Kailua Holidays from NZ$1,934

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The Latest Kailua Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Romer House Waikiki

Romer House Waikiki

Waikiki
NZ$1,934
per person
3 Nov - 10 Nov
found 19 hours ago
Return direct flight included
Christchurch (CHC) to Honolulu (HNL)
8.8/10 Excellent! (951 reviews)
Great location.

Reviewed on 14 Sept 2026

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana
Save 100% on your flight
NZ$2,395
per person
3 Nov - 10 Nov
found 19 hours ago
Return direct flight included
Christchurch (CHC) to Honolulu (HNL)
7.6/10 Good! (258 reviews)
Paradise Bay Resort

Paradise Bay Resort

Kahaluʻu
NZ$2,826
per person
9 Dec - 14 Dec
found 12 hours ago
Return direct flight included
Auckland (AKL) to Honolulu (HNL)
8.8/10 Excellent! (1,006 reviews)
Halekulani

Halekulani

Waikiki
NZ$6,734
per person
17 Oct - 24 Oct
found 10 hours ago
Return direct flight included
Auckland (AKL) to Honolulu (HNL)
9.8/10 Exceptional! (1,001 reviews)
Excellent experience

Reviewed on 10 Sept 2026

Castle Bamboo Waikīkī Hotel

Castle Bamboo Waikīkī Hotel

Waikiki
NZ$2,159
per person
3 Nov - 10 Nov
found 19 hours ago
Return direct flight included
Christchurch (CHC) to Honolulu (HNL)
7.6/10 Good! (999 reviews)
DO NOT STAY HERE! Upon check in, TOM was very rude and not very friendly. I booked a room for three people. The room was super small and the pull out bed was was a huge safety hazard. We could not get to the door or bathroom without having to jump over the pull out bed. The bed itself was super flat - there was no way anyone could sleep on it without feeling the metal bars. We then had to ask TOM for bed sheets and for extra pillows. Within the first 30 min, we had to go downstairs 3 times to ask for different things for our room. I also noticed I was overcharged and noticed there was mildew on the pillows. One of us ended up sleeping on the couch instead of the pull out because of the condition it was in. We asked to speak to a manager, but we were told she was unavailable. TOM said to ask for CECILIA, the manager, at 6 am the following day. Well, I met CECILIA at 6 am the following day and wish I hadn't. She was even more rude and kept interrupting me when I spoke to her about our issues with checking in, the room itself, being overcharged, and the blanket situation. She did not offer any help and did not take accountability for any of the issues we experienced. CECILIA was just as bad as TOM, maybe even worse because she had a duty as a manager. She did not fulfill that duty in my opinion. She spoke over me, did not address any of the issues, kept saying there were no refunds because we were just now speaking to her (after TOM said she was unavailable) and because we check

Reviewed on 14 Sept 2026

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.

A coastal town with a clear view of the ocean, a hilly landscape, and a distant mountain range.

Beachside

1 out of top 10 points of interest in this area

While there might not be top attractions in Beachside, you can explore the larger area and discover places like Kailua Beach and Lanikai Pillboxes Trailhead.

A beach at sunset with two prominent rock formations in the distance and a vibrant sky.

Enchanted Lake

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

A beach at night with a cloudy sky, palm trees, and distant mountains.

Kalama Tract

2 out of top 10 points of interest in this area

When in Kalama Tract, you can plan a visit to Kailua Bay Beach and Kailua Beach, some noteworthy sights in the nearby area.

A couple walking on a beach with two prominent mountains in the background.

Coconut Grove

1 out of top 10 points of interest in this area

While Coconut Grove isn't home to many top sights, Kailua Bay Beach and Kailua Beach are some notable places to visit nearby.

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

2005 Kalia Rd Honolulu HI
Fully refundableReserve now, pay when you stay
NZ$602
2 Oct - 3 Oct
includes taxes & fees
8.4/10 Very good! (9,811 reviews)
"had a great experience staying at the Hilton Hawaiian Village! The check-in process was quick and easy, and the room was nice and reasonably priced. I was also lucky enough to get a beautiful ocean view, which made the stay even better. Overall, I really enjoyed my experience and would definitely ..."

