
Hawaii Island Luxury Vacations
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Top Luxury vacation packages in Hawaii Island
Price found within the past 48 hours. Click for updated prices.


Castle Hali'i Kai at Waikoloa
Price was ¥525,414, price is now ¥371,030 per person
¥371,030
per person
Apr 11 - Apr 18
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kailua-Kona (KOA)
9/10 Wonderful! (708 reviews)
We enjoyed staying in unit 4G. The condo had 3 bedrooms. One had a king-sized bed. The second room had a queen bed, and the third bedroom on the 1st floor had two twin beds. Each had its own bathroom. There was also a laundry room in the condo. The kitchen was well equipped with a drip coffee maker, rice cooker, toaster, and pretty much everything one would need including food storage containers. The host thought of everything for which we are grateful, including hairdryers in each of the bathrooms and 2 inflatable mattresses complete with bed sheets. A pleasant surprise was a closet filled with useful items for a trip to the beach (beach chairs, umbrellas, boogie board, and sand toys). Beach towels were easily obtained from Guest Services who were also very nice. The place was very clean and very comfortable even with 8 people. The property has a small gym with amazing views and close to shops and restaurants. We highly recommend this place!
Reviewed on Jan 19, 2026

Mauna Lani, Auberge Collection
Price was ¥438,650, price is now ¥312,016 per person
¥312,016
per person
Mar 5 - Mar 8
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
We ate fresh masubis and coffee every morning from the cafe and loved the pastries as well. Room was stunning with a private ocean view lanai
Reviewed on Jan 19, 2026

Four Seasons Resort Hualalai
Kaupulehu
Price was ¥761,362, price is now ¥676,674 per person
¥676,674
per person
Apr 1 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kailua-Kona (KOA)
9.6/10 Exceptional! (474 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025

Fairmont Orchid
Price was ¥477,815, price is now ¥425,918 per person
¥425,918
per person
Mar 2 - Mar 5
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,002 reviews)
This was a very special Christmas treat! The hotel is spectacular at Christmas and we had the best stay!
Reviewed on Jan 19, 2026
5* Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.

Mauna Lani, Auberge Collection
Price was ¥438,650, price is now ¥312,016 per person
¥312,016
per person
Mar 5 - Mar 8
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
We ate fresh masubis and coffee every morning from the cafe and loved the pastries as well. Room was stunning with a private ocean view lanai
Reviewed on Jan 19, 2026

Four Seasons Resort Hualalai
Kaupulehu
Price was ¥761,362, price is now ¥676,674 per person
¥676,674
per person
Apr 1 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kailua-Kona (KOA)
9.6/10 Exceptional! (474 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
3 Night Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.

Castle Hali'i Kai at Waikoloa
Price was ¥267,518, price is now ¥218,597 per person
¥218,597
per person
Mar 2 - Mar 5
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9/10 Wonderful! (708 reviews)
We enjoyed staying in unit 4G. The condo had 3 bedrooms. One had a king-sized bed. The second room had a queen bed, and the third bedroom on the 1st floor had two twin beds. Each had its own bathroom. There was also a laundry room in the condo. The kitchen was well equipped with a drip coffee maker, rice cooker, toaster, and pretty much everything one would need including food storage containers. The host thought of everything for which we are grateful, including hairdryers in each of the bathrooms and 2 inflatable mattresses complete with bed sheets. A pleasant surprise was a closet filled with useful items for a trip to the beach (beach chairs, umbrellas, boogie board, and sand toys). Beach towels were easily obtained from Guest Services who were also very nice. The place was very clean and very comfortable even with 8 people. The property has a small gym with amazing views and close to shops and restaurants. We highly recommend this place!
Reviewed on Jan 19, 2026

Mauna Lani, Auberge Collection
Price was ¥438,650, price is now ¥312,016 per person
¥312,016
per person
Mar 5 - Mar 8
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
We ate fresh masubis and coffee every morning from the cafe and loved the pastries as well. Room was stunning with a private ocean view lanai
Reviewed on Jan 19, 2026

4 Night Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.

Castle Waimea Country Lodge
Price was ¥254,980, price is now ¥222,378 per person
¥222,378
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Osaka (ITM) to Kailua-Kona (KOA)
7.2/10 Good! (536 reviews)
Lodge was perfect for us. We’re from Oahu, and was working down the road. Our room had everything we needed.
Reviewed on Dec 29, 2025

Holua Resort
Kahaluu-Keauhou
Price was ¥307,654, price is now ¥265,742 per person
¥265,742
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Osaka (ITM) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,000 reviews)
We were pleasantly surprised how nice, clean, spacious, and well equipped Holua Resort is. We enjoyed everything about our property. It was a short stay and we are looking forward for another longer stay the next time.
Reviewed on Dec 29, 2025

Paniolo Greens At Waikoloa
Price was ¥298,249, price is now ¥259,178 per person
¥259,178
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Osaka (ITM) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,003 reviews)
We loved our time at Paniolo Greens. Even before renovations (which are planned) it’s very nice, clean, and homey feeling.
Reviewed on Jan 9, 2026
Top 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, ...
9.2/10 Wonderful! (1,005 reviews)
We ate fresh masubis and coffee every morning from the cafe and loved the pastries as well. Room was stunning with a private ocean view lanai
Reviewed on Jan 19, 2026

Fairmont Orchid
1 N Kaniku Drive Kohala Kamuela 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! (1,006 reviews)
This was a very special Christmas treat! The hotel is spectacular at Christmas and we had the best stay!
Reviewed on Jan 19, 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, plush bedding, and ...
9.4/10 Exceptional! (469 reviews)
The room was great and looked designy. The staff was very friendly and helpful.
Reviewed on Jan 21, 2026
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.
