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.
Luana Waikiki Hotel & Suites
Ala Moana Hotelcondo by Luana Vacation Rental
Paradise Bay Resort
Stay Hotel Waikiki
@marbella Lane - Paradise Gem W/breathtaking Views
@ Marbella Lane - 3BR w/ Amazing MT & Ocean Vistas
OUTRIGGER Waikiki Beach Resort
Sheraton Princess Kaiulani Waikiki Beach
Waikiki Circle Hotel
@ Marbella Lane - Stylish House + Impressive Views
@ Marbella Lane - Breezy Studio@diamond Head Beach Hotel
Pakele Oahu by Avantstay 5 Min to Makaha Beach

4-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Stay Hotel Waikiki
Ilikai by Luana Hawaii Vacation Rentals
Paradise Bay Resort
Ala Moana Hotelcondo by Luana Vacation Rental
@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views
Waikiki Beach Marriott Resort & Spa
Luana Waikiki Hotel & Suites
@ Marbella Lane - 3BR w/ Amazing MT & Ocean Vistas
Holiday Inn Express Waikiki by IHG
Kuhio Banyan Club
Waikiki Shore by OUTRIGGER
Waikiki Circle Hotel

5-night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
Sheraton Princess Kaiulani Waikiki Beach
Ala Moana Hotelcondo by Luana Vacation Rental
Ilikai by Luana Hawaii Vacation Rentals
Paradise Bay Resort
Stay Hotel Waikiki
Waikiki Beach Marriott Resort & Spa
Luana Waikiki Hotel & Suites
@ Marbella Lane - 3BR w/ Amazing MT & Ocean Vistas
@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views
Royal Kuhio
Waikiki Circle Hotel
Hotel Renew

6-7 night Kailua vacations

Price found within the past 48 hours. Click for updated prices.
FIRST CABIN INTERNATIONAL HAWAII
Ilikai by Luana Hawaii Vacation Rentals
Ala Moana Hotelcondo by Luana Vacation Rental
Stay Hotel Waikiki
Royal Kuhio
@ Marbella Lane - Pōmaika'i Ocean Love Paradise
@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views
Waikiki Shore by OUTRIGGER
@marbella Lane - Paradise Gem W/breathtaking Views
Waikiki Circle Hotel
Sheraton Princess Kaiulani Waikiki Beach

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

Don't see what you're looking for?
See all available properties in Kailua
View all properties
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.