Oshima Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Oshima

Hotel Kailani

Hotel Kailani

3 out of 5
1027-10 Sashikiji, Oshima, Tokyo
Fully refundable
The price is 4.663.863 ₫ per night from 1 Sept to 2 Sept
4.663.863 ₫
5.130.249 ₫ total
1 Sept - 2 Sept
8.4/10 Very Good! (35 reviews)
"Lovely!"

Reviewed on 29 Jun 2025

Hotel Kailani
Prince Smart Inn Atami

Prince Smart Inn Atami

3.5 out of 5
17-14 Kasugatyou, Atami, Shizuoka
The price is 2.001.323 ₫ per night from 28 Aug to 29 Aug
2.001.323 ₫
2.272.682 ₫ total
28 Aug - 29 Aug
8.6/10 Excellent! (536 reviews)
Convenient for the train station, not the beach
"Modern, clean, and conveniently located close to the train station. This hotel strikes a good balance if you want something affordable but also professional and reliable. If you're coming for the beach, beware that you're either catching a bus or making a long, exhausting hike up a steep hill from ..."

Reviewed on 25 Aug 2025

Prince Smart Inn Atami
Shimoda Prince Hotel

Shimoda Prince Hotel

3 out of 5
1547-1 Shirahama, Shimoda, Shizuoka-ken
Fully refundableReserve now, pay when you stay
The price is 2.195.603 ₫ per night from 24 Sept to 25 Sept
2.195.603 ₫
2.656.679 ₫ total
24 Sept - 25 Sept
8/10 Very Good! (425 reviews)
"Had a private beach and beautiful seaviews. Our room was very spacious and cleaned daily with water, tea, coffee replenished. Balconies were small with only standing room. There were not many options for outdoor seating as the are overlooking the beach was closed on an evening. We had food included ..."

Reviewed on 24 Aug 2025

Shimoda Prince Hotel
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.

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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.