
Hawaii Island Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Luxury vacation packages in Hawaii Island
Price found within the past 48 hours. Click for updated prices.

Grand Naniloa Hotel Hilo - a Doubletree by Hilton
Keaukaha
Save 100% on your flight
Price was ¥105,476, price is now ¥78,108 per person
¥78,108
per person
Jun 28 - Jul 1
found 14 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.2/10 Very Good! (1,324 reviews)
This hotel is right on the beach and caters to tourists. It is very clean and the room was very comfortable.
Reviewed on May 18, 2026

Mauna Lani, Auberge Collection
Save 100% on your flight
Price was ¥298,878, price is now ¥179,480 per person
¥179,480
per person
Jun 28 - Jul 1
found 14 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,005 reviews)
We enjoyed a top floor, ocean front room. It was quiet, serene, and was decorated beautifully. The staff was quite helpful and always friendly. We look forward to staying here again.
Reviewed on May 17, 2026

Fairmont Orchid
Price was ¥539,292, price is now ¥432,204 per person
¥432,204
per person
Aug 15 - Aug 21
found 14 hours ago
Roundtrip flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,008 reviews)
Absolutely beautiful resort - very well maintained and great service and restaurant options!
Reviewed on May 22, 2026

Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was ¥1,149,381, price is now ¥923,487 per person
¥923,487
per person
Aug 15 - Aug 21
found 14 hours ago
Roundtrip flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (488 reviews)
Excellent property and staff. Food was mediocre at best.
Reviewed on May 23, 2026

Hilton Waikoloa Village
Price was ¥447,534, price is now ¥360,828 per person
¥360,828
per person
Aug 15 - Aug 21
found 14 hours ago
Roundtrip flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.4/10 Very Good! (1,170 reviews)
Everything was excellent except the cleanliness of my room was suboptimal
Reviewed on May 23, 2026
Don't see what you're looking for?
See all available trips from Honolulu to Hawaii Island
View all trips5* Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.

Mauna Lani, Auberge Collection
Save 100% on your flight
Price was ¥298,878, price is now ¥179,480 per person
¥179,480
per person
Jun 28 - Jul 1
found 14 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,005 reviews)
We enjoyed a top floor, ocean front room. It was quiet, serene, and was decorated beautifully. The staff was quite helpful and always friendly. We look forward to staying here again.
Reviewed on May 17, 2026

Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was ¥1,149,381, price is now ¥923,487 per person
¥923,487
per person
Aug 15 - Aug 21
found 14 hours ago
Roundtrip flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (488 reviews)
Excellent property and staff. Food was mediocre at best.
Reviewed on May 23, 2026
Don't see what you're looking for?
See all available trips from Honolulu to Hawaii Island
View all trips3 Night Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.

Grand Naniloa Hotel Hilo - a Doubletree by Hilton
Keaukaha
Save 100% on your flight
Price was ¥105,476, price is now ¥78,108 per person
¥78,108
per person
Jun 28 - Jul 1
found 14 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.2/10 Very Good! (1,324 reviews)
This hotel is right on the beach and caters to tourists. It is very clean and the room was very comfortable.
Reviewed on May 18, 2026

Mauna Lani, Auberge Collection
Save 100% on your flight
Price was ¥298,878, price is now ¥179,480 per person
¥179,480
per person
Jun 28 - Jul 1
found 14 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,005 reviews)
We enjoyed a top floor, ocean front room. It was quiet, serene, and was decorated beautifully. The staff was quite helpful and always friendly. We look forward to staying here again.
Reviewed on May 17, 2026

The Islands at Mauna Lani - CoralTree Residence Collection
Price was ¥202,342, price is now ¥180,644 per person
¥180,644
per person
Jun 28 - Jul 1
found 14 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (124 reviews)
Slept, had breakfast and left didn’t use amenities.
Reviewed on Apr 15, 2026
Don't see what you're looking for?
See all available trips from Honolulu to Hawaii Island
View all trips4 Night Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.

Grand Naniloa Hotel Hilo - a Doubletree by Hilton
Keaukaha
Save 100% on your flight
Price was ¥132,836, price is now ¥94,434 per person
¥94,434
per person
Jul 17 - Jul 21
found 13 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.2/10 Very Good! (1,324 reviews)
This hotel is right on the beach and caters to tourists. It is very clean and the room was very comfortable.
Reviewed on May 18, 2026


Holua Resort
Keauhou
Save 100% on your flight
Price was ¥124,934, price is now ¥95,310 per person
¥95,310
per person
Jul 17 - Jul 21
found 13 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,001 reviews)
Nice and spacious alternative to a hotel.
Reviewed on May 23, 2026
Don't see what you're looking for?
See all available trips from Honolulu to Hawaii Island
View all tripsTop Luxury Hawaii Island Hotels

Mauna Lani, Auberge Collection
68-1400 Mauna Lani Dr Kamuela HI
Treat yourself to some luxurious accommodations at Mauna Lani, Auberge Collection, where you can enjoy amenities like late night room service, plush bedding, ...
9.4/10 Exceptional! (1,003 reviews)
"We enjoyed a top floor, ocean front room. It was quiet, serene, and was decorated beautifully. The staff was quite helpful and always friendly. We look forward to staying here again."
Reviewed on May 17, 2026

Fairmont Orchid
1 North Kaniku Drive Kohala Coast HI
Fairmont Orchid is one of the Kamuela luxury 4.5-star beach properties where you can treat yourself to Champagne service, designer toiletries, and more. Deluxe ...
9.2/10 Wonderful! (1,003 reviews)
"Absolutely beautiful resort - very well maintained and great service and restaurant options!"
Reviewed on May 22, 2026

Mauna Kea Beach Hotel, Autograph Collection
62-100 Mauna Kea Beach Dr Kamuela HI
Mauna Kea Beach Hotel, Autograph Collection is a Kamuela luxury 4.5-star beach property where you can pamper yourself with massage services, 24-hour room service, ...
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.
