Kailua Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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 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.

Top hotels in Kailua

Sheraton Waikiki Beach Resort
Sheraton Waikiki Beach Resort
4 out of 5
2255 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is S$618 per night from 3 Aug to 4 Aug
S$618
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (2,215 reviews)
"A very large hotel in a small city what it lacks is amenities that match the size of the hotel the pools are very undersized. The beach is very small poolside service is nearly nonexistent and they provide no entertainment or music on the beach at night."

Reviewed on 4 Jul, 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 S$502 per night from 7 Jul to 8 Jul
S$502
7 Jul - 8 Jul
includes taxes & fees
8.4/10 Very Good! (2,991 reviews)
"i did not like the hidden resort fee. the hotel was reluctant to honour our good status for room upgrade"

Reviewed on 3 Jul, 2025

'Alohilani Resort Waikiki Beach
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 S$698 per night from 12 Jul to 13 Jul
S$698
12 Jul - 13 Jul
includes taxes & fees
8/10 Very Good! (8,196 reviews)
"We loved the location on our room to the pool, the beach and the lagoon."

Reviewed on 3 Jul, 2025

Hilton Hawaiian Village Waikiki Beach Resort
See all 5,606 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

Lanikai Beach

Lanikai Beach

5/5(16 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

Hawaii Pacific University Hawaii Loa Campus

Walk around the campus at Hawaii Pacific University Hawaii Loa Campus as part of your travels around Kailua. Add the area's temples or shops to your travel plans.

Hawaii Pacific University Hawaii Loa Campus

What to do in Kailua

Oahu: Kahana Rainforest River 4-Hour Kayak Rental

Oahu: Kahana Rainforest River 4-Hour Kayak Rental

S$105
per adult
Oahu: Kahana Rainforest River 4-Hour Kayak Rental
Hawaiian Honey Tasting with Food

Honey Flight & Bites: The Best Honey Tasting in Hawaii

S$43
per adult
Honey Flight & Bites: The Best Honey Tasting in Hawaii
Twin Islands Guided Kayak Tour

Twin Islands Guided Kayak Tour

S$341
per traveller
90% of travellers recommend
Twin Islands Guided Kayak Tour
See all activities in Kailua

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.