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

Historic Kailua Village Vacations from $1,109

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The Latest Historic Kailua Village Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • 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 - KOA1 stop KOA - BUR1 stop
    Save 100% on your flight
    $1,875
    $1,109
    per traveler
    found 14 hours ago
    Lea Casa at Casa de Emdeko
  • Oct 7 - Oct 12

    Kona Islander Vacation Club + Flight

    Historic Kailua Village
    5 nights
    2.5 star property
    7.0/10 - Good (382 reviews)
    "The room that we had was modified, presumably by the owner. Entry was through doors with opposite hinges. A left handed screen door and a right handed keyed entry made it difficult to access the room with luggage. The keyed door opens to the kitchenette, with an inch of swing to spare, effectively blocking entry to the main space. The mirror wall and closet doors were exceptionally clean. The table and chairs on the lanai however, were salty and dusty upon arrival. The air conditioning was an..."
    Reviewed August 3, 2026
    Roundtrip Dallas (DFW) - Kona Coast (KOA)
    DFW - KOA1 stop KOA - DAL2 stops
    Save 100% on your flight
    $3,427
    $1,919
    per traveler
    found 1 day ago
    Kona Islander Vacation Club
  • Oct 12 - Oct 17

    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 Dallas (DFW) - Kona Coast (KOA)
    DFW - KOA1 stop KOA - DFW1 stop
    $1,897
    $1,222
    per traveler
    found 1 day ago
    Kona Reef, A Raintree Vacation Club Resort
  • Oct 7 - Oct 12

    Hamakua Hotel + Flight

    Honomu
    5 nights
    4.0 star property
    10/10 - Exceptional (63 reviews)
    "The Hamakua was amazing. It was everything you could want in a boutique hotel. The grounds are beautiful and immaculately kept. The every room has an incredible view of gardens overlooking the Pacific. The staff, Belle and Sabrina were the best, If you are there for one of Chef Joseph’s meals don’t miss it!"
    Reviewed August 5, 2026
    Roundtrip Dallas (DFW) - Hawaii Island (ITO)
    DFW - KOA1 stop KOA - DAL2 stops
    Save 100% on your flight
    $2,722
    $1,849
    per traveler
    found 1 day ago
    Hamakua Hotel
  • Oct 7 - Oct 12

    Waikoloa Beach Marriott Resort & Spa + Flight

    Waikoloa
    5 nights
    4.5 star property
    8.6/10 - Excellent (1,003 reviews)
    Roundtrip Dallas (DFW) - Kona Coast (KOA)
    DFW - KOA1 stop KOA - DAL2 stops
    Save 100% on your flight
    $2,105
    $1,497
    per traveler
    found 1 day ago
    Waikoloa Beach Marriott Resort & Spa

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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.