Kailua Holidays from NZ$2,289

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Kailua Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Stay Hotel Waikiki
Romer House Waikiki - Adults Only
Waikiki Resort Hotel
Prince Waikiki
Aston Waikiki Circle Hotel
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Our guide on where to stay in Kailua

Find the best Kailua areas and neighborhoods for the activities you enjoy most. Learn more about Kailua

Kailua Holiday

Kailua Beach Holiday

It's time to pack your suitcase and unwind by the ocean on a Kailua holiday. Stunning coastal vistas are plentiful on a trip to Kailua — Kailua Beach (2 kilometres away) is the perfect example. We recommend basing yourself close by. If you're looking for more options, many visitors to the area also book Kailua holiday deals close to Kalama Beach Park and Kailua Bay Beach.

Things You Should Know About Kailua

  • If you want to stay just moments away from the shoreline, see what's available at these Kailua beach hotels. You're sure to find a place to suit your style.
  • Private holiday homes are also popular with many visitors to these parts. Lanikai La'i Hale 4 Bedrooms 3 Bathrooms Home and Hale Bali are great examples of what to expect from this accommodation style.
  • Alternatively, go for our All-Inclusive hotels in Kailua. They make budgeting a piece of cake. Leave your cash in your room and enjoy the freedom that comes with going all-inclusive.
  • Our Kailua things to do page is the perfect place to start planning your getaway to Kailua. Once you arrive, strike up a conversation with one of the 38 600 locals to find out more.
  • Kailua Beach is one major sight you need to see here. For plenty of other great ideas to add to your itinerary, check out our Kailua holiday deals.

Our pick of the best Kailua Hotel Deals

Hilton Hawaiian Village Waikiki Beach Resort
Hilton Hawaiian Village Waikiki Beach Resort
4.5 out of 5
2005 Kalia Rd, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is NZ$560 per night from 26 Nov to 27 Nov
NZ$560
includes taxes & fees
26 Nov - 27 Nov
8/10 Very Good! (7,728 reviews)
"The staff here was fantastic. The bartender remembered our names on the second day!"

Reviewed on 20 Nov. 2024

Hilton Hawaiian Village Waikiki Beach Resort
'Alohilani Resort Waikiki Beach
'Alohilani Resort Waikiki Beach
5 out of 5
2490 Kalakaua Avenue, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is NZ$661 per night from 25 Nov to 26 Nov
NZ$661
includes taxes & fees
25 Nov - 26 Nov
8.2/10 Very Good! (2,373 reviews)
"Overall the property was good. The in house restaurant for breakfast was terrible $38 USD for a basic bland buffet. Once I saw it I knew I didn’t want to eat there and especially for that price. We stayed here 2 other times and the restaurant was under different management and you could also order ..."

Reviewed on 20 Nov. 2024

'Alohilani Resort Waikiki Beach
Hyatt Regency Waikiki Beach Resort & Spa
Hyatt Regency Waikiki Beach Resort & Spa
4 out of 5
2424 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is NZ$544 per night from 25 Nov to 26 Nov
NZ$544
includes taxes & fees
25 Nov - 26 Nov
8.6/10 Excellent! (3,739 reviews)
"staff was great and the security was great also."

Reviewed on 18 Nov. 2024

Hyatt Regency Waikiki Beach 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.

Frequently asked questions

How much does a Kailua holiday package cost?
From just NZ$2,289. Yes, you read that correctly. Our Kailua holiday packages are a great way to make your budget stretch further. Bundle your favourite hotels, flights and car rentals and explore this lively destination.
How do I get a cheap travel package to Kailua?
You’ll save big if you combine your hotels, car rentals and flights into a Kailua holiday package. Sometimes cheap means fewer choices. But that’s not the case with Expedia. We offer more than 550 partner airlines and 1 000 000 properties across the globe, so you’ll always have plenty of options to choose from. Eager to save even more? Add some fun activities to your package deal to unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
What are the top hotels in Kailua?
Less Than A One Minute Walk To Kailua Beach and Private Beachfront Home are among the best options in the Lanikai neighbourhood. If you want to stay in the Kalama Tract area, consider booking a room at Cute 2 Bedrooms Plantation Home With Ac or Hawaii’s Hidden Hideaway Bed And Breakfast.
How far in advance should I book my Kailua holiday?
It’s difficult to pick the perfect time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available up to a year in advance. If you can’t book ahead, don’t despair. Discounted prices appear from time to time just weeks before departure dates.
What does an Expedia Kailua travel package include?
It all comes down to what kind of escape you’re contemplating. Kailua travel deals can include hotels, flights and car rentals. You can mix and match to find the travel package that suits your style and budget. You can also add on experiences and activities after you’ve booked to land even bigger discounts.
What should I know before booking a Kailua travel package?
A travel package can be easier on the wallet than individually booking everything you need for your escape. For example, combine your flights, hotels and rental cars and save a packet. Whatever kind of holiday you’re planning, there’s bound to be a package that suits your budget.
Can I choose my airline with a Kailua Expedia holiday package?
Expedia has access to more than 550 partner airlines globally, so you certainly can. Simply pick the carrier you want and craft the perfect Kailua trip.
If I'm not able to travel, can I cancel my Kailua holiday package?
Because we understand life can be unpredictable, the answer is yes. For further details, visit our Customer Service Portal. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to cancel or change it for free. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.

Discover the most popular places to visit in Kailua

What to do in Kailua

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.