Kailua Holidays from NZ$2,250

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The Latest Kailua Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
Waikiki
Save 100% on your flight
per person
7 Oct - 14 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Honolulu (HNL)
8.6/10 Excellent! (2,109 reviews)
Its was a nice hotel!

Reviewed on 3 Aug. 2025

Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
per person
7 Oct - 14 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Honolulu (HNL)
8.8/10 Excellent! (47 reviews)
I had the best 40th birthday a girl could ask for!!

Reviewed on 24 May 2025

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
Save 100% on your flight
per person
10 Oct - 17 Oct
found 11 hours ago
Return flight included
Auckland (AKL) to Honolulu (HNL)
7.4/10 Good! (254 reviews)
The Waikīkī tower at the Ala Moana Hotel is undergoing renovation. This Luana Vacation rental has recently been refreshed. Bright colors and updated furniture really have improved this property. Good value for the money

Reviewed on 31 Jul. 2025

Espacio The Jewel Of Waikiki

Espacio The Jewel Of Waikiki

5 out of 5
Waikiki
Save 100% on your flight
per person
5 Sept - 11 Sept
found 1 day ago
Return direct flight included
Auckland (AKL) to Honolulu (HNL)
9.6/10 Exceptional! (19 reviews)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Waikiki
Save 100% on your flight
per person
7 Oct - 14 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Honolulu (HNL)
9/10 Wonderful! (3,038 reviews)
beach front, table for 10 at Duke’s, across the street from the international Market Place

Reviewed on 4 Aug. 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
Default Image

Lanikai

1 out of top 10 points of interest in this area

While Lanikai may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lanikai Beach and Kailua Beach.

Find hotels in Lanikai

Kailua Holiday

Kailua Beach Holiday

Kick back on the shoreline as you admire the sunlight flickering across the water during your Kailua holiday. If you're looking for a full beach experience, a trip to Kailua will deliver. You've probably heard about Lanikai Beach (3 kilometres away). We suggest organising your accommodation nearby. However, many sightseers also go for Kailua packages that are closer to Kailua Bay Beach or Kalama Beach Park, two other great nearby options.

Our pick of the best Kailua Hotel Deals

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is NZ$939 per night from 1 Sept to 2 Sept
NZ$939
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (2,320 reviews)
"Only stayed one night. Room was comfortable yet the beds are really soft…"

Reviewed on 3 Aug. 2025

Sheraton Waikiki Beach Resort
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$570 per night from 2 Sept to 3 Sept
NZ$570
2 Sept - 3 Sept
includes taxes & fees
8/10 Very Good! (8,310 reviews)
"Everything was as expected from a Hilton in Waikiki! We recommend this location and we Will be back soon"

Reviewed on 1 Aug. 2025

Hilton Hawaiian Village Waikiki Beach Resort
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$532 per night from 24 Aug to 25 Aug
NZ$532
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (4,352 reviews)
"Beautiful property!!!"

Reviewed on 1 Aug. 2025

Hyatt Regency Waikiki Beach Resort & Spa
See all 5,642 properties in Kailua
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 Kailua

Lanikai Beach

Lanikai Beach

Why not spend a care-free afternoon at Lanikai Beach during your travels in Kailua? You can seek out the snorkelling spots while in the area.

Lanikai Beach
Kailua Beach featuring landscape views, island views and kayaking or canoeing

Kailua Beach

Windsurf or kitesurf on this breezy beach on the east of O’ahu or head inland for picturesque mountain hikes.

Kailua Beach
Kalama Beach Park

Kalama Beach Park

Kalama Beach Park is just one of the places to see in Kailua, so why not enjoy the other things to explore during your travels? Wander the parks and beaches while you're in the area.

Kalama Beach Park

What to do in Kailua

Sailboat at sunset in Oahu

Waikiki Catamaran Cruise (Daytime & Sunset)

NZ$83
per adult
94% of travellers recommend
Waikiki Catamaran Cruise (Daytime & Sunset)
Enjoy the day shopping at Waikele Premium Outlets

Waikele Outlet Shopping Shuttle from Waikiki

NZ$64
per adult
84% of travellers recommend
Waikele Outlet Shopping Shuttle from Waikiki
Tribute to Pearl Harbor Arizona Memorial and Honolulu City Tour

Tribute to Pearl Harbor Arizona Memorial and Honolulu City Tour

NZ$75
per adult
96% of travellers recommend
Tribute to Pearl Harbor Arizona Memorial and Honolulu City Tour
See all activities in Kailua

Frequently asked questions

How much does a Kailua holiday package cost?
You'll find cheap prices from NZ$2,250 on Expedia for your Kailua break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Kailua costs.
What are the cheapest months to go to Kailua?
If you'd like to score a cheap Kailua holiday package, consider visiting in April, June and November. You'll usually find lower prices on flights and hotels during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Kailua?
We'd recommend booking a Kailua holiday for a minimum of 6 days. This gives you plenty of time to check off popular sights such as Kailua Bay Beach and Kalama Beach Park, as well as explore neighbourhoods like Lanikai and Kalama Tract. You could even fit in a day trip (or two) from Kailua.
Is it worth booking a holiday package to Kailua?
Kailua has all the ingredients you need for an awesome trip — distilleries and craft breweries, golfing and hiking are just the start. Whether you'd like to check out attractions like Lanikai Beach and Kailua Beach, or venture off the beaten track, there's plenty to explore on your Kailua holiday.
How to find the best Kailua package deals?
Begin your search for a Kailua package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Kailua package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kailua getaway off to a flying start.
Is it cheaper to book a Kailua holiday as a package?
You can enjoy significant savings on your Kailua escape by booking a tailored holiday package. Click on the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Kailua?
If you're considering a spur-of-the-moment Kailua trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Kailua?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Kailua.
  2. Plan your budget wisely: In addition to the cost of your accommodation, you should consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Kailua.
  3. Decide how long to go away for: Now that you're more familiar with Kailua, you can work out the perfect length of your break. Pull together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your airfare and accommodation: After you've nailed down your trip dates and duration, lock in the ideal Kailua holiday package for you.

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