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Kaanapali Hillside Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Kaanapali Hillside vacation rentals

A tropical garden with a waterfall, lush greenery, and a gazebo.

1. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,351 reviews)
"Great Stay"
United States
Roopa Rani
The price is NT$7,621
NT$9,993 total
includes taxes & fees
Oct 10 - Oct 11
Aston Kaanapali Shores
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

2. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,641 reviews)
"The property was a fantastic place to stay. The beach that is in front of the property is excellent for swimming and snorkeling."
United States
Marie
The price is NT$7,025
NT$11,176 total
includes taxes & fees
Nov 1 - Nov 2
Aston Maui Kaanapali Villas
A view of a beach with palm trees and a sailboat on the water.

3. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (482 reviews)
"Great place"
United States
Alessio
The price is NT$7,819
NT$20,923 total
includes taxes & fees
Oct 7 - Oct 8
The Whaler Resort Kaanapali Beach
A beach with clear blue water, palm trees, and a resort in the background.

4. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (241 reviews)
"thank you for the best stay! perfect location, stunning beach with walking distance to beach, cafe, and rentals. room had everything we needed, recommend upgrading to ocean view it was a treat!"
United States
ASHLEY
The price is NT$6,207
NT$7,368 total
includes taxes & fees
Nov 1 - Nov 2
Napili Village Hotel
A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

5. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,889 reviews)
"Love this place!"
United States
Diana
The price is NT$7,784
NT$9,240 total
includes taxes & fees
Oct 17 - Oct 18
Napili Shores Maui by OUTRIGGER
A resort pool with red umbrellas, palm trees, and a view of the ocean.

6. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,059 reviews)
"We had a great stay at the"
United States
Aprille A
The price is NT$12,015
NT$31,236 total
includes taxes & fees
Oct 26 - Oct 27
OUTRIGGER Honua Kai Resort & Spa
A beach view with lounge chairs and a clear sky.

7. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Nice and clean stay! "
United States
Beverly
The price is NT$8,958
NT$10,635 total
includes taxes & fees
Oct 5 - Oct 6
Napili Sunset on the Beach
A resort with a pool, palm trees, a waterfall, and a view of the ocean.

8. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (1,167 reviews)
"The facilities were exactly as described. Our ocean front room and the hotel amenities were wonderful."
Canada
James
The price is NT$15,771
NT$18,722 total
includes taxes & fees
Oct 11 - Oct 12
The Westin Ka'anapali Ocean Resort Villas
Lobby

9. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.2 out of 10, Wonderful, (1,564 reviews)
"Great location, very nice condo, pool, and beach access."
United States
Stewart
The price is NT$11,243
NT$19,959 total
includes taxes & fees
Oct 25 - Oct 26
Aston at The Whaler on Kaanapali Beach
A spacious living room with a large window overlooking the ocean, furnished with wicker chairs, a sofa, and a glass coffee table.

10. Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1,833 reviews)
"Clean nice resort,with beautiful views and reasonable pricing!"
United States
Amit
The price is NT$7,876
NT$10,295 total
includes taxes & fees
Oct 7 - Oct 8
Aston Mahana at Kaanapali
A balcony with a table set for dining, overlooking a pool and palm trees, with a view of the ocean and mountains in the distance.

11. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (102 reviews)
"Great staff, easy check in."
United States
Jane
The price is NT$13,511
NT$31,734 total
includes taxes & fees
Oct 6 - Oct 7
Honua Kai Konea Resort by KBM
A resort with a pool, palm trees, and a view of the ocean.

12. The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (533 reviews)
"It was beautiful hotel and we love to walk to the beach."
United States
Maria
The price is NT$17,817
NT$21,151 total
includes taxes & fees
Oct 19 - Oct 20
The Westin Nanea Ocean Villas, Ka'anapali
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kaanapali Hillside Hotel Reviews

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

10/10 Excellent
"Clean room"
JOEL 4-night trip
Posted 2 hours ago
Napili Shores Maui by OUTRIGGER

Find out more about Kaanapali Hillside

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Frequently asked questions

Can I find a vacation rental in Kaanapali Hillside?

Yes, we have vacation rentals near well known sights in Kaanapali Hillside, or you can select a more secluded option if you want a relaxing place to stay.

What’s there to see and do in Kaanapali Hillside?

Explore the area and family-friendly sights such as Hawaii Nature Center of Iao Valley, or get out into nature at a spot like Kaanapali Beach. Whalers Village and Kahekili Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Kaanapali Hillside like?

A vacation rental is a private property you can book for a long or short time in Kaanapali Hillside. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.