Kailua Holidays from NZ$2,722

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • 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.
Park Shore Waikiki

Park Shore Waikiki

4 out of 5
Waikiki
Price was NZ$3,267, price is now NZ$2,722 per person
NZ$2,722
per person
13 Sept - 20 Sept
found 5 hours ago
Return direct flight included
Christchurch (CHC) to Honolulu (HNL)
8.8/10 Excellent! (1,922 reviews)
The staff were so friendly and welcoming. From front desk to housekeeping, they always had a smile and made you feel valued. Rooms were a bit dated but bed was super comfortable and the view was amazing!! Would definitely return if we ever come back!

Reviewed on 2 Aug 2026

Castle Waikīkī Shore

Castle Waikīkī Shore

3 out of 5
Waikiki
Price was NZ$3,928, price is now NZ$3,135 per person
NZ$3,135
per person
13 Sept - 20 Sept
found 5 hours ago
Return direct flight included
Christchurch (CHC) to Honolulu (HNL)
8.4/10 Very good! (1,288 reviews)
The security was ok. It was a heavy set staff member at the front desk that had no answers every time I went to ask a question and was very rude. Parking was HORRIBLE. The room was EXTREMELY dirty. It was black mold in the shower head, dirty dishes, moldy smelling blankets and dirt spots everywhere with old food. I went to the front desk and the gentleman said it was nothing he can do. The cherry on top, I had to pay a 300$ cleaning fee.

Reviewed on 2 Aug 2026

Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Price was NZ$12,005, price is now NZ$9,799 per person
NZ$9,799
per person
23 Sept - 30 Sept
found 22 hours ago
Return flight included
Auckland (AKL) to Honolulu (HNL)
8.8/10 Excellent! (1,006 reviews)
Very relaxing. Great location with wonderful views.

Reviewed on 25 July 2026

FIRST CABIN INTERNATIONAL HAWAII

FIRST CABIN INTERNATIONAL HAWAII

2 out of 5
Waikiki
Price was NZ$3,319, price is now NZ$2,736 per person
NZ$2,736
per person
13 Sept - 20 Sept
found 5 hours ago
Return direct flight included
Christchurch (CHC) to Honolulu (HNL)
8.8/10 Excellent! (819 reviews)
I recommend bringing shower shoes, because where you change clothes was wet from the shower. Everything else was Amazing! It was a bit difficult trying to get up withthe phone alarm, cause I was worried it would too loud for others, but everyone was very kind.

Reviewed on 2 Aug 2026

Castle Bamboo Waikīkī Hotel

Castle Bamboo Waikīkī Hotel

3 out of 5
Waikiki
Price was NZ$4,191, price is now NZ$3,552 per person
NZ$3,552
per person
7 Sept - 13 Sept
found 1 day ago
Return flight included
New Plymouth (NPL) to Honolulu (HNL)
7.6/10 Good! (1,000 reviews)

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
A tropical beach with clear turquoise waters, two small islands, and a dense palm tree line.

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 Lanikai Pillboxes Trailhead.

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

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$594 per night from 27 Aug to 28 Aug
NZ$594
27 Aug - 28 Aug
includes taxes & fees
8.4/10 Very good! (9,502 reviews)
"Great time at this beautiful hotel. Its clean, and staff was very friendly."

Reviewed on 3 Aug 2026

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$654 per night from 24 Aug to 25 Aug
NZ$654
24 Aug - 25 Aug
includes taxes & fees
Hyatt Regency Waikiki Beach Resort & Spa
'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$660 per night from 16 Aug to 17 Aug
NZ$660
16 Aug - 17 Aug
includes taxes & fees
8.6/10 Excellent! (4,152 reviews)
"This was my 4th stay at Alohilani, and unfortunately my last. This is not a 5-star resort anymore—it feels more like a 3-star hotel. Nobody greets you or helps with luggage at arrival. Breakfast service at Swell was so poor that after waiting over 15 minutes without being acknowledged, we left. Finding ..."

Reviewed on 3 Aug 2026

'Alohilani Resort Waikiki Beach
See all 5,815 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.

Stay near popular Kailua attractions

A beach with clear turquoise water, a sandy shore, and several boats lined up on the right.

Lanikai Beach

9.2/10 (3,293 reviews)
Lanikai Beach captivates with powdery white sand and crystal-clear turquoise waters framing the iconic Mokulua Islands. Arrive early for the breathtaking sunrise on this serene stretch of paradise.
See properties

What to do in Kailua

Cruise Ship at sea in Oahu

Sunset Dinner Cruise with Polynesian Show

NZ$245
per adult
86% of travellers recommend
Sunset Dinner Cruise with Polynesian Show
Atlantis XIV Premium Submarine Adventure

Atlantis Undersea Submarine Adventure Waikiki

NZ$296
per adult
90% of travellers recommend
Atlantis Undersea Submarine Adventure Waikiki
Waikiki Luau Buffet & Rock-A-Hula Show

Waikiki Luau Buffet with Optional Rock-A-Hula Show

NZ$174
per adult
90% of travellers recommend
Waikiki Luau Buffet with Optional Rock-A-Hula Show
See all activities in Kailua

Frequently asked questions

How much does a Kailua holiday package cost?
You'll find cheap prices from NZ$2,722 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.

Explore a world of travel with Expedia

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