Big Pine Resort Cottages - Vacation Rentals in Kailua Beach

Footsteps to Hawaii's Best Beach in Kailua From US $163
         

10.0 (56 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Beautiful Beachside Bungalow in Kailua From US $363
         

10.0 (15 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • View
Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760 in Kailua From US $481
         

9.2 (162 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Ocean View Guest Cottage - 1990/NUC-1797 in Kailua From US $776
         

World Famous Kailua Beach Charming Cottage in Kailua From US $156
         

10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • TV
Little Yellow Cottage: Steps to Lanikai Beach in Kailua From US $271
         

9.4 (57 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Luxury Beach Cottage in charming Kailua in Kailua From US $332
         

New
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Family cottage available July 17-August 1. in Kailua From US $308
         

New
Cottage
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Beachfront Cottage - Steps to beach, AC in Kailua From US $1,367
         

Kaimana Cottage - Walking Distance to beach! in Kailua From US $350
         

5.0 (26 Reviews)
Cottage
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Island Paradise Living in Kailua From US $697
         

5.0 (13 Reviews)
Cottage
  • Air Conditioner
  • TV
  • Bedding/Linens
Cottage to relax & enjoy Hawaii in Kailua From US $316
         

New
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Perfect Oasis, Steps To The Beach! 100% Solar! in Kailua From US $182
         

9.8 (86 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Pro Tip: Bigpineresortcottages makes it easy to compare the best listings on Bigpineresortcottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bigpineresortcottages 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 Kailua Beach.

Weather in Kailua Beach

View the weather forecast for Kailua Beach before booking your Kailua Beach 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

Kailua Beach Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 39 in the Kailua Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kailua Beach.