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

Royal Kona Resort

Historic Kailua Village
¥276,224
per person
Sep 15 - Sep 20
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,981 reviews)
Aston Kona by the Sea

Aston Kona by the Sea

Holualoa Village
¥299,890
per person
Sep 15 - Sep 20
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,263 reviews)
This place was probably top notch 25 years ago. The grounds and scenery were very nice. Parking was good in the garage and staff was helpful. The unit we had was very dated, stained rugs, a couple of live roaches (sometimes happens in this climate), advertised with washing machine and dryer, but the washing machine leaked all over the floor and would not run (very disappointing when your counting on being able to wash clothes on a long trip) Overall it was just ok, not someplace I would visit again.

Reviewed on Aug 7, 2026

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
¥1,236,700
per person
Oct 23 - Oct 30
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (499 reviews)
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5* Luxury vacations in Kailua-Kona

Price found within the past 48 hours. Click for updated prices.
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
¥1,236,700
per person
Oct 23 - Oct 30
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (499 reviews)
Don't see what you're looking for?
See all available trips from Tokyo to Kailua-Kona
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4 Night Luxury vacations in Kailua-Kona

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

Holua Resort

Keauhou
¥277,514
per person
Sep 22 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,003 reviews)
Aston Kona by the Sea

Aston Kona by the Sea

Holualoa Village
¥309,306
per person
Sep 22 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,263 reviews)
This place was probably top notch 25 years ago. The grounds and scenery were very nice. Parking was good in the garage and staff was helpful. The unit we had was very dated, stained rugs, a couple of live roaches (sometimes happens in this climate), advertised with washing machine and dryer, but the washing machine leaked all over the floor and would not run (very disappointing when your counting on being able to wash clothes on a long trip) Overall it was just ok, not someplace I would visit again.

Reviewed on Aug 7, 2026

Royal Kona Resort

Royal Kona Resort

Historic Kailua Village
¥282,858
per person
Sep 22 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,981 reviews)
Don't see what you're looking for?
See all available trips from Osaka to Kailua-Kona
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Top Luxury Kailua-Kona Hotels

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

72-100 Ka'upulehu Drive Kailua-Kona HI
  • 39 min drive from Magic Sands Beach
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 ...
Four Seasons Resort Hualalai
Hampton Inn by Hilton Kailua-Kona Bay

Hampton Inn by Hilton Kailua-Kona Bay

75-5739 Alii Dr Kailua-Kona HI
  • 8 min drive from Magic Sands Beach
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

Hampton Inn by Hilton Kailua-Kona Bay
Royal Kona Resort

Royal Kona Resort

75-5852 Alii Dr Kailua-Kona HI
  • 7 min drive from Magic Sands Beach
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.
Royal Kona Resort
See all 3,385 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.

Things to do

Young girl holding a sea urchin on the glass bottom boat in the Pacific Ocean near the Big Island of Hawaii

Glass-Bottom Boat Tour in Waikoloa

¥7,981
per adult
94% of travellers recommend
Glass-Bottom Boat Tour in Waikoloa
Deluxe Snorkel & Dolphin Watch

4.5hr Snorkel & Dolphin Watch includes breakfast & Lunch plus a 20ft slide

¥18,117
per adult
96% of travellers recommend
4.5hr Snorkel & Dolphin Watch includes breakfast & Lunch plus a 20ft slide
Captain Cook Dinner Cruise to Kealakekua Bay from Kailua Pier

Captain Cook Dinner Cruise to Kealakekua Bay from Kailua Pier

¥31,920
per adult
90% of travellers recommend
Captain Cook Dinner Cruise to Kealakekua Bay from Kailua Pier
See all activities in Kailua-Kona
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.