Owner Direct Vacation Rentals in Hawaii Island

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

Honls Beach Hale Big Island From US $653
         

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New
House
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Stunning Views Best Locale Hilo 2BRCondo From US $586
         

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9.4 (11 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
Waimea Condo < 1 Mile From Mauna Lani Beach Club! From US $722
         

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7.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Keauhou Akahi 302 From US $390
         

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9.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Hawaii Island

Over 9949+ Luxury Places to Stay in or Near Hawaii Island
Kona Beach Bungalows From US $12,130
         

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Japanese Style Pool House - 1 block from the ocean From US $11,906
         

8.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Hawaii Island

Over 6760+ Top-Rated Vacation Rentals with a Pool in or Near Hawaii Island
Updated 2 Bedroom Condo Walk to the Beach & Shops. From US $240
         

10.0 (250 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Ocean front~Pool, AC, Spacious! Wow the views 🐋 🐢 ☀️ From US $388
         

Pet-Friendly Vacation Rentals in Hawaii Island

Over 286+ Pet-Friendly Vacation Rentals in or Near Hawaii Island
Fairmont Orchid From US $554
         

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9.0 (141 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
23 Acre Farm 8 Beds with Ocean Views From US $1,419
         

10.0 (6 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Kona Shores 230 From US $147
         

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6.4 (10 Reviews)
Apartment
  • Pet Friendly
  • Pool
  • View
Hale Naalehu From US $259
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Hawaii Island

Over 1103+ Large Vacation Homes & Villas in or Near Hawaii Island
Mauna Lani Home Collection From US $5,465
         

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New
House
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  • Child Friendly
Sunrise Tropical Garden Getaway From US $581
         

10.0 (1 Review)
House
  • Parking
  • TV
  • View
Ohana lealea From US $1,375
         

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New
House
  • Air Conditioner
  • Parking
  • Pool
Luxury Beach Front Villa - Kolea From US $1,068
         

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New
Villa
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  • Parking
  • Pool
Blue Hawaii From US $1,808
         

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9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Fairway S Waikoloa F6 3 Bedroom Villa by RedAwning From US $565
         

Holua Kai #26 From US $1,567
         

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New
House
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Wheelchair Accessible Vacation Homes in Hawaii Island

Over 1586+ Wheelchair Accessible Vacation Homes in or Near Hawaii Island
Marriott’s Waikoloa Ocean Club From US $582
         

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9.0 (2 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Pool Pass Kolea - Luxe Penthouse From US $1,586
         

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10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Alii Villas 307 From US $382
         

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9.1 (18 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Kolea - Walk to Beach with Pool Access From US $1,863
         

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10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool
Pukeawe Hale From US $240
         

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9.6 (8 Reviews)
House
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
Kolea - Luxe 2BR Condo with Pool Access From US $708
         

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9.4 (8 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Kona Bali Kai #310 From US $184
         

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9.5 (4 Reviews)
Apartment
  • Pool
  • View
  • Wheelchair Accessible

Hawaii Island Varoom and Airbnb Places to Stay Under $200

Over 1307+ Hawaii Island Varoom and Airbnb Places to Stay Under $200
Tropical Volcano Bungalow < 4 Mi to Nat'l Park! From US $197
         

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5.4 (3 Reviews)
Cottage
  • TV
  • Balcony/Terrace
  • Security/Safety
Awesome Studio Near Famous Beaches w/AC From US $178
         

9.4 (27 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • TV
Charming Kailua-kona Apartment Near Hiking & Golf! From US $170
         

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8.6 (7 Reviews)
Cottage
  • Parking
  • TV
  • Security/Safety
Fairway Terrace F-107 From US $197
         

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1.0 (1 Review)
House
  • Parking
  • Pool
  • View

Instantly Bookable Vacation Homes in Hawaii Island

Over 5890+ Instantly Bookable Vacation Homes in or Near Hawaii Island
Updated 1-Bed 1.5-Bath Mountain Views Near Beach From US $278
         

9.4 (25 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Mele Kohola Song Of The Whales From US $560
         

10.0 (2 Reviews)
House
  • Parking
  • TV
  • View
Majestic night at Pele From US $175
         

New
Other
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  • Bedding/Linens

About Hawaii Island Vacation Rentals

With more than 9958 Hawaii Island 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 Hawaii Island.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Ownerdirect Hawaii Island, 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 Hawaii Island. Places to stay near Hawaii Island are 990.75 ft² on average, with prices averaging $639 a night.

Ownerdirect makes it easy and safe to find and compare vacation rentals in Hawaii Island 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 Hawaii Island

Type Count
Vacation Homes 3856
Holiday Apartments 1164
Villas 283
Cottages 202
Resorts 176
Hotels with Suites 175
Cabin Rentals 115
B&B 100
Others 25
Hostels 4
Ski Chalet Rentals 2

Use these Quick Filters to Find a Vacation Rental in Hawaii Island

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 Hawaii Island.

Weather in Hawaii Island

View the weather forecast for Hawaii Island before booking your Hawaii Island 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