Cheap Vacations in Kailua

Choose two or more items and save on your trip:

3-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Pacific Monarch Hotel
Ilikai by Luana Hawaii Vacation Rentals
Ala Moana Hotelcondo by Luana Vacation Rental
Sheraton Waikiki Beach Resort
Paradise Bay Resort
Panoramic Oceanview Resort
Royal Aloha by Tropical Escapes Realty
Waikiki Shore by OUTRIGGER
Stay Hotel Waikiki
Royal Kuhio
Luana Waikiki Hotel & Suites
Holiday Surf Hotel

4-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Kuhio Banyan Club
Ilikai by Luana Hawaii Vacation Rentals
Ala Moana Hotelcondo by Luana Vacation Rental
Paradise Bay Resort
@ Marbella Lane - Paradise Point Close to Beaches
Waikiki Shore by OUTRIGGER
Stay Hotel Waikiki
Luana Waikiki Hotel & Suites
Royal Kuhio
Sheraton Waikiki Beach Resort
@ML Ocean View, Golf, Gazebo and Bbq, we Have All!
Royal Aloha by Tropical Escapes Realty

5-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Skyline Island Colony Hotel
Ilikai by Luana Hawaii Vacation Rentals
Ala Moana Hotelcondo by Luana Vacation Rental
Paradise Bay Resort
@marbella Lane - Paradise Gem W/breathtaking Views
@ Marbella Lane - Paradise Point Close to Beaches
Stay Hotel Waikiki
Waikiki Shore by OUTRIGGER
Island Colony hotel
Royal Kuhio
@ Marbella Lane - Stylish House + Impressive Views
Regency on Beachwalk Waikiki by OUTRIGGER

6-7 night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Stay Hotel Waikiki
Paradise Bay Resort
Luana Waikiki Hotel & Suites
Sheraton Waikiki Beach Resort
Waikiki Shore by OUTRIGGER
@ Marbella Lane - Stunning Gem w/ MT & Ocean Views
Regency on Beachwalk Waikiki by OUTRIGGER
Waikiki Circle Hotel By Castle
Royal Aloha by Tropical Escapes Realty
 OUTRIGGER Waikiki Beachcomber Hotel
Alaula by Avantstay Gated Security Home w Valley, Ocean Views!
Marbella Lane Nohea Stylish Home Makaha

Flight deals to Kailua

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your Kailua vacation

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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 Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.