Osaki Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected

Your Osaki Holiday

Let our Osaki holiday packages transport you to a destination where long-lasting memories are waiting to be made. While it's especially renowned for its shopping, there's plenty more to like about this neighbourhood. Kick off your trip to Osaki by checking out nearby attractions such as Tokyo Tower, Nezu Art Museum and Mori Art Museum. Don't just dream it — take action! Lock in your perfect Osaki holiday with Expedia and experience travel your way.

Price found within the past 48 hours. Click for updated prices.
  • Reception
    Aug 19 - Aug 31

    MONday Apart Premium Ueno Okachimachi + Flight

    Ueno
    11 nights
    4.0 star property
    9.4/10 - Exceptional (619 reviews)
    "Nice laundry onsite"
    Reviewed May 25, 2026
    Return • London (LHR) - Tokyo (NRT)
    LHR - NRT • 1 stop NRT - LHR • 1 stop
    Save 100% on your flight
    £3,405
    £1,752
    per traveller
    found 9 hours agoAdditional charges may apply
    MONday Apart Premium Ueno Okachimachi
  • Exterior
    Aug 9 - Aug 27

    GRAND MONday GINZA + Flight

    Chuo
    17 nights
    4.0 star property
    9.8/10 - Exceptional (258 reviews)
    "I booked this room the last minute, and our family has been traveling Hong Kong, and Japan (Osaka, Nara, & Kyoto). This hotel was the best out of all the hotels. It had washer/dryer combo machine, Nepresso machine, cooking utensils, refrigerator, large bath, etc. The only negative would be no view of outside as there was a building right next to it."
    Reviewed June 3, 2026
    Return • London (LHR) - Tokyo (NRT)
    LHR - NRT • 1 stop HND - LHR • 1 stop
    £7,864
    £2,921
    per traveller
    found 2 days agoAdditional charges may apply
    GRAND MONday GINZA
  • Exterior
    Aug 9 - Aug 27

    Premium Apart MONday HAMAMATSUCHO Station + Flight

    Minato
    17 nights
    4.0 star property
    9.6/10 - Exceptional (20 reviews)
    "Great hotel for your stay in Tokyo. Minato is a nice quiet area. Hotel is convenient to Hamamatsu Cho station, for easy access to Tokyo station, Disney, Shibuya and Shinjuku. Room was very clean and comfortable. Staff is friendly and helpful. I’ll stay there again. My wife and two daughters loved it!"
    Reviewed June 3, 2026
    Return • London (LHR) - Tokyo (NRT)
    LHR - NRT • 1 stop HND - LHR • 1 stop
    £4,633
    £2,079
    per traveller
    found 2 days agoAdditional charges may apply
    Premium Apart MONday HAMAMATSUCHO Station
  • Exterior
    Aug 19 - Aug 31

    GRAND MONday ASAKUSA(Former:MONday Apart Premium Asakusa) + Flight

    Taito
    11 nights
    4.0 star property
    9.8/10 - Exceptional (275 reviews)
    "Loved the sauna and the large tub"
    Reviewed May 29, 2026
    Return • London (LHR) - Tokyo (NRT)
    LHR - NRT • 1 stop NRT - LHR • 1 stop
    Save 100% on your flight
    £3,899
    £1,900
    per traveller
    found 9 hours agoAdditional charges may apply
    GRAND MONday ASAKUSA(Former:MONday Apart Premium Asakusa)
  • SORA - Sky - Japanese modern style Room with Private Roof Balcony, Non Smoking | In-room safe, free WiFi, bed sheets
    Aug 17 - Aug 29

    TABI UENO + Flight

    Taito
    11 nights
    4.0 star property
    9.8/10 - Exceptional (31 reviews)
    "TABI Ueno was the perfect long stay hotel for our 2-week stay in Tokyo. Our room was clean and the staff was very accommodating with cleaning service and providing the basic amenities. The location was a 5-min walk to Ueno station and made getting around very easy. If you are looking for a place that us convenient to transport, has a washer/dryer in the room, and good value for the money then I highly recommend TABI Ueno!"
    Reviewed June 3, 2026
    Return • London (LHR) - Tokyo (HND)
    LHR - HND • Direct HND - LHR • Direct
    Save 100% on your flight
    £4,744
    £2,370
    per traveller
    found 2 days agoAdditional charges may apply
    TABI UENO

Where to stay in Osaki

Find the best Osaki areas and neighborhoods for the activities you enjoy most. Learn more about Osaki
Shinjuku

Shinjuku

4.5/5(480 area reviews)

This major ward of Tokyo offers a variety of opportunities, from skyline views to trendy restaurants, to its large, peaceful park.

Find hotels in Shinjuku

Top hotels in Osaki

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

4 out of 5
2-7-1 Hanedakuko, Oota Tokyo Tokyo
Fully refundableReserve now, pay when you stay
The price is £88 per night from 7 Jun to 8 Jun
£88
7 Jun - 8 Jun
additional charges may apply
9.2/10 Wonderful! (11,378 reviews)
"The rooms are very clean. All the staff are very helpful and nice. The location is very convenient especially when arriving at Haneda late night. We also stay here one or two nights before we leave Japan for the convenience, especially on the day of departure. It is very convenient to leave the luggage ..."

