Search Holiday Rentals in Kaanapali Hillside

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Oct - 2 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan
In four months
6 Feb - 8 Feb

Top Holiday Rentals in Kaanapali Hillside

Aston Kaanapali Shores
Exterior
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3792)
"Great stay"
The price is 8.830.509 ₫
11.193.266 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2470)
"Beautiful quiet property on the beach with dining options and shopping a short walk or shuttle ride away"
The price is 5.980.109 ₫
9.384.030 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Aston Maui Kaanapali Villas
The Whaler Resort Kaanapali Beach
Exterior
The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (264)
"Amazing views and room plan on staying there again."
The price is 6.387.366 ₫
17.586.383 ₫ total
includes taxes & fees
6 Nov - 7 Nov
The Whaler Resort Kaanapali Beach
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2846)
"Great stay"
The price is 7.883.442 ₫
21.387.937 ₫ total
includes taxes & fees
12 Nov - 13 Nov
OUTRIGGER Honua Kai Resort & Spa
Kahana Falls Maui by VRI Americas
Studio Suite | Living area | 45-inch TV with cable channels, DVD player
Kahana Falls Maui by VRI Americas
3.5 star property
8.0 out of 10, Very good, (939)
"rooms were nice , clean, staff was friendly "
Kahana Falls Maui by VRI Americas
Napili Shores Maui by OUTRIGGER
On the beach
Napili Shores Maui by OUTRIGGER
3.0 star property
9.0 out of 10, Wonderful, (1674)
"awesome stay!"
The price is 7.325.154 ₫
8.641.100 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Napili Shores Maui by OUTRIGGER
Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (802)
"Room was quiet, no ac but the breeze came through very nice. Comfortable and convenient location. "
Maui Beach Vacation Club
Aston at Papakea Resort
Surfing/boogie boarding
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, (1384)
"Everything was excellent "
Aston at Papakea Resort
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
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 12.622.128 ₫
14.889.315 ₫ total
includes taxes & fees
31 Oct - 1 Nov
The Westin Nanea Ocean Villas, Ka'anapali
Aston at The Whaler on Kaanapali Beach
View from room
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, (1492)
"Great views spacy rooms "
Aston at The Whaler on Kaanapali Beach
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1117)
"Great location, lots of amenitie"
The price is 11.773.980 ₫
13.888.821 ₫ total
includes taxes & fees
24 Oct - 25 Oct
The Westin Ka'anapali Ocean Resort Villas
AEI at Kaanapali Shores
Exterior
AEI at Kaanapali Shores
4.0 star property
8.8 out of 10, Excellent, (484)
"Great vibes and amenities."
AEI at Kaanapali Shores
Aston Mahana at Kaanapali
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1673)
"Great views and amazing beach to snorkel "
Aston Mahana at Kaanapali
Kapalua Villas Maui
Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath) | 1 bedroom, in-room safe, individually decorated, individually furnished
Kapalua Villas Maui
4.0 star property
8.8 out of 10, Excellent, (955)
"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."
The price is 5.882.615 ₫
20.908.307 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Kapalua Villas Maui
The Gardens at West Maui
Suite, 1 Bedroom | Iron/ironing board, free WiFi
The Gardens at West Maui
3.0 star property
8.6 out of 10, Excellent, (503)
"Great for family! "
The Gardens at West Maui
Kahana Beach Vacation Club
Standard Room, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very good, (730)
"Beautiful view! I would definitely stay there again. "
Kahana Beach Vacation Club
Castle Napili Surf Beach Resort
On the beach, white sand
Castle Napili Surf Beach Resort
3.5 star property
9.8 out of 10, Exceptional, (141)
"The property was just steps away from one of the most beautiful beaches. The staff was friendly and very accommodating. The rooms were clean and in good condition, but highly recommend staying here."
Castle Napili Surf Beach Resort
Kaanapali Alii
3 outdoor pools, pool loungers
Kaanapali Alii
4.0 star property
9.6 out of 10, Exceptional, (944)
"Beautiful property. We stayed in an ocean front 2 bedroom and it was the highlight of the stay!"
Kaanapali Alii
Napili Village Hotel
Beach nearby, white sand, beach towels
Napili Village Hotel
3.0 star property
9.0 out of 10, Wonderful, (117)
"Great place "
The price is 4.895.289 ₫
5.774.580 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Napili Village Hotel
Honua Kai Konea Resort by KBM
Condo (2 Bedrooms) | View from room
Honua Kai Konea Resort by KBM
4.5 star property
9.6 out of 10, Exceptional, (62)
"Beautiful views, ambiance’s, pool, rooms everything what we needed."
Honua Kai Konea Resort by KBM
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kaanapali Hillside Hotel Reviews

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent
"Wonderful stay"
Christopher D 4-night trip
Posted 19 hours ago
Hilton Grand Vacations Club Maui Bay Villas

Frequently asked questions

Can I find a holiday rental in Kaanapali Hillside?

Yes, there are holiday rentals close to the most popular sights in Kaanapali Hillside, or you can select a more secluded option if you're looking for a relaxing 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 wider area.

What’s a holiday rental in Kaanapali Hillside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaanapali Hillside. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family gatherings.