Search results; Over 1,000 homes in Oshima

Hostel in Oshima
Double or twin room at Guesthouse Jinnomaru
1 bedroom, 5 beds, 1 shared bathroom
2–7 Jul
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4.0 out of 5 average rating, 22 reviews
Top guest favourite
Room in Oshima
Purple room on the second floor with a view of the sunset, price for 2 people. Accommodation for 1 female guest only  
1 small double bed, 1.5 bathrooms
3–8 Jul
5.0 out of 5 average rating, 17 reviews
Guest favourite
Villa in Oshima
Izu Oshima|Villa Limone|BBQ, 4BR, Sleeps 10
4 bedrooms, 9 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 29 reviews
Guest favourite
Place to stay in Oshima
Bright and peaceful 2nd floor Green, price for 2 people, near the hot spring, up to 3 people [Not available for 1 person]
1 bedroom, 2 beds, Toilet with sink
2–7 Jul
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Oshima
10-Minute Walk to Habu Port / Spacious Single-Family Home with Dirt-Floor Living Room for Groups / 1-Minute Walk to Bus Stop / Bicycle Storage Available
1 bedroom, 8 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Oshima
元町港・岡田港からバス10分+徒歩4分| 古民家で楽しむ島時間|2寝室8名
2 bedrooms, 8 single beds, 1 bathroom
2–7 Jul
New place to stay
Superhost
Home in Oshima
元町港・岡田港から好アクセス| 古民家で楽しむ島時間|3寝室8名|バス停徒歩10分
3 bedrooms, 8 beds, 1 bathroom
2–7 Jul
New place to stay
Top guest favourite
Villa in Oshima
Relaxing in Tokyo's remote islands and small harbors | suo
2 bedrooms, 6 beds, 1.5 bathrooms
5–10 Sept
4.92 out of 5 average rating, 38 reviews
Superhost
Villa in Oshima Machi
Big Island Base|A rental property that serves as a base for island travel
1 bedroom, 6 futons, 1 bathroom
6–11 Jul
4.92 out of 5 average rating, 75 reviews
Shared room in Oshima
About 5 minutes on foot from Motomachi Port, sand bath, bedrock bath, mist sauna, women-only dormitory
1 bedroom, 1 bed, 1 shared bathroom
2–7 Jul
4.75 out of 5 average rating, 4 reviews
Guest favourite
Home in Oshima
[Entire building] In the forest | Private villa where you can enjoy the starry sky and campfire
1 bedroom, 10 single beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 8 reviews
Hotel in Oshima
【Boutique Hotel】Ocean View/Breakfast Included/3ppl
1 bedroom, 2 queen beds, 1 bathroom
5–10 Jul
Guest favourite
Room in Oshima
Kuromama House, Room 101 (maximum 2 people) *Host lives on the premises
1 bathroom
5–10 Jul
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Home in Ito
A garden with flowers blooming in all four seasons, a 6-minute walk to the sea, a hot spring bath, a wood-burning stove, stylish interior design, and a home theater in the bedroom.
2 bedrooms, 3 beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Villa in Higashiizu
Ocean View | Entire Villa with Private Onsen
2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 15 reviews
Home in Higashiizu
Early bird discount and consecutive night discount [NEW for April 2026] Sauna, cold water bath, hot spring, BBQ, ocean view, maximum 10 people 
3 bedrooms, 8 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 9 reviews
Room in Oshima
About 5 minutes on foot from Motomachi Port, sand bath, stone sauna, mist sauna, double room
1 double bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Hut in Oshima
[Renovated in 2022] A 200-year-old traditional house where you can enjoy the time on each island
1 bedroom, 9 futons, 1 bathroom
5–10 Jul
4.76 out of 5 average rating, 37 reviews
Home in Ito
Ultimate Wellness Experience with a Private Sauna and Natural Hot Spring | Entire Building Available for Rent, Opening April 2026
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.87 out of 5 average rating, 23 reviews