Kailua-Kona holiday rentals

KAYAK searches hundreds of travel sites at once for holiday home deals in Kailua-Kona

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Kailua-Kona vacation rentals

Most recommended vacation rentals in Kailua-Kona

Show all
Vacation Condos In Kona - Kailua-Kona - Living room
Vacation Condos In Kona
Kailua-Kona, The Big Island, HI, United States
6.5Okay(98)
Free Wi-Fi
Pool
Air conditioning
Kanaloa At Kona By Outrigger - Kailua-Kona - Pool
Kanaloa At Kona By Outrigger
Kailua-Kona, The Big Island, HI, United States
7.6Good(87)
Parking
Free Wi-Fi
Pool
Air conditioning
Big Island Kona Bali Kai by Coldwell Banker Island Vacations - Kailua-Kona - Living room
Free Wi-Fi
Pool
Air conditioning
Big Island Kona Islander By Coldwell Ban - Kailua-Kona - Kitchen
Big Island Kona Islander By Coldwell Ban
Kailua-Kona, The Big Island, HI, United States
9.2Wonderful(18)
Pool
Air conditioning
Garden View Studio - Kona Islander Inn Condos Condo - Kailua-Kona - Kitchen
Garden View Studio - Kona Islander Inn Condos Condo
Kailua-Kona, The Big Island, HI, United States
8.2Very Good(5)
Parking
Free Wi-Fi
Pool
Air conditioning
Garden View Studio - Kona Islander Inn Condos Condo - Kailua-Kona - Pool
Garden View Studio - Kona Islander Inn Condos Condo
Kailua-Kona, The Big Island, HI, United States
7.7Good(3)
Free Wi-Fi
Pool
Air conditioning
Castle Kona Bali Kai - Kailua-Kona - Living room
Castle Kona Bali Kai
Kailua-Kona, The Big Island, HI, United States
5.2Fair(165)
Parking
Free Wi-Fi
Pool
Cozy 1BR Unit Max of 5 Guests w/ Sunset View - Kailua-Kona - Pool
Cozy 1BR Unit Max of 5 Guests w/ Sunset View
Kailua-Kona, The Big Island, HI, United States
9.0Wonderful(22)
Free Wi-Fi
Air conditioning
Castle at Kona Reef - Kailua-Kona - Pool
Castle at Kona Reef
Kailua-Kona, The Big Island, HI, United States
7.9Good(125)
Parking
Free Wi-Fi
Pool
Air conditioning
Nautical Theme Garden View Studio - Kona Islander Inn Condos Condo - Kailua-Kona - Pool
Nautical Theme Garden View Studio - Kona Islander Inn Condos Condo
Kailua-Kona, The Big Island, HI, United States
Parking
Free Wi-Fi
Pool
Air conditioning
Big Island White Sands Village by Coldwell Banker Island Vacations - Kailua-Kona - Balcony
Free Wi-Fi
Pool
Air conditioning
Bears' Place Guest House - Kailua-Kona
Bears' Place Guest House
Kailua-Kona, The Big Island, HI, United States
8.0Very Good(138)
Parking
Free Wi-Fi
Great Location Downtown Kailua Kona, Beach and Pool - Kailua-Kona
Great Location Downtown Kailua Kona, Beach and Pool
Kailua-Kona, The Big Island, HI, United States
7.1Good(25)
Free Wi-Fi
Air conditioning
Kona Magic Honu Room - Kailua-Kona
Kona Magic Honu Room
Kailua-Kona, The Big Island, HI, United States
9.3Wonderful(425)
Parking
Free Wi-Fi
Pool
The Koi House with Pool - Kailua-Kona
The Koi House with Pool
Kailua-Kona, The Big Island, HI, United States
9.3Wonderful(95)
Parking
Free Wi-Fi
Pool
Ohana Pua Hale - Kailua-Kona
Ohana Pua Hale
Kailua-Kona, The Big Island, HI, United States
3.3Poor(60)
Parking
Free Wi-Fi
Air conditioning

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 November, with average rates of AED 3,654. In comparison, December is the most expensive month, with prices at AED 7,911.

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

Monday offers the lowest rates in Kailua-Kona, with an average nightly price of AED 3,978. The highest prices are found on Wednesday, with average rates at AED 5,574.

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.

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.
  • Beachfront, air-conditioned, hot tub, kitchen/kitchenette, and pool are the most popular holiday rental property amenities in Kailua-Kona
  • Holiday rentals in Kailua-Kona are around 21% cheaper 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 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 travellers.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Kailua-Kona for 10 days.
See more tips

FAQs when booking a holiday home in Kailua-Kona

  • 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 agritourism, apartments, bungalows, cabins, campgrounds, caravans, caravan parks, condos, cottages, farm stays, houses, homestays, lodges, luxury tents and villas.

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

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

  • 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 AED 641. 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.

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 holiday rental.

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

Not what you’re looking for? Find thousands of other hotels, flights and car hire with KAYAK.