Pirate Cove Cottages - Vacation Rentals in Kawailoa Beach

Hale Ko Cottage - 2 Master Suite Cottage with AC in Poipu in Koloa/Poipu From US $645
         

Brennecke's Beach Cottage home in Koloa From US $638
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Child Friendly
Walk to Beach: Koloa Getaway w/Ocean Views in Koloa From US $614
         

Oceanfront Beach Home w/Hot Tub, EV Charger – Steps to Poipu Beach Park! in Koloa From US $1,069
         

10.0 (108 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Ocean View Cottage Wlk To Poipu & Brenneckes Beach in Koloa From US $458
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Hale Ko Cottage in Koloa From US $564
         

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New
House
  • Pool
  • View
  • Sports/Activities
South Shore Island Getaway at Poipu Crater 7 in Po'ipu From US $435
         

Hale Loke Cottage in Koloa From US $531
         

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New
House
  • Pool
  • View
  • Sports/Activities
Private & Serene Cottage Poipu Beach TVNC #4209 in Koloa From US $295
         

9.8 (60 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Cute 2BR Cottage w AC close to beaches in Koloa From US $441
         

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New
House
  • Air Conditioner
  • Parking
  • View
1940’s Retro Shack By The Sea in Koloa From US $826
         

New
Cottage
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
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 Kawailoa Beach.

Weather in Kawailoa Beach

View the weather forecast for Kawailoa Beach before booking your Kawailoa Beach Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Kawailoa Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Kawailoa Beach?
How many vacation rentals are available in Kawailoa Beach?

Currently, the total number of properties listed in 2026 is over 13 in the Kawailoa Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kawailoa Beach.