA SHINTOMICHO

4 out of 5
Chuo
Price was NT$55,399, price is now NT$23,634 per person
NT$23,634
per person
Apr 20 - Apr 24
found 17 hours ago
Roundtrip flight included
Taipei (TPE) to Tokyo (HND)
9.2/10 Wonderful! (422 reviews)
Room was clean. Stayed with wife and daughters. Subway is near but the hotel its self is not really near any major attractions, making it an inconvenience to commute to and from room to the city center. Grocery store right across the street was very convenient. Quiet area. Would I stay again? probably not, but not because I didn’t like the hotel. Hotel stay was fine, just annoying to go places from there.

Reviewed on 2026/2/15

MONday Apart Premium Asakusa

MONday Apart Premium Asakusa

4 out of 5
Taito
Price was NT$88,751, price is now NT$33,334 per person
NT$33,334
per person
May 10 - May 16
found 1 day ago
Roundtrip flight included
Taipei (TPE) to Tokyo (HND)
9.8/10 Exceptional! (210 reviews)
Highly recommend this hotel in the Asakusa area. The staff were always kind and very helpful. Super close walking distance to everything but away from the main noise. Room was spacious and comfortable. In room laundry was such a perk. Whenever we go back to Japan we’ll be looking to stay again and at other MONday apartments.

Reviewed on 2026/2/23

Premium Apart MONday GINZA EAST

Premium Apart MONday GINZA EAST

4 out of 5
Chuo
Price was NT$63,456, price is now NT$25,210 per person
NT$25,210
per person
May 10 - May 16
found 1 day ago
Roundtrip flight included
Taipei (TPE) to Tokyo (HND)
9.6/10 Exceptional! (109 reviews)
The staff was great, very helpful, and patient with us. The location was great too, close to a rail station, a pharmacy, and some good restaurants.

Reviewed on 2026/2/11

MONday Apart Premium Ueno Okachimachi

MONday Apart Premium Ueno Okachimachi

4 out of 5
Ueno
Price was NT$176,571, price is now NT$74,255 per person
NT$74,255
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Taipei (TPE) to Tokyo (HND)
9.4/10 Exceptional! (516 reviews)
I enjoyed the stay an excellent staff

Reviewed on 2026/1/19

Where to stay in Osaki

Find the best Osaki areas and neighborhoods for the activities you enjoy most. Learn more about Osaki
Shinjuku featuring a city, street scenes and night scenes

Shinjuku

4.5/5(2,072 area reviews)

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.

Find hotels in Shinjuku

Osaki Hotel Deals

New Otani Inn Tokyo

New Otani Inn Tokyo

3 out of 5
1-6-2 Osaki, Shinagawa-ku Tokyo Tokyo-to
Fully refundableReserve now, pay when you stay
The price is NT$1,830 per night from Mar 1 to Mar 2
NT$1,830
NT$2,215 total
Mar 1 - Mar 2
8.2/10 Very Good! (1,014 reviews)
I’m leaving 2 stars for the courteous staff and the convenient location. When I booked this hotel through Expedia, I must’ve inadvertently selected a smoking room. At check-in, I was informed that no non-smoking rooms were available. The moment I stepped out of the elevator, I was hit with an overwhelming ...

Reviewed on 2026/2/14

New Otani Inn Tokyo
Hotel Villa Fontaine Grand Haneda Airport

Hotel Villa Fontaine Grand Haneda Airport

4 out of 5
2-7-1 Hanedakuko, Oota Tokyo Tokyo
Fully refundableReserve now, pay when you stay
The price is NT$3,365 per night from Feb 25 to Feb 26
NT$3,365
NT$3,762 total
Feb 25 - Feb 26
9.2/10 Wonderful! (9,893 reviews)
Hotel location excellent and room was really nice & comfortable. It was more self service so did not have much interaction with staff. All in all is was excellent for me

Reviewed on 2026/2/24

Hotel Villa Fontaine Grand Haneda Airport
Hotel Gracery Shinjuku

Hotel Gracery Shinjuku

4 out of 5
1-19-1 Kabukicho, Shinjuku-ku Tokyo Tokyo-to
The price is NT$5,116 per night from Mar 9 to Mar 10
NT$5,116
NT$6,190 total
Mar 9 - Mar 10
9/10 Wonderful! (4,694 reviews)
It was located in a location convenient to all modes of transportation and loved the Godzilla imagery on hotel.

Reviewed on 2026/2/23

Hotel Gracery Shinjuku
See all 6,403 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 NT$23,634. 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.

Discover the most popular places to visit in Osaki

Tokyo Disneyland® featuring rides and night scenes

Tokyo Disneyland®

Ride roller coasters and watch theatrical shows as you witness the magic of Disney come to life at this family-friendly amusement park and resort.

Tokyo Disneyland®
Attractions disneysea mediterranean harbor mountain and dock in tokyo,japan; Shutterstock ID 529713217

Tokyo DisneySea®

Discover the secrets of the oceans in this magical theme park, where Disney’s sea-dwelling characters will take you on a journey to the world below the waves.

Tokyo DisneySea®
東京ドーム

Tokyo Dome

Catch an event at Tokyo Dome during your trip to Tokyo. Amble within picturesque gardens or visit the notable monuments in this vibrant area.

Tokyo Dome
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.