
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.

Royal Kona Resort
Historic Kailua Village
¥240,917
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,976 reviews)
Great room and view!! AC was very nice to have, balcony view amazing. The restaurant was very goood. Only downside is it was very loud st night due to partying downtown and not an easy spot within the hotel to get coffee in the morning. The luau was very fun!! Recommend.
Reviewed on Aug 20, 2026

Aston Kona by the Sea
Holualoa Village
¥269,576
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,268 reviews)
The room smelled like mold. The soap dispenser was broken in one of the bathrooms. The living room furniture was worn and dirty. The bedroom curtains were broken and did not close all the way. We needed to makeshift a solution do that people passing by outside could not see into the bedroom. Other than that, the view of the ocean was great. The property is near eateries, coffee, and restaurants. We will not stay here again.
Reviewed on Aug 19, 2026

Four Seasons Resort Hualalai
Kaupulehu
¥1,327,487
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9.6/10 Exceptional! (500 reviews)
Went there everything is beautiful but the most amazing thing is the people!!!!!
Reviewed on Aug 11, 2026

Kanaloa at Kona by OUTRIGGER
Keauhou
¥279,230
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
8.6/10 Excellent! (558 reviews)
The positives are that the condo is spacious, the resort complex is beautiful, and the pool area is excellent. The location is also convenient for exploring the Kona area.
However, the condo itself feels quite dated. The furniture, kitchen, bathrooms, and appliances are all older than expected, and the cookware was heavily scratched and should be replaced. Another disappointment was that air conditioning requires an additional fee, which we only realized after making the reservation. Since the top floor becomes very warm during the day, air conditioning feels more like a necessity than an optional upgrade.
It's also worth noting that the condo requires climbing stairs just to reach the entrance, and because it's a two-level unit, carrying luggage during check-in and check-out can be inconvenient.
Overall, this is a nice place in a well-maintained complex, but we expected a more updated condo for the price. We've stayed in other condos on the Big Island that were more modern and provided a better overall experience, so this one didn't feel like the best value. We enjoyed our stay, but we would likely choose a different property next time
Reviewed on Aug 6, 2026
5* Luxury vacations in Kailua-Kona
Price found within the past 48 hours. Click for updated prices.

Four Seasons Resort Hualalai
Kaupulehu
¥1,327,487
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9.6/10 Exceptional! (500 reviews)
Went there everything is beautiful but the most amazing thing is the people!!!!!
Reviewed on Aug 11, 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
¥79,990
per person
Oct 2 - Oct 5
found 18 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,976 reviews)
Great room and view!! AC was very nice to have, balcony view amazing. The restaurant was very goood. Only downside is it was very loud st night due to partying downtown and not an easy spot within the hotel to get coffee in the morning. The luau was very fun!! Recommend.
Reviewed on Aug 20, 2026

Four Seasons Resort Hualalai
Kaupulehu
¥657,195
per person
Oct 2 - Oct 5
found 18 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (500 reviews)
Went there everything is beautiful but the most amazing thing is the people!!!!!
Reviewed on Aug 11, 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
¥101,459
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,976 reviews)
Great room and view!! AC was very nice to have, balcony view amazing. The restaurant was very goood. Only downside is it was very loud st night due to partying downtown and not an easy spot within the hotel to get coffee in the morning. The luau was very fun!! Recommend.
Reviewed on Aug 20, 2026


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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
- 32 min drive from Kailua Pier
Pamper yourself with an extravagant stay at Four Seasons Resort Hualalai, where you'll find jetted bathtubs and premium bedding. Deluxe amenities at this resort ...
9.6/10 Exceptional! (500 reviews)
"Went there everything is beautiful but the most amazing thing is the people!!!!!"
Reviewed on Aug 11, 2026

Hampton Inn by Hilton Kailua-Kona Bay
75-5739 Alii Dr Kailua-Kona HI
- 5 min walk from Kailua Pier
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
- 13 min walk from Kailua Pier
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.
8.4/10 Very Good! (2,984 reviews)
"Great room and view!! AC was very nice to have, balcony view amazing. The restaurant was very goood. Only downside is it was very loud st night due to partying downtown and not an easy spot within the hotel to get coffee in the morning. The luau was very fun!! Recommend."
Reviewed on Aug 20, 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.
Things to do

Glass-Bottom Boat Tour in Waikoloa
¥7,981
per adult
94% of travellers recommend

4.5hr Snorkel & Dolphin Watch includes breakfast & Lunch plus a 20ft slide
¥18,117
per adult
96% of travellers recommend

Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
¥14,205
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
