Osaki Holidays from NZ$2,775

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Top Holiday Package Deals in Osaki

Price found within the past 48 hours. Click for updated prices.
MONday Apart Premium Ueno

MONday Apart Premium Ueno

Taito
Save 100% on your flight
NZ$2,775
per person
26 Oct - 31 Oct
found 7 hours ago
Return direct flight included
Auckland (AKL) to Tokyo (HND)
9.4/10 Exceptional! (701 reviews)
GRAND MONday GINZA

GRAND MONday GINZA

Chuo
Save 100% on your flight
NZ$4,124
per person
25 Oct - 1 Nov
found 4 hours ago
Return direct flight included
Auckland (AKL) to Tokyo (HND)
9.8/10 Exceptional! (304 reviews)
If you are looking for a spacious apt hotel this is the place. The furnishings and decor was top notch. The washer/dryer combo in the room was the reason I selected this property. The room also came with a sauna. The only watch out which would prevent us from staying again, is that it was far from the attractions. Even the Lawson’s was a couple of blocks up. Ginza shopping was still 17minutes by car from the hotel.

Reviewed on 16 Aug 2026

Premium Apart MONday HAMAMATSUCHO Station

Premium Apart MONday HAMAMATSUCHO Station

Minato
Save 100% on your flight
NZ$3,574
per person
25 Oct - 1 Nov
found 4 hours ago
Return direct flight included
Auckland (AKL) to Tokyo (HND)
9.6/10 Exceptional! (44 reviews)
Great stay. Checked in with the room setup nicely. We requested for the futon beds which turned out great for our baby. The in-suite washer and dryer is a huge plus. The only down side for us is that the location is a bit of a walk to the elevator of the train station if you travel with a stroller. And I wish the towels of the hotel could be better as mine was shredding on my skin like crazy.

Reviewed on 13 Aug 2026

GRAND MONday ASAKUSA(Former:MONday Apart Premium Asakusa)

GRAND MONday ASAKUSA(Former:MONday Apart Premium Asakusa)

Taito
Save 100% on your flight
NZ$3,310
per person
26 Oct - 31 Oct
found 7 hours ago
Return direct flight included
Auckland (AKL) to Tokyo (HND)
9.8/10 Exceptional! (305 reviews)
Property was clean and the room we got was large enough that our family of 4 didn’t feel like we were constantly in each others way or anything. Location was good. Plenty of options for food and drink. A large donqi was about a 5min walk away and a small shopping center, both right next to hop street. But if you’re planning on spending more time around shinjuku and/or shibuya it’s quite far, which unfortunately is what we did.

Reviewed on 6 Aug 2026

Asakusa View Hotel

Asakusa View Hotel

Taito
Save 100% on your flight
NZ$4,723
per person
25 Oct - 1 Nov
found 4 hours ago
Return direct flight included
Auckland (AKL) to Tokyo (HND)
9.2/10 Wonderful! (1,382 reviews)
They knew what the purpose of this hotel as they designed it. Correctly named view hotel! Well when I say you can’t find a better view best, believe me it’s true. Rooms were nicely decorated with a modern feel. The bathroom 10 out of 10. I never appreciated a bathroom in a hotel this much. Staff was amazing and attentive. Went above and beyond not of tips just because that is how customer service is to be handled. Included the high variety breakfast buffet. It was amazing. And the view from the buffet was nothing short of amazing. Watching the sky tree night and day was a joy. Location was perfect to everything a tourist needs. Shopping, history, food and the train station. Can say more things but find out for yourself. You’re in for a fabulous special treat!

Reviewed on 14 Aug 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$170
7 Sept - 8 Sept
9.2/10 Wonderful! (12,198 reviews)
"I love the"

Reviewed on 16 Aug 2026

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$295
31 Aug - 1 Sept
9.6/10 Exceptional! (5,747 reviews)
"Excellent hotel and restaurant. Would definitely recommend for anyone travelling to Tokyo!"

Reviewed on 16 Aug 2026

Tokyo Bay Shiomi Prince Hotel
Hotel Gracery Shinjuku

Hotel Gracery Shinjuku

1-19-1 Kabukicho, Shinjuku-ku Tokyo Tokyo-to
NZ$255
17 Aug - 18 Aug
9/10 Wonderful! (5,361 reviews)
"Only stayed in that hotel one night before returning to US. Room was extremely small, the size of walking closet. Access to the main attraction, The Godzilla head, was closed for whatever reason. The location is convenient for younger crowd that wants to enjoy the night life. Avoid at all costs if ..."

Reviewed on 16 Aug 2026

Hotel Gracery Shinjuku
See all 6,784 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$2,775. 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

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.
See properties

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

Activities

Tokyo: teamLab Planets TOKYO Digital Art Museum Entry Ticket

Tokyo: teamLab Planets TOKYO Digital Art Museum Entry Ticket

NZ$42
per adult
88% of travellers recommend
Tokyo: teamLab Planets TOKYO Digital Art Museum Entry Ticket
Tokyo: Mt Fuji & Oishi Park & Lake Kawaguchi & Oshino Hakkai

Tokyo: Mt Fuji & Oishi Park & Lake Kawaguchi & Oshino Hakkai

NZ$82
per adult
90% of travellers recommend
Tokyo: Mt Fuji & Oishi Park & Lake Kawaguchi & Oshino Hakkai
Picture 15 for Activity Tokyo: Imperial Palace, Sensō-ji Temple, & Tokyo Tower Tour

TokyoAfternoon Bus Tour Imperial Palace, Asakusa,Tokyo Tower

NZ$67
per adult
92% of travellers recommend
TokyoAfternoon Bus Tour Imperial Palace, Asakusa,Tokyo Tower
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.