Kailua Holidays from £1,921

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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.
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Price was £2,407, price is now £1,921 per person
£1,921
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Kahului (OGG)
8/10 Very good! (21 reviews)
I had an absolutely fantastic stay at the Royal Lahaina Bungalows & Spa. Highly recommend this hotel if you are looking for a beautiful beach front hotel minus the large resort/casino vibes. I did a lot of research before booking to stay here and boy am I glad I did! Could not have been happier. Traveled with family and we stayed in two of the beachfront bungalows (building C) which were so comfortable, peaceful and the best views. There were always chairs available around the pools. The staff would set up an umbrella and chairs for us on the beach when we wanted. Happy hour had great drinks by the pool bar. Nightly musical entertainment was a bonus. All of the staff at the hotel were friendly and welcoming.

Reviewed on 3 Aug 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was £4,453, price is now £2,790 per person
£2,790
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.

Reviewed on 25 Jul 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
Price was £4,108, price is now £3,291 per person
£3,291
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Kahului (OGG)
9.6/10 Exceptional! (1,007 reviews)
Clean just wished we had clear views of the beach

Reviewed on 6 Aug 2026

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
Wailea
Price was £4,420, price is now £3,901 per person
£3,901
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Kahului (OGG)
9.6/10 Exceptional! (1,001 reviews)
Room spacious food great however the resort is outdated for the price they charge

Reviewed on 4 Aug 2026

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

5 out of 5
Wailea
Save 100% on your flight
Price was £11,405, price is now £10,221 per person
£10,221
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Kahului (OGG)
9.8/10 Exceptional! (6 reviews)

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

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is £231 per night from 27 Aug to 28 Aug
£231
27 Aug - 28 Aug
includes taxes & fees
9.6/10 Exceptional! (2,640 reviews)
"Our first stay at the Maui Coast was tremendous. The staff extremely helpful and friendly from the front desk to the pool staff to the bartenders. Many great amenities that added a nice touch to a great hotel. Pool and pool bar were great with nice live music nightly. Would highly recommend the Maui ..."

Reviewed on 5 Aug 2026

Maui Coast Hotel
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
The price is £179 per night from 6 Sept to 7 Sept
£179
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (1,555 reviews)
"The ocean-side elevator in the three-story building had a musty smell. Other than that, the room was beautifully renovated, clean, spacious, and very comfortable."

Reviewed on 5 Aug 2026

Maui Seaside Hotel
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

4 out of 5
575 S Kihei Road Kihei HI
The price is £325 per night from 20 Aug to 21 Aug
£325
20 Aug - 21 Aug
includes taxes & fees
9.2/10 Wonderful! (365 reviews)
"Beautiful property very nice and helpful staff"

Reviewed on 5 Aug 2026

Hilton Grand Vacations Club Maui Bay Villas
See all 2,600 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Kailua

Maui Pineapple Farm Tour

Maui Pineapple Farm Tour

£67
per adult
92% of travellers recommend
Maui Pineapple Farm Tour
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
Maui Luau: Gilligans' Island Luau in Kihei

Maui Luau: Gilligans' Island Luau in Kihei

£125
per adult
78% of travellers recommend
Maui Luau: Gilligans' Island Luau in Kihei
See all activities in Kailua

Frequently asked questions

How much does a Kailua travel package cost?
Starting from as low as £1,921, 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.