Search Houseboats in Oshima

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Oshima

Exterior
Guesthouse Funayoshi

Guesthouse in Oshima

Guesthouse Funayoshi
2.5 star property
9.4 out of 10, Exceptional, (25)
"their hospitality is awsome!"
Japan
???
The price is ￥18,182
￥20,000 total
Dec 14 - Dec 15
Guesthouse Funayoshi
Exterior
Hotel Kailani

Hotel Kailani

Hotel Kailani
3.0 star property
8.6 out of 10, Excellent, (36)
"Lovely! "
United States
Ben
The price is ￥23,040
￥25,440 total
Dec 22 - Dec 23
Hotel Kailani
Exterior detail
An inn for rent / Oshima-machi Tokyo

Vacation Home in Oshima-machi

An inn for rent / Oshima-machi Tokyo
2.0 star property
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 12 - Dec 13
An inn for rent / Oshima-machi Tokyo
Spa
A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

Vacation Home in Oshimamachi

A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo
10.0 out of 10, Exceptional, (1)
The price is ￥22,620
￥23,200 total
Dec 12 - Dec 13
A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo
Exterior
Entire house rental nestled in a quiet, lush area of Izu Oshima｜BBQ & Bonfire available

Apartment in 大島町

Entire house rental nestled in a quiet, lush area of Izu Oshima｜BBQ & Bonfire available
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 ￥19,000
￥23,000 total
Dec 12 - Dec 13
Entire house rental nestled in a quiet, lush area of Izu Oshima｜BBQ & Bonfire available
Exterior detail
An inn for rent in the elegant Habuminato Limited / Oshimamachi Tokyo

Vacation Home in Oshimamachi

An inn for rent in the elegant Habuminato Limited / Oshimamachi Tokyo
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 12 - Dec 13
An inn for rent in the elegant Habuminato Limited / Oshimamachi Tokyo
Exterior
Whole house rental inn / Oshima-cho Tokyo

Vacation Home in Oshima-cho

Whole house rental inn / Oshima-cho Tokyo
The price is ￥16,820
￥16,820 total
Dec 12 - Dec 13
Whole house rental inn / Oshima-cho Tokyo
Exterior
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
The price is ￥29,000
￥29,000 total
Dec 15 - Dec 16
Twin queen size bed with private bathroom / Oshima-cho Tokyo
Property grounds
An entire building can be rented for your exclusiv / Oshima Tokyo

Vacation Home in Oshima

An entire building can be rented for your exclusiv / Oshima Tokyo
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 13 - Dec 14
An entire building can be rented for your exclusiv / Oshima Tokyo
Exterior
Enjoy a rich island trip at Sakaeya a small inn t / Oshima-cho Tokyo

Vacation Home in Oshima-cho

Enjoy a rich island trip at Sakaeya a small inn t / Oshima-cho Tokyo
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
Interior
Nonsmoking Deluxe room with bathroom / Oshimamachi Tokyo

Nonsmoking Deluxe room with bathroom / Oshimamachi Tokyo

Nonsmoking Deluxe room with bathroom / Oshimamachi Tokyo
The price is ￥60,344
￥60,344 total
Dec 12 - Dec 13
Nonsmoking Deluxe room with bathroom / Oshimamachi Tokyo
Outdoor dining
Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo

Vacation Home in Oshimamachi

Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo
The price is ￥55,332
￥55,332 total
Dec 12 - Dec 13
Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo
Exterior
A relaxing space with plasterfinished interior wa / Oshima-machi Tokyo

Cottage in Oshima-machi

A relaxing space with plasterfinished interior wa / Oshima-machi Tokyo
4.0 out of 10, (1)
"洗面が壊れている。"
Japan
??
The price is ￥38,280
￥38,280 total
Dec 12 - Dec 13
A relaxing space with plasterfinished interior wa / Oshima-machi Tokyo
Courtyard
Ryokan Hanareya Ishidaya

Ryokan in Kawazu

Ryokan Hanareya Ishidaya
3.5 star property
9.4 out of 10, Exceptional, (106)
"Nice room very nice food We enjoy the private bath a lot "
Hong Kong SAR China
J
The price is ￥20,680
￥22,880 total
Dec 18 - Dec 19
Ryokan Hanareya Ishidaya
4 restaurants, breakfast, lunch, dinner served; French cuisine
Kawana Hotel

Kawana Hotel

Kawana Hotel
4.0 star property
8.8 out of 10, Excellent, (84)
"Excellent location, highly recommended "
United States
Fabio
The price is ￥25,891
￥31,928 total
Jan 4 - Jan 5, 2026
Kawana Hotel
Land view from property
Izu Imaihama Tokyu Hotel

Izu Imaihama Tokyu Hotel

Izu Imaihama Tokyu Hotel
4.0 star property
9.2 out of 10, Wonderful, (512)
"Great hotel with an excellent scenic view. Amazing food at the breakfast buffet and the Japanese restaurant. We really enjoyed our stay here as a family."
United States
Tianxin
The price is ￥11,191
￥14,024 total
Dec 21 - Dec 22
Izu Imaihama Tokyu Hotel
Exterior
Shimoda View Hotel

Shimoda View Hotel

Shimoda View Hotel
3.5 star property
8.6 out of 10, Excellent, (34)
"Fabulous Ryoken accommodation. Lovely staff and very comfortable."
Australia
Toni
The price is ￥27,257
￥33,412 total
Dec 18 - Dec 19
Shimoda View Hotel
Exterior
The Lighthouse Seaside Inn

The Lighthouse Seaside Inn

The Lighthouse Seaside Inn
2.0 star property
8.0 out of 10, Very Good, (1)
"客室も清潔でスタッフの対応も良かったです"
Japan
Fujita
The price is ￥13,500
￥14,850 total
Jan 9 - Jan 10, 2026
The Lighthouse Seaside Inn
Terrace/patio
Hotel Himalaya Sea

Hotel Himalaya Sea

Hotel Himalaya Sea
3.0 star property
9.8 out of 10, Exceptional, (47)
"Enjoyed the great view and the onsen! "
Canada
MIndy
The price is ￥20,000
￥22,645 total
Dec 18 - Dec 19
Hotel Himalaya Sea
Exterior
Hotel Villa Fontaine Village Izukogen

Hotel Villa Fontaine Village Izukogen

Hotel Villa Fontaine Village Izukogen
4.0 star property
9.0 out of 10, Wonderful, (393)
"Great place to stay, great view of ocean. Massive suite "
United States
Hosea
The price is ￥19,040
￥21,804 total
Jan 7 - Jan 8, 2026
Hotel Villa Fontaine Village Izukogen
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oshima Hotel Reviews

Shimoda Prince Hotel

Shimoda Prince Hotel

10/10 Excellent
"Overall it’s good hotel and near to beach . We can enjoy Sunset or sunrise here ."
RAJOO 1-night trip
Posted 3 days ago
Shimoda Prince Hotel

Find out more about Oshima

Oshima Houseboats information

Number of reviews
1,239
Accommodation
0 Houseboats
Lowest Price
￥14,024
Highest Price
￥60,344

Explore a world of travel with Expedia