Osaki Vacations from $1,963

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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.
Minn Kamata

Minn Kamata

3 out of 5
Ota
Price was $3,121, price is now $1,963 per person
$1,963
per person
Mar 26 - Mar 31
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Tokyo (HND)
8.6/10 Excellent! (402 reviews)
We were very happy with our stay. The room was clean and the beds were comfortable. Having a stove and kitchen was perfect and allowed us to prepare some meals.

Reviewed on Dec 7, 2025

MONday Apart Premium Ueno Okachimachi

MONday Apart Premium Ueno Okachimachi

4 out of 5
Ueno
Save 100% on your flight
Price was $4,139, price is now $2,281 per person
$2,281
per person
Mar 25 - Mar 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tokyo (HND)
9.4/10 Exceptional! (516 reviews)
The room was really spacious. The staff were very friendly and helpful. The area was great, had heaps to do. Would stay again

Reviewed on Jan 6, 2026

GRAND MONday GINZA

GRAND MONday GINZA

4 out of 5
Chuo
Save 100% on your flight
Price was $5,986, price is now $3,386 per person
$3,386
per person
Mar 30 - Apr 4
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tokyo (HND)
9.8/10 Exceptional! (154 reviews)
When we got there, they actually upgraded us to a suite. And man…it was AMAZING! Spacious, two nice beds and a long sofa, and a flat screen TV. The bathroom had two ports and a giant tub. We had four adults and one child (who is four) and we all just got fit into the suite. The location is close to subway stations, plenty of local restaurants and beautiful walks. When we come back to Ginza, we will be staying here again.

Reviewed on Jan 17, 2026

MONday Apart Premium Asakusa

MONday Apart Premium Asakusa

4 out of 5
Taito
Price was $3,571, price is now $2,311 per person
$2,311
per person
Mar 23 - Mar 26
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Tokyo (HND)
9.8/10 Exceptional! (210 reviews)
The rooms here are extremely well taken care of and the staff are wonderful and friendly. I usually stay here when I visit.

Reviewed on Jan 11, 2026

illi Eme Tokyo-Toranomon

illi Eme Tokyo-Toranomon

2 out of 5
Minato
Price was $3,311, price is now $2,206 per person
$2,206
per person
Mar 22 - Mar 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tokyo (HND)
No reviews

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
$70 nightly
The price is $77 total per night from Jan 25 to Jan 26
$77 total
Jan 25 - Jan 26
8.2/10 Very Good! (1,003 reviews)
Wonderful hotel for the price! I was amay.

Reviewed on Jan 6, 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
$81 nightly
The price is $92 total per night from Jan 25 to Jan 26
$92 total
Jan 25 - Jan 26
9/10 Wonderful! (9,213 reviews)
Love it but just small and very busy

Reviewed on Jan 14, 2026

Hotel Villa Fontaine Grand Haneda Airport
Shinjuku Washington Hotel Main

Shinjuku Washington Hotel Main

4 out of 5
3-2-9 Nishishinjuku Tokyo Tokyo-to
$95 nightly
The price is $104 total per night from Jan 21 to Jan 22
$104 total
Jan 21 - Jan 22
8/10 Very Good! (3,691 reviews)
Room was very clean although the furniture is a bit dated.

Reviewed on Jan 17, 2026

Shinjuku Washington Hotel Main
See all 6,248 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

Tokyo Skytree standing tall against a stunning sunset backdrop, with Mount Fuji in the distance.

Tokyo Skytree Admission Ticket with Tembo Deck and Galleria

$15
per adult
80% of travellers recommend
Tokyo Skytree Admission Ticket with Tembo Deck and Galleria
Official Street Go-Kart in Shibuya

Official Street Go-Kart in Shibuya

$102
per adult
74% of travellers recommend
Official Street Go-Kart in Shibuya
Asakusa

Asakusa Senso-ji Temple and Old Tokyo Walking Tour

$20
per adult
100% of travellers recommend
Asakusa Senso-ji Temple and Old Tokyo Walking Tour
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.