The Islands Advisors - Vacation Rentals in Kailua-Kona

Kona Makai 2304 From US $222
         

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9.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Gorgeous remodeled condo Oceanfront! SUNSET! From US $518
         

10.0 (140 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Kona Makai Building #1 From US $356
         

10.0 (100 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Kailua-Kona

Over 4618+ Luxury Places to Stay in or Near Kailua-Kona
Kona Beach Bungalows From US $12,130
         

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New
House
  • Air Conditioner
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  • Pool

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

Over 3615+ 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
Gated Community Located Within Walking Distance To The Beach From US $416
         

9.8 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Four Seasons Resort Hualalai From US $1,440
         

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9.5 (36 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Kona Palm House 3 Bed/2.5 Ba with Pool From US $619
         

10.0 (21 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Top-Floor Kailua Bay Resort Condo w/Ocean Views! From US $370
         

Large Vacation Homes & Villas in Kailua-Kona

Over 414+ Large Vacation Homes & Villas in or Near Kailua-Kona
Affordable Luxury on One Acre From US $532
         

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10.0 (8 Reviews)
Villa
  • Parking
  • Pool
  • View
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
🏖️Ocean Front Villa| Concierge Included | Central AC From US $775
         

🏖️Ocean View | Private Pool, Patio, & Lanai From US $1,277
         

9.8 (82 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Kailua-Kona

Over 934+ Wheelchair Accessible Vacation Homes in or Near Kailua-Kona
Royal Sea Cliff #418 From US $317
         

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9.0 (1 Review)
House
  • Parking
  • Pool
  • Wheelchair Accessible
Aloha! Oceanfront, TV, Pool, Hot Tub, A/C. From US $335
         

9.8 (114 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Ocean View Casa De Emdeko From US $287
         

9.6 (96 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

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

Over 496+ Kailua-Kona Varoom and Airbnb Places to Stay Under $200
Red Ginger Garden Studio From US $171
         

10.0 (118 Reviews)
Apartment
  • Parking
  • View
  • Ocean View
Kona Reef #D31 From US $185
         

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10.0 (1 Review)
House
  • Parking
  • Pool
  • Balcony/Terrace
Breezy Condo w/Screened Lanai in Kailua-kona! From US $152
         

Ocean Views In Paradise From US $187
         

9.6 (37 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Kona Magic Sands Condo From US $192
         

9.6 (30 Reviews)
Apartment
  • Parking
  • TV
  • View
Elegant & Peaceful, Minutes Away From The Beach & Airport! From US $196
         

Surfers & Sunsets-Kona Reef Ocean Front Unit From US $194
         

10.0 (121 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Kailua-Kona

Over 2683+ Instantly Bookable Vacation Homes in or Near Kailua-Kona
Oceanfront 2 BR/2BA in Beautiful Sea Village. From US $425
         

9.8 (157 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About Kailua-Kona Vacation Rentals

With more than 4627 Kailua-Kona vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Theislandsadvisors 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 Theislandsadvisors 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 845.12 ft² on average, with prices averaging $618 a night.

Theislandsadvisors 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 580
Hotels with Suites 112
Resorts 88
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: Theislandsadvisors makes it easy to compare the best listings on Theislandsadvisors homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Theislandsadvisors 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