Kailua-Kona Luxury Vacations

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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

Aston Kona by the Sea

Holualoa Village
¥82,318
per person
Nov 18 - Nov 20
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,286 reviews)
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
Save 100% on your flight
¥644,410
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (505 reviews)
Royal Kona Resort

Royal Kona Resort

Historic Kailua Village
¥258,144
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Kailua-Kona (KOA)
8.4/10 Very Good! (3,006 reviews)
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

Keauhou
¥600,189
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.6/10 Excellent! (564 reviews)
Beautiful condo and convenient washer and dryer inside the condo itself. We had a partial ocean view and it was absolutely breathtaking. Very close to so many places and only 30min from the airport

Reviewed on Oct 2, 2026

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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

Four Seasons Resort Hualalai

Kaupulehu
Save 100% on your flight
¥644,410
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (505 reviews)
Don't see what you're looking for?
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3 Night Luxury vacations in Kailua-Kona

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

Royal Kona Resort

Historic Kailua Village
¥105,672
per person
Dec 22 - Dec 25
found 4 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.4/10 Very Good! (3,006 reviews)
Don't see what you're looking for?
See all available trips from Honolulu to Kailua-Kona
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4 Night Luxury vacations in Kailua-Kona

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

Royal Kona Resort

Historic Kailua Village
¥258,144
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Kailua-Kona (KOA)
8.4/10 Very Good! (3,006 reviews)
Aston Kona by the Sea

Aston Kona by the Sea

Holualoa Village
¥292,504
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,286 reviews)
Holua Resort

Holua Resort

Keauhou
¥270,731
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,007 reviews)
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Top Luxury Kailua-Kona Hotels

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

72-100 Ka'upulehu Drive Kailua-Kona HI
  • 32 min drive from Kailua Pier
Pamper yourself with an extravagant stay at Four Seasons Resort Hualalai, where you'll find jetted bathtubs and premium bedding. Deluxe amenities at this resort ...
Four Seasons Resort Hualalai
Hampton Inn by Hilton Kailua-Kona Bay

Hampton Inn by Hilton Kailua-Kona Bay

75-5739 Alii Dr Kailua-Kona HI
  • 5 min walk from Kailua Pier
Take a lavish vacation in Kailua-Kona. Popular amenities include an outdoor pool, a restaurant, and a fitness center.
6.8/10 (993 reviews)
"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

Hampton Inn by Hilton Kailua-Kona Bay
Royal Kona Resort

Royal Kona Resort

75-5852 Alii Dr Kailua-Kona HI
  • 13 min walk from Kailua Pier
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.
Royal Kona Resort
See all 3,615 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.

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 Kailua-Kona
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.