Osaki Holidays from AU$2,468

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Your Osaki Holiday

Book your holiday package to Osaki and prepare to experience its shopping and beyond. Whether you're craving adventure or relaxation, it's waiting for you in this inviting neighbourhood. Want to sightsee during your trip to Osaki? Make sure you stop by nearby attractions such as Tokyo Tower, Nezu Art Museum and Mori Art Museum. Expedia will help you turn your ideal Osaki holiday into reality, no matter your travel plans or budget.

Top Holiday Package Deals in Osaki

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

Our guide on where to stay in Osaki

Find the best Osaki areas and neighborhoods for the activities you enjoy most. Learn more about Osaki

Our pick of the best 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 AU$114 per night from 25 Jan to 26 Jan
AU$114
25 Jan - 26 Jan
8.2/10 Very Good! (1,004 reviews)
Wonderful hotel for the price! I was amay.

Reviewed on 6 Jan 2026

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 AU$131 per night from 27 Jan to 28 Jan
AU$131
27 Jan - 28 Jan
9/10 Wonderful! (9,331 reviews)
Clean room and so close to the airport

Reviewed on 21 Jan 2026

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 AU$181 per night from 25 Jan to 26 Jan
AU$181
25 Jan - 26 Jan
8.8/10 Excellent! (4,516 reviews)
Location was great

Reviewed on 17 Jan 2026

Hotel Gracery Shinjuku
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 holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Osaki from just AU$2,468. And the more you bundle, the more dollars you save. The holiday 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 holiday 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 holiday 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 holiday?
It can be difficult to know when is the ideal time to book your Osaki holiday. 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 holiday is just clicks away.
Can I choose my airline with an Osaki Expedia holiday 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 holiday.
If I'm not able to travel, can I cancel my Osaki holiday package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or change your Osaki holiday 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.