Photo by Lisa A Schmidt
Find Winery Hotels in Kailua, HI
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Kailua Winery Hotels
Top Kailua Winery Hotels

All Access! | Pool + Fitness Center
Waikiki
8.6 out of 10, Excellent, (4)
The price is ¥21,039
¥59,948 total
includes taxes & fees
Dec 23 - Dec 24

Newly Remodeled Ocean View Steps to Waikiki Beach
Waikiki
10.0 out of 10, Exceptional, (1)
The price is ¥26,259
¥83,096 total
includes taxes & fees
Dec 14 - Dec 15

Renovated Waikiki Suite, Walk to Beach + Parking
Waikiki
8.0 out of 10, Very Good, (1)
The price is ¥24,464
¥80,333 total
includes taxes & fees
Jan 6 - Jan 7, 2026

NEW Studio with 2 Queen Beds in Waikiki
Waikiki
The price is ¥26,095
¥60,423 total
includes taxes & fees
Dec 21 - Dec 22

High Rise Deluxe Ocean View Free Parking/Wifi in Waikiki 3204
Waikiki
9.4 out of 10, Exceptional, (69)
The price is ¥38,056
¥99,744 total
includes taxes & fees
Dec 18 - Dec 19

Luana Waikiki Oceanview High Floor Condo
Waikiki
6.0 out of 10, (1)
The price is ¥22,507
¥61,748 total
includes taxes & fees
Dec 16 - Dec 17

Lovely condo at Waikiki beach 2 Bedrooms & 2 Baths, with 1 free parking space.
Waikiki
9.6 out of 10, Exceptional, (28)
The price is ¥98,635
¥180,376 total
includes taxes & fees
Dec 24 - Dec 25

High Rise Deluxe Ocean View Free Parking/Wifi in Waikiki 3106
Waikiki
9.2 out of 10, Wonderful, (66)
The price is ¥38,056
¥99,581 total
includes taxes & fees
Dec 16 - Dec 17
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.
Top Kailua Hotel Reviews
Explore a world of travel with Expedia
More Accommodation Types in Kailua
- Condo Rentals in Hawaii
- Vacation Homes in Hawaii
- Apartments in Hawaii
- Resorts in Hawaii
- Villas in Hawaii
- Cottages in Hawaii
- Aparthotels in Hawaii
- B&B in Hawaii
- Guest Houses in Hawaii
- Cabin Rentals in Hawaii
- Condo Resorts in Hawaii
- Farmstay in Hawaii
- Lodges in Hawaii
- Residences in Hawaii
- Hostels in Hawaii
- RV Parks in Hawaii
- Town Houses in Hawaii
- Capsule Hotels in Hawaii
- Chalets in Hawaii
- Holiday Park Resorts in Hawaii
- Inns in Hawaii
- Motels in Hawaii
- Ranches in Hawaii
Hotels near popular Kailua Attractions
- Hotels near Lanikai Beach
- Hotels near Kailua Beach
- Hotels near Kaneohe Klipper Golf Course
- Hotels near Royal Hawaiian Golf Club
- Hotels near Lanikai Pillboxes Trailhead
- Hotels near Kalama Beach Park
- Hotels near Hawaii Pacific University Hawaii Loa Campus
- Hotels near Waikiki Beach
- Hotels near Pearl Harbor
Kailua Hotels by Star Rating
Explore more hotels
- Halepuna Waikiki by Halekulani
- OUTRIGGER Waikiki Beachcomber Hotel
- Ramada Plaza by Wyndham Waikiki
- OUTRIGGER Waikiki Beach Resort
- Best Western The Plaza Hotel Honolulu Airport - Free Breakfast
- OUTRIGGER Waikiki Paradise Hotel
- Wayfinder Waikiki
- Airport Honolulu Hotel, Trademark Collection by Wyndham
- Hilton Waikiki Beach Resort & Spa
- Hilton Garden Inn Waikiki Beach
- Prince Waikiki
- Embassy Suites by Hilton Waikiki Beach Walk
- The Royal Hawaiian, a Luxury Collection Resort, Waikiki
- Queen Kapiolani Hotel
- Halekulani
- Waikiki Circle Hotel
- Ohia Waikiki Studio Suites
- Holiday Inn Express Waikiki by IHG
- Shoreline Hotel Waikiki
- FIRST CABIN INTERNATIONAL HAWAII
More ways to book
Expedia's Latest Trends
Hotels
Flights
Activities
Packages
Vacation Rentals
























