Oshima Vacations

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Find the Best Oshima Vacation Packages

Oshima Hotel Deals

Hotel Kailani

Hotel Kailani

3 out of 5
1027-10 Sashikiji, Oshima, Tokyo
The price is ￥23,401 per night from Sep 1 to Sep 2
￥23,401
￥26,001 total
Sep 1 - Sep 2
8.4/10 Very Good! (35 reviews)
"Lovely!"

Reviewed on Jun 29, 2025

Hotel Kailani
Prince Smart Inn Atami

Prince Smart Inn Atami

3.5 out of 5
17-14 Kasugatyou, Atami, Shizuoka
The price is ￥11,340 per night from Sep 2 to Sep 3
￥11,340
￥12,919 total
Sep 2 - Sep 3
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 Aug 25, 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 ￥12,241 per night from Sep 25 to Sep 26
￥12,241
￥15,265 total
Sep 25 - Sep 26
Shimoda Prince Hotel
See all 786 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.

Discover the most popular places to visit in Oshima

Gojinka Onsen Hot Spring

You can take time to visit Gojinka Onsen Hot Spring during your travels to Oshima. Amble around the area's waterfront or visit its spas.

Gojinka Onsen Hot Spring

Kobohama Beach

Why not spend a lazy afternoon at Kobohama Beach during your trip to Oshima? Stroll along the beaches or experience the area's museums.

Kobohama Beach

What to do in Oshima

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

￥11,000
per adult
Half-day Snorkeling Course Relieved at the beginning Even in the sea of Izu, veteran instructors will teach kindly
I will dive in the sea from now on! !

Experience diving! ! Scuba diving in the sea of Japan! ! If you are not confident in swimming, it is safe for the first time. From beginners to veteran instructors will teach kindly and kindly.

￥22,000
per adult
Experience diving! ! Scuba diving in the sea of Japan! ! If you are not confident in swimming, it is safe for the first time. From beginners to veteran instructors will teach kindly and kindly.
Mt. Omuro

Half Day Izu Kogen Highlands Downhill Cycling Tour

￥7,693
per adult
Half Day Izu Kogen Highlands Downhill Cycling Tour
See all activities in Oshima

Frequently asked questions

How much does an Oshima vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation 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 vacation packages, organize 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 vacation 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 neighborhoods 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 vacation package to Oshima?
Oshima is a good vacation 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 vacation 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 vacation package well in advance.
Is it cheaper to book an Oshima vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels separately. Better still, you can personalize 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 vacation package to Oshima?
If you're planning a spur-of-the-moment Oshima vacation, 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 favorite 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 personalized Oshima vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.