Kaanapali Hillside Vacation Rentals

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Vacation Rentals in Kaanapali Hillside

Condo resort in Lahaina

4.0 star property
8.8 out of 10, Excellent, (2876)
"Wonderful stay! "
United States
Quiauna
The price is NT$8,992
NT$27,286 total
includes taxes & fees
Dec 11 - Dec 12
OUTRIGGER Honua Kai Resort & Spa

Condo in Lahaina

4.0 star property
9.6 out of 10, Exceptional, (310)
"great time, great resort, helpful staff"
Canada
Prableen
The price is NT$10,632
NT$24,060 total
includes taxes & fees
Jan 5 - 2026/1/6
The Whaler Resort Kaanapali Beach

Condo in Lahaina

3.0 star property
8.4 out of 10, Very Good, (749)
"Excellent Resort from all areas "
United States
Kausik
Kahana Beach Vacation Club

Aparthotel in Lahaina

3.5 star property
8.6 out of 10, Excellent, (3900)
"Was a great place to stay"
United States
Christine
The price is NT$11,083
NT$13,997 total
includes taxes & fees
Dec 7 - Dec 8
Aston Kaanapali Shores

Aparthotel in Lahaina

3.0 star property
9.0 out of 10, Wonderful, (1707)
"Excellent stay. "
United States
casey william
The price is NT$10,301
NT$12,151 total
includes taxes & fees
Dec 7 - Dec 8
Napili Shores Maui by OUTRIGGER

Aparthotel in North Kihei

2.5 star property
8.2 out of 10, Very Good, (817)
"A excelent service in the office. Nice and clean room y all the hotel. I recommend this hotel."
United States
Blanca I
Maui Beach Vacation Club

Aparthotel in Lahaina

3.0 star property
8.8 out of 10, Excellent, (2511)
"Great place! Very clean, friendly staff, beautiful grounds, lots to do with in walking distance. The best part that we enjoyed was the beach it was outstanding! highly recommend."
Canada
Natalia
The price is NT$9,840
NT$14,444 total
includes taxes & fees
Jan 1 - 2026/1/2
Aston Maui Kaanapali Villas

Aparthotel in Lahaina

3.5 star property
8.2 out of 10, Very Good, (971)
"All of the above and good access to the beach ⛱️"
United States
Joshua
Kahana Falls Maui by VRI Americas

Aparthotel in Lahaina

3.0 star property
8.2 out of 10, Very Good, (457)
"Size for the price was great"
United States
Ben
Sands of Kahana

Condo resort in Lahaina

4.0 star property
9.4 out of 10, Exceptional, (472)
"Spacious rooms and fun pools"
United States
Vanessa
The price is NT$17,469
NT$20,607 total
includes taxes & fees
Dec 21 - Dec 22
The Westin Nanea Ocean Villas, Ka'anapali

Condo resort in Lahaina

4.0 star property
8.6 out of 10, Excellent, (1124)
"Clean room, amazing staff and great location and beach access "
United States
Amanda
The price is NT$13,964
NT$16,472 total
includes taxes & fees
Dec 12 - Dec 13
The Westin Ka'anapali Ocean Resort Villas

Aparthotel in Lahaina

3.0 star property
8.2 out of 10, Very Good, (1396)
"Everything was great very good stay "
Canada
Paul
Aston at Papakea Resort

Aparthotel in Lahaina

3.0 star property
8.0 out of 10, Very Good, (1399)
"Room was beautiful and had an amazing view"
United States
Becky
Royal Kahana Maui by OUTRIGGER

Condo in Lahaina

3.0 star property
8.4 out of 10, Very Good, (518)
"We stayed here for 4 days easy check in and check out process "
United States
Relda
The Gardens at West Maui

Aparthotel in Lahaina

4.0 star property
9.6 out of 10, Exceptional, (954)
"Views were fantastic, as were beach and pool access, hotel was very clean."
Canada
Ryan
Kaanapali Alii

Aparthotel in Lahaina

4.0 star property
8.8 out of 10, Excellent, (958)
"Gorgeous property, the staff, beach, hiking close by, restaurants in area all were great. Room was spotless and we were able to check in early."
United States
Arturo
Kapalua Villas Maui

Aparthotel in Lahaina

5.0 star property
The price is NT$9,372
NT$12,713 total
includes taxes & fees
Dec 8 - Dec 9
Royal Lahaina Bungalows & Spa

Condo in Lahaina

3.5 star property
9.8 out of 10, Exceptional, (152)
"Loved the location and beach "
United States
Brenda Vanessa
Castle Napili Surf Beach Resort

Condo in Lahaina

3.0 star property
8.0 out of 10, Very Good, (352)
" Great stay!!! Easy and quiet place next to beach.Feels like home"
United States
Jose
Kahana Villa

Aparthotel in Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1711)
"Gorgeous views, spacious suite, very friendly staff, amazing stay had a wonderful family vacation, can't wait to go back."
Canada
Lidia E
The price is NT$11,527
NT$14,519 total
includes taxes & fees
Dec 11 - Dec 12
Aston Mahana at Kaanapali
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

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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.