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Historic Kailua Village Vacation Packages

Historic Kailua Village Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

4 out of 5
Keaukaha
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Book a stay at this golf hotel in Hilo. Enjoy free WiFi, a golf course, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Port of Hilo and Naniloa Country Club are located nearby.
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
Kahaluu-Keauhou
Save 100% on your flight
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stay at this 4-star golf resort in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Magic Sands Beach and Kailua Pier are located nearby.
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
Save 100% on your flight
per person
Dec 26 - Dec 30
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stay at this 3-star condo in Kailua-Kona. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kailua Pier and Magic Sands Beach are located nearby.
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
Save 100% on your flight
per person
Jan 4 - Jan 11
found 12 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Book a stay at this beach aparthotel in Kailua-Kona. Enjoy a beach locale, 2 meeting rooms, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Magic Sands Beach and Kailua Pier are located nearby.
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
Historic Kailua Village
Save 100% on your flight
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stay at this 3.5-star beach hotel in Kailua-Kona. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kailua Pier and Magic Sands Beach are located nearby.
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Book a stay at this beach resort in Kamuela. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Mauna Kea Beach and Mauna Lani Resort Golf Course are located nearby.
Hale Maluhia Country Inn

Hale Maluhia Country Inn

3.5 out of 5
Holualoa Village
Save 100% on your flight
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stay at this 3.5-star guesthouse in Kailua-Kona. Enjoy free WiFi, free parking, and a garden. Popular attractions Magic Sands Beach and Kailua Pier are located nearby.
Royal Kona Resort

Royal Kona Resort

3.5 out of 5
Historic Kailua Village
Save 100% on your flight
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Book a stay at this beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Kailua Pier and Magic Sands Beach are located nearby.

3-4 Night Vacations in Historic Kailua Village

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
Kahaluu-Keauhou
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
Save 100% on your flight
per person
Dec 26 - Dec 30
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
Save 100% on your flight
per person
Dec 30 - Jan 3
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 14
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)

5-7 Night Vacations in Historic Kailua Village

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
Kahaluu-Keauhou
Save 100% on your flight
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
Save 100% on your flight
per person
Dec 24 - Dec 29
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
Save 100% on your flight
per person
Jan 4 - Jan 11
found 12 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Hawaii Island Retreat

Hawaii Island Retreat

4 out of 5
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)

Cheap Hotel Deals in Historic Kailua Village

Royal Kona Resort

Royal Kona Resort

3.5 out of 5
75-5852 Alii Dr, Kailua-Kona, HI
Book a stay at this beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...
Royal Kona Resort
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
75-5646 Palani Rd, Kailua-Kona, HI
Stay at this 3.5-star hotel in Kailua-Kona. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the helpful staff ...
PACIFIC 19 Kona
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
75-5660 Palani Road, Kailua-Kona, HI
Stay at this 3.5-star beach hotel in Kailua-Kona. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
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Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel

Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel

2.5 out of 5
75-146 Sarona Ln, Kailua-Kona, HI
Book a stay at this business-friendly hotel in Kailua-Kona. Enjoy free breakfast, free WiFi, and 9 beach bars. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
75-5888 Alii Drive, Kailua-Kona, HI
Stay at this 3-star condo in Kailua-Kona. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our ...
Kona Reef, A Raintree Vacation Club Resort
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
75-5776 Kuakini Hwy, Kailua-Kona, HI
Stay at this hotel in Kailua-Kona. Enjoy free parking, a garden, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions ...
Kona Islander Vacation Club
Castle at Kona Reef

Castle at Kona Reef

3 out of 5
75-5888 Alii Dr, Kailua-Kona, HI
Stay at this 3-star beach condo in Kailua-Kona. Enjoy free WiFi, a beach locale, and a picnic area. Popular attractions Kailua Pier and Magic Sands Beach are ...
Castle at Kona Reef
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Hawaiian Airlines
Tue, Jan 14 - Tue, Jan 14
HNL
Daniel K. Inouye Intl.
KOA
Kona Intl.
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Tue, Jan 14 from Daniel K. Inouye Intl. to Kona Intl., returning Tue, Jan 14, priced at $162 found 3 days ago
Hawaiian Airlines
Tue, Dec 31 - Tue, Jan 7
HNL
Daniel K. Inouye Intl.
ITO
Hilo Intl.
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Tue, Dec 31 from Daniel K. Inouye Intl. to Hilo Intl., returning Tue, Jan 7, priced at $179 found 4 days ago
United
Tue, Dec 10 - Tue, Dec 17
PDX
Portland Intl.
KOA
Kona Intl.
$220 Roundtrip, found 6 days ago
$220
Roundtrip
found 6 days ago
Select United flight, departing Tue, Dec 10 from Portland Intl. to Kona Intl., returning Tue, Dec 17, priced at $220 found 6 days ago
Alaska Airlines
Fri, Jan 10 - Thu, Jan 16
SAN
San Diego Intl.
KOA
Kona Intl.
$241 Roundtrip, found 2 days ago
$241
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, Jan 10 from San Diego Intl. to Kona Intl., returning Thu, Jan 16, priced at $241 found 2 days ago

Find cheap hotels in Historic Kailua Village

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Historic Kailua Village hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Historic Kailua Village.

Choosing the right hotel in Hawaii has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Historic Kailua Village’s 620 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $252. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Historic Kailua Village hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Historic Kailua Village. No matter your reason for visiting Historic Kailua Village, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Historic Kailua Village hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Historic Kailua Village for as low as $252.

How many hotels are there in Historic Kailua Village?

With over 620 hotels in Historic Kailua Village, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $252.

How to find cheap car rentals in Historic Kailua Village?

Finding a cheap car rental deal in Kailua-Kona is as easy as scoring cheap hotels in Historic Kailua Village. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Historic Kailua Village now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Historic Kailua Village right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.