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

Historic Kailua Village Vacations from $1,044

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Your Historic Kailua Village Vacation

Enjoy unforgettable adventures when you reserve a vacation package to Historic Kailua Village. Whether you're a foodie, art enthusiast or just a traveler who loves discovering new places, there's something for everyone in this vibrant city. If your trip to Historic Kailua Village includes a little sightseeing, drop by much-loved attractions like Hulihee Palace, Kailua Pier and Magic Sands Beach. A few clicks is all it takes to create the ideal Historic Kailua Village vacation on Expedia.

The Latest Historic Kailua Village Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 20 - Dec 23

    Kona Reef, A Raintree Vacation Club Resort + Flight

    Historic Kailua Village
    3 nights
    3.0 star property
    8.4/10 - Very good (510 reviews)
    "Kona Reef is proof that even a spectacular oceanfront location can't make up for neglected accommodations and nonexistent management. The grounds are beautiful, and the views are incredible. Unfortunately, that's where the positives end. Our room appeared clean at first glance, but the bathroom exhaust fan didn't work, and mildew was visible along the ceiling near the shower. Worse, the bedroom AC smelled like mold every time we turned it on. Nothing says tropical paradise quite like..."
    Reviewed November 10, 2026
    Roundtrip • Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOA • 1 stop KOA - LAX • Nonstop
    $1,709
    $1,044
    per traveler
    found 1 day ago
    Kona Reef, A Raintree Vacation Club Resort
  • Jan 10 - Jan 16

    Royal Sea Cliff Kona by OUTRIGGER + Flight

    Holualoa Village
    6 nights
    4.0 star property
    8.6/10 - Excellent (595 reviews)
    "Our room was lovely, very spacious for a 1 bedroom apartment. The grounds were lovely and well maintained. All the staff were very friendly and accommodating. We didn’t have a car, so we had to catch the local bus to the nearest shops. The bus was free which was an extra bonus. The Royal Sea Cliff is a nice resort."
    Reviewed August 30, 2026
    Roundtrip • Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOA • Nonstop KOA - LAX • Nonstop
    Save 100% on your flight
    $2,399
    $1,618
    per traveler
    found 1 day ago
    Royal Sea Cliff Kona by OUTRIGGER
  • Jan 10 - Jan 16

    Aston Kona by the Sea + Flight

    Holualoa Village
    6 nights
    4.0 star property
    8.8/10 - Excellent (1,304 reviews)
    "Love the lady"
    Reviewed November 9, 2026
    Roundtrip • Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOA • Nonstop KOA - LAX • Nonstop
    Save 100% on your flight
    $2,081
    $1,404
    per traveler
    found 1 day ago
    Aston Kona by the Sea
  • Jan 10 - Jan 16

    Fairway Villas Waikoloa by OUTRIGGER + Flight

    Waikoloa
    6 nights
    4.0 star property
    8.8/10 - Excellent (539 reviews)
    "The entire space was great. Easy to walk to near by shops and very relaxing"
    Reviewed September 29, 2026
    Roundtrip • Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOA • Nonstop KOA - LAX • Nonstop
    Save 100% on your flight
    $2,106
    $1,456
    per traveler
    found 1 day ago
    Fairway Villas Waikoloa by OUTRIGGER
  • Jan 18 - Jan 23

    Fairmont Orchid + Flight

    Kohala Coast
    5 nights
    4.5 star property
    9.2/10 - Wonderful (1,001 reviews)
    Roundtrip • Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOA • Nonstop KOA - LAX • Nonstop
    $2,879
    $1,998
    per traveler
    found 18 hours ago
    Fairmont Orchid

Where to stay in Historic Kailua Village

Find the best Historic Kailua Village areas and neighborhoods for the activities you enjoy most. Learn more about Historic Kailua Village
Learn more about Historic Kailua Village

Holualoa Village

While visiting Holualoa Village, you might make a stop by sights like Honl's Beach and Sadie Seymour Botanical Garden.

Keauhou

This ancient Hawai’ian haven on the Kona coast sits on a beautiful shoreline dotted with temples, schools of magnificent manta rays and luxurious resorts.

Kahaluu-Keauhou

While visiting Kahaluu-Keauhou, you might make a stop by sights like Keauhou Shopping Center and Keauhou Bay Beach.

Kalaoa

Unique features of Kalaoa include the coffeehouses and seaside views. Make a stop by Kaloko-Honokohau National Historical Park or Kailua-Kona Beaches while you're exploring the area.

Kahaluu Bay

Kahaluu Bay is a destination visitors seek out for is beaches, seaside views, and pristine golf courses. You might want to check out attractions like Kahalu'u Beach Park or Magic Sands Beach while you're exploring the neighborhood.

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.