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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Kaanapali Hillside holiday rentals

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

Condo resort in Lahaina

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2881)
"Wonderful stay! "
United States
Quiauna
The price is ₹26,534
₹72,779 total
includes taxes & fees
15 Dec - 16 Dec
OUTRIGGER Honua Kai Resort & Spa
Exterior
The Whaler Resort Kaanapali Beach

Condo in Lahaina

The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (314)
"great time, great resort, helpful staff"
Canada
Prableen
The price is ₹28,823
₹67,058 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Whaler Resort Kaanapali Beach
On the beach
Napili Shores Maui by OUTRIGGER

Aparthotel in Lahaina

Napili Shores Maui by OUTRIGGER
3.0 star property
9.0 out of 10, Wonderful, (1710)
"Excellent stay. "
United States
casey william
The price is ₹33,196
₹39,159 total
includes taxes & fees
21 Dec - 22 Dec
Napili Shores Maui by OUTRIGGER
Standard Room, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels
Kahana Beach Vacation Club

Condo in Lahaina

Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very good, (750)
"Excellent Resort from all areas "
United States
Kausik
Kahana Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV
Maui Beach Vacation Club

Aparthotel in North Kihei

Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (818)
"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 Kaanapali Shores

Aparthotel in Lahaina

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3910)
"Best hotel I stayed at "
United States
Nohely
The price is ₹28,698
₹36,505 total
includes taxes & fees
12 Dec - 13 Dec
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas

Aparthotel in Lahaina

Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2513)
"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 ₹28,338
₹41,597 total
includes taxes & fees
1 Jan - 2 Jan 2026
Aston Maui Kaanapali Villas
Outdoor pool
Sands of Kahana

Aparthotel in Lahaina

Sands of Kahana
3.0 star property
8.2 out of 10, Very good, (458)
"Size for the price was great"
United States
Ben
Sands of Kahana
Studio Suite | Living area | 45-inch TV with cable channels, DVD player
Kahana Falls Maui by VRI Americas

Aparthotel in Lahaina

Kahana Falls Maui by VRI Americas
3.5 star property
8.2 out of 10, Very good, (974)
"The Entire staff of Kahana Falls Resort was very welcoming and very attentive to our needs. "
United States
Greg
Kahana Falls Maui by VRI Americas
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali

Condo resort in Lahaina

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.4 out of 10, Exceptional, (472)
"Spacious rooms and fun pools"
United States
Vanessa
The price is ₹56,065
₹66,555 total
includes taxes & fees
5 Jan - 6 Jan 2026
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

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1125)
"Clean room, amazing staff and great location and beach access "
United States
Amanda
The price is ₹40,178
₹47,395 total
includes taxes & fees
19 Dec - 20 Dec
The Westin Ka'anapali Ocean Resort Villas
Condo, 2 Bedrooms, 2 Bathrooms, Oceanfront (Unit 1110) | Living area | 65-inch Smart TV with cable channels
Royal Kahana Maui by OUTRIGGER

Aparthotel in Lahaina

Royal Kahana Maui by OUTRIGGER
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
Tennis court
Kahana Villa

Condo in Lahaina

Kahana Villa
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
Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath) | In-room safe, individually decorated, individually furnished
Kapalua Villas Maui

Aparthotel in Lahaina

Kapalua Villas Maui
4.0 star property
8.8 out of 10, Excellent, (959)
"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
Surfing/boogie boarding
Aston at Papakea Resort

Aparthotel in Lahaina

Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, (1396)
"Everything was great very good stay "
Canada
Paul
Aston at Papakea Resort
Suite, 1 Bedroom | Iron/ironing board, free WiFi
The Gardens at West Maui

Condo in Lahaina

The Gardens at West Maui
3.0 star property
8.4 out of 10, Very good, (520)
"We stayed here for 4 days easy check in and check out process "
United States
Relda
The Gardens at West Maui
Condo, 2 Bedrooms, Ocean View (295) | Property amenity
Kaanapali Alii

Aparthotel in Lahaina

Kaanapali Alii
4.0 star property
9.6 out of 10, Exceptional, (956)
"Views were fantastic, as were beach and pool access, hotel was very clean."
Canada
Ryan
Kaanapali Alii
On the beach, white sand
Castle Napili Surf Beach Resort

Condo in Lahaina

Castle Napili Surf Beach Resort
3.5 star property
9.8 out of 10, Exceptional, (155)
"Loved the location and beach "
United States
Brenda Vanessa
Castle Napili Surf Beach Resort
Outdoor pool
Aston Mahana at Kaanapali

Aparthotel in Kaanapali

Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1716)
"Gorgeous views, spacious suite, very friendly staff, amazing stay had a wonderful family vacation, can't wait to go back."
Canada
Lidia E
Aston Mahana at Kaanapali
Exterior
Royal Lahaina Bungalows & Spa

Aparthotel in Lahaina

Royal Lahaina Bungalows & Spa
5.0 star property
10.0 out of 10, Exceptional, (1)
"I had a wonderful stay here! The location is perfect, right by a peaceful beach that made the whole experience incredibly relaxing. I stayed in the bungalows, which were amazing—spacious, comfortable, and not crowded at all. The atmosphere felt private and serene. The staff were outstanding—friendly, attentive, and always ready to help. Their hospitality truly made the stay special. Overall, this is the ideal place if you’re looking for relaxation, great service, and a beautiful setting."
United States
Karina Soto
The price is ₹27,325
₹37,003 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.
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Top Kaanapali Hillside Hotel Reviews

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"The property was very nice, better than I expected. The front desk staff was amazing and very accommodating. The room was a little dated and I didn’t like that the door to the room had about 1” of space on the bottom that was not covered. Light, bugs, and geckos could get in. But overall it was great and I would definitely stay here again. "
Jacqueline 1-night trip
Posted 2 days ago
Aston Kaanapali Shores

Find out more about Kaanapali Hillside

Holiday Rentals in 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.