Owner Direct Vacation Rentals in Kaanapali

The Best Owner Direct Vacation Rentals in Kaanapali. Explore thousands of vacation home rentals, large cabins, and villas near Kaanapali

Kaanapali Plantation Villa by KBM From US $2,314
         

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10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
The Westin Ka'anapali Ocean Resort Villas North From US $578
         

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8.0 (36 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Kaanapali

Over 3522+ Luxury Places to Stay in or Near Kaanapali

Top-Rated Vacation Rentals with a Pool in Kaanapali

Over 3048+ Top-Rated Vacation Rentals with a Pool in or Near Kaanapali
The Whaler! ~Beautifully remodeled ground floor courtyard studio~ From US $404
         

The Whaler 814, Black Rock, All 5 Stars From US $609
         

10.0 (194 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Kaanapali

Over 13+ Pet-Friendly Vacation Rentals in or Near Kaanapali
OUTRIGGER Kāʻanapali Beach Resort From US $478
         

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8.4 (386 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Royal Lahaina Resort & Bungalows From US $447
         

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8.0 (573 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Hyatt Regency Maui Resort & Spa From US $537
         

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8.9 (322 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Kaanapali

Over 452+ Large Vacation Homes & Villas in or Near Kaanapali

Wheelchair Accessible Vacation Homes in Kaanapali

Over 1580+ Wheelchair Accessible Vacation Homes in or Near Kaanapali
Sheraton Maui Resort & Spa From US $496
         

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8.4 (140 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
The Westin Maui Resort & Spa, Ka'anapali From US $587
         

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8.6 (159 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
AEI at The Whaler Kaanapali Beach Resort From US $591
         

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9.4 (64 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
The Westin Nanea Ocean Villas, Ka'anapali From US $746
         

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8.4 (17 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
AEI at Maui Kaanapali Villas Resort From US $353
         

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9.4 (377 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers From US $939
         

Kaanapali Varoom and Airbnb Places to Stay Under $200

Over 4+ Kaanapali Varoom and Airbnb Places to Stay Under $200
Serenity...Low-Low Rate - Kaanapali Beach Cabana 7 minute walk From US $165
         

9.4 (98 Reviews)
Condo
  • Air Conditioner
  • Pool
  • Balcony/Terrace
My Perfect Stays: Was $229 - Now $149 till Nov 21 From US $169
         

3.9 (14 Reviews)
Condo
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly

Instantly Bookable Vacation Homes in Kaanapali

Over 2034+ Instantly Bookable Vacation Homes in or Near Kaanapali

About Kaanapali Vacation Rentals

With more than 3531 Kaanapali vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Ownerdirect 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 Kaanapali.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Ownerdirect Kaanapali, 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 Kaanapali. Places to stay near Kaanapali are 822.09 ft² on average, with prices averaging $1,266 a night.

Ownerdirect makes it easy and safe to find and compare vacation rentals in Kaanapali 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 Kaanapali

Type Count
Resorts 952
Holiday Apartments 285
Villas 266
Vacation Homes 187
Hotels with Suites 145
Cottages 20
B&B 3
Others 1

Use these Quick Filters to Find a Vacation Rental in Kaanapali

Pro Tip: Ownerdirect makes it easy to compare the best listings on Ownerdirect homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Ownerdirect 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 Kaanapali.

Weather in Kaanapali

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

December - February
High 15°C       Low -3°C
March - May
High 25°C       Low 4°C
June - August
High 32°C       Low 17°C
September - November
High 28°C       Low 3°C