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

Historic Kailua Village Vacations from $759

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Historic Kailua Village Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Aug 27 - Sep 2

    Kona Islander Vacation Club + Flight

    Historic Kailua Village
    6 nights
    2.5 star property
    7.0/10 - Good (373 reviews)
    "It was a clean room. Close to the water, and restaurants. I didn't use the pool or laundry facilities."
    Reviewed July 26, 2026
    Roundtrip Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOANonstop KOA - LAXNonstop
    Save 100% on your flight
    $1,167
    $759
    per traveler
    found 1 day ago
    Kona Islander Vacation Club
  • Oct 15 - Oct 20

    Lea Casa at Casa de Emdeko + Flight

    Holualoa Village
    5 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 San Diego (SAN) - Kona Coast (KOA)
    SAN - ITO1 stop ITO - SAN1 stop
    Save 100% on your flight
    $1,797
    $1,059
    per traveler
    found 1 day ago
    Lea Casa at Casa de Emdeko
  • Oct 19 - Oct 23

    Kona Reef, A Raintree Vacation Club Resort + Flight

    Historic Kailua Village
    4 nights
    3.0 star property
    8.4/10 - Very Good (493 reviews)
    "It is pretty good experience. I would definitely recommend it."
    Reviewed July 5, 2026
    Roundtrip Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOANonstop KOA - LAXNonstop
    Save 100% on your flight
    $1,307
    $788
    per traveler
    found 1 day ago
    Kona Reef, A Raintree Vacation Club Resort
  • Oct 4 - Oct 10

    Hamakua Hotel + Flight

    Honomu
    6 nights
    4.0 star property
    10/10 - Exceptional (61 reviews)
    Roundtrip Los Angeles (LAX) - Hawaii Island (ITO)
    LAX - KOANonstop KOA - LAXNonstop
    Save 100% on your flight
    $2,998
    $1,927
    per traveler
    found 1 day ago
    Hamakua Hotel
  • Oct 2 - Oct 5

    Stylish Villa with Pool Access + Flight

    Waikoloa
    3 nights
    4.0 star property
    Roundtrip Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOANonstop KOA - LAXNonstop
    Save 100% on your flight
    $2,202
    $1,593
    per traveler
    found 1 day ago
    Stylish Villa with Pool Access

Discover the most popular places to visit in Historic Kailua Village

What to do near Historic Kailua Village

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.