Kailua Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Kailua

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

Top hotels in Kailua

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 12.058.848 ₫ per night from 18 Aug to 19 Aug
12.058.848 ₫
15.836.383 ₫ total
18 Aug - 19 Aug
includes taxes & fees
9/10 Wonderful! (2,336 reviews)
"Lovely updated property. Clean pool areas. Great drinks and yummy food. The elevators were a little bit crazy. Took forever for it to arrive sometimes, and there where 10."

Reviewed on 13 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 5.461.949 ₫ per night from 9 Sept to 10 Sept
5.461.949 ₫
7.887.984 ₫ total
9 Sept - 10 Sept
includes taxes & fees
8.2/10 Very Good! (8,351 reviews)
"Lots of choices and options within walking distance."

Reviewed on 14 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 6.068.832 ₫ per night from 6 Sept to 7 Sept
6.068.832 ₫
8.770.440 ₫ total
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (4,397 reviews)
"Really great location. Uber rides to Pearl Harbor and else were inexpensive. Many walking distance attractions. Only problem I had was many hotel buildings being renovated very close. So you could hear loud noise early on."

Reviewed on 15 Aug 2025

Hyatt Regency Waikiki Beach Resort & Spa
See all 5,635 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.

Popular places to visit

Beach

Beach

Why not spend a lazy afternoon at Beach during your trip to Kailua? While you're in the area, stroll along the beautiful beaches.

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

Royal Hawaiian Golf Club

Enjoy a round of golf in Kailua at Royal Hawaiian Golf Club. Add the area's temples or shops to your travel plans.

Royal Hawaiian Golf Club

Frequently asked questions

How much does a Kailua holiday package cost?
You'll find cheap prices 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.