Kailua Vacation Packages

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Your Kailua Vacation

From its highlights to its hidden delights, this city is best experienced with a Kailua vacation package. Find a place to stay in Waikiki, which is great for nightlife, coastal beaches and cafes. If taking in sights is part of the program during your trip to Kailua, check out major attractions like Kailua Beach, Lanikai Beach and Waimanalo Beach. Expedia is here to help you escape your routine. Tailor your vacation to Kailua to suit your travel style, whatever that may look like.

Top Kailua Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
Waikiki
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.6/10 Excellent! (1,990 reviews)
The staff at Waikiki resort hotel were so helpful and kind. When there was a threat at a tsunami, ALL of the staff was so kind and caring, even the house keeping staff checked on us. We felt very well cared for.

Reviewed on Jul. 31, 2025

Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (46 reviews)
I had the best 40th birthday a girl could ask for!!

Reviewed on May 24, 2025

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
7.4/10 Good! (254 reviews)
The Waikīkī tower at the Ala Moana Hotel is undergoing renovation. This Luana Vacation rental has recently been refreshed. Bright colors and updated furniture really have improved this property. Good value for the money

Reviewed on Jul. 31, 2025

Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Honolulu (HNL)
8.8/10 Excellent! (1,008 reviews)
Good bed, lack of electrical outlets, hard to find the resort in the dark.

Reviewed on Jul. 29, 2025

OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Waikiki
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
9/10 Wonderful! (3,044 reviews)
What a fabulous stay!

Reviewed on Jul. 30, 2025

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 isn't home to many top sights, Lanikai Beach and Kailua Beach are some notable places to visit nearby.

Find hotels in Lanikai

Kailua Beach Vacation

Kick back on the shoreline as you admire the sunlight flickering across the water during your Kailua vacation. 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 organizing your accommodations 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.

Ready to book your vacation to Kailua?

 

Choose your dates

Kailua Hotel Deals

'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 CA $369 per night from Aug 25 to Aug 26
CA $369
CA $526 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (3,098 reviews)
"We are happy and satisfied overall with our stay at Alohilani Resort Hotel. Most especially with the housekeeping assigned to our room. She was courteous, professional and accommodating provided us everything and more than what we need. Please acknowledge her amazing customer service."

Reviewed on Jul. 29, 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 CA $335 per night from Aug 27 to Aug 28
CA $335
CA $471 total
Aug 27 - Aug 28
includes taxes & fees
8/10 Very Good! (8,284 reviews)
"Clean walking very enjoyable plenty of room on the beach close access. Great view from room at the Tapa Tower"

Reviewed on Jul. 30, 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 CA $297 per night from Aug 24 to Aug 25
CA $297
CA $436 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (4,361 reviews)
"Great"

Reviewed on Jul. 29, 2025

Hyatt Regency Waikiki Beach Resort & Spa
See all 5,614 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Kailua

Lanikai Beach

Lanikai Beach

Why not spend a carefree afternoon at Lanikai Beach during your travels in Kailua? You can seek out the snorkeling spots while in the area.

Lanikai Beach
Kailua Beach featuring kayaking or canoeing, island images and landscape views

Kailua Beach

With just-right waves and refreshing breezes, this is one of the best beaches on O’ahu to learn how to windsurf or kitesurf.

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

Learn to Surf, Kayak OR Stand-up Paddle board in a group

Surf or Kayak or Standup Paddle board in Lanikai, Kailua, Oahu

CA $129
per adult
Surf or Kayak or Standup Paddle board in Lanikai, Kailua, Oahu
Hawaiian Honey Tasting with Food

Honey Flight & Bites: The Best Honey Tasting in Hawaii

CA $46
per adult
Honey Flight & Bites: The Best Honey Tasting in Hawaii
Self-Guided Kayak Tour

Self-Guided Kayak Tour

CA $146
per adult
100% of travellers recommend
Self-Guided Kayak Tour
See all activities in Kailua

Frequently asked questions

How much does a Kailua vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,228 on Expedia. But how much your vacation to Kailua costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Kailua?
April, June and November are great times to search for cheap Kailua vacation packages. Travelling in quieter months means you can generally find reduced prices on accommodations and flights.
How many days is enough for Kailua?
Kailua vacations can be short or long, but to get a true feel for this place, we'd suggest 6 days is a good ballpark. This will mean you can visit top attractions like Waimanalo Beach and Kaneohe Bay and track down some hidden gems. Don't skip cool areas such as Lanikai and Kalama Tract either. If you're clever with your time, you may even be able to take a day trip outside of Kailua too.
Is it worth booking a vacation package to Kailua?
Kailua has everything you need for the perfect getaway — distilleries and craft breweries, golfing and hiking are just the start. Whether you want to check out attractions like Lanikai Beach and Kailua Beach, or take the road less travelled, you'll have plenty to do on your Kailua vacation.
How to find the best Kailua package deals?
Finding a cheap Kailua package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Kailua package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Kailua vacation as a package?
You can enjoy significant savings on your Kailua escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Kailua?
If you're considering a spur-of-the-moment Kailua vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Kailua?

  1. Choose when to get away: Check your diary and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to visit Kailua.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to experiences and flights. Your accommodations will probably be the largest expense during your trip to Kailua.
  3. Decide how long to go away for: Now that you know more about Kailua, you can figure out the ideal length of your break. Create a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Kailua vacation package.

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