4383+ Private Villas and Holiday Rentals in Kailua-Kona |
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Kailua-Kona Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Kailua-Kona

Discover more than 4383 vacation rentals available in Kailua-Kona. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Kailua-Kona.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Kailua-Kona, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Kailua-Kona. On average, places to stay near Kailua-Kona offer 800.59 ft², with nightly prices averaging CA $809.

With Casai, finding and comparing holiday rentals in Kailua-Kona is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Things to Know Before You Visit Kailua-Kona

Kona is on the west coast of Hawaii Island, known more commonly as the Big Island. Kona is a very beautiful place to go and offers some of the best things to do and amazing views to take in out of all the Hawaiian islands.

Kona has some amazing beaches that you can visit, some of which are Kamakahonu Beach, White Sands Beach Park, Kahaluu Beach Park, Makalawena Beach, and Maniniowali Beach. Some of the beaches are ideal for swimming, others host fantastic snorkeling sites, and a few are ideal for surfers. If youre not just interested in spending time on the beach though, Kona has some great hiking trails to really see the beautiful nature that Kona has to offer.

As an added bonus to the incredible nature and history Kona has to offer, its also famous for its coffee. Kona coffee is one of the most popular types of coffee in the world. Your friends and family will love this souvenir, just dont forget to grab some for yourself, too!

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Top Accommodation Types in Kailua-Kona

Type Count
Vacation Homes 1433
Holiday Apartments 515
Villas 78
Cottages 26

Use these Quick Filters to Find a Holiday Rental in Kailua-Kona

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Kailua-Kona.

Weather in Kailua-Kona, HI

View the weather forecast for Kailua-Kona before booking your Kailua-Kona Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 64°F
March - May
High 83°F       Low 66°F
June - August
High 84°F       Low 69°F
September - November
High 84°F       Low 66°F

Top Attractions Around Kailua-Kona, HI

Casai offers a large selection of top attractions around Kailua-Kona . Research things to do on your vacation before you visit Kailua-Kona.


Mauna Kea Summit
Four Seasons Resort Hualalai Golf Course
Magic Sands Beach
Big Island Country Club
Kailua-Kona Wharf
Kahalu'u Beach Park
Kua Bay
Swing Zone
Kona Le'a Plantation
Kona Country Club
Kaloko-Honokohau National Historical Park
Kona Brewing Company
Kailua Pier
Kiholo Bay
Hulihee Palace
Hawaii Gateway Energy Center
Manini'owali Beach
Honokohau Marina
Haleo Luau
Keauhou Shopping Center

Other Places to Stay in Kailua-Kona, HI


Kona Coast 6,062 Properties
North Kona 3,646 Properties
Alii Heights Mauka 3,507 Properties
Pu'uanahulu 3,110 Properties
Keauhou Mauka 1,821 Properties
Kahaluu-Keauhou 1,280 Properties
Keauhou 706 Properties
Historic Kailua Village 655 Properties
Kahaluu Bay 572 Properties
Kaupulehu 135 Properties
Kalaoa 105 Properties
Kona Palisades 46 Properties

Frequently Asked Questions About Kailua-Kona?

What are the top holiday rentals in Kailua-Kona?

With numerous options available in Kailua-Kona, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Kailua-Kona:

How many holiday rentals have private pools in Kailua-Kona?

Discover a selection of holiday rentals with private pools near Kailua-Kona with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Kailua-Kona are best for families?

If you're searching for a family-friendly holiday home in Kailua-Kona, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Kailua-Kona:

How many Casai.ca holiday rentals are available in Kailua-Kona?

As of 2025, Casai boasts over 4383 properties listed in the Kailua-Kona area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Kailua-Kona.

Nearby Neighborhood (5) 
Neighborhood Property Count
Kahaluu Bay Vacation Rentals in Kailua-Kona, Hawaii 572
Kona Palisades Vacation Rentals in Kailua-Kona, Hawaii 46
Alii Heights Mauka Vacation Rentals in Kailua-Kona, Hawaii 3507
Keauhou Mauka Vacation Rentals in Kailua-Kona, Hawaii 1821
Pu'uanahulu Vacation Rentals in Kailua-Kona, Hawaii 3110

People Also Ask

There are 4383 Kailua-Kona, HI Holiday Rentals

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