Oshima Vacation Homes

A turquoise sea, rocky shoreline, and lush greenery.

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

In two weeks

In two months

In three months

In four months

Our top choices for Oshima holiday homes

1. Gojuuban

Oshima

HK$1,662 total

1 Sept - 2 Sept

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

Oshima

"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。"

HK$2,105 total

4 Sept - 5 Sept

3. A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

Oshimamachi

HK$1,240 total

24 Aug - 25 Aug

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

Oshima-cho

HK$2,163 total

8 Aug - 9 Aug

5. Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo

Oshimamachi

HK$3,749 total

1 Sept - 2 Sept

6. A glasswalled designer singlestory house nestled / Ito City Shizuoka

Ito City

HK$2,530 total

2 Sept - 3 Sept

7. Dogfriendly vacation rental Room only Maximum / Ito City Shizuoka

Yawatano

HK$4,556 total

1 Sept - 2 Sept

8. Terrace Kawazu / Kamo District Shizuoka

Kamo District

HK$2,907 total

28 Aug - 29 Aug

View all properties

Find holiday rentals that suit your style

Aparthotels

Villas

Save an average of 15% on thousands of hotels when you're signed in

Top Oshima Hotel Reviews

Izu Imaihama Tokyu Hotel

10/10 Excellent

"We arrived just before the hot weather so we had a few days of cloudy weather and one day of heavy rain... and we enjoyed every moment. This isn't such a well known place but it was lovely for us as it let us disconnect a bit and just relax. Walks up the beach to Kawazu, lovely meals and just lots of quiet time.. just what we needed. The staff were all lovely and very helpful, the room was larger than we expected with very comfortable beds, a great bathroom and a balcony that overlooked the ocean. Everything was clean and in perfect condition. Highly recommended."

Shimoda Prince Hotel

10/10 Excellent

"Waowww.....what a view! - all rooms have sea views on the rolling waves and surfers having fun. Really beautiful from sunrise to sunset. And the Onsen is an added bonus, fantastic. I only stayed a couple of nights but super nice. Rooms are spacious, comfy, buffet is plentiful, and the sushi bar is exquisite! Highly recommended stop, especially with family."

Atagawa Ocean Resort

10/10 Excellent

"We loved our authentic Japanese vacation stay. Fireworks were a surprise we had not expected. Buffet had a large variety of choices although I am allergic to shrimp and do t like seafood so it limited me. I was still able to find enough to eat each day. Onsen was a new experience for us being Canadian but now we love it and will miss this relaxing ritual."

Prince Smart Inn Atami

10/10 Excellent

"It was a clean and comfortable stay, conveniently located near the station and convenience stores, with friendly staff. You can ship your suitcase to the airport via the Kuroneko Yamato service inside the station, and the Tully's Coffee on the ground floor is a lovely space—this is also where you can pick up your complimentary breakfast."

Find out more about Oshima