Vacation Homes in Kailua-Kona, HI

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Top Vacation Homes in Kailua-Kona

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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.

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Find the Best Vacation Homes in Kailua-Kona

Why book a vacation home in Kailua-Kona?

Vacation homes in Kailua-Kona make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Kailua-Kona?

Private Kailua-Kona rental homes range between - per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Kailua-Kona vacation home rentals. You might look for Kailua-Kona rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Kailua-Kona offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Kailua-Kona?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Kailua-Kona. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Kailua-Kona hotels and vacation homes that best suit your stay. We also have deals for flights, and Kailua-Kona car rentals. You’ll save even more when you bundle your items into a Kailua-Kona vacation package!

How many vacation homes are available to book in Kailua-Kona?

There are 571 rental homes in Kailua-Kona. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Kailua-Kona?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Kailua-Kona Vacation Homes essential information

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571 Vacation Homes
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Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Walk to White Sands Beach or Relax by Your Private Pool, Oceanfront Kona Beach House, Huge June 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club, 🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai, 🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included, Outrigger Paradise Hale Wa a Pale with Private Pool!, Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10, Stunning Ocean Views + Designer Designed Kona Home, OCEAN FRONT 2bd/rm Townhome New Remodel Ocean and Sunset Views AC Pickleball!, Hale Koko - Gated & Private Hidden Gem, 1 block from the Ocean!, Beautiful Pool with Stunning Ocean and Sunset Views