Kailua Holidays from £1,640

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    Save up to £750 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Packages with flights are ATOL protected

Your Kailua Holiday

Book a Kailua holiday package and get ready to experience the best of this lively city. Think about staying in the neighbourhood of Haiku, which is good for views, walking and nature. During your trip to Kailua, give yourself plenty of time for sightseeing. A popular place to begin is Twin Falls. Whoever you're escaping with and whether your budget is big or small, your ultimate Kailua holiday is just a few clicks away with Expedia.

Top Kailua Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

£1,640
per person
7 Nov - 14 Nov
found 1 day ago
Return direct flight included
London (LHR) to Kahului (OGG)
9/10 Wonderful! (2 reviews)
This is a grand hotel,that was completely redone,and reopened 1 year ago,following the Maui fire. So far, the town around it is not rebuilt,so it's a true oasis. Amazing ocean view.

Reviewed on 20 Sept 2026

Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
£1,834
per person
8 Nov - 15 Nov
found 1 day ago
Return flight included
London (LON) to Kahului (OGG)
8/10 Very good! (388 reviews)
Aston Maui Hill

Aston Maui Hill

South Kihei
£2,143
per person
8 Nov - 15 Nov
found 1 day ago
Return flight included
London (LON) to Kahului (OGG)
9/10 Wonderful! (964 reviews)
The room and property were nice, except for the gaint cockroaches (2 inches long) we kill in the kitchen. Now my wife is worried that we will be bringing something home in our luggage. I guess they are kinda common in Hawaii, just unexpected for the money your paying.

Reviewed on 21 Sept 2026

Aston at the Maui Banyan

Aston at the Maui Banyan

South Kihei
£2,076
per person
8 Nov - 15 Nov
found 1 day ago
Return flight included
London (LON) to Kahului (OGG)
7.8/10 Good! (1,002 reviews)
Maui Seaside Hotel

Maui Seaside Hotel

£1,671
per person
8 Nov - 15 Nov
found 1 day ago
Return flight included
London (LON) to Kahului (OGG)
8.8/10 Excellent! (1,580 reviews)
Awesome staff. Rooms very basic. Needs a full remodel.

Reviewed on 22 Sept 2026

Kailua Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)
Max Temp Winter
24ºC
Max Temp Summer
27ºC
Top Sights
Twin Falls and Haiku Park

Top hotels in Kailua

Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
£218
27 Sept - 28 Sept
includes taxes & fees
Maui Coast Hotel
Maui Seaside Hotel

Maui Seaside Hotel

100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
£188
4 Oct - 5 Oct
includes taxes & fees
8.8/10 Excellent! (1,605 reviews)
"Awesome staff. Rooms very basic. Needs a full remodel."

Reviewed on 22 Sept 2026

Maui Seaside Hotel
Maui Beach Hotel

Maui Beach Hotel

170 W Kaahumanu Avenue Kahului HI
Fully refundableReserve now, pay when you stay
£158
20 Oct - 21 Oct
includes taxes & fees
7.4/10 Good! (1,331 reviews)
"We had reserved a room with 1 king bed. Hotel said Expedia had overbooked and all that was available was 2 twin beds. Hallway carpet was dirty, dingy, and stained. Room was small, bathroom was cramped, toilet was small, had to be to fit into the small space, shower water was just warm. 1 metal chair ..."

Reviewed on 22 Sept 2026

Maui Beach Hotel
See all 2,635 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.

What to do in Kailua

Maui Beach Parks Self-Guided Driving Tour

Maui Beach Parks Self-Guided Driving Audio Tour

£11
per traveller
90% of travellers recommend
Maui Beach Parks Self-Guided Driving Audio Tour
Road To Hana Self-Guided Driving Audio Tour Bundle

Best of Maui: Self-Guided Driving Audio Tour Bundle

£18
per traveller
100% of travellers recommend
Best of Maui: Self-Guided Driving Audio Tour Bundle
Maui Pineapple Farm Tour

Maui Pineapple Farm Tour

£66
per adult
92% of travellers recommend
Maui Pineapple Farm Tour
See all activities in Kailua

Frequently asked questions

How much does a Kailua travel package cost?
Starting from as low as £1,640, you can customize your Kailua package the way you want. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Kailua travel package?
You sure can, and we're here to help. You may be able to change or cancel your Kailua travel package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If life throws you a curveball, browse our Customer Service Portal for more information.
How do I get a cheap travel package to Kailua?
Lock in flights that fit in with your schedule, add a hotel to your booking and watch the savings grow with a Kailua travel package. It's that simple! From flights and hotels to activities and rental cars, Expedia is where your cheap holiday begins. And with over 550 airlines and 1,000,000 properties worldwide to select from, you'll never be short of choice.
Does Expedia offer Book Now, Pay Later Kailua holidays?
We do. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in instalments. Simply select the payment plan that works for you during the checkout process and take away the stress of budgeting for your trip. Be sure to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:
  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna offers just that! Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your trip across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan with Klarna.
How far in advance should I book my Kailua holiday?
It can be tricky to know exactly when is the perfect time to book your Kailua trip. But generally the earlier you book, the lower the prices. Sometimes, you can secure your flights and hotels nearly a year before departure. If you're thinking of a last-minute getaway, no need to stress! There are fabulous deals advertised on Expedia all the time.
What does an Expedia Kailua travel package include?
It all comes down to what kind of getaway you have in mind. Kailua travel deals can include hotels, car rentals and flights. You can mix and match to find the bundle that suits your needs. You can also add on activities and experiences after you've booked to land even bigger discounts.
What should I know before booking a Kailua travel package?
An Expedia travel package can be customized for your budget and is a simple way to make your hard-earned dollars stretch further. How much you include is completely up to you. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with a Kailua Expedia travel package?
With a travel package, you're the boss. Whether you're looking to fly to Kailua in business or coach, simply select from the available airline options. Expedia has access to more than 550 partner airlines across the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.