
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.

Royal Kona Resort
Historic Kailua Village
Price was ¥83,309, price is now ¥71,594 per person
¥71,594
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,946 reviews)
Loved the ocean view and value of the stay. We left a large amount of money behind after leaving and they found it right away and made arrangements to send it back to us. The room was a corner unit with a perfect view of the ocean. Would highly recommend.
Reviewed on Jul 2, 2026


Castle Hali'i Kai at Waikoloa
Price was ¥134,038, price is now ¥121,394 per person
¥121,394
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9/10 Wonderful! (734 reviews)
Great area and resort. The staff was great and accommodated out late check out due to our later flights. Thank You!
Reviewed on Jul 2, 2026

Fairmont Orchid
Price was ¥138,401, price is now ¥126,980 per person
¥126,980
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,004 reviews)
The Fairmont is likely as good of a “Resort” property as one could find. I am not a fan of Resorts, But when in Hawaii it is difficult to not stay in one. Fairmont is well presented, certainly not a value proposition, but nicely done. Good food, Bars, Pool, etc. shower in the bathtub was far better than the separate shower. Facility does need some paint and refreshing. Grounds and Location are beautiful. I like Fairmont Hotels and they are a brand I seek out, when traveling.
Reviewed on Jul 2, 2026

The Islands at Mauna Lani - CoralTree Residence Collection
Price was ¥162,126, price is now ¥149,498 per person
¥149,498
per person
Sep 5 - Sep 7
found 1 day 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 trips5* Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.


Four Seasons Resort Hualalai
Kaupulehu
Price was ¥1,087,828, price is now ¥1,035,972 per person
¥1,035,972
per person
Aug 8 - Aug 13
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9.6/10 Exceptional! (494 reviews)
This is an exceptional property, large, expansive and beautifully integrated into the landscape.
The staff is exceptional and will impress you from the moment of your arrival.
The rooms are nicely decorated in an authentic, local character.
We only dined at one restaurant, ULU, and it was excellent.
This experience was first class all the way.
Reviewed on Jun 13, 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.

Royal Kona Resort
Historic Kailua Village
Price was ¥99,086, price is now ¥81,746 per person
¥81,746
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.2/10 Very Good! (2,946 reviews)
Loved the ocean view and value of the stay. We left a large amount of money behind after leaving and they found it right away and made arrangements to send it back to us. The room was a corner unit with a perfect view of the ocean. Would highly recommend.
Reviewed on Jul 2, 2026


The Islands at Mauna Lani - CoralTree Residence Collection
Price was ¥199,897, price is now ¥178,360 per person
¥178,360
per person
Sep 13 - Sep 16
found 1 day 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.

Holua Resort
Keauhou
Price was ¥124,048, price is now ¥98,250 per person
¥98,250
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,002 reviews)
I booked in December for my trip in June only to receive a room way in the back with no views and that was not only outdated, but the kitchen had HUGE roaches when we arrived and a huge stain on the carpet in the dining area, the fridge looked terrible from the outside (so disgusting!), cracked tiles and the toilets were so slow to flush (not normal!)The phone in the master room did not ring and had so much static you could not hear. When I asked to be switched to another room they said there were none! All they were able to do was spray the roaches! SO disappointing! It felt discriminating. I had been looking forward to my vacation for so long and this was what I got. This is the third time staying at this resort and this was by far the worst. I felt like they didn’t care. They did nothing to accommodate my stay except spray the roaches. They offered to reimburse me for the days we didn’t stay if I chose to leave their property but who has time to look for another location when everything is planned? Had they told me sooner I was going to get this terrible location then I would’ve not stayed there. Beware if you stay here. Make sure they book you in an updated room!
Reviewed on Jun 29, 2026


Paniolo Greens At Waikoloa
Save 100% on your flight
Price was ¥148,168, price is now ¥116,019 per person
¥116,019
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
We’ve stayed here 4 different times. It’s always a great spot for us to call home when we visit the big island.
Reviewed on Jul 2, 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! (1,001 reviews)
"LOVE!"
Reviewed on Jul 1, 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! (1,001 reviews)
"The Fairmont is likely as good of a “Resort” property as one could find. I am not a fan of Resorts, But when in Hawaii it is difficult to not stay in one. Fairmont is well presented, certainly not a value proposition, but nicely done. Good food, Bars, Pool, etc. shower in the bathtub was far better ..."
Reviewed on Jul 2, 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 5-star beach property where you can pamper yourself with 24-hour room service, plush bedding, ...
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
¥7,998
per adult
94% of travellers recommend

Big Island Manta Ray Night Snorkel
¥13,532
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
