Top Kailua-Kona house rentals - Hawaii

Explore Kailua-Kona house rentals

Enjoy Panoramic Ocean Sunset Views From Your Private, Gated Residence

Sleeps 12 · 5 bedrooms · 4 bathrooms

Premier Host

The “Promise Tree” is a great family gathering place in Kailua Kona!

Sleeps 14 · 5 bedrooms · 3+ bathrooms

Premier Host

🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

Sleeps 10 · 5 bedrooms · 5+ bathrooms

Premier Host

Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Sleeps 12 · 4 bedrooms · 3+ bathrooms

Premier Host

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Sleeps 12 · 5 bedrooms · 4+ bathrooms

Top rated house rentals - Kailua-Kona

Premier Host

Fantastic views and close to town

A great spot that feels like you really are away from the hustle and bustle but it’s only down the road. Daniel and Esther are great hosts and we really enjoyed our stay.

Samantha L.

Stayed Dec 2019

modern oceanfront house with open-air living and sunset 360 per year.

Premier Host

Amazing

What can I say, what a beautiful house and beautiful location. We thoroughly enjoyed our stay but unfortunately we only stayed for 5 days. We will defiantly be returning to Hawaii. We shared this house with my wife's brother and his family which made 8 of us. Even though there is only 3 bedrooms there is plenty of room for 8. We were amazed to find the amount of extras left in the house which made our stay even more comfortable. On another note, i would personally like to thank Cliff for helping my wife out after we had left the property. Once we had arrived in Honolulu we realized that my wife's medication was left behind in the fridge. I contact Cliff and he arrange for the postage of the meds to our hotel in Honolulu. THANK YOU!!!! Once again thank you and we can't wait to return. Happy Travelers Coupe's & Allen's

Robert C.

Stayed June 2016

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Frequently asked questions

Are there any holiday home rentals in Kailua-Kona?

Book one of our 782 holiday home rentals and begin organising your Kailua-Kona trip. Whether you want to be in Holualoa Village, Alii Heights Mauka, Kona Palisades or another well-known area, you'll find the ideal house on Stayz.

How much does it cost to stay in a holiday rental house in Kailua-Kona?

Exactly where you stay, when you decide to travel and your trip length will influence how much you pay for a holiday home rental in Kailua-Kona. Key in your travel details on Stayz to compare your options and then choose the right one for you.

When is the best time to rent a holiday house in Kailua-Kona?

First, consider whether you prefer the buzz of high season or the quieter vibe of the off-season. Also think about things like seasonal weather conditions and what you'd like to see in Kailua-Kona. Whenever you visit, there'll be a holiday home rental ready to welcome you.

Where can I rent a Kailua-Kona holiday house with great views?

When looking for your holiday home rental in Kailua-Kona, make use of our "Location" filter. This will help you choose the types of areas you prefer to stay in, whether that's near nature or somewhere close to the action.

Does Kailua-Kona have any weekend house rentals?

Some of Stayz's holiday houses are available for weekend rental, making them perfect for impulsive getaways. Key in your preferred travel dates to check out the availability. You may need to switch up the dates and have a little flexibility in your plans to find the right holiday home rental in Kailua-Kona.

Are there any pet-friendly house rentals in Kailua-Kona?

With seven pet-friendly holiday home rentals in Kailua-Kona, you can plan your next adventure with your best friend by your side. On top of a comfy bed for everyone, many houses also include perks like fenced-in yards and free dog treats. Find out what's available by clicking on the "Pets allowed" filter.

What are the top things to do in Kailua-Kona?

Captain Cook Monument, Hulihee Palace and Magic Sands Beach are top attractions that'll keep the whole crew occupied in Kailua-Kona. There's nothing like a getaway to bring everyone together, so check out our holiday home rentals in this vibrant destination.

Why should I book my holiday rental house with Stayz?

Attentive customer support from the minute you book until after your trip is among several reasons to choose us for your next holiday home rental. We also have properties that go beyond the standard hotel room — think houses in incredible locations, whether that's by the ocean or up in the mountains. And with flexible cancellation policies and benefits like payment protection, we make travelling easy.