Pirate Cove Cottages - Vacation Rentals in Hawaii Island

Hulili Tropical Fruit Farm- With over 200 five star reviews! in Hilo From US $242
         

Upcountry Volcano Mountain Cottage in Volcano From US $222
         

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9.8 (8 Reviews)
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  • Parking
  • Designated Smoking Area
  • Balcony/Terrace
Kailua-kona House w/Balcony & Ocean Views! in Kailua-Kona From US $477
         

Private Garden Cottage on 5 acre country estate/Walk to the Botanic Gardens! in Hilo From US $207
         

9.8 (158 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Luxury Places to Stay in Hawaii Island

Over 10000+ Luxury Places to Stay in or Near Hawaii Island
8.0 (4 Reviews)
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  • Pet Friendly
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New
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Top-Rated Vacation Rentals with a Pool in Hawaii Island

Over 7238+ Top-Rated Vacation Rentals with a Pool in or Near Hawaii Island
Private, Peaceful, Perfect! in Waimea From US $565
         

10.0 (207 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Mauna Lani - Luxury 4 Bedroom Home - Sleeps 10 in Waimea From US $995
         

10.0 (197 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Hawaii Island

Over 325+ Pet-Friendly Vacation Rentals in or Near Hawaii Island
Gated Community Located Within Walking Distance To The Beach in Kailua-Kona From US $532
         

9.6 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lotus Lava Cottage in Pahoa From US $96
         

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10.0 (2 Reviews)
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  • Parking
  • Pet Friendly
  • View
Walk to Dining & Local Markets! Hilo Getaway in Hilo From US $286
         

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New
Apartment
  • Air Conditioner
  • Pet Friendly
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Kona Palm House 3 Bed/2.5 Ba with Pool in Kailua-Kona From US $752
         

Kona Oasis: Private Backyard & Beach-Entry Pool in Kailua-Kona From US $573
         

Top-Floor Kailua Bay Resort Condo w/Ocean Views! in Kailua-Kona From US $411
         

Large Vacation Homes & Villas in Hawaii Island

Over 1346+ Large Vacation Homes & Villas in or Near Hawaii Island
Volcano Teapot Cottage in Volcano From US $225
         

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10.0 (46 Reviews)
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  • Parking
  • View
  • Ocean View
Waikoloa Beach Villas P32 in Waikoloa From US $336
         

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10.0 (5 Reviews)
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  • Air Conditioner
  • Parking
  • Pool
Excellent for couples or families. Right on the Golf Course. in Waikoloa From US $358
         

Wheelchair Accessible Vacation Homes in Hawaii Island

Over 1807+ Wheelchair Accessible Vacation Homes in or Near Hawaii Island
Royal Sea Cliff #418 in Kailua-Kona From US $317
         

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9.0 (1 Review)
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  • Parking
  • Pool
  • Wheelchair Accessible
Hilton Pool Pass Kolea - Luxe Penthouse in Waikoloa From US $1,269
         

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10.0 (4 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Aloha! Oceanfront, TV, Pool, Hot Tub, A/C. in Kailua Kona From US $349
         

9.8 (125 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Great Getaway at Shores at Waikoloa! in Waikoloa From US $365
         

9.8 (153 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Hawaii Island Vacation Rentals and Airbnb Places to Stay Under $200

Over 1212+ Hawaii Island Vacation Rentals and Airbnb Places to Stay Under $200
Kona Reef #D31 in Kailua-Kona From US $185
         

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10.0 (1 Review)
House
  • Parking
  • Pool
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Hawaii Island

Over 6175+ Instantly Bookable Vacation Homes in or Near Hawaii Island
A wonderful place to be. in Kamuela From US $460
         

10.0 (155 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Gorgeous remodeled condo Oceanfront! SUNSET! in Kailua-Kona From US $421
         

10.0 (153 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Fairways 1706 - Renovated, includes Beach Access, Bikes in Kamuela From US $464
         

10.0 (105 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Kona Makai Building #1 in Kailua-Kona From US $288
         

10.0 (103 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About Hawaii Island Vacation Rentals

With more than 229 Hawaii Island vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Piratecovecottages 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 Piratecovecottages 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 441.43 ft² on average, with prices averaging US $322 a night.

Piratecovecottages 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
Cottages 194
Vacation Homes 30
Holiday Apartments 3
B&B 1
Hotels 1

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

Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages 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 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

Hawaii Island Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Hawaii Island?
How many vacation rentals are available in Hawaii Island?

Currently, the total number of properties listed in 2026 is over 229 in the Hawaii Island area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Hawaii Island.