Kailua-Kona vacation rentals

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Best Kailua-Kona vacation rentals

Most recommended vacation rentals in Kailua-Kona

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Vacation Condos In Kona - Kailua-Kona - Living room
Vacation Condos In Kona
Kailua-Kona, The Big Island, HI
6.6Okay(98)
Free Wi-Fi
Pool
Spa
Kanaloa At Kona By Outrigger - Kailua-Kona - Pool
Kanaloa At Kona By Outrigger
Kailua-Kona, The Big Island, HI
7.6Good(87)
Parking
Free Wi-Fi
Pool
Castle Kona Bali Kai - Kailua-Kona - Living room
Castle Kona Bali Kai
Kailua-Kona, The Big Island, HI
5.2Fair(165)
Parking
Free Wi-Fi
Pool
Castle at Kona Reef - Kailua-Kona - Pool
Castle at Kona Reef
Kailua-Kona, The Big Island, HI
7.9Good(125)
Parking
Free Wi-Fi
Pool
Spa
Bears' Place Guest House - Kailua-Kona
Bears' Place Guest House
Kailua-Kona, The Big Island, HI
8.0Very good(138)
Parking
Free Wi-Fi
Kona Magic Honu Room - Kailua-Kona
Kona Magic Honu Room
Kailua-Kona, The Big Island, HI
9.3Wonderful(426)
Parking
Free Wi-Fi
Pool
The Koi House with Pool - Kailua-Kona
The Koi House with Pool
Kailua-Kona, The Big Island, HI
9.3Wonderful(96)
Parking
Free Wi-Fi
Pool
Ohana Pua Hale - Kailua-Kona
Ohana Pua Hale
Kailua-Kona, The Big Island, HI
3.3Poor(60)
Parking
Free Wi-Fi

KAYAK’s insights for vacation 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 November, with average rates of $263. In comparison, December is the most expensive month, with prices at $634.

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 $287. The highest prices are found on Wednesday, with average rates at $479.

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

Book at least 67 days before your stay begins to get the best price for your Kailua-Kona vacation rental.

Good to know

Low season

November

High season

December

Average price (weeknight)

$402

Average price (weekend night)

$308
Cheapest month to stay with an average 28% drop in price.
Most expensive month to stay with an average 72% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

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

  • Charming Historic Ranching-Era Estate is the go-to Kailua-Kona vacation rental if you want to relax around a fire pit with your family.
  • If you plan a weekend stay, you can book vacation rentals at Magic Sands Beach. Located at Kahaluu Bay, it is approximately 13 miles southwest of Kailua-Kona.
  • Looking for a romantic vacation rental? Kealakekua Bay Bali Cottage offers a perfect romantic getaway, with a unique design of Bali teak panels and old surfboards.
  • Stunning Oceanfront Cottage in Kahaluu Bay allows pets per request for around $20. Hence, it the perfect vacation rental with pet-friendly services in Kailua-Kona.
  • Oceanfront Poolspa Private 4 Bedroom Home Walk To Town Christmas Open should be your destination for a vacation rental if you are looking for an off-street parking option in Kailua-Kona.
  • If you want to relax at Kailua-Kona, Zen Suite is the best vacation rental with a yoga space and spa-like amenities.
  • Beachfront, air-conditioned, hot tub, kitchen/kitchenette, and pool are the most popular vacation rental property amenities in Kailua-Kona
  • Vacation rentals in Kailua-Kona are around 42% more expensive than hotels on average. Search here to compare prices for all accommodation types in Kailua-Kona.
  • The best vacation rental properties in Kailua-Kona are Kailua-Kona Condo with Lanai, Walk to Beach and Pier! (9.7, 23 reviews), Keauhou Resort 113: Lush Oceanview Condo w/ AC, Pool & Stunning Views (9.7, 27), and 1 Mile to Magic Sands Beach Kailua-Kona Cottage (9.6, 38), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Kailua-Kona for 5 days.
  • The cheapest Kailua-Kona vacation rental found on KAYAK in the last 2 weeks was $199, while the most expensive was $498.
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FAQs when booking a vacation home in Kailua-Kona

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

    The average price for a weekly Kailua-Kona vacation rental found by KAYAK users in the last 2 weeks is $1,947.

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

    The average price for a monthly Kailua-Kona vacation rental found by KAYAK users in the last 2 weeks is $8,346.

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

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

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

    There are many types of properties available for Kailua-Kona vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Kanaloa At Kona By Outrigger and Palani Condo.

  • What are the most popular Kailua-Kona vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation homes that can sleep 6 people or more by KAYAK users are Palani Condo and Banyan Tree 403C by Casago Kona - On the Pacific.

  • Are there any pet-friendly vacation rentals in Kailua-Kona?

    There are a number of dog and pet-friendly Kailua-Kona vacation rentals, with around 1% allowing you to bring your pet along with you.

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

    In the last 72 hours, users have found Kailua-Kona vacation rentals for tonight for as low as $166. Search here for similar prices

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

    In the last 72 hours, users have found Kailua-Kona vacation rentals for this weekend for as low as $211 per night. Search here for similar prices

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

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

  • Where are the best rental vacations in Kailua-Kona with a view?

    Kailua-Kona is known for its blue waves, sunsets, and rugged lava rocks that can be mind-blowing. Yet, you need to book a vacation rental along the coastline to get such exquisite views. They include Vista Oceania, Kona Bali Kai, The Sea Village, and Kanaloa, among others.

  • Where are the best rental vacations in Kailua-Kona with a golf course?

    Golf in Kailua-Kona is considered as important as other outdoor activities like swimming and surfing. It contributes to the local lifestyle in Kailua-Kona with pretty challenging golf courses. They include Golf Villas at Mauna Lani Resort and Kona Bay Oceanfront Home.

  • Where are the best vacation rentals in Kailua-Kona for families or large parties?

    Whether you are planning a getaway with family or hosting large parties at Kailua-Kona, a vacation rental with ample space is mandatory. You can opt to rent the 5-Star Luxury Oceanfront Beach Home, located around 12 miles southwest of Kailua-Kona. It has four bedrooms and can accommodate up to 8 guests.

  • Where are the best family cabin rentals to stay in Kailua-Kona?

    Several family cabin rentals can give you a camping experience at Kailua-Kona. They include Kaloko Mountain Cabin above Kona, located approximately 6 miles southwest of Kailua-Kona. It has a fireplace and a hot tub. Hawaii Bamboo Grove Cabin is another excellent rental situated about 18 miles south of Kailua-Kona.

  • Where are the best vacation rentals in Kailua-Kona for large groups?

    There are several large group vacation rentals in Kailua-Kona for those planning to host family reunions or even friends. Luxury Elegant Oceanfront Gated Estate, located approximately 13 miles southwest of Kailua-Kona, should be your first pick as it can accommodate around 12 people in its five bedrooms.

  • Which rental vacations in Kailua-Kona are close to the main attractions?

    Suppose you are looking to spend more time on your adventure. In that case, you may need to opt for vacation rentals in Kailua-Kona with near to places such as Kailua Bay Resort, which is approximately 2 min walk to the beach. A condominium apartment in downtown Kona Plaza is also situated near the local attractions.

See more FAQs

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 vacation rental.

Kailua-Kona vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Kailua-Kona. Find cheap vacation homes to rent in Kailua-Kona. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Kailua-Kona that suits you best.

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