Kaanapali Hillside Vacation Rentals

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Check prices for these dates

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Vacation Rentals in Kaanapali Hillside

4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
Lahaina
8.8 out of 10, Excellent, (2875)
"Wonderful stay! "
United States
Quiauna
The price is RM1,138
RM3,241 total
includes taxes & fees
14 Dec - 15 Dec
OUTRIGGER Honua Kai Resort & Spa
Exterior
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (309)
"great time, great resort, helpful staff"
Canada
Prableen
The price is RM1,397
RM3,161 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Whaler Resort Kaanapali Beach
Living area
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3.0 star property
Lahaina
8.4 out of 10, Very good, (749)
"Excellent Resort from all areas "
United States
Kausik
Kahana Beach Vacation Club
Exterior
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 star property
Lahaina
8.6 out of 10, Excellent, (3899)
"Was a great place to stay"
United States
Christine
The price is RM1,456
RM1,839 total
includes taxes & fees
10 Dec - 11 Dec
Aston Kaanapali Shores
On the beach
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1707)
"Excellent stay. "
United States
casey william
The price is RM1,367
RM1,612 total
includes taxes & fees
21 Dec - 22 Dec
Napili Shores Maui by OUTRIGGER
Living area
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 star property
North Kihei
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
Exterior
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3.0 star property
Lahaina
8.8 out of 10, Excellent, (2510)
"We left feeling very refreshed! Beautiful beach and the staff are awesome! "
United States
ERIC
The price is RM1,296
RM1,902 total
includes taxes & fees
1 Jan - 2 Jan 2026
Aston Maui Kaanapali Villas
Living area
Kahana Falls Maui by VRI Americas

Kahana Falls Maui by VRI Americas

3.5 star property
Lahaina
8.0 out of 10, Very good, (970)
"All of the above and good access to the beach ⛱️"
United States
Joshua
Kahana Falls Maui by VRI Americas
Outdoor pool
Sands of Kahana

Sands of Kahana

3.0 star property
Lahaina
8.2 out of 10, Very good, (457)
"Size for the price was great"
United States
Ben
Sands of Kahana
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
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, (472)
"Spacious rooms and fun pools"
United States
Vanessa
The price is RM2,301
RM2,714 total
includes taxes & fees
17 Dec - 18 Dec
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
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, (1124)
"Clean room, amazing staff and great location and beach access "
United States
Amanda
The price is RM1,839
RM2,170 total
includes taxes & fees
11 Dec - 12 Dec
The Westin Ka'anapali Ocean Resort Villas
Surfing/boogie boarding
Aston at Papakea Resort

Aston at Papakea Resort

3.0 star property
Lahaina
8.2 out of 10, Very good, (1396)
"Everything was great very good stay "
Canada
Paul
Aston at Papakea Resort
Living area
Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

3.0 star property
Lahaina
8.0 out of 10, Very good, (1399)
"Room was beautiful and had an amazing view"
United States
Becky
Royal Kahana Maui by OUTRIGGER
Iron/ironing board, free WiFi
The Gardens at West Maui

The Gardens at West Maui

3.0 star property
Lahaina
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
Property amenity
Kaanapali Alii

Kaanapali Alii

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (954)
"Views were fantastic, as were beach and pool access, hotel was very clean."
Canada
Ryan
Kaanapali Alii
In-room safe, individually decorated, individually furnished
Kapalua Villas Maui

Kapalua Villas Maui

4.0 star property
Lahaina
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
Exterior
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5.0 star property
Lahaina
The price is RM1,121
RM1,540 total
includes taxes & fees
17 Dec - 18 Dec
Royal Lahaina Bungalows & Spa
On the beach, white sand
Castle Napili Surf Beach Resort

Castle Napili Surf Beach Resort

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

Kahana Villa

3.0 star property
Lahaina
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
Outdoor pool
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 star property
Kaanapali
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 RM1,477
RM1,863 total
includes taxes & fees
11 Dec - 12 Dec
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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Top Kaanapali Hillside Hotel Reviews

Napili Kai Beach Resort

Napili Kai Beach Resort

10/10 Excellent
"Amazing views and service. Thank you."
Arian 5-night trip
Posted 18 hours ago
Napili Kai Beach Resort

Find out more about Kaanapali Hillside

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

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Look no further and take a look at our great range of rental properties in Kaanapali Hillside!

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.