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

Historic Kailua Village Vacations from $1,085

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The Latest Historic Kailua Village Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    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 (493 reviews)
    "It is pretty good experience. I would definitely recommend it."
    Reviewed July 5, 2026
    Roundtrip • New York (EWR) - Kona Coast (KOA)
    EWR - KOA • 1 stop KOA - EWR • 1 stop
    Save 100% on your flight
    $1,730
    $1,085
    per traveler
    found 4 hours ago
    Kona Reef, A Raintree Vacation Club Resort
  • 2 outdoor pools, sun loungers
    Aug 31 - Sep 4

    Lea Casa at Casa de Emdeko + Flight

    Holualoa Village
    4 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 • New York (EWR) - Kona Coast (KOA)
    EWR - KOA • 1 stop KOA - EWR • 1 stop
    Save 100% on your flight
    $1,676
    $1,103
    per traveler
    found 3 hours ago
    Lea Casa at Casa de Emdeko
  • 2 outdoor pools, pool umbrellas, sun loungers
    Oct 8 - Oct 12

    Lux Retreat 3BR + Flight

    Waikoloa
    4 nights
    3.5 star property
    10/10 - Exceptional (2 reviews)
    "Amazing! The space is huge, very comfortable, and incredibly clean. We appreciated the extra effort to make our stay comfortable! This rental is a great deal with plenty of perks! Thank you for hosting my family!"
    Reviewed December 11, 2025
    Roundtrip • Ontario (ONT) - Kona Coast (KOA)
    ONT - KOA • 1 stop KOA - ONT • 1 stop
    Save 100% on your flight
    $3,164
    $2,120
    per traveler
    found 13 hours ago
    Lux Retreat 3BR
  • Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers
    Oct 8 - Oct 12

    Hilton Pool Pass Luxurious Penthouse Oasis + Flight

    Waikoloa
    4 nights
    3.0 star property
    10/10 - Exceptional (4 reviews)
    "Such a beautiful property with a gorgeous view of ocean, golf course, and lava rocks. Very spacious and crafty with all necessities "
    Reviewed March 27, 2026
    Roundtrip • Ontario (ONT) - Kona Coast (KOA)
    ONT - KOA • 1 stop KOA - ONT • 1 stop
    Save 100% on your flight
    $2,803
    $1,931
    per traveler
    found 13 hours ago
    Hilton Pool Pass Luxurious Penthouse Oasis
  • Exterior
    Oct 8 - Oct 12

    Hilton Pool Pass Incl. Serene Resort Gem + Flight

    Waikoloa
    4 nights
    3.5 star property
    10/10 - Exceptional (2 reviews)
    "Very nice and clean property. "
    Reviewed December 3, 2024
    Roundtrip • Ontario (ONT) - Kona Coast (KOA)
    ONT - KOA • 1 stop KOA - ONT • 1 stop
    Save 100% on your flight
    $2,717
    $1,883
    per traveler
    found 13 hours ago
    Hilton Pool Pass Incl. Serene Resort Gem

Discover the most popular places to visit in Historic Kailua Village

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

Kailua Pier

9.0/10 (666 reviews)
After visiting Kailua Pier, make a plan to see the other sights and activities in Kailua-Kona. Stroll along the seaside or seek out the snorkeling spots.

What to do near Historic Kailua Village

Kona Underwater Submarine Adventure

Kona Underwater Submarine Adventure

$160
per adult
94% of travelers recommend
Kona Underwater Submarine Adventure
See all activities near Historic Kailua Village

Historic Kailua Village Hotel Deals

Free daily continental breakfast

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG

Holiday Inn Express Hotel & Suites Kailua-Kona by IHG
2.5 star property
Historic Kailua Village
8.6 out of 10, Excellent, (1,014 reviews)
"Very good breakfast. Very convenient location"
$191 nightly
The price is $227
Aug 16 - Aug 17
Total with taxes and fees
Holiday Inn Express Hotel & Suites Kailua-Kona by IHG
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.
See all properties in Historic Kailua Village
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.