Pirate Cove Cottages - Vacation Rentals in Hawaii

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

Wailua Riverside Cottage - TVNC #1293 AC Kayaks, Paddle Boards! From US $217
         

7.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Child Friendly
Kailua-kona House w/Balcony & Ocean Views! From US $477
         

Charming Ocean Front/Beach Front/Cottage 30 day rental From US $352
         

10.0 (265 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Hawaiian Cottage and Personal Paradise/BBKM 2013/0004 From US $1,139
         

10.0 (208 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted From US $695
         

Luxury Places to Stay in Hawaii

Over 10000+ Luxury Places to Stay in or Near Hawaii

Top-Rated Vacation Rentals with a Pool in Hawaii

Over 10000+ Top-Rated Vacation Rentals with a Pool in or Near Hawaii
PROMOTION - August 2026 - Oceanfront Studio! From US $338
         

10.0 (459 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Romantic & Breathtaking Oceanfront Kauai Condo From US $579
         

10.0 (341 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Breathtaking Oceanfront Suite @ Kalapaki Bay From US $641
         

10.0 (308 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Breathtaking ocean views! Steps to the beach! Recently remodeled! From US $484
         

Pet-Friendly Vacation Rentals in Hawaii

Over 1351+ Pet-Friendly Vacation Rentals in or Near Hawaii
Gated Community Located Within Walking Distance To The Beach From US $532
         

9.6 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waikiki Whale Watcher Apts 304A From US $92
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Ocean View Residence From US $583
         

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9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Gingerbread House-Less than a mile from Paia town and all North Shore beaches From US $380
         

Kona Palm House 3 Bed/2.5 Ba with Pool From US $752
         

See More Pet-Friendly Vacation Rentals in Hawaii on PetFriendly.io

Large Vacation Homes & Villas in Hawaii

Over 6504+ Large Vacation Homes & Villas in or Near Hawaii
Beautiful Beach Villa in Oceanfront Resort From US $774
         

10.0 (180 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Waikoloa Beach Villas P32 From US $336
         

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10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Hawaii

Over 18560+ Wheelchair Accessible Vacation Homes in or Near Hawaii
ISLAND COLONY STUDIO 2017 From US $79
         

8.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Modern & Polished Oceanfront Vistas From US $524
         

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10.0 (21 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Corner Unit With Views From Every Window-Awesome Reviews From US $368
         

10.0 (203 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Hawaii Vacation Rentals and Airbnb Places to Stay Under $200

Over 3940+ Hawaii Vacation Rentals and Airbnb Places to Stay Under $200
The Green Pineapple Studio apts From US $126
         

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New
Apartment
  • Parking
  • Breakfast
  • Child Friendly
Kamaole Sands One Bedrooms by Coldwell Banker Island Vacations From US $88
         

Instantly Bookable Vacation Homes in Hawaii

Over 33728+ Instantly Bookable Vacation Homes in or Near Hawaii
Oceanfront, Million-Dollar-View, Newly renovated! B421 From US $725
         

10.0 (178 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Private, Peaceful, Perfect! From US $565
         

10.0 (207 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About Hawaii Vacation Rentals

With more than 541 Hawaii 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.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Piratecovecottages Hawaii, 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. Places to stay near Hawaii are 564.23 ft² on average, with prices averaging US $482 a night.

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

Type Count
Cottages 468
Vacation Homes 59
Holiday Apartments 9
Cabin Rentals 2
B&B 1
Hotels 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Hawaii

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.

Weather in Hawaii

View the weather forecast for Hawaii before booking your Hawaii 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 Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 541 in the Hawaii area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Hawaii.