Historic Kailua Village Vacations from $996

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.
OUTRIGGER Kona Resort & Spa

OUTRIGGER Kona Resort & Spa

Keauhou
Save 100% on your flight
$996
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,211 reviews)
This resort is like a labyrinth.There were bugs and cockroaches in the bed and bathroom. The room smelled musty.

Reviewed on Sep 17, 2026

Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

Holualoa Village
Save 100% on your flight
$1,141
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Kailua-Kona (KOA)
9/10 Wonderful! (77 reviews)
Great location. View of the ocean is spectacular. Can eat at cabana and watch the waves, sunset. Ocean pool was unfortunately closed during our stay due to high surf.

Reviewed on Sep 12, 2026

Hamakua Hotel

Hamakua Hotel

$1,861
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hilo (ITO)
10/10 Exceptional! (64 reviews)
The staff is wonderful, delicious fruit for breakfast and amazing views. Valerie is a wonderful host at this resort.

Reviewed on Aug 16, 2026

Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

Historic Kailua Village
$1,343
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
8.4/10 Very Good! (499 reviews)
We come every year for a week for our anniversary. The price markup went up about 40%??probably due to inflation ??!! It was still a nice time ex c ept for the cconstruction going on. Fortunately for us we do things on the island and dont just stay in the condo. FOR RELAXING rhiugh the pool is nice & its a pretty quiet retirement type of place. If youre younger its not a party time place which we love. We love kona reef & if the process come down a bit we will be back next year. Thanks Afton for an easy check in upon arrival.

Reviewed on Sep 19, 2026

 Hilton Pool Pass Luxurious Penthouse Oasis

Hilton Pool Pass Luxurious Penthouse Oasis

Save 100% on your flight
$1,828
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kailua-Kona (KOA)
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 on Mar 27, 2026

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

Keauhou

2 out of top 10 points of interest in this area

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 coastal landscape with a church, a parking lot, and dense greenery.

Holualoa Village

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

A coastal resort with a beach, parking area, and lush greenery.

Kahaluu-Keauhou

1 out of top 10 points of interest in this area

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

A turtle on rocky terrain near a beach with clear turquoise water.

Kalaoa

1 out of top 10 points of interest in this area

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 beach with rocky areas, palm trees, and people swimming and walking.

Kahaluu Bay

1 out of top 10 points of interest in this area

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.

Historic Kailua Village Hotel Deals

Royal Kona Resort

Royal Kona Resort

75-5852 Alii Dr Kailua-Kona HI
Fully refundableReserve now, pay when you stay
$219 nightly
$261 total
Sep 27 - Sep 28
Total with taxes and fees
Royal Kona Resort
PACIFIC 19 Kona

PACIFIC 19 Kona

75-5646 Palani Rd Kailua-Kona HI
Fully refundableReserve now, pay when you stay
$191 nightly
$227 total
Sep 27 - Sep 28
Total with taxes and fees
8.4/10 Very Good! (2,791 reviews)
"My husband and I had a wonderful stay. We loved the proximity to great food and drink options, morning yoga, and the pool."

Reviewed on Sep 19, 2026

PACIFIC 19 Kona
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

75-5660 Palani Road Kailua-Kona HI
Fully refundableReserve now, pay when you stay
$279 nightly
$331 total
Oct 12 - Oct 13
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
"We booked for a 3 night stay in September. Check in was seamless. Because we are Bonvoy members we were also offered a $20 spa discount (we didn’t use) and 2 free Ululani shave ice (delicious) which is right on property. Extra fees to pay at the hotel are parking ($40 daily) and a $22 resort fee, ..."

Reviewed on Sep 19, 2026

Courtyard by Marriott King Kamehameha's Kona Beach Hotel
See all 729 properties in Historic Kailua Village
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.

Stay near popular Historic Kailua Village attractions

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
A tropical beach with clear blue water, palm trees, and beach umbrellas.

Kamakahonu Beach

9.4/10 (37 reviews)
Why not spend a lazy afternoon at Kamakahonu Beach during your trip to Kailua-Kona? Discover the beautiful sunsets and top-notch restaurants in this walkable area.
See properties
A coastal town with a prominent church steeple, lush palm trees, and a rocky shoreline.
Photo by Hawaii Visitors and Convention Bureau

Hulihee Palace

8.6/10 (328 reviews)
At this former royal vacation home and museum, view original handmade koa furnishings and watch free folk concerts.
See properties
A sunset over a beach with waves and footprints in the sand.
Photo by Carolyn Blake

Honl's Beach

Why not spend a lazy afternoon at Honl's Beach during your trip to Kailua-Kona? Discover the beautiful sunsets in this walkable area, or enjoy its snorkeling spots.
See properties

Kona Brewing Company

9.0/10 (290 reviews)
Enjoy a trip to Kona Brewing Company and popular activities like snorkeling in Kailua-Kona. Stroll along the area's seaside, or simply savor its top-notch restaurants.
See properties

Kona Inn Shopping Village

9.2/10 (31 reviews)
You can find the perfect gifts to bring home at Kona Inn Shopping Village during your visit to Kailua-Kona. Discover the beautiful sunsets in this walkable area, or enjoy its snorkeling spots.
See properties

Swing Zone

7.6/10 (17 reviews)
Play a round of golf in Kailua-Kona at Swing Zone, and enjoy other activities such as snorkeling. Stroll along the seaside or discover the area's beautiful sunsets.
See properties

Kona Community Aquatic Center

Enjoy an outing to Kona Community Aquatic Center during your stay in Kailua-Kona. Stroll along the seaside or seek out the snorkeling spots.
See properties

Things to do

Kona Catamaran Sail aboard Spirit of Aloha from Honokohau Harbor

Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha

$89
per adult
96% of travellers recommend
Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
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 travellers recommend
Manta Ray Night Snorkel at famed Manta Ray Village from Keauhou Harbor
4 Hour Buggy Rental: We Deliver the Fun to You.

4 Hour Buggy Rental: We Deliver the Fun to You.

$168
per traveler
100% of travellers recommend
4 Hour Buggy Rental: We Deliver the Fun to You.
See all activities in Kailua-Kona

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.