Hawaii Beach Comber - Vacation Rentals in Kaanapali

Exquisite Condo with an Awesome Ocean View Emerald 289 From US $415
         

Maui Kaanapali Villas B225 From US $448
         

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8.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Whaler Resort by KBM From US $2,233
         

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10.0 (4 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Sea, beach and courtyard views - prime location From US $630
         

10.0 (73 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Kaanapali Villas, Oceanfront Luxury Maui Condo #180 From US $759
         

9.8 (133 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Maui Eldorado K203 2BD Condo w AC Pool Beach Cabana From US $496
         

Luxury Places to Stay in Kaanapali

Over 3891+ Luxury Places to Stay in or Near Kaanapali

Top-Rated Vacation Rentals with a Pool in Kaanapali

Over 3167+ Top-Rated Vacation Rentals with a Pool in or Near Kaanapali
The Whaler! ~Beautifully remodeled ground floor courtyard studio~ From US $402
         

The Whaler 814, Black Rock, All 5 Stars From US $480
         

10.0 (200 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Kaanapali

Over 18+ Pet-Friendly Vacation Rentals in or Near Kaanapali
Island View Studio at Westin Ka’anapali North From US $949
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Ocean View Studio at Westin Ka’anapali North From US $1,271
         

Ocean View Studio at Westin Ka’anapali North From US $972
         

Large Vacation Homes & Villas in Kaanapali

Over 597+ Large Vacation Homes & Villas in or Near Kaanapali
Kaanapali Maui at the Eldorado by OUTRIGGER - Select Your Unit From US $495
         

Wheelchair Accessible Vacation Homes in Kaanapali

Over 1722+ Wheelchair Accessible Vacation Homes in or Near Kaanapali
Kaanapali Royal F303 From US $365
         

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10.0 (2 Reviews)
Apartment
  • Pool
  • View
  • Wheelchair Accessible
Kaanapali Alii From US $1,422
         

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9.6 (978 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Whaler 456 Spectacular Views And Close To Everything From US $690
         

Beautiful 1 bedroom Maui Ocean/Molokai Views From US $445
         

9.6 (64 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Kaanapali Vacation Rentals and Airbnb Places to Stay Under $200

Over 5+ Kaanapali Vacation Rentals and Airbnb Places to Stay Under $200
My Perfect Stays: Was $229 - Now $149 till Nov 21 From US $169
         

3.9 (14 Reviews)
Condo
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Serenity...Low-Low Rate - Kaanapali Beach Cabana 7 minute walk From US $165
         

9.4 (98 Reviews)
Condo
  • Air Conditioner
  • Pool
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Kaanapali

Over 2196+ Instantly Bookable Vacation Homes in or Near Kaanapali
4BR Oceanview Estate | Infinity Pool + Pickleball Ct. From US $2,247
         

About Kaanapali Vacation Rentals

With more than 3900 Kaanapali vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hawaiibeachcomber 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 Hawaiibeachcomber 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 815.66 ft² on average, with prices averaging $1,515 a night.

Hawaiibeachcomber 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 1001
Holiday Apartments 361
Villas 265
Vacation Homes 239
Hotels with Suites 141
Cottages 20
B&B 3

Use these Quick Filters to Find a Vacation Rental in Kaanapali

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

Kaanapali Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Kaanapali?
How many vacation rentals have private pools in Kaanapali?
How many vacation rentals are available in Kaanapali?

Currently, the total number of properties listed in 2026 is over 3900 in the Kaanapali area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kaanapali.