
Kailua-Kona Luxury Vacations
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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
Save 100% on your flight
Price was ¥95,333, price is now ¥66,114 per person
¥66,114
per person
Feb 7 - Feb 9
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,139 reviews)
Clean courteous and very nice place
Reviewed on Dec 7, 2025

Kanaloa at Kona by OUTRIGGER
Kahaluu-Keauhou
Price was ¥411,856, price is now ¥304,170 per person
¥304,170
per person
Feb 1 - Feb 7
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) 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
Price was ¥465,552, price is now ¥388,966 per person
¥388,966
per person
Feb 7 - Feb 9
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

Royal Kona Resort
Historic Kailua Village
Price was ¥76,840, price is now ¥68,882 per person
¥68,882
per person
Feb 7 - Feb 9
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,752 reviews)
Easy check-in & lovely lobby/bar area. We had room 677 Oceanfront & it had a beautiful view but the rooms are very tired.
The fridge door was broken & the AC filter looked like it had never been cleaned & was too loud to leave running at night.
The rooms would need to be renovated before we would stay again, they are not worth the price as they are.
We were very disappointed that the pool closes at sunset, so we didn’t get to use it as we were sightseeing during the day.
Reviewed on Dec 8, 2025
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View all trips5* 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
Price was ¥465,552, price is now ¥388,966 per person
¥388,966
per person
Feb 7 - Feb 9
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 trips3 Night Luxury vacations in Kailua-Kona
Price found within the past 48 hours. Click for updated prices.

Aston Kona by the Sea
Holualoa Village
Save 100% on your flight
Price was ¥129,755, price is now ¥79,751 per person
¥79,751
per person
Feb 16 - Feb 19
found 13 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,139 reviews)
Clean courteous and very nice place
Reviewed on Dec 7, 2025

Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was ¥598,017, price is now ¥498,378 per person
¥498,378
per person
Feb 16 - Feb 19
found 13 hours 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

Kanaloa at Kona by OUTRIGGER
Kahaluu-Keauhou
Price was ¥309,510, price is now ¥259,772 per person
¥259,772
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) 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
Don't see what you're looking for?
See all available trips from Honolulu to Kailua-Kona
View all tripsTop Luxury Kailua-Kona Hotels

Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive Kailua-Kona HI
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! (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 ...
Reviewed on Oct 15, 2025

Hampton Inn by Hilton Kailua-Kona Bay
75-5739 Alii Dr Kailua-Kona HI
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
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! (2,770 reviews)
Staff was very nice, no complaints there, room was definitely dated.. the slide gate to the deck could have used a new door
Reviewed on Dec 4, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
