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
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Top Holiday Rentals in Kaanapali Hillside

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

Condo resort in Lahaina

4.0 star property
8.8 out of 10, Excellent, (2872)
"Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family"
United States
Alisha
The price is 7.572.028 ₫
22.977.014 ₫ total
includes taxes & fees
11 Dec - 12 Dec
OUTRIGGER Honua Kai Resort & Spa
Standard Room, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels
Kahana Beach Vacation Club

Condo in Lahaina

3.0 star property
8.4 out of 10, Very good, (748)
"Room was clean & well stocked"
United States
Rebecca
Kahana Beach Vacation Club
Exterior
The Whaler Resort Kaanapali Beach

Condo in Lahaina

4.0 star property
9.6 out of 10, Exceptional, (305)
"We loved our stay at the Whaler"
United States
Kris Leann
The price is 9.118.863 ₫
20.335.891 ₫ total
includes taxes & fees
30 Dec - 31 Dec
The Whaler Resort Kaanapali Beach
Exterior
Aston Kaanapali Shores

Aparthotel in Lahaina

3.5 star property
8.6 out of 10, Excellent, (3890)
"Was a great place to stay"
United States
Christine
The price is 9.465.035 ₫
11.942.385 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Aston Kaanapali Shores
On the beach
Napili Shores Maui by OUTRIGGER

Aparthotel in Lahaina

3.0 star property
9.0 out of 10, Wonderful, (1703)
"Enjoyed our stay."
United States
MARTIN
The price is 8.755.816 ₫
10.328.538 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Napili Shores Maui by OUTRIGGER
Suite, 2 Bedrooms | Living area | TV
Maui Beach Vacation Club

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
Exterior
Aston Maui Kaanapali Villas

Aparthotel in Lahaina

3.0 star property
8.8 out of 10, Excellent, (2505)
"We left feeling very refreshed! Beautiful beach and the staff are awesome! "
United States
ERIC
The price is 9.333.210 ₫
13.341.626 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Aston Maui Kaanapali Villas
Studio Suite | Living area | 45-inch TV with cable channels, DVD player
Kahana Falls Maui by VRI Americas

Aparthotel in Lahaina

3.5 star property
8.0 out of 10, Very good, (969)
"All of the above and good access to the beach ⛱️"
United States
Joshua
Kahana Falls Maui by VRI Americas
Outdoor pool
Sands of Kahana

Aparthotel in Lahaina

3.0 star property
8.2 out of 10, Very good, (455)
"great time "
United States
Mario
Sands of Kahana
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali

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 14.743.308 ₫
17.391.500 ₫ total
includes taxes & fees
13 Dec - 14 Dec
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Ka'anapali Ocean Resort Villas

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 11.785.155 ₫
13.902.005 ₫ total
includes taxes & fees
6 Dec - 7 Dec
The Westin Ka'anapali Ocean Resort Villas
Surfing/boogie boarding
Aston at Papakea Resort

Aparthotel in Lahaina

3.0 star property
8.2 out of 10, Very good, (1395)
"Everything was great very good stay "
Canada
Paul
Aston at Papakea Resort
Condo, 2 Bedrooms, Ocean View (295) | Property amenity
Kaanapali Alii

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
Outdoor pool
Aston Mahana at Kaanapali

Aparthotel in Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1707)
"We will definitely stay here again. The room was clean and had everything we needed. The view was stunning."
United States
Randy
The price is 9.728.685 ₫
12.253.661 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Aston Mahana at Kaanapali
Suite, 1 Bedroom | Iron/ironing board, free WiFi
The Gardens at West Maui

Condo in Lahaina

3.0 star property
8.4 out of 10, Very good, (516)
"We stayed here for 4 days easy check in and check out process "
United States
Relda
The Gardens at West Maui
Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath) | In-room safe, individually decorated, individually furnished
Kapalua Villas Maui

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
The price is 13.947.349 ₫
28.565.180 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Kapalua Villas Maui
On the beach, white sand
Castle Napili Surf Beach Resort

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
Beach nearby, white sand, beach towels
Napili Village Hotel

Aparthotel in Lahaina

3.0 star property
9.0 out of 10, Wonderful, (135)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
Napili Village Hotel
Tennis court
Kahana Villa

Condo in Lahaina

3.0 star property
8.0 out of 10, Very good, (351)
" Great stay!!! Easy and quiet place next to beach.Feels like home"
United States
Jose
Kahana Villa
Exterior
Royal Lahaina Bungalows & Spa

Aparthotel in Lahaina

5.0 star property
The price is 7.180.508 ₫
9.869.725 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Royal Lahaina Bungalows & Spa
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

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

10/10 Excellent
"Amenities were great. Wonderful stay!"
Joseph 4-night trip
Posted 1 day ago
The Ritz-Carlton Maui, Kapalua

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.