
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.

Grand Naniloa Hotel Hilo - a Doubletree by Hilton
Keaukaha
¥58,687
per person
Dec 20 - Dec 22
found 6 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.2/10 Very Good! (1,383 reviews)
As soon as you pulled up the valet was very friendly and helpful with directions. The view to the ocean took my breath away as soon as you walked in to the main entrance. I enjoyed my stay and it was very pleasant having staff text me about current events and things going on around the area. For example the volcano being active so that we didn’t get to miss anything special about Hawaii. I didn’t even have to go anywhere and got to see sea turtles right outside the restaurant after breakfast the day before we were going to leave.
Reviewed on Oct 22, 2026


Fairmont Orchid
¥158,362
per person
Dec 2 - Dec 5
just found
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
My husband and I had a wonderful one week stay at Fairmont Orchid. The weather was perfect mid October, and this area is generally very dry. We were looking to unwind and only rented a car for one day to go visit Volcano village and the botanical gardens in Hilo. I do recommend a one and a half hour scenic drive to the beautiful gardens. Snorkeling in the hotel lagoon was an amazing experience. There are so many turtles there and different kinds of fish. The hotel provides snorkeling equipment free of charge. Do not forget water shoes for swimming. I saw many sea urchins. There were plenty of chaises in the shade as well as in the sun, and you could also rent covered chaises as well as private cabanas. The food is good but it’s better at the neighboring Mauna Lani for the same money. The shuttle will take you there free of charge. You can walk there along the beach. We enjoyed both resorts. Fairmont guests are welcome at Mauna Lani. Overall, great relaxing time.
Reviewed on Oct 22, 2026

Kanaloa at Kona by OUTRIGGER
Keauhou
¥150,646
per person
Dec 8 - Dec 13
found 2 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.6/10 Excellent! (564 reviews)
Beautiful condo and convenient washer and dryer inside the condo itself. We had a partial ocean view and it was absolutely breathtaking. Very close to so many places and only 30min from the airport
Reviewed on Oct 2, 2026

Hilton Waikoloa Village
¥740,562
per person
Dec 25 - Dec 31
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.4/10 Very Good! (1,243 reviews)
I wish I had a better experience because don’t get me wrong this is a beautiful place. But to get treated by staff the way my father and I did was just unacceptable. You are supposed to apparently receive bracelets when checking in, but the person checking us in never gave us them. No big deal, until I went to go down a water slide and a worker there told me “if you come any further you are going to get trespassed. We will call the police.” No explanation, no “did they give you a bracelet at the front desk,” no “are you staying here?” It’s one thing to just ask but to threaten to call the police on me for a place I paid for is wild. Then talking to customer service they also were not kind or accommodating. “If you want to leave then you can,” they said. My dad and I ended up leaving early. It’s a shame that you have such a beautiful place, but your staff is so unpleasant. Also, the tram was broken and when it was running a good portion didn’t have AC. This place just needs to do better. There also aren’t great dinner spots around and it’s in a super remote location.
Reviewed on Oct 23, 2026
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View all trips5* Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.



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


Fairmont Orchid
¥158,362
per person
Dec 2 - Dec 5
just found
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
My husband and I had a wonderful one week stay at Fairmont Orchid. The weather was perfect mid October, and this area is generally very dry. We were looking to unwind and only rented a car for one day to go visit Volcano village and the botanical gardens in Hilo. I do recommend a one and a half hour scenic drive to the beautiful gardens. Snorkeling in the hotel lagoon was an amazing experience. There are so many turtles there and different kinds of fish. The hotel provides snorkeling equipment free of charge. Do not forget water shoes for swimming. I saw many sea urchins. There were plenty of chaises in the shade as well as in the sun, and you could also rent covered chaises as well as private cabanas. The food is good but it’s better at the neighboring Mauna Lani for the same money. The shuttle will take you there free of charge. You can walk there along the beach. We enjoyed both resorts. Fairmont guests are welcome at Mauna Lani. Overall, great relaxing time.
Reviewed on Oct 22, 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.

Kanaloa at Kona by OUTRIGGER
Keauhou
¥347,672
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kailua-Kona (KOA)
8.6/10 Excellent! (564 reviews)
Beautiful condo and convenient washer and dryer inside the condo itself. We had a partial ocean view and it was absolutely breathtaking. Very close to so many places and only 30min from the airport
Reviewed on Oct 2, 2026


Top Luxury Hawaii Island Hotels

Mauna Lani, Auberge Collection
68-1400 Mauna Lani Dr Kamuela HI
- 2 hours drive from Hawaii Volcanoes National Park
Treat yourself to some luxurious accommodations at Mauna Lani, Auberge Collection, where you can enjoy amenities like late night room service, plush bedding, ...

Fairmont Orchid
1 North Kaniku Drive Kohala Coast HI
- 2 hours drive from Hawaii Volcanoes National Park
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! (1,002 reviews)
"My husband and I had a wonderful one week stay at Fairmont Orchid. The weather was perfect mid October, and this area is generally very dry. We were looking to unwind and only rented a car for one day to go visit Volcano village and the botanical gardens in Hilo. I do recommend a one and a half hour ..."
Reviewed on Oct 22, 2026

Mauna Kea Beach Hotel, Autograph Collection
62-100 Mauna Kea Beach Dr Kamuela HI
- 2 hours drive from Hawaii Volcanoes National Park
Stay in the lap of luxury at Mauna Kea Beach Hotel, Autograph Collection, where you can enjoy amenities like 24-hour room service, plush bedding, and more. Deluxe ...
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
¥7,844
per adult
94% of travellers recommend

4.5hr Snorkel & Dolphin Watch includes breakfast & Lunch plus a 20ft slide
¥20,350
per adult
96% of travellers recommend

Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
¥13,962
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
