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, (3670)
"Excellent place to enjoy time on beautiful Maui! "
The price is P11,354
P15,074 total
includes taxes & fees
Aug 22 - Aug 23
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2444)
"Nice beach and great restaurant"
The price is P8,261
P14,794 total
includes taxes & fees
Sep 1 - Sep 2
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (220)
"Location was excellent "
The price is P16,122
P40,848 total
includes taxes & fees
Sep 18 - Sep 19
The Whaler Resort Kaanapali Beach

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1650)
"Check-in was easy, the staff were very friendly and helpful. The room was clean and comfortable. Great place to stay."
The price is P14,332
P16,906 total
includes taxes & fees
Sep 3 - Sep 4
Napili Shores Maui by OUTRIGGER

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2821)
"Beautiful resort! "
The price is P18,193
P47,615 total
includes taxes & fees
Sep 17 - Sep 18
OUTRIGGER Honua Kai Resort & Spa

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (782)
"Overall very nice place to stay with family. "
Maui Beach Vacation Club

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (405)
"Was an absolute beautiful place! "
AEI at Kaanapali Shores

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1482)
"Concierge, was really nice and informative. Can't think of anything i didn't like. "
Aston at The Whaler on Kaanapali Beach

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1113)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is P25,477
P30,053 total
includes taxes & fees
Aug 26 - Aug 27
The Westin Ka'anapali Ocean Resort Villas

Honua Kai Konea Resort by KBM

4.0 star property
9.6 out of 10, Exceptional, (54)
"Beautiful property, great location, condos are very nice and well-equipped, beach access is excellent with incredible snorkeling right off the beach. Easy access to Duke's for great food and poolside drinks. We definitely recommend the Honua Kai Resort."
Honua Kai Konea Resort by KBM

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1641)
"Beautiful location "
Aston Mahana at Kaanapali

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very Good, (908)
"Great Aloha spirit and a great location and pool."
Kahana Falls Maui by VRI Americas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (465)
"Very nice place to stay"
The price is P27,351
P32,264 total
includes taxes & fees
Sep 1 - Sep 2
The Westin Nanea Ocean Villas, Ka'anapali

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (461)
"Very beautiful with lovely grounds. Easy check in and out…and right on the beach!"
Maui Sunset

Castle Napili Surf Beach Resort

3.5 star property
9.8 out of 10, Exceptional, (136)
"Beautiful place, great for vacation with kids "
Castle Napili Surf Beach Resort

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (702)
"Great price and beautiful views from room"
Kahana Beach Vacation Club

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (191)
"It was a great place to spend a vacation for the whole family. "
The price is P25,477
P30,053 total
includes taxes & fees
Sep 4 - Sep 5
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Kaanapali Alii

4.0 star property
9.4 out of 10, Exceptional, (930)
"Great place"
Kaanapali Alii

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very Good, (491)
"The Gardens at West Maui is an excellent property! It was clean, spacious and walkable to beach, shopping, and restaurants. Staff were really nice at the property as well! "
The Gardens at West Maui

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very Good, (1380)
"A208 was terrific. We loved the view and the sound of ocean and accessibility to the beach. Would love to see a few more hooks in place to hang towels and some written information about sites and where to go etc. - like a welcome notebook "
Aston at Papakea Resort
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

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 Whalers Village 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.