Osaki Holidays from NZ$2,819

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Top Holiday Package Deals in Osaki

Price found within the past 48 hours. Click for updated prices.
MONday Apart Premium Akihabara Asakusabashi Sta.

MONday Apart Premium Akihabara Asakusabashi Sta.

Taito
NZ$2,819
per person
8 Nov - 13 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Tokyo (HND)
9.6/10 Exceptional! (444 reviews)
Very clean, quite and had kitchen too. It was such a relaxing stay.

Reviewed on 27 Sept 2026

MONday Apart Premium Ueno Okachimachi

MONday Apart Premium Ueno Okachimachi

Ueno
Save 100% on your flight
NZ$2,950
per person
8 Nov - 13 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Tokyo (HND)
9.4/10 Exceptional! (706 reviews)
Good

Reviewed on 30 Sept 2026

Shinjuku Granbell Hotel

Shinjuku Granbell Hotel

Shinjuku
Save 100% on your flight
NZ$5,769
per person
8 Nov - 13 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Tokyo (HND)
8.6/10 Excellent! (2,466 reviews)
This was our 2nd time staying in the Granbell in our 4 trips to Japan we usually start our trip off in Shinjuku. Our first trip 4 years ago the hotel seemed much better kept the staff welcomed you on arrival and greeted you leaveing and comming or at least acknowledged you existed. The hotel was clean and area seemed fairly good. We did notice a few things on the trip that we brushed off until this particular stay. The hotel room was getting fairly old and had alot of damaged stuff. When we arrived the hotel staff barely looked up from the desk or said a full sentence past check in at the computer screen. It was very impersonal compared to our first visit. The water pressure & temperature kept changing constantly and the fan in the bathroom did not work at all causing the entire room to fog up and be unbearable. The 2nd evening We returned and noticed the room cleaning had been completed and we went to go to sleep. There was a massive blood streak going down the supposed clean sheets... no idea how house keeping did not see this. Each night walking into the hotel you would see massive G wagon SUV's, the drivers staring you down with tear drop tattoos & had what was clearly a prostitute being dropped off at the hotel for servicing this happened multiple nights including our first stay 4 years ago. I am almost 80-90% covered with tattoos and it did not give the safest feeling. No key cards anyone can go to any floor staying at the hotel or not. I have no room left to write.

Reviewed on 1 Oct 2026

Hotel Chinzanso Tokyo

Hotel Chinzanso Tokyo

Bunkyo
Save 100% on your flight
NZ$3,453
per person
8 Nov - 13 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Tokyo (HND)
9.8/10 Exceptional! (1,150 reviews)
The property was an impressive at first impression. Once we went to our room it was even more impressive. The view from our room was more than expectation. We could see the pagoda and the mist every hour from our room. Breakfast was below par for buffet. Food was semi cold and the options is also below expectation. The hotel had the buffet in a what look like conference room with no window. While the upstairs main dining room have an excellent view with no business during that time. Only flaw. A bit far from Gina. It’s worth the hike. We found several local restaurants that was excellent for lunch and dinner. I would stay here again. If you book, make sure it’s the garden view room. Arrive on the weekend for buffet and individual breakfast the rest of the time.

Reviewed on 29 Sept 2026

MONday Apart Hamamatsucho Daimon

MONday Apart Hamamatsucho Daimon

Minato
NZ$2,827
per person
8 Nov - 13 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Tokyo (HND)
9.6/10 Exceptional! (448 reviews)
Good location

Reviewed on 30 Sept 2026

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
A busy urban street at night with illuminated billboards and a prominent Epson sign.

Shinjuku

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.

A bustling urban street with a prominent glass building, various commercial signs, and a crowd of people.

Shibuya

1 out of top 10 points of interest in this area

Step from Tokyo’s busiest train station into streets filled with endless shopping and dining options and the largest concentration of “love hotels” in the city.

A busy urban street with tall buildings, including a Sony store and a Michael Jackson exhibit.

Ginza

Named after a silver-coin mint, this district has a long association with affluence. Today it’s where you’ll find some of Japan’s most upmarket labels, restaurants and galleries.

A traditional red and white building with a staircase leading up to a shrine.

Asakusa

1 out of top 10 points of interest in this area

Follow the footsteps of centuries of worshippers along a street filled with traditional snack stalls and through the gates of one of Tokyo’s most popular temples.

A busy urban street at night with illuminated signs and storefronts.

Ueno

Try the hanami tradition of admiring flowers as you walk past cherry blossoms and delve into the history of this area through its museums and ornate temples.

Our pick of the best Osaki Hotel Deals

Hotel Villa Fontaine Grand Haneda Airport - Directly connected to Haneda Airport Terminal 3

Hotel Villa Fontaine Grand Haneda Airport - Directly connected to Haneda Airport Terminal 3

2-7-1 Hanedakuko, Oota Tokyo Tokyo
Fully refundableReserve now, pay when you stay
NZ$234
12 Oct - 13 Oct
Hotel Villa Fontaine Grand Haneda Airport - Directly connected to Haneda Airport Terminal 3
Tokyo Bay Shiomi Prince Hotel

Tokyo Bay Shiomi Prince Hotel

2-8-16 Shiomi Tokyo Tokyo
Fully refundableReserve now, pay when you stay
NZ$432
4 Oct - 5 Oct
Tokyo Bay Shiomi Prince Hotel
Shinjuku Washington Hotel Main

Shinjuku Washington Hotel Main

3-2-9 Nishishinjuku Tokyo Tokyo-to
NZ$260
2 Nov - 3 Nov
8.2/10 Very good! (4,244 reviews)
"Better service before getting access to our rooms ..we had to wait 5 hours to get into our rooms. Cruise ships get in early to port; consequently, passengers arrive early at the hotel. Provisions should be made at least for handicapped people to get into their rooms."

Reviewed on 1 Oct 2026

Shinjuku Washington Hotel Main
See all 5,064 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$2,819. 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.

Stay near popular Osaki attractions

O Art Museum

You can spend an afternoon studying the exhibits at O Art Museum in Tokyo. Discover the fascinating museums and shops in this vibrant area.
See properties

Irugi Shrine

Irugi Shrine is just one of the places to see in Tokyo, so why not enjoy the other things to explore during your travels? Make time to visit the area's shops or simply enjoy its top-notch restaurants.
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Activities

Tokyo: teamLab Planets TOKYO Digital Art Museum Entry Ticket

Tokyo: teamLab Planets TOKYO Digital Art Museum Entry Ticket

NZ$49
per adult
86% of travellers recommend
Tokyo: teamLab Planets TOKYO Digital Art Museum Entry Ticket
Picture 1 for Activity From Tokyo: Mt. Fuji & Hakone Tour w/ Return by Bullet Train

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

NZ$202
per adult
84% of travellers recommend
From Tokyo: Mt. Fuji & Hakone Tour w/ Return by Bullet Train
Tokyo: Matcha Experience in Shibuya with Japanese Sweets

Tokyo: Matcha Discovery Workshop - Taste Real Thing in Shibuya

NZ$16
per adult
Tokyo: Matcha Discovery Workshop - Taste Real Thing in Shibuya
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.