Kailua-Kona holiday rentals

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Best Kailua-Kona vacation rentals

These are the best prices for 28-29 Apr.
Royal Sea Cliff Kona by Outrigger - Kailua-Kona - Living room
Royal Sea Cliff Kona by Outrigger
Kailua-Kona, The Big Island, HI, United States
8.1Very Good(292)
Apartment
$501+
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Kona Plaza 215 - Kailua-Kona - Balcony
Kona Plaza 215
Kailua-Kona, The Big Island, HI, United States
9.0Wonderful(52)
Condo
$549+
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Keauhou Kona Surf & Racquet Club 2103 - Kailua-Kona - Living room
Keauhou Kona Surf & Racquet Club 2103
Kailua-Kona, The Big Island, HI, United States
9.4Wonderful(27)
House
$648+
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Da KONA WEST 305 - listen to the ocean waves crashing !! 30 + days stays - Kailua-Kona - Beach
Da KONA WEST 305 - listen to the ocean waves crashing !! 30 + days stays
Kailua-Kona, The Big Island, HI, United States
9.0Wonderful(51)
Apartment
$326+
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Stunning Kona home with salt water pool will take your breath away - Kailua-Kona - Living room
Stunning Kona home with salt water pool will take your breath away
Kailua-Kona, The Big Island, HI, United States
9.6Wonderful(20)
House
$2,107+
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Close to Complex Amenities - Ground Floor - Nice Unit - Vrkcv - Kailua-Kona - Pool
Close to Complex Amenities - Ground Floor - Nice Unit - Vrkcv
Kailua-Kona, The Big Island, HI, United States
9.2Wonderful(13)
Apartment
$367+
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Koana Breeze - Kailua-Kona - Balcony
Koana Breeze
Kailua-Kona, The Big Island, HI, United States
9.7Wonderful(58)
House
$1,228+
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Kona Alii - Oceanview Pool Shops & Restaurants - Kailua-Kona - Pool
Kona Alii - Oceanview Pool Shops & Restaurants
Kailua-Kona, The Big Island, HI, United States
9.0Wonderful(4)
Apartment
$422+
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White Sands Village#118 - Kailua-Kona - Living room
White Sands Village#118
Kailua-Kona, The Big Island, HI, United States
9.5Wonderful(22)
Apartment
$602+
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Kona Bali Kai - Kailua-Kona - Beach
Kona Bali Kai
Kailua-Kona, The Big Island, HI, United States
8.2Very Good(22)
Apartment
$359+
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Holualoa Bay Villas 207 by Casago Kona - Huge Wraparound Deck to Enjoy - Kailua-Kona - Living room
Holualoa Bay Villas 207 by Casago Kona - Huge Wraparound Deck to Enjoy
Kailua-Kona, The Big Island, HI, United States
9.1Wonderful(34)
Apartment
$653+
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Lovely beach condo with lanai, AC, modern kitchen, pool & grills - walk Old Town - Kailua-Kona - Balcony
Lovely beach condo with lanai, AC, modern kitchen, pool & grills - walk Old Town
Kailua-Kona, The Big Island, HI, United States
9.0Wonderful(22)
Condo
$862+
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Big Island Condo with Pool Access Walk to Beach! - Kailua-Kona
Big Island Condo with Pool Access Walk to Beach!
Kailua-Kona, The Big Island, HI, United States
8.3Very Good(34)
Apartment
$401+
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Oceanfront Banyan Tree 200 in Kailua Kona, 2BR, 2BA, perfect for 4 guests. - Hōlualoa - Dining room
Oceanfront Banyan Tree 200 in Kailua Kona, 2BR, 2BA, perfect for 4 guests.
Hōlualoa, The Big Island, HI, United States
9.5Wonderful(73)
Condo
$718+
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Kona Sunset House at Walua - Kailua-Kona - Balcony
Kona Sunset House at Walua
Kailua-Kona, The Big Island, HI, United States
9.5Wonderful(43)
House
$970+
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Awesome 7th Floor Penthouse Condo - Ocean, Sunrise & Sunset Views - Kailua-Kona - Balcony
Awesome 7th Floor Penthouse Condo - Ocean, Sunrise & Sunset Views
Kailua-Kona, The Big Island, HI, United States
9.9Wonderful(53)
Condo
$906+
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Booking Insights

KAYAK’s insights for holiday rentals in Kailua-Kona

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Kailua-Kona with confidence.

Which month has the cheapest vacation rental rates in Kailua-Kona?

Vacation rentals are cheapest in Kailua-Kona in September, with average rates of $389. In comparison, October is the most expensive month, with prices at $853.

What is the cheapest day of the week to book a vacation rental in Kailua-Kona?

Tuesday offers the lowest rates in Kailua-Kona, with an average nightly price of $420. The highest prices are found on Wednesday, with average rates at $599.

How early should you book a vacation rental in Kailua-Kona?

Book at least 33 days before your stay begins to get the best price for your Kailua-Kona vacation rental.

