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

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Keaukaha
¥58,687
per person
Dec 20 - Dec 22
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.2/10 Very Good! (1,390 reviews)
The staff was always helpful and polite. The breakfast was very good, with a great staff. It was pleasant to be greeted by a smile every morning.

Reviewed on Oct 25, 2026

Castle Hali'i Kai at Waikoloa

Castle Hali'i Kai at Waikoloa

¥402,804
per person
Jan 4 - Jan 11
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9/10 Wonderful! (758 reviews)
Good stay, everything was as advertised. I would buy again.

Reviewed on Oct 18, 2026

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
Save 100% on your flight
¥1,046,587
per person
Jan 4 - Jan 11
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9.6/10 Exceptional! (511 reviews)
Royal Kona Resort

Royal Kona Resort

Historic Kailua Village
¥74,010
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.4/10 Very Good! (3,006 reviews)
Fairmont Orchid

Fairmont Orchid

¥158,362
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
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5* Luxury vacations in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Mauna Kea Beach Hotel, Autograph Collection

Mauna Kea Beach Hotel, Autograph Collection

¥316,829
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (479 reviews)
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
Save 100% on your flight
¥1,046,587
per person
Jan 4 - Jan 11
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9.6/10 Exceptional! (511 reviews)
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

¥668,064
per person
Jan 4 - Jan 11
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
Don't see what you're looking for?
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3 Night Luxury vacations in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Royal Kona Resort

Royal Kona Resort

Historic Kailua Village
¥74,010
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.4/10 Very Good! (3,006 reviews)
Fairmont Orchid

Fairmont Orchid

¥158,362
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
Castle Hali'i Kai at Waikoloa

Castle Hali'i Kai at Waikoloa

¥250,782
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kailua-Kona (KOA)
9/10 Wonderful! (758 reviews)
Good stay, everything was as advertised. I would buy again.

Reviewed on Oct 18, 2026

Don't see what you're looking for?
See all available trips from Honolulu to Hawaii Island
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4 Night Luxury vacations in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Castle Hali'i Kai at Waikoloa

Castle Hali'i Kai at Waikoloa

¥316,092
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kailua-Kona (KOA)
9/10 Wonderful! (758 reviews)
Good stay, everything was as advertised. I would buy again.

Reviewed on Oct 18, 2026

Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

Keauhou
¥346,233
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)
LOTS OF HIDDEN FEES.....dont not stay here... This 1 bedroom apartment has no a/c included. Big money extra to NOT stay and sweat in a 90deg plus apartment... after paying this extra it doesn't cool the bedroom or bathroom. Room is too hot to sleep in until about 3am it cools off and by by 10am its too hot again. Advertised as 1 king and 1 queen beds.(thank god i screen shot the description about the beds when i bought, because after i arrived this place changed the description of queen bed to sofa bed trying to defraud me)..when i arrived it was 1 king and 1 queen sofa bed that has a 2in mattress that is unusable to sleep on. It has a bar on you back...they say sorry but nothing can be done. Sofa couch has 2 inch mattress that is worthless. The apartment it self is nice but very uncomfortable unless you pay heavy... Thank God for Expidia for helping me get refunded on A/C and for them miss Advertising the queen bed...

Reviewed on Oct 25, 2026

Royal Kona Resort

Royal Kona Resort

Historic Kailua Village
¥514,068
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Kailua-Kona (KOA)
8.4/10 Very Good! (3,006 reviews)
Don't see what you're looking for?
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Top Luxury Hawaii Island Hotels

Mauna Lani, Auberge Collection

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, ...
Mauna Lani, Auberge Collection
Fairmont Orchid

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 ...
Fairmont Orchid
Mauna Kea Beach Hotel, Autograph Collection

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 ...
Mauna Kea Beach Hotel, Autograph Collection
See all 7,300 properties in Hawaii Island
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

Young girl holding a sea urchin on the glass bottom boat in the Pacific Ocean near the Big Island of Hawaii

Glass-Bottom Boat Tour in Waikoloa

¥7,844
per adult
94% of travellers recommend
Glass-Bottom Boat Tour in Waikoloa
Deluxe Snorkel & Dolphin Watch

4.5hr Snorkel & Dolphin Watch includes breakfast & Lunch plus a 20ft slide

¥20,350
per adult
96% of travellers recommend
4.5hr Snorkel & Dolphin Watch includes breakfast & Lunch plus a 20ft slide
Kona Catamaran Sail aboard Spirit of Aloha from Honokohau Harbor

Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha

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