Find Romantic Hotels 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 availability on Oshima Romantic Hotels

Our top choices for Oshima romantic hotels

Premier Suite Room With open-air-bath, Non smoking | Bathroom | Separate tub and shower, spring water tub, rainfall showerhead
PEARL STAR HOTEL ATAMI

PEARL STAR HOTEL ATAMI

PEARL STAR HOTEL ATAMI
4.5 star property
Atami
9.6 out of 10, Exceptional, (230)
"Room was modern and clean, the private onsen was great , the breakfast was delicious , also had free parking."
Canada
Kelvin
The price is ￥73,973
￥82,070 total
Jan 6 - Jan 7, 2026
PEARL STAR HOTEL ATAMI
Breakfast and dinner served, Modern European cuisine
Shimoda Tokyu Hotel

Shimoda Tokyu Hotel

Shimoda Tokyu Hotel
4.0 star property
Shimoda
9.0 out of 10, Wonderful, (496)
"Beautiful resort and gorgeous views. "
United States
Laura
The price is ￥15,600
￥19,391 total
Dec 19 - Dec 20
Shimoda Tokyu Hotel
Balcony view
Relax Resort Hotel

Relax Resort Hotel

Relax Resort Hotel
3.5 star property
Atami
9.2 out of 10, Wonderful, (226)
"Wonderfully warm welcome by the staff, who took excellent care of us throughout the visit. Convenient central location despite slightly inconvenient access up a steep hillside — but the beautiful view made it worthwhile. Everything about the hotel was calming and serene. We will be very happy to return again."
United States
Curtis
The price is ￥24,124
￥29,889 total
Jan 6 - Jan 7, 2026
Relax Resort Hotel
Indoor spa tub
Livemax Resort Itokawana

Livemax Resort Itokawana

Livemax Resort Itokawana
3.5 star property
Futo
6.8 out of 10, (77)
"外国人の女性スタッフの方の対応が素晴らしくとてもわかりやすく案内していただきました。また利用したいと思います。"
Japan
TOSHIHIKO
The price is ￥13,386
￥16,798 total
Dec 22 - Dec 23
Livemax Resort Itokawana
Exterior
Kissho CAREN

Kissho CAREN

Kissho CAREN
3.0 star property
Higashiizu
9.2 out of 10, Wonderful, (95)
"Great place "
United States
Qinhua
The price is ￥50,564
￥62,819 total
Jan 6 - Jan 7, 2026
Kissho CAREN
Hot springs
Izuatagawa Onsen Miharuya

Izuatagawa Onsen Miharuya

Izuatagawa Onsen Miharuya
3.0 star property
Higashiizu
The price is ￥29,701
￥33,301 total
Jan 13 - Jan 14, 2026
Izuatagawa Onsen Miharuya
Front of property
Shimoda Yamatokan

Shimoda Yamatokan

Shimoda Yamatokan
3.0 star property
Shimoda
9.0 out of 10, Wonderful, (89)
"Fantastic food, great beach hotel "
United States
Jaroslaw
The price is ￥35,600
￥44,000 total
Jan 12 - Jan 13, 2026
Shimoda Yamatokan
Hot springs
Yubana Mankai

Yubana Mankai

Yubana Mankai
3.0 star property
Higashiizu
8.8 out of 10, Excellent, (3)
"Good hospitality, great"
Japan
Anonymous traveler
The price is ￥25,100
￥30,971 total
Dec 19 - Dec 20
Yubana Mankai
Deluxe Double Room, Balcony, Sea View | Beach/ocean view
KIRI NO KAHORI SAKURA

KIRI NO KAHORI SAKURA

KIRI NO KAHORI SAKURA
4.5 star property
Kawazu
10.0 out of 10, Exceptional, (1)
"As a frequent traveler, I’ve experienced countless hotels around the world — but Kiri No Kahori Sakura truly stands out as one of the most exceptional. This hotel is a true gem for anyone looking to immerse themselves in the essence of traditional Japan. The rooms are beautifully designed in classic Japanese style, with great attention to detail and a calming, elegant atmosphere. The hospitality here is outstanding. The staff are genuinely warm, attentive, and dedicated to providing impeccable...
Switzerland
Robert
The price is ￥64,081
￥71,281 total
Dec 24 - Dec 25
KIRI NO KAHORI SAKURA
Seasonal outdoor pool
Grand Mercure Minamiboso Resort & Spa

Grand Mercure Minamiboso Resort & Spa

Grand Mercure Minamiboso Resort & Spa
4.0 star property
Minamiboso
8.0 out of 10, Very Good, (592)
"Spacious clean rooms. Great view"
United States
Hamsa Shijas
The price is ￥7,306
￥9,141 total
Jan 13 - Jan 14, 2026
Grand Mercure Minamiboso Resort & Spa
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

Top Oshima Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Oshima?
If you and your partner need some romantic time away, we've got just the thing. If you'd like to explore some of the area's notable sights, you might make a stop by Mount Mihara, Okata Port, or Geological Layers in Oshima. If you're interested in staying close to a particular destination, you can sort properties by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Oshima?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Oshima: 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 is there to do in Oshima?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Oshima has to offer. You might think about stopping by Mount Mihara, Okata Port, or Geological Layers in Oshima while you're seeing the sights.
What's the best way to get to Oshima and around town during my romantic getaway?
This information about transportation options in Oshima might help your romantic trip get off to a smooth start: To get to Oshima, book a flight to Oshima Airport (OIM), which is the closest major airport, located 5.6 mi (9.1 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia