Find Boutique Hotels in Oshima

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Check availability on Oshima Boutique Hotels

Tonight
Dec 21 - Dec 22
Tomorrow
Dec 22 - Dec 23
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
No exact matches found, but these alternatives could be just right

Recommended hotels in Oshima

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Guesthouse Funayoshi

Guesthouse Funayoshi

Guesthouse Funayoshi
2.5 star property
Oshima
9.4 out of 10, Exceptional, (25)
"their hospitality is awsome!"
Japan
???
The price is ￥18,182
￥20,000 total
Dec 25 - Dec 26
Guesthouse Funayoshi
Outdoor pool
Hotel Kailani

Hotel Kailani

Hotel Kailani
3.0 star property
Oshima
8.6 out of 10, Excellent, (36)
"Lovely! "
United States
Ben
The price is ￥22,800
￥25,200 total
Dec 23 - Dec 24
Hotel Kailani
Interior
A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo
Oshimamachi
10.0 out of 10, Exceptional, (1)
The price is ￥22,620
￥23,200 total
Dec 22 - Dec 23
A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo
Exterior detail
An inn for rent / Oshima-machi Tokyo

An inn for rent / Oshima-machi Tokyo

An inn for rent / Oshima-machi Tokyo
2.0 star property
Oshima-machi
10.0 out of 10, Exceptional, (1)
"世話のよい女将さんと旦那さんにお世話になりました。普通の家にあるものは調味料や食器、洗濯機も含めてすべてそろっており、グループや家族での数日間の滞在に最適だと思います。"
Japan
YUI
The price is ￥16,820
￥16,820 total
Dec 21 - Dec 22
An inn for rent / Oshima-machi Tokyo
Exterior
Entire house rental nestled in a quiet, lush area of Izu Oshima｜BBQ & Bonfire available

Entire house rental nestled in a quiet, lush area of Izu Oshima｜BBQ & Bonfire available

Entire house rental nestled in a quiet, lush area of Izu Oshima｜BBQ & Bonfire available
大島町
10.0 out of 10, Exceptional, (1)
"とても綺麗なところでアメニティも充実しており何よりオーナーさんがとても気さくな方でよかったです！ 布団も気持ちよく、何をとっても文句なしによかったです！ また来た際には必ず利用します！"
Japan
Kanta
The price is ￥14,000
￥18,000 total
Dec 21 - Dec 22
Entire house rental nestled in a quiet, lush area of Izu Oshima｜BBQ & Bonfire available
Dining
Twin queen size bed with private bathroom / Oshima-cho Tokyo

Twin queen size bed with private bathroom / Oshima-cho Tokyo

Twin queen size bed with private bathroom / Oshima-cho Tokyo
Oshima-cho
The price is ￥29,000
￥29,000 total
Dec 23 - Dec 24
Twin queen size bed with private bathroom / Oshima-cho Tokyo
Terrace/patio
An entire building can be rented for your exclusiv / Oshima Tokyo

An entire building can be rented for your exclusiv / Oshima Tokyo

An entire building can be rented for your exclusiv / Oshima Tokyo
Oshima
10.0 out of 10, Exceptional, (1)
"友人3人で宿泊しました。波浮港の近くにある静かな立地で、のんびりと落ち着いた時間を過ごせました。古い島の民家を丁寧にリノベーションした建物で、室内はスタイリッシュで清潔感もあり心地よい空間でした。 キッチンが広く設備も充実していて、自炊するのがとても楽しかったです。 夜には庭で焚き火も楽しめて、静かな夜に癒されました。 観光で動き回るよりも、波浮港周辺でゆっくり滞在を楽しみたい人におすすめの宿です。次は違う時期にも泊まってみたいと思います。"
Japan
w
The price is ￥42,340
￥42,340 total
Dec 22 - Dec 23
An entire building can be rented for your exclusiv / Oshima Tokyo
Interior
Whole house rental inn / Oshima-cho Tokyo

Whole house rental inn / Oshima-cho Tokyo

Whole house rental inn / Oshima-cho Tokyo
Oshima-cho
The price is ￥16,820
￥16,820 total
Dec 21 - Dec 22
Whole house rental inn / Oshima-cho Tokyo
Sauna
An inn for rent in the elegant Habuminato Limited / Oshimamachi Tokyo

An inn for rent in the elegant Habuminato Limited / Oshimamachi Tokyo

An inn for rent in the elegant Habuminato Limited / Oshimamachi Tokyo
Oshimamachi
10.0 out of 10, Exceptional, (2)
"家族4人でお世話になりました。 波浮という町を穏やかに散策出来、波浮らしいこちらに1日ではありましたが、ゆっくりと過ごさせていただきました。 目の前のモンマルトルでも、美味しいレモンソーダとメロンソーダをいただきました。楽しいお話もいただき、ありがとうございました。是非次は、露伴に数泊！と思っております。 ※食器類が少なかったというコメントありましたが、我が家は大丈夫でした！ ※お風呂は少し換気が厳しいのは正直なところです。是非是非、こちらのオーナーさんなら改善されると信じております！ 皆さんで大切にされている伊豆大島　波浮港、沢山の方に訪れていただきたいです。"
Japan
??
The price is ￥27,840
￥27,840 total
Dec 22 - Dec 23
An inn for rent in the elegant Habuminato Limited / Oshimamachi Tokyo
Exterior
Enjoy a rich island trip at Sakaeya a small inn t / Oshima-cho Tokyo

Enjoy a rich island trip at Sakaeya a small inn t / Oshima-cho Tokyo

Enjoy a rich island trip at Sakaeya a small inn t / Oshima-cho Tokyo
Oshima-cho
The price is ￥30,160
￥30,160 total
Jan 9 - Jan 10, 2026
Enjoy a rich island trip at Sakaeya a small inn t / Oshima-cho Tokyo
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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Top Oshima Hotel Reviews

Frequently asked questions

What's there to see and do in Oshima?
After you've decided where you'd like to stay in culturally rich Oshima, figure out some fun things to do on your trip. Attractions and activities to experience around Oshima include Ura Desert, Mount Mihara, and Okata Port. While you're here, you might also like to explore more of the area and take in additional sights like Geological Layers in Oshima, Izu-Oshima Volcano Museum, and Motomachi Hamanoyu Hot Spring.
What kind of weather should I plan for when I travel to Oshima?
Getting an idea of what to expect from the weather in Oshima will help you enjoy your stay to the fullest. The hottest months are usually August and July with an average temp of 77°F, while the coldest months are January and February with an average of 50°F. The rainiest months in Oshima are June, July, October, and September, with each month seeing an average of 11 inches of rainfall.
What's the best way to get to my boutique hotel in Oshima?
You have a few options for traveling to and around Oshima. The nearest major airport is Oshima Airport (OIM), which is located 5.6 mi (9.1 km) from the heart of the city, but Miyakejima Airport (MYE) may also be an option. If you'd like to explore around the area, you may want to rent a car for your trip.

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