Kaanapali Hillside Vacation Rentals

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Vacation Rentals in Kaanapali Hillside

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3772)
"Great stay"
The price is P18,547
P23,592 total
includes taxes & fees
Oct 28 - Oct 29
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2465)
"Beautiful quiet property on the beach with dining options and shopping a short walk or shuttle ride away"
The price is P13,201
P20,713 total
includes taxes & fees
Nov 2 - Nov 3
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (257)
"Nice pool, sandy beach, easy parking in garage."
The price is P15,704
P40,753 total
includes taxes & fees
Nov 2 - Nov 3
The Whaler Resort Kaanapali Beach

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2844)
"Great stay"
The price is P19,567
P49,744 total
includes taxes & fees
Nov 1 - Nov 2
OUTRIGGER Honua Kai Resort & Spa

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very Good, (932)
"rooms were nice , clean, staff was friendly "
Kahana Falls Maui by VRI Americas

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1671)
"awesome stay!"
The price is P15,636
P18,444 total
includes taxes & fees
Oct 24 - Oct 25
Napili Shores Maui by OUTRIGGER

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1490)
"The property met all my expectations...extremely impressive"
Aston at The Whaler on Kaanapali Beach

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1665)
"Friendly staff, amazing rooms and beautiful views"
Aston Mahana at Kaanapali

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very Good, (1384)
"Everything was excellent "
Aston at Papakea Resort

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (801)
"Just a great stay! "
Maui Beach Vacation Club

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (954)
"Everything about this property was amazing. We loved the stag and the facilities. The pools were amazing and easy beach access allowed you to be in the water in 5 minutes. There was a grocery store right across the street making it very easy to grab anything you may need. We did try the food trucks one time (average plate was $25 which got you food court quality and portion size at any mall.)"
The price is P12,975
P46,116 total
includes taxes & fees
Nov 1 - Nov 2
Kapalua Villas Maui

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1114)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is P25,973
P30,638 total
includes taxes & fees
Oct 10 - Oct 11
The Westin Ka'anapali Ocean Resort Villas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (469)
"Very nice place to stay"
The price is P32,492
P38,329 total
includes taxes & fees
Oct 17 - Oct 18
The Westin Nanea Ocean Villas, Ka'anapali

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (474)
"Great vibes and amenities."
AEI at Kaanapali Shores

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (723)
"Great place to stay "
Kahana Beach Vacation Club

The Gardens at West Maui

3.0 star property
8.6 out of 10, Excellent, (501)
"Great for family! "
The Gardens at West Maui

Honua Kai Konea Resort by KBM

4.5 star property
9.6 out of 10, Exceptional, (60)
"Beautiful views, ambiance’s, pool, rooms everything what we needed."
Honua Kai Konea Resort by KBM

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (474)
"Good place to spend your vacation "
Maui Sunset

Castle Napili Surf Beach Resort

3.5 star property
9.8 out of 10, Exceptional, (139)
"Beautiful place, great for vacation with kids "
Castle Napili Surf Beach Resort

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (940)
"The resort was beautiful, clean and all the staff was very friendly. "
Kaanapali Alii
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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Find out more about Kaanapali Hillside

Find out more about Kaanapali Hillside

Search for holiday rentals in Kaanapali Hillside on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaanapali Hillside using one of the methods below:

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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. Kaanapali Kai Course at Kaanapali Golf Resort and Kaanapali Golf Courses 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.