
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.

The Islands at Mauna Lani - CoralTree Residence Collection
Save 100% on your flight
Price was ¥206,581, price is now ¥167,432 per person
¥167,432
per person
Oct 17 - Oct 21
found 8 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (117 reviews)
Beautiful, peaceful property will definitely stay there again
Reviewed on Jul 1, 2025

Mauna Lani, Auberge Resorts Collection
Price was ¥487,700, price is now ¥229,929 per person
¥229,929
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,004 reviews)
The hotel is 6 stories with great ocean views and lovely sitting areas. Loved walking down to the beach and having a chaise and towels available. The pools were also inviting.
Reviewed on Sep 12, 2025

Fairmont Orchid
Save 100% on your flight
Price was ¥322,608, price is now ¥219,370 per person
¥219,370
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,012 reviews)
The Fairmont Orchid is absolutely gorgeous! I love the fact that it had its own private beach, where you can snorkel, paddle-board, go kayaking or go out on an outrigger. There is also a bar at the beach and food service available. The pool area separate from the beach, but they are both right next to each other. The pool area has food service and drink service as well and is very well designed. Everyone is so nice and accommodating. There is a shuttle service that will take you to the surrounding resorts for other restaurant options. The food is expensive so we took the shuttle bus to the little grocery store and purchased things for our room. We found that the food at the restaurants were just OK and not worth the price that we paid. Also, they have yoga every day and daily activities that you can participate in such as hula lessons (which I did), making a Hawaiian lai, discussions on culture and art, etc. You can also golf or play tennis there as well. They also have a concierge that will help you make arrangements for any excursions you want and a car service too. Overall, I really enjoyed this resort and would go again.
Reviewed on Sep 9, 2025

Four Seasons Resort Hualalai
Save 100% on your flight
Price was ¥882,260, price is now ¥702,192 per person
¥702,192
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (464 reviews)
Beautiful grounds, attentive staff and excellent facilities. Everything top-notch.
Reviewed on Jul 7, 2025

The Westin Hapuna Beach Resort
Save 100% on your flight
Price was ¥313,372, price is now ¥251,052 per person
¥251,052
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,006 reviews)
They have everything you need!
Reviewed on Sep 9, 2025
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View all trips5* Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.

Mauna Lani, Auberge Resorts Collection
Price was ¥487,700, price is now ¥229,929 per person
¥229,929
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,004 reviews)
The hotel is 6 stories with great ocean views and lovely sitting areas. Loved walking down to the beach and having a chaise and towels available. The pools were also inviting.
Reviewed on Sep 12, 2025

Four Seasons Resort Hualalai
Save 100% on your flight
Price was ¥882,260, price is now ¥702,192 per person
¥702,192
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (464 reviews)
Beautiful grounds, attentive staff and excellent facilities. Everything top-notch.
Reviewed on Jul 7, 2025
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View all trips3 Night Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.

The Westin Hapuna Beach Resort
Save 100% on your flight
Price was ¥186,602, price is now ¥149,392 per person
¥149,392
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,006 reviews)
They have everything you need!
Reviewed on Sep 9, 2025

Mauna Lani, Auberge Resorts Collection
Price was ¥565,180, price is now ¥418,716 per person
¥418,716
per person
Oct 30 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,004 reviews)
The hotel is 6 stories with great ocean views and lovely sitting areas. Loved walking down to the beach and having a chaise and towels available. The pools were also inviting.
Reviewed on Sep 12, 2025

Castle Hali'i Kai at Waikoloa
Price was ¥267,422, price is now ¥227,778 per person
¥227,778
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9/10 Wonderful! (700 reviews)
Our room was a little outdated. But overl nice stay. Liked that there was a BBQ on the lanai. It was cheaper to eat at the place. Dislike is the pool area closed at 8pm. Redicoulous!!!
Reviewed on Sep 6, 2025
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View all trips4 Night Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.

Paniolo Greens At Waikoloa
Save 100% on your flight
Price was ¥101,612, price is now ¥69,716 per person
¥69,716
per person
Oct 17 - Oct 21
found 8 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,007 reviews)
Theres a new shopping center walking distance from the condo's with different eateries. It still under construction so we can't wait for the completion and they're also going to do some renovation to the condos. We definitely will be returning
Reviewed on Sep 12, 2025

Mauna Lani, Auberge Resorts Collection
Price was ¥424,320, price is now ¥212,546 per person
¥212,546
per person
Oct 17 - Oct 21
found 8 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,004 reviews)
The hotel is 6 stories with great ocean views and lovely sitting areas. Loved walking down to the beach and having a chaise and towels available. The pools were also inviting.
Reviewed on Sep 12, 2025

Holua Resort
Kahaluu-Keauhou
Save 100% on your flight
Price was ¥129,196, price is now ¥86,734 per person
¥86,734
per person
Oct 17 - Oct 21
found 8 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,005 reviews)
Everything was nice except having to park in a central parking garage and walk to our unit. Of course our’s had to be almost to the end of the lane.
Reviewed on Sep 11, 2025
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View all tripsTop Luxury Hawaii Island Hotels

Mauna Lani, Auberge Resorts 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, ...

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, massage services, and more. Deluxe ...

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 ...
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.