
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.

Kanaloa at Kona by OUTRIGGER
Keauhou
Price was ¥109,435, price is now ¥104,574 per person
¥104,574
per person
Jun 27 - Jun 29
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.6/10 Excellent! (547 reviews)
Beautiful complex and views from the room. The unit we stayed in was a bit dated but clean. Only downside was the bed was very old and uncomfortable so we had to buy a foam topper which we then had to leave there rather than travel home with it.
Reviewed on May 2, 2026

Four Seasons Resort Hualalai
Kaupulehu
Price was ¥680,310, price is now ¥593,226 per person
¥593,226
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (485 reviews)
I cannot begin to explain the EXCEPTIONAL service, amenities, accommodations and experience at this resort. We fell in love with Hualalai and will 1000% be returning. I came here with my husband for my 50th birthday and was treated with such kindness. The staff here are above and beyond and honestly, as a frequent Marriott Ambassador Elite traveler, I have to say that Marriott’s higher end brands need to step it up to match the class, ease, and care that Four Seasons has shown us. Look no further if you are deciding on which Hawaii island to visit. We are looking at property here already if that tells you anything! Thank you, Four Seasons Hualalai, for ensuring I had a remarkable birthday celebration!
Reviewed on May 6, 2026

Royal Kona Resort
Historic Kailua Village
Price was ¥269,264, price is now ¥235,208 per person
¥235,208
per person
Jun 9 - Jun 13
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,932 reviews)
Location is amazing. Rooms are very basic and parts of the resort need updated.
Reviewed on May 5, 2026

Aston Kona by the Sea
Holualoa Village
Price was ¥326,806, price is now ¥299,076 per person
¥299,076
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,229 reviews)
Beautiful location and very quiet…great for relaxing!
Reviewed on May 4, 2026
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See all available trips from Honolulu to Kailua-Kona
View all trips5* Luxury vacations in Kailua-Kona
Price found within the past 48 hours. Click for updated prices.

Four Seasons Resort Hualalai
Kaupulehu
Price was ¥680,310, price is now ¥593,226 per person
¥593,226
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (485 reviews)
I cannot begin to explain the EXCEPTIONAL service, amenities, accommodations and experience at this resort. We fell in love with Hualalai and will 1000% be returning. I came here with my husband for my 50th birthday and was treated with such kindness. The staff here are above and beyond and honestly, as a frequent Marriott Ambassador Elite traveler, I have to say that Marriott’s higher end brands need to step it up to match the class, ease, and care that Four Seasons has shown us. Look no further if you are deciding on which Hawaii island to visit. We are looking at property here already if that tells you anything! Thank you, Four Seasons Hualalai, for ensuring I had a remarkable birthday celebration!
Reviewed on May 6, 2026
3 Night Luxury vacations in Kailua-Kona
Price found within the past 48 hours. Click for updated prices.

Royal Kona Resort
Historic Kailua Village
Price was ¥96,226, price is now ¥90,034 per person
¥90,034
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,932 reviews)
Location is amazing. Rooms are very basic and parts of the resort need updated.
Reviewed on May 5, 2026

Aston Kona by the Sea
Holualoa Village
Price was ¥113,978, price is now ¥95,404 per person
¥95,404
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,229 reviews)
Beautiful location and very quiet…great for relaxing!
Reviewed on May 4, 2026

Four Seasons Resort Hualalai
Kaupulehu
Price was ¥680,310, price is now ¥593,226 per person
¥593,226
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (485 reviews)
I cannot begin to explain the EXCEPTIONAL service, amenities, accommodations and experience at this resort. We fell in love with Hualalai and will 1000% be returning. I came here with my husband for my 50th birthday and was treated with such kindness. The staff here are above and beyond and honestly, as a frequent Marriott Ambassador Elite traveler, I have to say that Marriott’s higher end brands need to step it up to match the class, ease, and care that Four Seasons has shown us. Look no further if you are deciding on which Hawaii island to visit. We are looking at property here already if that tells you anything! Thank you, Four Seasons Hualalai, for ensuring I had a remarkable birthday celebration!
Reviewed on May 6, 2026
Don't see what you're looking for?
See all available trips from Honolulu to Kailua-Kona
View all trips4 Night Luxury vacations in Kailua-Kona
Price found within the past 48 hours. Click for updated prices.

Royal Kona Resort
Historic Kailua Village
Price was ¥269,264, price is now ¥235,208 per person
¥235,208
per person
Jun 9 - Jun 13
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,932 reviews)
Location is amazing. Rooms are very basic and parts of the resort need updated.
Reviewed on May 5, 2026

Courtyard by Marriott King Kamehameha's Kona Beach Hotel
Historic Kailua Village
Price was ¥276,722, price is now ¥239,381 per person
¥239,381
per person
Jun 9 - Jun 13
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.4/10 Very Good! (1,007 reviews)
Beautiful view
Could have used a concierge
Reviewed on May 5, 2026

Holua Resort
Keauhou
Price was ¥264,072, price is now ¥235,418 per person
¥235,418
per person
Jun 9 - Jun 13
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,000 reviews)
Excellent experience save for the ginormous cane/huntsman spider found in our bedroom that has crawled in through a large hole in the ceiling. Staff were very prompt in spraying the area as well as filling the hole the next day. We chose to sleep in the living room the rest of our stay since the spider had disappeared before we were able to get rid of it and we're not sure if it went back up through the home or was hiding in the bedroom but the pullout couch luckily wasn't too bad to sleep on, just wish we could've slept more comfortably and been less scared as both my husband and I are scared of spiders let alone ones as huge as a 2+ fist-size spider.
Reviewed on Apr 30, 2026
Top 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! (487 reviews)
I cannot begin to explain the EXCEPTIONAL service, amenities, accommodations and experience at this resort. We fell in love with Hualalai and will 1000% be returning. I came here with my husband for my 50th birthday and was treated with such kindness. The staff here are above and beyond and honestly, ...
Reviewed on May 6, 2026

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.
6.8/10 (993 reviews)
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! (2,924 reviews)
This resort is in need of some major updates. The buildings are shabby. Staff is nice but restaurant service not great. Best thing is the location. Walking distance to Kona-Kailua. We won’t revisit until updates are made.
Reviewed on May 7, 2026
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.
