Osaki Holidays from NZ$1,672

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top Holiday Package Deals in Osaki

Price found within the past 48 hours. Click for updated prices.
Tmark City Hotel Tokyo Omori

Tmark City Hotel Tokyo Omori

3.5 out of 5
Ota
per person
2 Sept - 9 Sept
found 7 hours ago
Return direct flight included
Auckland (AKL) to Tokyo (TYO)
9/10 Wonderful! (900 reviews)
Wonderful affordable option.

Reviewed on 21 Jul. 2025

Hotel Chinzanso Tokyo

Hotel Chinzanso Tokyo

5 out of 5
Bunkyo
Save 100% on your flight
per person
22 Aug - 29 Aug
found 1 day ago
Return direct flight included
Auckland (AKL) to Tokyo (TYO)
9.6/10 Exceptional! (1,003 reviews)
The staff and hotel facilities and amenities were all outstanding.

Reviewed on 19 Jul. 2025

Nohga Hotel Akihabara Tokyo

Nohga Hotel Akihabara Tokyo

4 out of 5
Akihabara
Save 100% on your flight
per person
9 Sept - 16 Sept
found 1 day ago
Return direct flight included
Auckland (AKL) to Tokyo (TYO)
9.6/10 Exceptional! (628 reviews)
The room was spacisous and nice however the lack of ice machines in the hotel leaves alot to be desired. The food served also wasnt to my liking but that is just personal preference.

Reviewed on 22 Jul. 2025

Grand Prince Hotel Takanawa

Grand Prince Hotel Takanawa

5 out of 5
Minato
Save 100% on your flight
per person
22 Aug - 29 Aug
found 1 day ago
Return direct flight included
Auckland (AKL) to Tokyo (TYO)
9/10 Wonderful! (1,003 reviews)
The gardens for the property and the other Prince hotels were beautiful. The 7-11 in the lobby was very convenient for a late night snack and quick morning coffee. Access to Shinagawa Station was welcome after our Shinkansen from Kyoto, and access to the Yamamoto line for getting around Tokyo after arrival. There was significant construction in front of the hotel that made walking from the station a bit tricky, but we were able to access through the Prince Sakura Tower.

Reviewed on 20 Jul. 2025

The Prince Park Tower Tokyo - Preferred Hotels & Resorts, LVX Collection

The Prince Park Tower Tokyo - Preferred Hotels & Resorts, LVX Collection

5 out of 5
Minato
Save 100% on your flight
per person
22 Aug - 29 Aug
found 1 day ago
Return direct flight included
Auckland (AKL) to Tokyo (TYO)
9.4/10 Exceptional! (1,489 reviews)
Beautiful hotel, good restaurants. Rooms and halls are clean, view is amazing. Staff were extremely welcoming and helpful. Would definitely stay here again.

Reviewed on 22 Jul. 2025

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
Shinjuku featuring street scenes, a city and nightlife

Shinjuku

4.5/5(751 area reviews)

This vibrant area in southwest Tokyo has the best of the city’s skyline, trendy restaurants, the busiest train station in the world and the most beautiful gardens.

Find hotels in Shinjuku

Our pick of the best Osaki Hotel Deals

Hotel Gracery Shinjuku

Hotel Gracery Shinjuku

4 out of 5
1-19-1 Kabukicho, Shinjuku-ku, Tokyo, Tokyo-to
8.8/10 Excellent! (3,621 reviews)
"Place was incredible. Great location next to a lot of night life. 7-11 inside of it. Right across from a Lawson’s. Rooms were nice, high quality."

Reviewed on 20 Jul. 2025

Get rates
Hotel Gracery Shinjuku
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 NZ$152 per night from 23 July to 24 July
NZ$152
23 July - 24 July
9/10 Wonderful! (6,542 reviews)
"Akways love staying here!!"

Reviewed on 21 Jul. 2025

Hotel Villa Fontaine Grand Haneda Airport
Tokyo Bay Shiomi Prince Hotel

Tokyo Bay Shiomi Prince Hotel

4 out of 5
2-8-16 Shiomi, Tokyo, Tokyo
Fully refundableReserve now, pay when you stay
The price is NZ$395 per night from 21 Aug to 22 Aug
NZ$395
21 Aug - 22 Aug
9.4/10 Exceptional! (3,277 reviews)
"Stayed nearly 10 days with the hotel with kids. The whole family"

Reviewed on 20 Jul. 2025

Tokyo Bay Shiomi Prince Hotel
See all 5,324 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 NZ$1,672. 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.

Discover the most popular places to visit in Osaki

Tokyo Disneyland®

Tokyo Disneyland®

4.5/5(183 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(62 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 Skytree

Tokyo Skytree

4.5/5(261 reviews)

Reach for the stars, walk in the clouds and explore the depths of the ocean from the tallest self-supporting tower in the world.

Tokyo Skytree

Activities

Tokyo Night Walking Tour

The Dark Side of Tokyo - Night Walking Tour Shinjuku Kabukicho

NZ$58
per adult
92% of travellers recommend
The Dark Side of Tokyo - Night Walking Tour Shinjuku Kabukicho
From Tokyo: Mt. Fuji & Hakone Tour w/ Return by Bullet Train

From Tokyo: Mt. Fuji & Hakone Tour w/ Return by Bullet Train

NZ$201
per adult
80% of travellers recommend
From Tokyo: Mt. Fuji & Hakone Tour w/ Return by Bullet Train
Tokyo: Japanese Dance Cabaret Theater Asakusa-Kaguwa Ticket

Tokyo: Japanese Dance Cabaret Theater Asakusa-Kaguwa Ticket

NZ$75
per adult
80% of travellers recommend
Tokyo: Japanese Dance Cabaret Theater Asakusa-Kaguwa Ticket
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.