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Top Luxury vacation packages in Kailua-Kona

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

Aston Kona by the Sea

Holualoa Village

Save 100% on your flight

￥66,114

per person

Feb 7 - Feb 9

found 1 day ago

Roundtrip flight included

Honolulu (HNL) to Kailua-Kona (KOA)

8.8/10 Excellent! (1,139 reviews)

Clean courteous and very nice place

Reviewed on Dec 7, 2025

Kanaloa at Kona by OUTRIGGER

Kahaluu-Keauhou

￥304,170

per person

Feb 1 - Feb 7

found 20 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) 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

￥388,966

per person

Feb 7 - Feb 9

found 1 day 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

Royal Kona Resort

Historic Kailua Village

￥68,882

per person

Feb 7 - Feb 9

found 1 day ago

Roundtrip flight included

Honolulu (HNL) to Kailua-Kona (KOA)

8.2/10 Very Good! (2,752 reviews)

Easy check-in & lovely lobby/bar area. We had room 677 Oceanfront & it had a beautiful view but the rooms are very tired. The fridge door was broken & the AC filter looked like it had never been cleaned & was too loud to leave running at night. The rooms would need to be renovated before we would stay again, they are not worth the price as they are. We were very disappointed that the pool closes at sunset, so we didn’t get to use it as we were sightseeing during the day.

Reviewed on Dec 8, 2025

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5* Luxury vacations in Kailua-Kona

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

Four Seasons Resort Hualalai

Kaupulehu

Save 100% on your flight

￥388,966

per person

Feb 7 - Feb 9

found 1 day 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

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See all available trips from Honolulu to Kailua-Kona

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3 Night Luxury vacations in Kailua-Kona

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

Aston Kona by the Sea

Holualoa Village

Save 100% on your flight

￥79,751

per person

Feb 16 - Feb 19

found 13 hours ago

Roundtrip flight included

Honolulu (HNL) to Kailua-Kona (KOA)

8.8/10 Excellent! (1,139 reviews)

Clean courteous and very nice place

Reviewed on Dec 7, 2025

Four Seasons Resort Hualalai

Kaupulehu

Save 100% on your flight

￥498,378

per person

Feb 16 - Feb 19

found 13 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

Kanaloa at Kona by OUTRIGGER

Kahaluu-Keauhou

￥259,772

per person

Feb 21 - Feb 24

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) 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

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See all available trips from Honolulu to Kailua-Kona

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Top Luxury Kailua-Kona Hotels

Four Seasons Resort Hualalai

72-100 Ka'upulehu Drive Kailua-Kona HI

1 min walk from Four Seasons Resort Hualalai Golf Course

Four Seasons Resort Hualalai is a sumptuous 5-star beach property where you can treat yourself to jetted bathtubs and premium bedding. Deluxe amenities at this ...

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 ...

Reviewed on Oct 15, 2025

Hampton Inn by Hilton Kailua-Kona Bay

75-5739 Alii Dr Kailua-Kona HI

32 min drive from Four Seasons Resort Hualalai Golf Course

Take a lavish vacation in Kailua-Kona. Popular amenities include an outdoor pool, a terrace, and a garden.

We did not stay at Uncle Billys hotel. It was closed but we were booked at a hotel 7 miles away

Reviewed on Jan 1, 2022

Royal Kona Resort

75-5852 Alii Dr Kailua-Kona HI

33 min drive from Four Seasons Resort Hualalai Golf Course

Pamper yourself with a luxe vacation at Royal Kona Resort. Sought-after amenities at this hotel include a spa, an outdoor pool, and a restaurant.

8.2/10 Very Good! (2,770 reviews)

Staff was very nice, no complaints there, room was definitely dated.. the slide gate to the deck could have used a new door

Reviewed on Dec 4, 2025

See all 3,337 properties in Kailua-Kona

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.