Hotel Bookings Ai - Vacation Rentals in Hawaii Island

Garden View Room - Oceanfront Hilo Beach House Inn From US $236
         

10.0 (23 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Royal Sea Cliff Club 505 From US $586
         

5.0 (2 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Mahana House Country Inn From US $320
         

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10.0 (283 Reviews)
Hotel
  • Parking
  • TV
  • View

Luxury Places to Stay in Hawaii Island

Over 10000+ Luxury Places to Stay in or Near Hawaii Island
Kona Beach Bungalows From US $12,130
         

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New
House
  • Air Conditioner
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  • Pool
Japanese Style Pool House - 1 block from the ocean From US $11,944
         

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

Top-Rated Vacation Rentals with a Pool in Hawaii Island

Over 6897+ Top-Rated Vacation Rentals with a Pool in or Near Hawaii Island
Ocean front~Pool, AC, Spacious! Wow the views 🐋 🐢 ☀️ From US $388
         

Updated 2 Bedroom Condo Walk to the Beach & Shops. From US $240
         

10.0 (252 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Hawaii Island

Over 305+ Pet-Friendly Vacation Rentals in or Near Hawaii Island
Lotus Lava Cottage From US $96
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Gated Community Located Within Walking Distance To The Beach From US $416
         

9.6 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Kona Palm House 3 Bed/2.5 Ba with Pool From US $611
         

10.0 (22 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool

Large Vacation Homes & Villas in Hawaii Island

Over 1167+ Large Vacation Homes & Villas in or Near Hawaii Island
Volcano Teapot Cottage From US $225
         

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10.0 (46 Reviews)
House
  • Parking
  • View
  • Ocean View
Waikoloa Beach S C3 2 Bedroom Villa by RedAwning From US $299
         

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10.0 (4 Reviews)
Villa
  • Pool
  • View
  • Wheelchair Accessible
Excellent for couples or families. Right on the Golf Course. From US $367
         

Wheelchair Accessible Vacation Homes in Hawaii Island

Over 1618+ Wheelchair Accessible Vacation Homes in or Near Hawaii Island
Royal Sea Cliff #418 From US $317
         

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9.0 (1 Review)
House
  • Parking
  • Pool
  • Wheelchair Accessible
Hilton Pool Pass Kolea - Luxe Penthouse From US $1,438
         

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10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Aloha! Oceanfront, TV, Pool, Hot Tub, A/C. From US $350
         

9.8 (118 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

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

Over 1329+ Hawaii Island Vacation Rentals and Airbnb Places to Stay Under $200
Kona Reef #D31 From US $185
         

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10.0 (1 Review)
House
  • Parking
  • Pool
  • Balcony/Terrace
Private Garden Cottage on 5 acre country estate/Walk to the Botanic Gardens! From US $187
         

9.8 (157 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Keaau Apartment on Beautiful Acre w/Pool & Deck! From US $125
         

10.0 (92 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • TV
Ocean Views In Paradise From US $187
         

9.6 (37 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Hawaii Island

Over 6081+ Instantly Bookable Vacation Homes in or Near Hawaii Island
Hale Malu - a peaceful refuge above Hilo, From US $412
         

10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Hulili Tropical Fruit Farm- With over 200 five star reviews! From US $241
         

Private, Peaceful, Perfect! From US $476
         

10.0 (202 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
A wonderful place to be. From US $352
         

10.0 (149 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Hawaii Island Vacation Rentals

With more than 177 Hawaii Island vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hotelbookings 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 Hotelbookings 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 224.31 ft² on average, with prices averaging US $618 a night.

Hotelbookings 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
Hotels 173
Holiday Apartments 3
Resorts 1

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

Pro Tip: Hotelbookings makes it easy to compare the best listings on Hotelbookings homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hotelbookings 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 177 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.