Kailua-Kona Luxury Vacations

Book a Luxury Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Luxury vacation packages in Kailua-Kona

Price found within the past 48 hours. Click for updated prices.
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

Keauhou
Save 100% on your flight
¥210,217
per person
Sep 26 - Oct 3
found 10 hours ago
Roundtrip flight included
Honolulu (HNL) 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

Aston Kona by the Sea

Holualoa Village
¥310,946
per person
Oct 17 - Oct 23
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) 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
¥260,842
per person
Oct 17 - Oct 23
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,976 reviews)
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
Save 100% on your flight
¥1,609,510
per person
Oct 17 - Oct 23
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9.6/10 Exceptional! (499 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 trips

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
Save 100% on your flight
¥1,609,510
per person
Oct 17 - Oct 23
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9.6/10 Exceptional! (499 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 Tokyo to Kailua-Kona
View all trips

3 Night Luxury vacations in Kailua-Kona

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

Royal Kona Resort

Historic Kailua Village
¥212,108
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,976 reviews)
Aston Kona by the Sea

Aston Kona by the Sea

Holualoa Village
¥239,007
per person
Sep 11 - Sep 14
found 1 day 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
¥668,028
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (499 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 Tokyo to Kailua-Kona
View all trips

4 Night Luxury vacations in Kailua-Kona

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

Royal Kona Resort

Historic Kailua Village
¥422,473
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,976 reviews)
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Historic Kailua Village
¥456,414
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.4/10 Very Good! (1,004 reviews)
Everything was fine

Reviewed on Aug 12, 2026

Don't see what you're looking for?
See all available trips from Tokyo to Kailua-Kona
View all trips

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 ...
9.6/10 Exceptional! (500 reviews)
"Went there everything is beautiful but the most amazing thing is the people!!!!!"

Reviewed on Aug 11, 2026

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
Kona Catamaran Sail aboard Spirit of Aloha from Honokohau Harbor

Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha

¥14,205
per adult
96% of travellers recommend
Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
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.