Oshima Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
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Top hotels in Oshima

Hotel Kailani
Hotel Kailani
3 out of 5
1027-10 Sashikiji, Oshima, Tokyo
Fully refundableReserve now, pay when you stay
The price is S$208 per night from 16 Jun to 17 Jun
S$208
16 Jun - 17 Jun
8.4/10 Very Good! (32 reviews)
"The owner (presumably) was very kind, helpful, and even speaks English! She runs a relaxing and casual property, and because of its small size, it is easy for her to communicate with and assist visitors - which is exactly what she does! I highly recommend this hotel to Oshima tourists who are looking ..."

Reviewed on 21 May, 2022

Hotel Kailani
Hotel MOANA
Hotel MOANA
3 out of 5
002, Oshima, Tokyo
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (6 reviews)
"Great vibes and the most welcoming owner! Tasty breakfast with lots of fruits and great view. Parking is at the port, which is a couple of minutes' walk. Easily one of the best stays for couples in Oshima!"

Reviewed on 23 Mar, 2025

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Hotel MOANA
Prince Smart Inn Atami
Prince Smart Inn Atami
3.5 out of 5
17-14 Kasugatyou, Atami, Shizuoka
The price is S$86 per night from 30 Jun to 1 Jul
S$86
30 Jun - 1 Jul
8.6/10 Excellent! (505 reviews)
"Simple and spacious room for this price range, close to station, recommended :)"

Reviewed on 31 May, 2025

Prince Smart Inn Atami
See all 746 properties in Oshima
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 Oshima holiday package cost?
Offering excellent value package deals on Expedia, you’ll be surprised at how little a holiday to Oshima costs! Expedia’s packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Oshima?
To pick up cheap Oshima holiday packages, organise your getaway outside of peak times like public holidays and major festivals. You’ll typically find better availability and lower prices for hotels and flights.
How many days is enough for Oshima?
We recommend planning an Oshima holiday for at least 2 days. This will allow you enough time to visit top attractions such as Motomachi Hamanoyu Hot Spring and Kobohama Beach, as well as check out neighbourhoods like Habuminato and Osaka. You might even be able to squeeze in a day trip (or two) outside of Oshima.
Is it worth booking a holiday package to Oshima?
Oshima is a good holiday destination with attractions like Mihara Hiking Trail among the many things to keep you entertained. Whether you’re heading away with the family or getting away with friends, an Oshima holiday promises fun for everyone.
How to find the best Oshima package deals?
Use Expedia’s filter tool to help you find some fabulous Oshima package deals. When you begin your search, simply set your maximum budget and then order the results by “Price: low to high.” If you want to save, plan your break for midweek, or browse for Oshima package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it’s typically best to lock in your holiday package well in advance.
Is it cheaper to book an Oshima holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and hotels separately. Better still, you can personalise your Oshima trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Oshima?
If you’re planning a spur-of-the-moment Oshima holiday, check out our last-minute deals that can be booked up to one week before you take off. Don’t want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Oshima?

  1. Pick your dates: What you want to do in Oshima and your favourite season can help you decide when to get away.
  2. Budget wisely: On top of the cost of your stay, you’ll need to factor in other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may come up during your trip to Oshima.
  3. Determine how many days away: Start by making a list of all the attractions you’d like to experience in Oshima. Then, estimate how long you’ll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalised Oshima holiday package.

What to do in Oshima

Mt. Fuji and Cherry Blossom Day Trip with English Speaking Driver

Mt. Fuji and Cherry Blossom Day Trip with English Speaking Driver

S$845
per traveller
84% of travellers recommend
Mt. Fuji and Cherry Blossom Day Trip with English Speaking Driver
Mt. Omuro

Half Day Izu Kogen Highlands Downhill Cycling Tour

S$68
per adult
Half Day Izu Kogen Highlands Downhill Cycling Tour
Snorkeling in the sea of Izu! !

Half-day Snorkeling Course Relieved at the beginning Even in the sea of Izu, veteran instructors will teach kindly

S$98
per adult
Half-day Snorkeling Course Relieved at the beginning Even in the sea of Izu, veteran instructors will teach kindly
See all activities in Oshima

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.