Osaki Vacations from $597

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Your Osaki Vacation

Book your vacation 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 neighborhood. 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 vacation into reality, no matter your travel plans or budget.

The Latest Osaki Vacation Packages

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

HOTEL LiVEMAX Shiodome

2 out of 5
Minato
Save 100% on your flight
Price was $957, price is now $597 per person
$597
per person
Nov 18 - Nov 24
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tokyo (TYO)
8.6/10 Excellent! (8 reviews)
Everything was great except the room is SUPER small.

Reviewed on Aug 11, 2025

MONday Apart Premium Ueno Okachimachi

MONday Apart Premium Ueno Okachimachi

4 out of 5
Ueno
Price was $2,534, price is now $1,092 per person
$1,092
per person
Nov 18 - Nov 24
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tokyo (TYO)
9.4/10 Exceptional! (489 reviews)
TRAVELERS: CHILDREN OVER 3 YEARS OLD COUNT AS ADULTS. EXPEDIA DOES NOT TELL YOU THIS. I would highly recommend this place if staying for a long period of time more than two or three nights. The hotel is extremely walkable to okochimache station and the market nearby. The staff are very friendly and the amenities offered are well worth the value. Our room had an amazing view of the trains and Tokyo skytree which made the stay extra memorable. WILL DEFINITELY BOOK WITH THIS COMPANY AGAIN 🙂

Reviewed on Oct 3, 2025

MONday Apart Premium Ueno

MONday Apart Premium Ueno

4 out of 5
Taito
Save 100% on your flight
Price was $4,149, price is now $2,216 per person
$2,216
per person
Dec 25 - Dec 31
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Tokyo (TYO)
9.2/10 Wonderful! (409 reviews)
A very clean, quiet, well equipped, hotel in a great location. The beds were very comfortable, the rooms are a nice size and the staff is fantastic.

Reviewed on Sep 26, 2025

hotel MONday Akihabara Asakusabashi

hotel MONday Akihabara Asakusabashi

3 out of 5
Taito
Price was $3,063, price is now $1,731 per person
$1,731
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tokyo (TYO)
9/10 Wonderful! (245 reviews)
Staff were friendly and breakfast was good.

Reviewed on Sep 19, 2025

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

1 out of top 10 points of interest in this area
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

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
$135 nightly
The price is $152 total per night from Oct 13 to Oct 14
$152 total
Oct 13 - Oct 14
9.2/10 Wonderful! (7,622 reviews)
"Ideal place to stay for an early flight or late arrival."

Reviewed on Oct 5, 2025

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
$225 nightly
The price is $247 total per night from Nov 4 to Nov 5
$247 total
Nov 4 - Nov 5
8.8/10 Excellent! (3,980 reviews)
"Great location in the heart of Shinjuku. The rooms are dated. The AC was noisy enough to be a minor distraction, but the location makes up for the average room. I would recommend if you can get a decent price."

Reviewed on Oct 4, 2025

Hotel Gracery Shinjuku
Shinjuku Washington Hotel Main

Shinjuku Washington Hotel Main

4 out of 5
3-2-9 Nishishinjuku, Shinjuku-ku, Tokyo, Tokyo-to
$130 nightly
The price is $143 total per night from Oct 13 to Oct 14
$143 total
Oct 13 - Oct 14
8/10 Very Good! (3,247 reviews)
"Excellent location, functional but very compact rooms, which are ok for a short stay. Recommend choosing the largest room available. Staff were very helpful and polite. Excellent quality breakfast. The only downside is that there is no safe in the room although there is a safety deposit box at reception. ..."

Reviewed on Oct 5, 2025

Shinjuku Washington Hotel Main
See all 5,651 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Osaki

Tokyo Disneyland® featuring rides and night scenes

Tokyo Disneyland®

4.5/5(612 reviews)

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®
Tokyo DisneySea®

Tokyo DisneySea®

4.5/5(254 reviews)

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®
Tokyo Dome

Tokyo Dome

4.5/5(382 reviews)

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

Tokyo Dome

Things to do

Boat on the water in Japan with Mount Fuji in the background

Mt Fuji and Hakone 1-Day Tour Return by Bullet Train

$163
per adult
92% of travellers recommend
Mt Fuji and Hakone 1-Day Tour Return by Bullet Train
Tokyo Tower Japan Admission Ticket

Tokyo Tower Japan Admission Ticket

$18
per adult
90% of travellers recommend
Tokyo Tower Japan Admission Ticket
Tokyo Skytree standing tall against a stunning sunset backdrop, with Mount Fuji in the distance.

Tokyo Skytree Admission Ticket with Tembo Deck and Galleria

$6
per child
Tokyo Skytree Admission Ticket with Tembo Deck and Galleria
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.