Reviewed on 17 Sept 2026

Hilton Hawaiian Village Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

2424 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
NZ$647
28 Sept - 29 Sept
includes taxes & fees
9/10 Wonderful! (5,394 reviews)
"It was my husband and I’s 10th wedding anniversary and both are first time together in Hawai’i. We are glad that we’ve chosen to stay at Hyatt. Everything was great. All of the staff are helpful and friendly. The amenities are awesome. The size of our room is perfect and we love the ocean view!! ..."

Reviewed on 17 Sept 2026

Hyatt Regency Waikiki Beach Resort & Spa
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

2255 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
NZ$668
28 Sept - 29 Sept
includes taxes & fees
9.2/10 Wonderful! (3,553 reviews)
"A+"

Reviewed on 17 Sept 2026

Sheraton Waikiki Beach Resort
See all 5,997 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
Two people kayaking on turquoise waters with clear skies and two small islands in the background.
Photo by Hawaii Visitors and Convention Bureau

Kailua Beach

9.2/10 (4,483 reviews)
Kailua Beach enchants with its powdery white sand and crystal-clear turquoise waters perfect for swimming. Rent a kayak to paddle out to the picturesque Mokulua Islands for an unforgettable adventure.
See properties
A beach with clear turquoise water, people swimming and sunbathing, and lush green hills in the background.

Kailua Bay Beach

9.8/10 (9 reviews)
Kailua Beach captivates with powdery white sand and crystalline turquoise waters ideal for water sports. Kayak to the nearby Mokulua Islands or try windsurfing in the steady trade winds.
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A coastal walkway lined with palm trees, a rocky shoreline, and a clear view of the ocean.

Kalama Beach Park

9.2/10 (5 reviews)
Kalama Beach Park offers gentle waves perfect for beginner surfers and bodyboarders in a tranquil setting. Enjoy the shady spots under native trees while watching kiteboarders harness the favourable winds.
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A coastal town with clear blue waters, two small islands, and a dense cluster of houses and palm trees.

Lanikai Pillboxes Trailhead

9.4/10 (6 reviews)
This historic WWII trail offers breathtaking 360-degree views of Lanikai Beach and the Mokulua Islands. Arrive at sunrise to witness golden light illuminating the Ko'olau Mountains from the pillbox vantage points.
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A golf course with a view of the ocean and mountains in the background.

Kaneohe Klipper Golf Course

6.0/10 (1 review)
This oceanfront military golf course winds along Oahu's coastline with stunning Pacific and Ko'olau Mountain views. Play challenging holes right at the water's edge while enjoying one of Hawaii's most scenic courses.
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A beach with clear turquoise water, a sandy shore, and two small islands in the distance during sunset.

Kalama Beach

Why not spend a lazy afternoon at Kalama Beach during your trip to Kailua?
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Mokapu Point

10.0/10 (2 reviews)
Commune with nature and explore the great outdoors at Mokapu Point during your travels in Marine Corps Base Hawaii. Wander the beautiful beaches in this relaxing area.
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What to do in Kailua

Cruise Ship at sea in Oahu

Sunset Dinner Cruise with Polynesian Show

NZ$174
per adult
86% of travellers recommend
Sunset Dinner Cruise with Polynesian Show
Ultimate Pearl Harbor Circle Island

Ultimate Circle Island Tour with Pearl Harbor Dole Plantation & USS Arizona

NZ$219
per adult
96% of travellers recommend
Ultimate Circle Island Tour with Pearl Harbor Dole Plantation & USS Arizona
Waikiki Turtle Snorkel Catamaran Sail

Waikiki Turtle Canyon Snorkel Catamaran Sail (Turtles Guaranteed)

NZ$141
per adult
92% of travellers recommend
Waikiki Turtle Canyon Snorkel Catamaran Sail (Turtles Guaranteed)
See all activities in Kailua

Frequently asked questions

How much does a Kailua holiday package cost?
You'll find cheap prices from NZ$1,934 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.

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