A tropical beach with clear turquoise water, palm trees, and red boats docked at a pier.

Historic Kailua Village Vacations from $705

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The Latest Historic Kailua Village Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 14 - Oct 18

    Kona Islander Vacation Club + Flight

    Historic Kailua Village
    4 nights
    2.5 star property
    7.0/10 - Good (378 reviews)
    "We stayed in Condo 351, which had an amazing ocean view. You could hear the waves at night, which was so relaxing. The condo also had a mini fridge and a microwave, and it was within walking distance of several restaurants and a convenience store. It was a great location and made everything really convenient."
    Reviewed July 30, 2026
    Roundtrip Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOANonstop KOA - LAXNonstop
    $1,016
    $705
    per traveler
    found 1 day ago
    Kona Islander Vacation Club
  • Aug 30 - Sep 4

    Kona Reef, A Raintree Vacation Club Resort + Flight

    Historic Kailua Village
    5 nights
    3.0 star property
    8.4/10 - Very Good (495 reviews)
    "2nd time staying on this property and this unit was no as nice as the one we got.before. This one was clean but run down. Couch bed was not comfortable at all. No closet door for the washer/dryer, Crack and sagging ceiling in the bedroom. It is a great location, next ro the water, beautiful balcony view of the ocean, walking distance to downtown and next door to a small beach. If you are going to be out and about all day, it is a good place to come back to at Nighy. Just not all units are as..."
    Reviewed July 31, 2026
    Roundtrip Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOANonstop KOA - LAXNonstop
    Save 100% on your flight
    $1,546
    $861
    per traveler
    found 23 hours ago
    Kona Reef, A Raintree Vacation Club Resort
  • Sep 12 - Sep 18

    Lea Casa at Casa de Emdeko + Flight

    Holualoa Village
    6 nights
    3.5 star property
    9.0/10 - Wonderful (77 reviews)
    "Great location, quiet. Unit pretty dark and very dated looking. Had all the amenities I needed."
    Reviewed April 28, 2026
    Roundtrip Burbank (BUR) - Kona Coast (KOA)
    BUR - OGG1 stop OGG - BUR2 stops
    Save 100% on your flight
    $1,891
    $1,135
    per traveler
    found 1 day ago
    Lea Casa at Casa de Emdeko
  • Oct 4 - Oct 10

    Hamakua Hotel + Flight

    Honomu
    6 nights
    4.0 star property
    10/10 - Exceptional (62 reviews)
    "Chef, Server and Staff were next level awesome!!!!! Beat in class!!!"
    Reviewed July 27, 2026
    Roundtrip Los Angeles (LAX) - Hawaii Island (ITO)
    LAX - ITO1 stop ITO - LAX1 stop
    Save 100% on your flight
    $3,101
    $1,996
    per traveler
    found 1 day ago
    Hamakua Hotel
  • Oct 4 - Oct 10

    Hale Maluhia Country Inn + Flight

    Holualoa Village
    6 nights
    3.5 star property
    9.0/10 - Wonderful (211 reviews)
    "There was bugs in the room and bed , changed to another room bugs again. review said there are fresh muffins and bread in the morning, there was nothing , the wifi was terrible, tv did not work , no coffee. it was the worst experience. also, no Air conditioning"
    Reviewed June 30, 2026
    Roundtrip Los Angeles (LAX) - Kona Coast (KOA)
    LAX - ITO1 stop ITO - LAX1 stop
    Save 100% on your flight
    $1,914
    $1,319
    per traveler
    found 1 day ago
    Hale Maluhia Country Inn

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Historic Kailua Village Hotel Deals

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.