Kailua Holidays from NZ$1,406

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The Latest Kailua Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Aston at the Waikiki Banyan

Aston at the Waikiki Banyan

3 out of 5
Waikiki
Save 100% on your flight
per person
29 Apr - 5 May
found 21 hours ago
Return flight included
Los Angeles (QLA) to Honolulu (HNL)
7.2/10 Good! (2,542 reviews)
Room was VERY dated. Stove was so old the numbers on the dials were worn off. We have stayed here a few times and love the location. I appreciate the lower price but this one needs to be updated. Good shower pressure. Love that they supply towels for the beach

Reviewed on 28 Mar. 2025

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
per person
5 Jun - 9 Jun
found 1 day ago
Return direct flight included
Auckland (AKL) to Honolulu (HNL)
7.4/10 Good! (252 reviews)
Thank You Very Very Very nice Place

Reviewed on 13 Dec. 2023

Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
per person
5 Jun - 9 Jun
found 1 day ago
Return direct flight included
Auckland (AKL) to Honolulu (HNL)
8.6/10 Excellent! (42 reviews)
Everything about this property was perfect for the two of us. Location was great, bus stop right out front to get around the city and easy to walk to a variety of different shops and restaurants. Pots, pans, and dishes were sufficient for us to make breakfasts and quick lunches most mornings, no dishwasher but they did have a drying rack to hand wash dishes. TV could probably do with an upgrade, it worked fine but it’s not a smart tv, on the other hand we weren’t spending a whole lot of time sitting around in the condo so it didn’t matter much to us. I think it’d be cramped for more than 2 people but for a couple of vacation it was perfect, would definitely book this spot again!

Reviewed on 21 Jan. 2025

Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Waikiki
Save 100% on your flight
per person
14 Jun - 21 Jun
found 22 hours ago
Return direct flight included
Wellington (WLG) to Honolulu (HNL)
7.6/10 Good! (1,009 reviews)
I like that it’s quiet. I was able to sleep good. Very convenient. The staff are nice and friendly.

Reviewed on 28 Mar. 2025

Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Save 100% on your flight
per person
12 May - 18 May
found 1 day ago
Return direct flight included
Auckland (AKL) to Honolulu (HNL)
8.8/10 Excellent! (1,007 reviews)
The staff is super helpful and friendly and the amenities offered were great! We loved the kayaking and yoga! The common areas were very nice. The only issue were the very noisy air conditioners. It kept us up all night, as it did our son, in another room. Unfortunately, we were told that the only way to fix them was to replace them, which didn't happen. Hope they do this soon!

Reviewed on 28 Mar. 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

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$512 per night from 20 Apr to 21 Apr
NZ$512
includes taxes & fees
20 Apr - 21 Apr
8/10 Very Good! (8,094 reviews)
"Everything was great but parking at the Hilton was super expensive."

Reviewed on 26 Mar. 2025

Hilton Hawaiian Village Waikiki Beach Resort
Sheraton Waikiki Beach Resort
Sheraton Waikiki Beach Resort
4 out of 5
2255 Kalakaua Ave, Honolulu, HI
Fully refundable
The price is NZ$912 per night from 5 Apr to 6 Apr
NZ$912
includes taxes & fees
5 Apr - 6 Apr
9/10 Wonderful! (2,066 reviews)
"Great property"

Reviewed on 27 Mar. 2025

Sheraton 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$734 per night from 27 Apr to 28 Apr
NZ$734
includes taxes & fees
27 Apr - 28 Apr
8.2/10 Very Good! (2,725 reviews)
"Great location. Staff very nice. Able to use pool area after checkout."

Reviewed on 27 Mar. 2025

'Alohilani Resort Waikiki Beach
See all 5,518 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.

Frequently asked questions

How much does a Kailua holiday package cost?
You’ll find cheap prices from NZ$1,406 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.

Discover the most popular places to visit in Kailua

Lanikai Beach

Lanikai Beach

4.5/5(162 reviews)

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

4.5/5(237 reviews)

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

Oahu: Kahana Rainforest River 4-Hour Kayak Rental

Oahu: Kahana Rainforest River 4-Hour Kayak Rental

NZ$143
per adult
Oahu: Kahana Rainforest River 4-Hour Kayak Rental
Self-Guided Kayak Tour

Self-Guided Kayak Tour

NZ$186
per adult
100% of travellers recommend
Self-Guided Kayak Tour
Hawaiian honey being drizzled on delicious nibbles

Honey Flight & Bites: The Best Honey Tasting in Hawaii

NZ$46
per adult
Honey Flight & Bites: The Best Honey Tasting in Hawaii
See all activities in Kailua
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.