Downtown Kailua Vacations from ￥167,024
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Downtown Kailua Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Ilikai by Luana Hawaii Vacation Rentals
Waikiki
Price was ￥377,862, price is now ￥167,024 per person
￥167,024
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.6/10 Excellent! (51 reviews)
Great space had everything we needed and close to the beach!
Reviewed on Dec 30, 2025
Ala Moana Hotelcondo by Luana Vacation Rental
Ala Moana
Save 100% on your flight
Price was ￥424,740, price is now ￥201,902 per person
￥201,902
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
7.4/10 Good! (256 reviews)
I had corner unit so I overlooked at Bay great firework show on Friday night from Balcony loud cruisers in evening with blaring music heard all the way up to 16th floor not in properties control, Shopping Ala Moana mall almost attached convenient bridge to walk across with out have to cross streets
Reviewed on Oct 6, 2025
Paradise Bay Resort
Kahaluʻu
Save 100% on your flight
Price was ￥379,745, price is now ￥180,566 per person
￥180,566
per person
Feb 25 - Mar 3
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.8/10 Excellent! (1,002 reviews)
Great staff. Helpful staff. Only downside lots of stairs and tight parking spaces.
Reviewed on Jan 15, 2026
Where to stay in Downtown Kailua
Find the best Downtown Kailua areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Kailua
Lanikai
1 out of top 10 points of interest in this area
4/5(3 area reviews)
While Lanikai isn't home to many top sights, Lanikai Beach and Kailua Beach are some notable places to visit nearby.
Downtown Kailua Hotel Deals
Sheraton Waikiki Beach Resort
2255 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (2,868 reviews)
Everybody was very helpful clean rooms, fixed a up problem very fast staff was very nice
Reviewed on Jan 12, 2026
Waikiki Beach Marriott Resort & Spa
2552 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (3,767 reviews)
This was a great hotel to stay in. I would book it again.
Reviewed on Jan 16, 2026
Hilton Hawaiian Village Waikiki Beach Resort
2005 Kalia Rd Honolulu HI
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (8,773 reviews)
Great place to stay!
Reviewed on Jan 13, 2026
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.
Discover the most popular places to visit in Downtown Kailua
Lanikai Beach
Why not spend a carefree afternoon at Lanikai Beach during your travels in Kailua? You can seek out the snorkeling spots while in the area.
Kailua Beach
With just-right waves and refreshing breezes, this is one of the best beaches on O’ahu to learn how to windsurf or kitesurf.
Kaneohe Klipper Golf Course
Enjoy a round of golf in Marine Corps Base Hawaii at Kaneohe Klipper Golf Course. Visit the area's temples or amble around its beautiful beaches.
Things to do
Waikiki Trolley Pass All Line Hop-On Hop-Off
￥2,818
per adult
94% of travellers recommend
Waikiki Catamaran Cruise (Daytime & Sunset)
￥7,046
per adult
96% of travellers recommend
Turtle Canyon Snorkel Excursion from Waikiki, Hawaii
￥13,935
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.