8300+ Villas for Rent and Private Getaways in Kaanapali Hillside |
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Explore Kaanapali Hillside Vacation Rentals

About Kaanapali Hillside Vacation Rentals

Explore more than 8300 vacation rentals available in Kaanapali Hillside. These accommodations, including vacation homes and HawaiiVillas properties, boast excellent amenities and exceptional value, blending comfort and luxury. Enjoy spaciousness and convenience at a HawaiiVillas property in Kaanapali Hillside.

Looking for last-minute deals or the best available offers on cottages, condos, private villas, and large vacation homes? With HawaiiVillas in Kaanapali Hillside, you can effortlessly compare various options with a simple click. Whether you seek properties with swimming pools, hot tubs, pet-friendly policies, or expansive master suites with large screen TVs, you'll find vacation rentals by owner (RBOs) and other popular Airbnb-style accommodations near Kaanapali Hillside. The average room size in accommodations near Kaanapali Hillside is 888.74 ft². Prices average US $1,147 per night.

HawaiiVillas streamlines and secures your search for vacation rentals in Kaanapali Hillside, often offering savings of 30-40% compared to hotel prices. Start your search today and book with confidence.

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Top Rental Accommodation Types in Kaanapali Hillside

Type Count
Holiday Apartments 1247
Villas 429
Vacation Homes 401
Cottages 20

Use these Quick Filters to Find a Vacation Rental in Kaanapali Hillside

★ Pro Tip: HawaiiVillas simplifies comparison of top listings across various online vacation rental platforms like Booking.com and others. Use the Advanced Filter feature to switch effortlessly between HawaiiVillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, property types, cancellation policies, prices, and more. These tools streamline the search for your ideal accommodation for your next vacation in Kaanapali Hillside.

Weather in Kaanapali Hillside, HI

View the weather forecast for Kaanapali Hillside before booking your Kaanapali Hillside 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

Top Attractions Around Kaanapali Hillside, HI

HawaiiVillas offers a wide selection of top attractions nearby Kaanapali Hillside . Research things to do on your vacation before you visit Kaanapali Hillside.


Kaanapali Beach
Whalers Village
Napili Bay
Lahaina Harbor
Maui Ocean Center
Kapalua Beach
Black Rock
Kapalua Golf Club Plantation Course
Maalaea Harbor
Honolua Bay
Maui Theater
West Maui Mountains
Kahului Bay
Maui Arts and Cultural Center
Maui Tropical Plantation
Maui Sandy Beach
Kapalua Golf Resort Bay Course
Kapalua Resort
Banyan Tree Park
Lahaina Historic District

Frequently Asked Questions About Kaanapali Hillside?

What are the top vacation rentals in Kaanapali Hillside?

Currently, HawaiiVillas lists over 8300 properties in the Kaanapali Hillside area for 2026, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties in Kaanapali Hillside.

How many vacation rentals have private pools in Kaanapali Hillside?

Discover 699 vacation rentals featuring private pools near Kaanapali Hillside. Highly-rated HawaiiVillas properties with swimming pool access include:

Which vacation homes in Kaanapali Hillside are best for families?

If you're searching for a family-friendly vacation residence in Kaanapali Hillside, explore one of these highly-rated properties, all praised for their excellent reviews among families or groups visiting Kaanapali Hillside:

How many Hawaii.Villas vacation rentals are available in Kaanapali Hillside?

At present, HawaiiVillas showcases more than 8300 properties available in the Kaanapali Hillside area for 2026, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in Kaanapali Hillside.


People Also Ask

There are 8300 Kaanapali Hillside, HI Vacation Rentals

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