
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
¥633,478
per person
Oct 8 - Oct 13
found 17 hours 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

Aston Kona by the Sea
Holualoa Village
¥239,124
per person
Oct 27 - Oct 29
found 23 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,263 reviews)
The room, staff, property, and everything was incredible. Our family’s first time in Hawaii and I will definitely be planning on coming back. We all loved it so much! Great for kids too!
Reviewed on Aug 15, 2026

5* Luxury vacations in Kailua-Kona
Price found within the past 48 hours. Click for updated prices.

3 Night Luxury vacations in Kailua-Kona
Price found within the past 48 hours. Click for updated prices.


Aston Kona by the Sea
Holualoa Village
¥597,070
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,263 reviews)
The room, staff, property, and everything was incredible. Our family’s first time in Hawaii and I will definitely be planning on coming back. We all loved it so much! Great for kids too!
Reviewed on Aug 15, 2026
Top 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.
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.
