Owner Direct Vacation Rentals in Kailua-Kona

The Best Owner Direct Vacation Rentals in Kailua-Kona. Explore thousands of vacation home rentals, large cabins, and villas near Kailua-Kona

Big Island Holua Kai 111 3 Bedroom Home From US $814
         

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New
House
  • Pool
  • Balcony/Terrace
  • Security/Safety
Kona Bali Kai From US $329
         

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7.9 (73 Reviews)
Apartment
  • Parking
  • Pool
  • View
Kona Shores 230 From US $147
         

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6.4 (10 Reviews)
Apartment
  • Pet Friendly
  • Pool
  • View

Luxury Places to Stay in Kailua-Kona

Over 4622+ Luxury Places to Stay in or Near Kailua-Kona
Kona Beach Bungalows From US $12,130
         

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New
House
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Kailua-Kona

Over 3598+ Top-Rated Vacation Rentals with a Pool in or Near Kailua-Kona

Pet-Friendly Vacation Rentals in Kailua-Kona

Over 76+ Pet-Friendly Vacation Rentals in or Near Kailua-Kona
Four Seasons Resort Hualalai From US $1,440
         

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9.5 (36 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
OUTRIGGER Kona Resort and Spa From US $337
         

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7.9 (162 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Bright and Airy Beach House with Oceanfront Views From US $611
         

Large Vacation Homes & Villas in Kailua-Kona

Over 412+ Large Vacation Homes & Villas in or Near Kailua-Kona
Mango Sunset Bed and Breakfast From US $289
         

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9.5 (45 Reviews)
Bed & Breakfast
  • Parking
  • View
  • Ocean View
Puuwai Alii Estate From US $3,679
         

New
House
  • Parking
  • View
  • Security/Safety
Royal Sea Cliff Kona by OUTRIGGER From US $296
         

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8.2 (39 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Kanaloa at Kona by OUTRIGGER From US $207
         

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7.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Kailua-Kona

Over 936+ Wheelchair Accessible Vacation Homes in or Near Kailua-Kona
Kona Bali Kai #310 From US $184
         

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9.3 (3 Reviews)
Apartment
  • Pool
  • View
  • Wheelchair Accessible
Castle at Kona Reef From US $229
         

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7.6 (619 Reviews)
Condo
  • Air Conditioner
  • Pool
  • TV
Royal Kona Resort From US $237
         

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7.4 (1909 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool

Kailua-Kona Varoom and Airbnb Places to Stay Under $200

Over 489+ Kailua-Kona Varoom and Airbnb Places to Stay Under $200
Castle at Kona Bali Kai From US $143
         

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6.4 (1173 Reviews)
Condo
  • Parking
  • Pool
  • TV
Kona Islander Inn#309 From US $186
         

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8.8 (5 Reviews)
House
  • Parking
  • View
  • Security/Safety
Sea Village 4104 From US $171
         

The Surf Shack at Kona Bali Kai 151 From US $191
         

White Sands Resort #108 From US $173
         

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9.1 (14 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • View

Instantly Bookable Vacation Homes in Kailua-Kona

Over 2711+ Instantly Bookable Vacation Homes in or Near Kailua-Kona
Ocean Sunsets and Waking Up to the Sounds of Waves From US $419
         

About Kailua-Kona Vacation Rentals

With more than 4631 Kailua-Kona vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Ownerdirect and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Kailua-Kona.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Ownerdirect Kailua-Kona, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Kailua-Kona. Places to stay near Kailua-Kona are 847.26 ft² on average, with prices averaging $618 a night.

Ownerdirect makes it easy and safe to find and compare vacation rentals in Kailua-Kona with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Kailua-Kona

Type Count
Vacation Homes 1460
Holiday Apartments 579
Hotels with Suites 112
Resorts 91
Villas 79
Cottages 27
Cabin Rentals 7
B&B 6
Others 4
Hostels 1

Use these Quick Filters to Find a Vacation Rental in Kailua-Kona

Pro Tip: Ownerdirect makes it easy to compare the best listings on Ownerdirect homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Ownerdirect homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Kailua-Kona.

Weather in Kailua-Kona

View the weather forecast for Kailua-Kona before booking your Kailua-Kona Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 64°F
March - May
High 83°F       Low 66°F
June - August
High 84°F       Low 69°F
September - November
High 84°F       Low 66°F