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

Honls Beach Hale Big Island From US $653
         

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New
House
  • Air Conditioner
  • Parking
  • View
Boho Style Peek-a-Boo Oceanview Studio with A/C From US $243
         

9.6 (8 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Kanaloa at Kona 1302 From US $418
         

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9.7 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Charming Kailua-kona Apartment Near Hiking & Golf! From US $170
         

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8.6 (7 Reviews)
Cottage
  • Parking
  • TV
  • Security/Safety
Keauhou Akahi 302 From US $390
         

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9.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Kanaloa at Kona 3304 From US $790
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Kailua-Kona

Over 4637+ 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 3608+ Top-Rated Vacation Rentals with a Pool in or Near Kailua-Kona

Pet-Friendly Vacation Rentals in Kailua-Kona

Over 77+ Pet-Friendly Vacation Rentals in or Near Kailua-Kona
Kona Shores 230 From US $147
         

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6.4 (10 Reviews)
Apartment
  • Pet Friendly
  • Pool
  • View
Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach From US $1,246
         

10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Bright and Airy Beach House with Oceanfront Views From US $611
         

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
Kona Garden Retreat From US $285
         

9.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • View

Large Vacation Homes & Villas in Kailua-Kona

Over 416+ Large Vacation Homes & Villas in or Near Kailua-Kona
Ohana lealea From US $1,375
         

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New
House
  • Air Conditioner
  • Parking
  • Pool
Blue Hawaii From US $1,808
         

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9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Na Hale O Keauhou Beach Views, Hot Tub & Pool From US $793
         

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10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Holua Kai #26 From US $1,567
         

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New
House
  • Air Conditioner
  • Parking
  • Pool
Hale Aloha #34 From US $860
         

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New
Villa
  • Air Conditioner
  • Pool
  • View
Hale A Kai From US $1,078
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • View

Wheelchair Accessible Vacation Homes in Kailua-Kona

Over 940+ Wheelchair Accessible Vacation Homes in or Near Kailua-Kona
Alii Villas 307 From US $382
         

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9.1 (18 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Kona Bali Kai #310 From US $184
         

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9.5 (4 Reviews)
Apartment
  • Pool
  • View
  • Wheelchair Accessible
Steps From Magic Sands Pool, Wi-fi & Attractions From US $407
         

Kona Bali Kai From US $329
         

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7.9 (73 Reviews)
Apartment
  • Pool
  • View
  • Wheelchair Accessible
Kona Shores 229 From US $201
         

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New
Apartment
  • Pool
  • View
  • Wheelchair Accessible

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

Over 496+ Kailua-Kona Varoom and Airbnb Places to Stay Under $200
Kailua Studio w/Pool Access & Garden Views! From US $190
         

Breezy Condo w/Screened Lanai in Kailua-kona! From US $152
         

Koana's Ocean Hale - Onsite Pool From US $118
         

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9.0 (2 Reviews)
House
  • Parking
  • Pool
  • Security/Safety
Castle at Kona Bali Kai From US $143
         

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6.4 (1173 Reviews)
Condo
  • Parking
  • Pool
  • TV
Sea Village 2106 From US $185
         

9.3 (3 Reviews)
House
  • Parking
  • Pool
  • View

Instantly Bookable Vacation Homes in Kailua-Kona

Over 2725+ 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 4646 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 846.77 ft² on average, with prices averaging $614 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 1466
Holiday Apartments 583
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 26°C       Low 17°C
March - May
High 28°C       Low 18°C
June - August
High 28°C       Low 20°C
September - November
High 28°C       Low 18°C