Osaki Holidays

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  • Better together

    Save up to S$134 when you book a flight and hotel together*

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

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    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Nohga Hotel Akihabara Tokyo

Nohga Hotel Akihabara Tokyo

4 out of 5
Akihabara
Save 100% on your flight
Price was S$1,763, price is now S$1,024 per person
S$1,024
per person
22 Apr - 26 Apr
found 1 day ago
Return flight included
Singapore (SIN) to Tokyo (HND)
9.6/10 Exceptional! (831 reviews)
Good service, clean rooms, good in room speaker and Tv channels selection.

Reviewed on 14 Feb, 2026

slash kawasaki

slash kawasaki

3 out of 5
Kawasaki Ward
Price was S$3,228, price is now S$1,346 per person
S$1,346
per person
27 Mar - 3 Apr
found 1 day ago
Return direct flight included
Singapore (SIN) to Tokyo (HND)
9/10 Wonderful! (292 reviews)
Really nice rooms and bathroom. The staff were nice and they had lots of cool amenities in the lobby.

Reviewed on 18 Jan, 2026

Hotel Chinzanso Tokyo

Hotel Chinzanso Tokyo

5 out of 5
Bunkyo
Save 100% on your flight
Price was S$2,682, price is now S$1,416 per person
S$1,416
per person
22 Apr - 26 Apr
found 1 day ago
Return flight included
Singapore (SIN) to Tokyo (HND)
9.8/10 Exceptional! (1,053 reviews)
An impressive and elegant hotel with a wide range of services and amenities that are hard to find nowadays. Make sure to select a room on the "garden" side - you won't be disappointed.

Reviewed on 26 Jan, 2026

The Prince Sakura Tower Tokyo, Autograph Collection

The Prince Sakura Tower Tokyo, Autograph Collection

5 out of 5
Minato
Save 100% on your flight
Price was S$5,656, price is now S$3,276 per person
S$3,276
per person
27 Mar - 3 Apr
found 1 day ago
Return direct flight included
Singapore (SIN) to Tokyo (HND)
9.4/10 Exceptional! (1,003 reviews)
Loved the steak restaurant

Reviewed on 2 Jan, 2026

Where to stay in Osaki

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

Shinjuku

4.5/5(477 area reviews)

One of Tokyo's most famous wards has world-class shopping and entertainment options galore.

Find hotels in Shinjuku

Top hotels in Osaki

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 S$100 per night from 23 Feb to 24 Feb
S$100
23 Feb - 24 Feb
8.2/10 Very Good! (1,006 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 S$112 per night from 3 Mar to 4 Mar
S$112
3 Mar - 4 Mar
9/10 Wonderful! (9,711 reviews)
The staff was very friendly and helpful. The check-in and out were fast and easy. They had our beds made up for three people. Most hotels do not set up the sofa bed, but Hotel Villa Fontaine Grand Haneda Airport had three beds ready! The convenience cannot be beat. We arrived at HND at 5:45p and ...

Reviewed on 10 Feb, 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 S$184 per night from 3 Mar to 4 Mar
S$184
3 Mar - 4 Mar
8.8/10 Excellent! (4,601 reviews)
This place is great. The rooms aren’t big but more of a reason not to stay in there everything‘s available so close by. I highly recommend rock inn dice for great beers and rock music. Just a short walk away. There’s also a gym across the street. They’re a little strict, especially if you have tattoos, ...

Reviewed on 9 Feb, 2026

Hotel Gracery Shinjuku
See all 6,344 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 holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Osaki from just S$1,024. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.