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Good to know

Low season

High season

Average price (weekend night)

September
February
$810
Cheapest month to stay with an average 35% drop in price.
Most expensive month to stay with an average 78% rise in price.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Kailua-Kona holiday rental deals

  • For a shopping experience in Kailua-Kona, look for accommodation in Kailua-Kona holiday rentals near shopping areas. A good choice is Vacation Condos In Kona rentals. The property is less than a ten-minute drive to Kona Inn Shopping Village.
  • To enjoy some of the best scenery in Kailua-Kona, consider staying at Ohana Hale. The Kailua-Kona house rentals give the guests views of the ocean and mountains. Guests can also pick fruits and nuts from the trees behind the building. Oceanfront Condo W/Private Lanai, Full Ocean View + Shared Hot Tub & Pool! gives you a full view of the Pacific.
  • When traversing Kailua-Kona in a rented vehicle, look for Kailua-Kona holiday rentals with ample parking for their guests. Ahi Hale rentals is a good example. The property has private and complimentary parking during your stay. Mini Ahi rentals also have private on-site parking available.
  • Anyone who loves to swim but does not want to get into the ocean water may opt for Kailua-Kona house rentals with a pool. The Steps To Downtown & Ocean - Kona Islander Inn Condos Condo rentals have an outdoor heated pool. Swim in the pool to escape the summer heat. Location! Hawaiian Theme Condo With Hot Tub & Pool also has an outdoor swimming pool.
  • Make the most of your vacation in Kailua-Kona by staying in house rentals close to the beach. Stay at "GHGHGH"Garden View Studio - Kona Islander Inn Condos Condo"GHGHGH". The property is a ten-minute walk from Honl's Beach, Kamakahonu Beach and the old Kona Airport Beach park is also 0.7 miles from the rental.
  • Kitchen/kitchenette, air-conditioned, pool, wifi, and beachfront are the most popular holiday rental property amenities in Kailua-Kona
  • Holiday rentals in Kailua-Kona are around 44% more expensive than hotels on average. Search here to compare prices for all accommodation types in Kailua-Kona.
  • The best holiday rental properties in Kailua-Kona are Awesome 7th Floor Penthouse Condo - Ocean, Sunrise & Sunset Views (9.9, 53 reviews), Newly Renovated Condo with SUP Paddle Boards and Golf Clubs Included (9.8, 45), and Koana Breeze (9.7, 58), based on ratings and reviews from real travellers.
  • If you’re looking for a cheap holiday rental in Kailua-Kona, you should consider visiting during the low season. The cheapest holiday homes in Kailua-Kona can be found in September and June.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Kailua-Kona for 13 days.

FAQs when booking a holiday home in Kailua-Kona

  • How much is a holiday rental for a week in Kailua-Kona?

    The average price for a weekly Kailua-Kona holiday rental found by KAYAK users in the last 2 weeks is $3,503.

  • How much is a holiday rental for a month in Kailua-Kona?

    The average price for a monthly Kailua-Kona holiday rental found by KAYAK users in the last 2 weeks is $15,012.

  • What types of holiday rentals are available in Kailua-Kona?

    There are loads of different property types that you can make your holiday home in Kailua-Kona. You’ll find apartments, cabins, campgrounds, caravans, caravan parks, condos, cottages, houses, homestays, lodges, luxury tents and villas.

  • What are some of the most-loved holiday rentals available in Kailua-Kona?

    There are many types of properties available for Kailua-Kona holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Castle Kona Bali Kai and Vacation Condos In Kona.

  • How much is a holiday rental in Kailua-Kona for tonight?

    In the last 72 hours, users have found Kailua-Kona holiday rentals for tonight for as low as $516. Search here for similar prices

  • How much is a holiday rental in Kailua-Kona for this weekend?

    In the last 72 hours, users have found Kailua-Kona holiday rentals for this weekend for as low as $481 per night. Search here for similar prices

  • How can I find holiday rentals near me in Kailua-Kona?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

  • Which Kailua-Kona holiday rentals are near the airport?

    If you have an early flight, consider staying at Kailua-Kona house rentals close to the airport to avoid rushing to board your flight. For instance, check out the Ohana Pua Hale rentals. The property is roughly five miles from Ellison Onizuka Kona International Airport, and it's a 20-minute drive from the airport to Surfboard rentals.

  • What are the advantages of Kailua-Kona holiday rentals with a kitchenette?

    When visiting Kailua-Kona on a budget, renting a home with a kitchenette is ideal as you can dine in as frequently as you would like. Dining in helps you save money you would have spent eating out. Consider staying at Your Mermaid Suite Lounge located in the heart of downtown Kona, which has a fully fitted kitchenette. You can also buy groceries from the nearby Kona Farmers Market.

  • Which Kailua-Kona holiday homes are ideal for a family?

    When holidaying in Kailua-Kona with your family, consider staying in vacation homes close to attractions your kids will enjoy. A good option is the Classic Island Condo W/ Partial Ocean View, & Shared Hot Tub & Pool. The property is about a 25-minute walk to Sadie Seymour Botanical Garden where you can enjoy a walk as you explore the exotic plants.

  • Are there Kailua-Kona house rentals for guests with limited mobility?

    If you are disabled or have limited ability, look for accommodation in Kailua-Kona holiday rentals with increased accessibility. For example, the entire Pauhana apartment unit is on the ground floor and is wheelchair accessible, so you will be able to access it easily. The rooms have lowered sinks,and there is a non-smoking policy. Kona Bali Kai II rentals' upper floors are accessible by elevator, and a shower chair is in the bathroom.

Where to stay in Kailua-Kona?

Our map will help you find the perfect place to stay in Kailua-Kona by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Kailua-Kona

Hotels near airports in Kailua-Kona

Hotels near Kona Intl Airport