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

Kanaloa at Kona by OUTRIGGER
Kahaluu-Keauhou
¥149,130
per person
Dec 7 - Dec 12
found 6 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

Fairmont Orchid
¥537,048
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
My stay there was overall nice, however the carpets in the rooms and the common areas looked worn down, almost ever staff member I encountered seemed to have been hired the week prior (except the concierge staff, who were wonderful) and sadly, every single food item on the lounge's menu was deep fried (except the cheesburger). Overall the food was pretty mediocre.
Reviewed on Oct 20, 2026

The Islands at Mauna Lani - CoralTree Residence Collection
¥210,584
per person
Dec 7 - Dec 12
found 6 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


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View all trips5* Luxury vacations in Hawaii Island
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View all trips4 Night Luxury vacations in Hawaii Island
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Kanaloa at Kona by OUTRIGGER
Kahaluu-Keauhou
¥291,957
per person
Jan 8 - Jan 12
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) 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

Paniolo Greens At Waikoloa
¥222,095
per person
Jan 8 - Jan 12
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,005 reviews)
This is a wonderful place to stay. The staff is so friendly and helpful. Everything is so clean. The kitchen has everything you need. We stay there every year!
Reviewed on Oct 15, 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! (1,009 reviews)
"My stay there was overall nice, however the carpets in the rooms and the common areas looked worn down, almost ever staff member I encountered seemed to have been hired the week prior (except the concierge staff, who were wonderful) and sadly, every single food item on the lounge's menu was deep ..."
Reviewed on Oct 20, 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.
