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

Historic Kailua Village Vacations from $832

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

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.
  • A view of a beach with palm trees and a building with a lattice window design.
    Dec 13 - Dec 16

    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 - ITO • 1 stop ITO - LAX • 1 stop
    $1,355
    $832
    per traveler
    found 1 day ago
    Kona Reef, A Raintree Vacation Club Resort
  • A hotel room with a balcony, a sofa, a coffee table, and a TV.
    Jan 18 - Jan 23

    Kona Islander Vacation Club + Flight

    Historic Kailua Village
    5 nights
    2.5 star property
    7.2/10 - Good (398 reviews)
    Roundtrip • Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOA • Nonstop KOA - LAX • Nonstop
    $1,587
    $969
    per traveler
    found 1 day ago
    Kona Islander Vacation Club
  • A swimming pool with a lifeguard stand, surrounded by palm trees and a building with multiple balconies.
    Jan 16 - Jan 20

    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 • Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOA • Nonstop KOA - LAX • 1 stop
    $3,627
    $2,306
    per traveler
    found 9 hours ago
    Hilton Pool Pass Luxurious Penthouse Oasis
  • A sunlit patio with outdoor seating, a glass table, and a sliding glass door leading to a lush garden.
    Jan 16 - Jan 20

    Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach + Flight

    Waikoloa
    4 nights
    4.0 star property
    9.0/10 - Wonderful (10 reviews)
    Roundtrip • Los Angeles (LAX) - Kona Coast (KOA)
    LAX - KOA • Nonstop KOA - LAX • 1 stop
    $2,952
    $1,937
    per traveler
    found 9 hours ago
    Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach
  • A resort with multiple swimming pools, palm trees, and a view of the ocean.
    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 1 day 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
An aerial view of a coastal landscape with a clear sky, a large body of water, and a small island with buildings.

Holualoa Village

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

A golf course with palm trees and a view of the ocean.

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.

A beach with rocky areas, palm trees, and people swimming and walking.
Photo by Maymaycheers
Open Photo by Maymaycheers

Kahaluu-Keauhou

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

A rocky shoreline with clear turquoise water and a clear sky.
Photo by Laurie Smith
Open Photo by Laurie Smith

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.

A tropical beach with clear turquoise water, palm trees, and a lifeguard tower.

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

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 beautiful beaches or seek out the snorkeling spots.
See properties

What to do near Historic Kailua Village

Scuba divers look at large manta ray up close

Manta Ray Night Snorkel at famed Manta Ray Village from Keauhou Harbor

$132
per traveler
96% of travelers recommend
Manta Ray Night Snorkel at famed Manta Ray Village from Keauhou Harbor
See all activities near Historic Kailua Village

Historic Kailua Village Hotel Deals

A spacious room with a dining area, a sofa, and a ceiling fan.

PACIFIC 19 Kona

PACIFIC 19 Kona
3.5 star property
Historic Kailua Village
8.4 out of 10, Very good, (2,843 reviews)
$189 nightly
The price is $224
Dec 12 - Dec 13
Total with taxes and fees
PACIFIC 19 Kona
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.