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Kaanapali Hillside Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Kaanapali Hillside vacation rentals

Property grounds

1. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,149 reviews)
"Great for families. Safe, clean, and beautiful."
Canada
Jennifer
The price is NT$15,760
NT$18,709 total
includes taxes & fees
Aug 25 - Aug 26
The Westin Ka'anapali Ocean Resort Villas
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

2. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,617 reviews)
"Great place"
United States
Luis MANUEL
The price is NT$7,404
NT$11,624 total
includes taxes & fees
Sep 1 - Sep 2
Aston Maui Kaanapali Villas
Garden

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,263 reviews)
"Great location, clean rooms and great service!"
Mexico
Monique Nicole
The price is NT$6,887
NT$9,120 total
includes taxes & fees
Aug 19 - Aug 20
Aston Kaanapali Shores
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

4. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,022 reviews)
"We found this resort clean, family friendly,"
United States
Amanda
The price is NT$10,927
NT$29,933 total
includes taxes & fees
Sep 18 - Sep 19
OUTRIGGER Honua Kai Resort & Spa
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

5. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (450 reviews)
"We love The Whaler!"
United States
Jacob
The price is NT$7,240
NT$20,228 total
includes taxes & fees
Aug 19 - Aug 20
The Whaler Resort Kaanapali Beach
On the beach

6. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,856 reviews)
"Wonderful Beach and right next door to kapalua!"
United States
joe
The price is NT$9,716
NT$11,534 total
includes taxes & fees
Sep 1 - Sep 2
Napili Shores Maui by OUTRIGGER
View from property

7. Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very Good, (253 reviews)
"Was beautiful, pool was the best out of all the resorts on Ka’anapali"
United States
Donald
The price is NT$16,270
NT$19,314 total
includes taxes & fees
Sep 1 - Sep 2
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Villa, 2 Bedrooms, Air conditioning, Ocean View (Ocean View, Sleeps 6 (HKH-211)) | View from room

8. Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
8.8 out of 10, Excellent, (30 reviews)
"Beautiful property with wonderful staff."
United States
Lance
The price is NT$18,480
NT$42,968 total
includes taxes & fees
Aug 25 - Aug 26
Honua Kai Hokulani Resort by KBM
Beach nearby, white sand, beach towels

9. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (219 reviews)
"Great stay, thank you"
United States
Elizabeth
The price is NT$10,604
NT$12,588 total
includes taxes & fees
Sep 2 - Sep 3
Napili Village Hotel
Beachfront Two Bedrooms | In-room safe, iron/ironing board, WiFi (free), bed sheets

10. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (657 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is NT$8,952
NT$10,628 total
includes taxes & fees
Aug 19 - Aug 20
Napili Sunset on the Beach
Exterior

11. 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, (522 reviews)
"Clean, comfortable property with lots of amenities on the water! Helpful concierge to book excursions. I would stay again!"
United States
Kathryn
The price is NT$19,715
NT$23,404 total
includes taxes & fees
Sep 1 - Sep 2
The Westin Nanea Ocean Villas, Ka'anapali
Penthouse, 2 Bedrooms, Oceanfront | Premium bedding, in-room safe, desk, blackout drapes

12. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,555 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is NT$5,792
NT$19,121 total
includes taxes & fees
Aug 31 - Sep 1
Aston at The Whaler on Kaanapali Beach
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

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent
"!"
ALFREDO ALLAN 5-night trip
Posted 5 hours ago
Hilton Grand Vacations Club Maui Bay Villas

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 are some of the best vacation home rentals in Kaanapali Hillside?

Kapalua Golf Villas Resort by KBM: You might want to consider this vacation rental near Kaanapali Hillside, which is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden.

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 Napili Bay are other popular places to visit in the 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.