Castle In Hawaii - Vacation Rentals in Keawakapu Beach

Ho'olei at Grand Wailea From US $3,013
         

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10.0 (5 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Fairmont Kea Lani Maui Villa Experience From US $4,449
         

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9.8 (6 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Upscale & Luxurious Oceanview Resort Vistas From US $689
         

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10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Four Seasons Resort Maui at Wailea From US $1,187
         

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9.6 (1003 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Spectacular 3rd Row Villa at Ho'olei with Ocean Views From US $1,383
         

10.0 (62 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Koa Resort 4I From US $617
         

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10.0 (2 Reviews)
House
  • Parking
  • Pool
  • View
Fairmont Kea Lani Maui From US $1,304
         

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9.4 (1000 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
5 Star Ocean View, Beach House Chic, Click the Video tour below! From US $480
         

Gated 2-story beach house with big yard From US $1,011
         

10.0 (83 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Beachfront penthouse w/panoramic ocean views and pool access From US $1,665
         

Summer Deal Wailea Villa with Ocean Views and Private Lanais From US $1,525
         

Panoramic Ocean Views! - Luxury Villa! - Owner Direct! From US $3,263
         

10.0 (73 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei From US $1,350
         

Summer Deal Wailea Beach Villa with Resort Pool and Hot Tubs From US $1,469
         

Oceanfront 3BR villa w/private pool and beach access From US $4,080
         

10.0 (30 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
PANORAMIC OCEAN FRONT SUNNY SURF E301 AT MAKENA SURF! From US $2,031
         

10.0 (29 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Pro Tip: Castleinhawaii makes it easy to compare the best listings on Castleinhawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Castleinhawaii 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 Keawakapu Beach.

Weather in Keawakapu Beach

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

December - February
High 82°F       Low 63°F
March - May
High 86°F       Low 66°F
June - August
High 90°F       Low 71°F
September - November
High 90°F       Low 66°F

Keawakapu Beach Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 265 in the Keawakapu Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Keawakapu Beach.