Kailua Vacations

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Where to stay in Kailua

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

Find the Best Kailua Vacation Packages

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 SAR 765 per night from May 1 to May 2
SAR 765
SAR 1,133 total
includes taxes & fees
1 May - 2 May
8/10 Very Good! (8,202 reviews)
"Good area"

Reviewed on 19 April 2025

Hilton Hawaiian Village Waikiki Beach Resort
The Twin Fin Hotel
The Twin Fin Hotel
4 out of 5
2570 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is SAR 635 per night from Apr 27 to Apr 28
SAR 635
SAR 988 total
includes taxes & fees
27 Apr - 28 Apr
8.2/10 Very Good! (3,345 reviews)
"Stayed at the twin fin ocean view with lanai room. Fantastic view of the ocean with balcony. Room was clean and staff was quick with any requests needed. The only thing I dislike was how long it took for valet to get the car and also when coming back to the hotel, it was very busy and took forever ..."

Reviewed on 18 April 2025

The Twin Fin Hotel
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 SAR 841 per night from Apr 22 to Apr 23
SAR 841
SAR 1,222 total
includes taxes & fees
22 Apr - 23 Apr
8.8/10 Excellent! (4,035 reviews)
"Our second time here, great views, friendly staff and awesome food."

Reviewed on 17 April 2025

Hyatt Regency Waikiki Beach Resort & Spa
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 vacation 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 vacation to Kailua costs.
What are the cheapest months to go to Kailua?
If you’d like to score a cheap Kailua vacation 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 travelers.
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 vacation as a package?
You can enjoy significant savings on your Kailua escape by booking a tailored vacation 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 vacation 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 accommodations, 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 accommodations: After you’ve nailed down your trip dates and duration, lock in the ideal Kailua vacation package for you.

Discover the most popular places to visit in Kailua