Reviewed on 3 Jun 2026

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

Hotel Gracery Shinjuku

4 out of 5
1-19-1 Kabukicho, Shinjuku-ku Tokyo Tokyo-to
The price is £100 per night from 28 Jun to 29 Jun
£100
28 Jun - 29 Jun
additional charges may apply
9/10 Wonderful! (5,078 reviews)
"The hotel is located in a very lively part of town, lots of food, shopping, close to the public transit. The hotel is clean and modern, no concerns with noise outside once windows are closed. There were lots of tourists from Europe and Americas, so it was nice to ease in to our travel in Japan after ..."

Reviewed on 3 Jun 2026

Hotel Gracery Shinjuku
Ours Inn Hankyu

Ours Inn Hankyu

3 out of 5
1-50-5 Oi, Shinagawa-ku Tokyo Tokyo
Fully refundableReserve now, pay when you stay
The price is £63 per night from 22 Jun to 23 Jun
£63
22 Jun - 23 Jun
additional charges may apply
8.6/10 Excellent! (2,666 reviews)
"Clean and perfect for a short 1 night stay"

Reviewed on 31 May 2026

Ours Inn Hankyu
See all 6,622 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Osaki travel package cost?
We make it easy for everyone to travel, with Osaki packages starting from just . You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few experiences and tours to your itinerary?
If I'm not able to travel, can I cancel my Osaki travel package?
We totally understand that life doesn't always go according to plan. If you've booked an Osaki travel package and have to cancel or change it, we're here to help. We suggest taking a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to cancel or change your itinerary free of charge. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a fee.
How do I get a cheap travel package to Osaki?
Bundle your hotels and flights with Expedia to save on your next getaway. With more than 550 partner airlines and 1,000,000 hotel options around the globe, your Osaki travel package can be tailored exactly to suit your budget. With all that extra money, why not include one or two exciting experiences and tours? It's an easy way to unlock even more discounts. Your dream getaway to Osaki is closer than you thought!
Does Expedia offer Book Now, Pay Later Osaki holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book your dream getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that suit all types of budgets, so you can take that well-earned holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip in multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is easier with this payment plan. Put down a small deposit on your holiday and then start working on your travel plans.

Where should I stay in Osaki?
Most visitors who travel to Osaki include both Tokyo Sky Tree and Tokyo Tower on their itineraries. Why not select a hotel that's close to these iconic attractions?
What are the top hotels in Osaki?
Get your trip off to a fantastic start by staying at Keio Plaza Hotel Tokyo. It's one of most popular hotels in Osaki. Another leading option is Hotel JAL City Haneda Tokyo West Wing.
How far in advance should I book my Osaki holiday?
It can be hard to know when is the perfect time to book your Osaki trip. But generally the earlier you book, the lower the prices. Sometimes, you can reserve your flights and hotels up to 12 months before departure. If you're eager to escape on a last-minute getaway, no need to panic! There are unbeatable deals popping up on Expedia all the time.
What does an Expedia Osaki travel package include?
From airfares and hotels to rental cars, Expedia can help you craft an Osaki package that suits you. Holidaying for a week or two? Give some thought to a flight, rental car and hotel bundle. If you can only manage a quick getaway, an airfare and hotel deal may suit you better. Activities can also be added after you've booked. Our travel packages make it a breeze to plan and save.
What should I know before booking an Osaki travel package?
You'll land excellent savings when you bundle your hotels, flights and rental cars into a package. Plus, booking everything in one place makes trip planning much easier. So why waste time or money? Whether you're putting together a ritzy city getaway or a budget solo adventure, have a look at our travel packages today.
Can I choose my airline with an Osaki Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our travel packages give you the freedom to pick from available flight, hotel or activity options that suit you.

Popular places to visit

Tokyo Disneyland®

Tokyo Disneyland®

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®
東京ディズニーシー

Tokyo DisneySea®

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®
Shibuya Crossing

Shibuya Crossing

Guaranteed to overload the senses, this intersection teeming with people is considered to be a symbol of modern Tokyo.

Shibuya Crossing

Things to do

Tokyo After 5: Small Group Evening Food Tasting Tour

Tokyo Evening Food Adventure: Hidden Eateries & Local Flavours

£46
per adult
90% of travellers recommend
Tokyo Evening Food Adventure: Hidden Eateries & Local Flavours
Vegan-Friendly Tokyo Sumo Show, Mochi-Pounding Dinner Experience

Vegan-Friendly Tokyo Sumo Show, Mochi-Pounding Dinner Experience

£75
per adult
Vegan-Friendly Tokyo Sumo Show, Mochi-Pounding Dinner Experience
Asakusa Senso-ji Temple and Old Tokyo Walking Tour

Asakusa Senso-ji Temple and Old Tokyo Walking Tour

£22
per adult
98% 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. Flight-inclusive packages are ATOL protected.