Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Luxury vacation packages in Kailua-Kona

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

Aston Kona by the Sea

Holualoa Village

￥73,072

per person

Apr 2 - Apr 4

found 1 day ago

Roundtrip flight included

Honolulu (HNL) to Kailua-Kona (KOA)

8.8/10 Excellent! (1,139 reviews)

Clean. Helpful staff. Nice pool and beach area

Reviewed on Jan 16, 2026

Royal Kona Resort

Historic Kailua Village

￥229,302

per person

Mar 5 - Mar 9

found 1 day ago

Roundtrip flight included

Osaka (ITM) to Kailua-Kona (KOA)

8.2/10 Very Good! (2,752 reviews)

Yes everything was great

Reviewed on Jan 20, 2026

Kanaloa at Kona by OUTRIGGER

Kahaluu-Keauhou

￥251,727

per person

Apr 12 - Apr 17

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Kailua-Kona (KOA)

8.6/10 Excellent! (536 reviews)

The ocean front condo itself was spacious, quiet, and had all the essentials, including a full kitchen and in-unit washer/dryer, which made the stay very comfortable. AC was chargeable but we didn’t need to use it,

Reviewed on Dec 6, 2025

Four Seasons Resort Hualalai

Kaupulehu

Save 100% on your flight

￥378,968

per person

Apr 2 - Apr 4

found 1 day ago

Roundtrip flight included

Honolulu (HNL) to Kailua-Kona (KOA)

9.6/10 Exceptional! (474 reviews)

What an amazing property but even more importantly what a superamazing staff!! Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!! Isiah from in room dining was great and easy to talk to. Chayan on check in made us feel like ohana! Greg upon check out conitnued to make us feel wanted and loved. Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!! Thank you four seasons Aloha and malama till we see you again

Reviewed on Oct 15, 2025

Don't see what you're looking for?

See all available trips from Honolulu to Kailua-Kona

View all trips

5* Luxury vacations in Kailua-Kona

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

Four Seasons Resort Hualalai

Kaupulehu

Save 100% on your flight

￥378,968

per person

Apr 2 - Apr 4

found 1 day ago

Roundtrip flight included

Honolulu (HNL) to Kailua-Kona (KOA)

9.6/10 Exceptional! (474 reviews)

What an amazing property but even more importantly what a superamazing staff!! Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!! Isiah from in room dining was great and easy to talk to. Chayan on check in made us feel like ohana! Greg upon check out conitnued to make us feel wanted and loved. Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!! Thank you four seasons Aloha and malama till we see you again

Reviewed on Oct 15, 2025

Don't see what you're looking for?

See all available trips from Honolulu to Kailua-Kona

View all trips

4 Night Luxury vacations in Kailua-Kona

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

Kona Coast Resort

Kahaluu-Keauhou

￥224,511

per person

Mar 5 - Mar 9

found 1 day ago

Roundtrip flight included

Osaka (ITM) to Kailua-Kona (KOA)

9.2/10 Wonderful! (1,390 reviews)

The people were outstanding location was excellent. Look forward to coming back soon.

Reviewed on Jan 18, 2026

Holua Resort

Kahaluu-Keauhou

￥247,412

per person

Mar 5 - Mar 9

found 1 day ago

Roundtrip flight included

Osaka (ITM) to Kailua-Kona (KOA)

9.2/10 Wonderful! (1,000 reviews)

We were pleasantly surprised how nice, clean, spacious, and well equipped Holua Resort is. We enjoyed everything about our property. It was a short stay and we are looking forward for another longer stay the next time.

Reviewed on Dec 29, 2025

Royal Kona Resort

Historic Kailua Village

￥229,302

per person

Mar 5 - Mar 9

found 1 day ago

Roundtrip flight included

Osaka (ITM) to Kailua-Kona (KOA)

8.2/10 Very Good! (2,752 reviews)

Yes everything was great

Reviewed on Jan 20, 2026

Don't see what you're looking for?

See all available trips from Osaka to Kailua-Kona

View all trips

Top Luxury Kailua-Kona Hotels

Four Seasons Resort Hualalai

72-100 Ka'upulehu Drive Kailua-Kona HI

1 min walk from Four Seasons Resort Hualalai Golf Course

Four Seasons Resort Hualalai is a sumptuous 5-star beach property where you can treat yourself to jetted bathtubs and premium bedding. Deluxe amenities at this ...

9.6/10 Exceptional! (477 reviews)

Exceptional resort.

Reviewed on Jan 13, 2026

Hampton Inn by Hilton Kailua-Kona Bay

75-5739 Alii Dr Kailua-Kona HI

32 min drive from Four Seasons Resort Hualalai Golf Course

Take a lavish vacation in Kailua-Kona. Popular amenities include an outdoor pool, a terrace, and a garden.

We did not stay at Uncle Billys hotel. It was closed but we were booked at a hotel 7 miles away

Reviewed on Jan 1, 2022

Royal Kona Resort

75-5852 Alii Dr Kailua-Kona HI

33 min drive from Four Seasons Resort Hualalai Golf Course

Pamper yourself with a luxe vacation at Royal Kona Resort. Sought-after amenities at this hotel include a spa, an outdoor pool, and a restaurant.

8.2/10 Very Good! (2,809 reviews)

Yes everything was great

Reviewed on Jan 20, 2026

See all 3,362 properties in Kailua-Kona

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.