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.
Hilton Waikoloa Village
Save 100% on your flight
Price was ￥155,882, price is now ￥102,617 per person
￥102,617
per person
Jan 24 - Jan 27
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.4/10 Very Good! (1,041 reviews)
Balcony view of the ocean was nice but not unobstructed
Reviewed on Dec 6, 2025
Mauna Lani, Auberge Collection
Save 100% on your flight
Price was ￥390,768, price is now ￥287,855 per person
￥287,855
per person
Jan 24 - Jan 27
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
The property and the customer service here are both exceptional. I can’t wait to return!
Reviewed on Dec 3, 2025
Kanaloa at Kona by OUTRIGGER
Kahaluu-Keauhou
Price was ￥477,912, price is now ￥352,334 per person
￥352,334
per person
Feb 18 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
8.6/10 Excellent! (536 reviews)
The ocean front condo itself was spacious, quiet, and had all the essentials, including a full kitchen and in-unit washer/dryer, which made the stay very comfortable. AC was chargeable but we didn’t need to use it,
Reviewed on Dec 6, 2025
Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was ￥451,238, price is now ￥364,452 per person
￥364,452
per person
Jan 24 - Jan 27
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (474 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
Castle Hali'i Kai at Waikoloa
Price was ￥477,966, price is now ￥394,164 per person
￥394,164
per person
Feb 18 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9/10 Wonderful! (708 reviews)
Kitchen had all the tools and the grill had propane. All the literature was easy to understand and posted in plain view. The rooms were clean, bathrooms were clean - it was a beautiful home away from home. Parking was easy and the staff were so friendly.
Reviewed on Oct 30, 2025
Don't see what you're looking for?
See all available trips from Honolulu to Hawaii Island
View all trips5* Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.
Mauna Lani, Auberge Collection
Save 100% on your flight
Price was ￥390,768, price is now ￥287,855 per person
￥287,855
per person
Jan 24 - Jan 27
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
The property and the customer service here are both exceptional. I can’t wait to return!
Reviewed on Dec 3, 2025
Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was ￥451,238, price is now ￥364,452 per person
￥364,452
per person
Jan 24 - Jan 27
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (474 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
Don't see what you're looking for?
See all available trips from Honolulu to Hawaii Island
View all trips3 Night Luxury vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.
Hilton Waikoloa Village
Save 100% on your flight
Price was ￥155,882, price is now ￥102,617 per person
￥102,617
per person
Jan 24 - Jan 27
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.4/10 Very Good! (1,041 reviews)
Balcony view of the ocean was nice but not unobstructed
Reviewed on Dec 6, 2025
Mauna Lani, Auberge Collection
Save 100% on your flight
Price was ￥390,768, price is now ￥287,855 per person
￥287,855
per person
Jan 24 - Jan 27
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
The property and the customer service here are both exceptional. I can’t wait to return!
Reviewed on Dec 3, 2025
Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was ￥451,238, price is now ￥364,452 per person
￥364,452
per person
Jan 24 - Jan 27
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (474 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
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.
Paniolo Greens At Waikoloa
Price was ￥326,174, price is now ￥271,571 per person
￥271,571
per person
Feb 20 - Feb 24
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,003 reviews)
I absolutely loved our condo and we cannot wait to come back and stay longer. It’s so beautiful so clean absolutely perfect.
Reviewed on Dec 9, 2025
Kona Coast Resort
Kahaluu-Keauhou
Price was ￥370,564, price is now ￥298,899 per person
￥298,899
per person
Feb 20 - Feb 24
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,390 reviews)
From checking in to check out, everything was great, the place is beautiful
Reviewed on Dec 12, 2025
Four Seasons Resort Hualalai
Kaupulehu
Price was ￥760,004, price is now ￥622,142 per person
￥622,142
per person
Feb 20 - Feb 24
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (474 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
Top Luxury Hawaii Island Hotels
Mauna Lani, Auberge 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, ...
9.2/10 Wonderful! (1,001 reviews)
Best
Reviewed on Dec 12, 2025
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, designer toiletries, and more. Deluxe ...
9.2/10 Wonderful! (1,001 reviews)
Staff is fabulous
Reviewed on Dec 11, 2025
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 ...
9.4/10 Exceptional! (466 reviews)
Room cleaned and clean towels twice a day. Family friendly, gentle ocean, cabanas, chairs and towels.
Reviewed on Sep 28, 2025
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.
