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.
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

Keauhou
Save 100% on your flight
¥130,032
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.6/10 Excellent! (560 reviews)
Castle Hali'i Kai at Waikoloa

Castle Hali'i Kai at Waikoloa

Save 100% on your flight
¥187,105
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9/10 Wonderful! (749 reviews)
We had a great stay in condo 4E. Very roomy very clean. The grounds are beautiful. One of the best sunsets of my trip was by the pool. Asked for someone to come fix my patio light but that didn't happen. Overall great time and would recommend.

Reviewed on Aug 12, 2026

Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

Save 100% on your flight
¥184,570
per person
Oct 13 - Oct 15
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,004 reviews)
Exceptional facility. Would go back in a heartbeat.

Reviewed on Sep 6, 2026

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Keaukaha
¥212,960
per person
Nov 13 - Nov 18
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.2/10 Very Good! (1,373 reviews)
Hotel has a beautiful view. The rooms are nice. The bed was not hard, but not over soft either and the pillows were good too. The curtains let in a lot of light and are not room darking, but that just makes it easier to get up and enjoy the day and explore the island although it is tempting to spend the whole day at the hotel. The hotel trys to very upscale, but the hallways make it look like a 2 star hotel. Staff are very nice and friendly. The restaurant is very expensive and didn't eat there because of the prices. There is a resort fee that is not included in the price and you have to pay for parking. Lots of "stray" cats, but since I liked cats I enjoyed them. The cats seemed to be friendly and not overly scared of people, but were not a nuisance. Room had a slight ant problem. House keeping sprayed the ants, but that didn't seem to make a difference. I just kept food in the refrigerator or in a zip lock bag it iwas opened. I did see a sea turtle in the ocean that was in front of the hotel. The hotel also allows guest to borrow snorkels during their stay. I didn't get to use them, but I am thinking snorkeling by the hotel might be nice. It is with in ten minute drive to Walmart and fast food restaurants and walking distance to a nice garden.

Reviewed on Sep 11, 2026

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
Save 100% on your flight
¥1,285,992
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (500 reviews)
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5* Luxury vacations in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

Save 100% on your flight
¥184,570
per person
Oct 13 - Oct 15
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,004 reviews)
Exceptional facility. Would go back in a heartbeat.

Reviewed on Sep 6, 2026

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
Save 100% on your flight
¥1,285,992
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (500 reviews)
Mauna Kea Beach Hotel, Autograph Collection

Mauna Kea Beach Hotel, Autograph Collection

¥550,618
per person
Nov 13 - Nov 18
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.4/10 Exceptional! (477 reviews)
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3 Night Luxury vacations in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

Keauhou
¥523,934
per person
Dec 4 - Dec 7
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Kailua-Kona (KOA)
8.6/10 Excellent! (560 reviews)
The Islands at Mauna Lani - CoralTree Residence Collection

The Islands at Mauna Lani - CoralTree Residence Collection

¥599,110
per person
Dec 4 - Dec 7
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Kailua-Kona (KOA)
9.4/10 Exceptional! (124 reviews)
Slept, had breakfast and left didn’t use amenities.

Reviewed on Apr 15, 2026

Fairmont Orchid

Fairmont Orchid

¥578,017
per person
Dec 4 - Dec 7
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
Nice location, grounds are pretty. Room was bare and lackluster, no slippers, staff did not go out of their way for anything.

Reviewed on Sep 11, 2026

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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, ...
9.4/10 Exceptional! (1,000 reviews)
"Exceptional facility. Would go back in a heartbeat."

Reviewed on Sep 6, 2026

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 ...
9.2/10 Wonderful! (1,003 reviews)
"Nice location, grounds are pretty. Room was bare and lackluster, no slippers, staff did not go out of their way for anything."

Reviewed on Sep 11, 2026

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 7,345 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

¥8,005
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

¥20,767
per adult
96% of travellers recommend
4.5hr Snorkel & Dolphin Watch includes breakfast & Lunch plus a 20ft slide
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.