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.
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Waikiki
Save 100% on your flight
per person
Jun. 2 - Jun. 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
7.6/10 Good! (1,009 reviews)
I like that it’s quiet. I was able to sleep good. Very convenient. The staff are nice and friendly.

Reviewed on Mar. 28, 2025

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
per person
Jun. 17 - Jun. 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
7.4/10 Good! (252 reviews)
Thank You Very Very Very nice Place

Reviewed on Dec. 13, 2023

Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
per person
Jun. 4 - Jun. 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.6/10 Excellent! (42 reviews)
Everything about this property was perfect for the two of us. Location was great, bus stop right out front to get around the city and easy to walk to a variety of different shops and restaurants. Pots, pans, and dishes were sufficient for us to make breakfasts and quick lunches most mornings, no dishwasher but they did have a drying rack to hand wash dishes. TV could probably do with an upgrade, it worked fine but it’s not a smart tv, on the other hand we weren’t spending a whole lot of time sitting around in the condo so it didn’t matter much to us. I think it’d be cramped for more than 2 people but for a couple of vacation it was perfect, would definitely book this spot again!

Reviewed on Jan. 21, 2025

Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Save 100% on your flight
per person
Jun. 5 - Jun. 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (1,007 reviews)
The staff is super helpful and friendly and the amenities offered were great! We loved the kayaking and yoga! The common areas were very nice. The only issue were the very noisy air conditioners. It kept us up all night, as it did our son, in another room. Unfortunately, we were told that the only way to fix them was to replace them, which didn't happen. Hope they do this soon!

Reviewed on Mar. 28, 2025

Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
Waikiki
Save 100% on your flight
per person
Jun. 2 - Jun. 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.6/10 Excellent! (1,773 reviews)
Convenient location; including breakfast is also convenient

Reviewed on Mar. 28, 2025

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 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

It's time to pack your suitcase and unwind by the ocean on a Kailua vacation. Stunning coastal vistas are plentiful on a trip to Kailua — Kailua Beach (2 kilometres away) is the perfect example. We recommend basing yourself close by. If you're looking for more options, many visitors to the area also book Kailua vacation deals close to Kalama Beach Park and Kailua Bay Beach.

Things You Should Know About Kailua

  • If you want to stay just moments away from the shoreline, see what's available at these Kailua beach hotels. You're sure to find a place to suit your style.
  • Private vacation homes are also popular with many visitors to these parts. Lanikai La'i Hale 4 Bedrooms 3 Bathrooms Home and Hale Bali are great examples of what to expect from this accommodation style.
  • Alternatively, go for our All-Inclusive hotels in Kailua. They make budgeting a piece of cake. Leave your cash in your room and enjoy the freedom that comes with going all-inclusive.
  • Our Kailua things to do page is the perfect place to start planning your getaway to Kailua. Once you arrive, strike up a conversation with one of the 38,600 locals to find out more.
  • Kailua Beach is one major sight you need to see here. For plenty of other great ideas to add to your itinerary, check out our Kailua vacation deals.

Ready to book your vacation to Kailua?

 

Choose your dates

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 CA $292 per night from Apr. 20 to Apr. 21
CA $292
CA $419 total
includes taxes & fees
Apr 20 - Apr 21
8/10 Very Good! (8,098 reviews)
Amazing!
"Everything was great:) the resort has everything you’d need for a great time with family. Close to shopping malls as well. We stayed at the Ali’i with an oceanfront room and it was beautiful. Clean rooms, wrap around balcony and private pool. The gym at the Ali’i was small but we had access to all ..."

Reviewed on Mar. 26, 2025

Hilton Hawaiian Village Waikiki Beach Resort
Sheraton Waikiki Beach Resort
Sheraton Waikiki Beach Resort
4 out of 5
2255 Kalakaua Ave, Honolulu, HI
Fully refundable
The price is CA $558 per night from Apr. 29 to Apr. 30
CA $558
CA $746 total
includes taxes & fees
Apr 29 - Apr 30
9/10 Wonderful! (2,066 reviews)
"Great property"

Reviewed on Mar. 27, 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 CA $429 per night from Apr. 27 to Apr. 28
CA $429
CA $601 total
includes taxes & fees
Apr 27 - Apr 28
8.2/10 Very Good! (2,721 reviews)
"Church"

Reviewed on Mar. 26, 2025

'Alohilani Resort Waikiki Beach
See all 5,529 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

Frequently asked questions

How much does a Kailua vacation package cost?
You’ll find cheap prices from CA $1,114 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 many days is enough for Kailua?
We’d recommend booking a Kailua vacation 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 neighborhoods like Lanikai and Kalama Tract. You could even fit in a day trip (or two) from Kailua.
Is it worth booking a vacation 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 vacation.
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

Lanikai Beach

Lanikai Beach

4.5/5(339 reviews)

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

4.5/5(482 reviews)

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

Self-Guided Kayak Tour

Self-Guided Kayak Tour

CA $153
per adult
100% of travellers recommend
Self-Guided Kayak Tour
Hawaiian honey being drizzled on delicious nibbles

Honey Flight & Bites: The Best Honey Tasting in Hawaii

CA $38
per adult
Honey Flight & Bites: The Best Honey Tasting in Hawaii
Twin Islands Guided Kayak Tour

Twin Islands Guided Kayak Tour

CA $383
per traveller
94% of travellers recommend
Twin Islands Guided Kayak Tour
See all activities in Kailua
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.