Kailua-Kona Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
Better together
Save up to ￥45,448 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.
Aston Kona by the Sea
Holualoa Village
per person
Jul 31 - Aug 5
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,089 reviews)
Easy check in process, text alert. We didn’t get housekeeping but detergent was available to wash our towels. Overall great room and view.
Reviewed on Jun 24, 2025
Four Seasons Resort Hualalai
per person
Jul 31 - Aug 5
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9.6/10 Exceptional! (460 reviews)
Excellent stay at Hualalai. Great experience in Hawaii that was not too far from the town of Kona that created a peaceful escape but also allowed for exploration of the island of Hawaii
Reviewed on May 1, 2025
5* Luxury vacations in Kailua-Kona
Price found within the past 48 hours. Click for updated prices.
Four Seasons Resort Hualalai
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Kailua-Kona (KOA)
9.6/10 Exceptional! (460 reviews)
Excellent stay at Hualalai. Great experience in Hawaii that was not too far from the town of Kona that created a peaceful escape but also allowed for exploration of the island of Hawaii
Reviewed on May 1, 2025
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
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,089 reviews)
Easy check in process, text alert. We didn’t get housekeeping but detergent was available to wash our towels. Overall great room and view.
Reviewed on Jun 24, 2025
Four Seasons Resort Hualalai
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (460 reviews)
Excellent stay at Hualalai. Great experience in Hawaii that was not too far from the town of Kona that created a peaceful escape but also allowed for exploration of the island of Hawaii
Reviewed on May 1, 2025
4 Night Luxury vacations in Kailua-Kona
Price found within the past 48 hours. Click for updated prices.
Holua Resort
Kahaluu-Keauhou
Save 100% on your flight
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,003 reviews)
I liked the quiet hours, numerous pools for guests, pickle ball/tennis, and it was close to manta ray snorkeling.
Reviewed on Jun 23, 2025
Aston Kona by the Sea
Holualoa Village
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,089 reviews)
Easy check in process, text alert. We didn’t get housekeeping but detergent was available to wash our towels. Overall great room and view.
Reviewed on Jun 24, 2025
Don't see what you're looking for?
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
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! (459 reviews)
"Excellent stay at Hualalai. Great experience in Hawaii that was not too far from the town of Kona that created a peaceful escape but also allowed for exploration of the island of Hawaii"
Reviewed on May 1, 2025
Uncle Billy's Kona Bay Hotel
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.
"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.
8/10 Very Good! (2,585 reviews)
"The resort is very nice but the rooms are very outdated. Other than that the location is great and convenient"
Reviewed on Jun 25, 2025
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.