Luxury Home Villas - Vacation Rentals in Kawailoa Beach

LUXURY VILLA - 3BR/3BA with Pool & A/C - Short Walk to Beaches From US $1,143
         

Ground Floor Luxury Penthouse in Poipu Kai From US $1,266
         

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10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
The Villas At Poipu Kai From US $1,983
         

New
Villa
  • Pool
  • View
  • Ocean View
3BR I Poolside Ground-Floor Villa |Walk to Beach|Hot Tub From US $965
         

10.0 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
3BD/3BR Luxury Villa, AC, Pool, Walk to Beaches From US $1,143
         

10.0 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
D211 Second Floor 3-bedroom Poolside Lanai From US $795
         

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9.5 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
3BR I Fabulous Villa | Walk to Poipu Beach, A/C From US $1,076
         

10.0 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
F211 Second Floor 3-bedroom Poolside Lanai From US $794
         

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9.5 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
3BR I Luxury Villa l Designer Furnishings, Central A/C From US $973
         

10.0 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
4BR I Elegant Poolside Penthouse l Private Elevator From US $1,333
         

10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
3BR I Spacious Poolside Villa | Gourmet Kitchen, Lanai From US $973
         

10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
3BR I Luxury Poolside Villa | Stunning Ocean View, Lanai From US $936
         

10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Waiohai Beach Club - Island View From US $510
         

10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
4BR I Ground Floor Luxury Penthouse at The Villas | F100 From US $1,274
         

10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
3BR I Luxury in Paradise l Beaches, Golf, Shopping From US $1,006
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
4BR I Exclusive Ocean View Penthouse l Grand Lanai, A/C From US $1,360
         

Kai Lani Ocean Villa Poipu 5Bd Pool&AC Sleeps 20+ From US $2,319
         

9.6 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
3BR I Poolside Lanai Villa l Parking, Sunset View From US $939
         

9.6 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Spacious Villa -3 Min Walk to Beach, Private Lanai From US $1,382
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Garden Villa l Two Lanais, A/C, Pool From US $998
         

9.8 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Pro Tip: Luxuryhomevilla makes it easy to compare the best listings on Luxuryhomevilla homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxuryhomevilla 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 56 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.