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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Kaanapali Hillside holiday rentals

Property amenity

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3,952 reviews)
"Good resort"
United States
Sumit
The price is 7.779.139 ₫
10.014.523 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Aston Kaanapali Shores
2 outdoor pools

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,537 reviews)
"Nice clean room, nice staff and very quiet. "
United States
Marjie
The price is 9.589.280 ₫
13.722.358 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Aston Maui Kaanapali Villas
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, (2,901 reviews)
"Wonderful stay! "
United States
Quiauna
The price is 12.589.542 ₫
28.940.654 ₫ total
includes taxes & fees
23 Jan - 24 Jan
OUTRIGGER Honua Kai Resort & Spa
Beachfront Two Bedrooms | In-room safe, iron/ironing board, free WiFi, bed sheets

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (647 reviews)
"Location was excellent"
United States
Polly
The price is 7.386.898 ₫
8.769.331 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Napili Sunset on the Beach
Exterior

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, (482 reviews)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is 16.372.710 ₫
19.436.372 ₫ total
includes taxes & fees
1 Feb - 2 Feb
The Westin Nanea Ocean Villas, Ka'anapali
BBQ/picnic Area

Kuleana Club - 509

Kuleana Club - 509
3.0 star property
Lahaina
The price is 4.860.320 ₫
11.227.686 ₫ total
includes taxes & fees
22 Jan - 23 Jan
Kuleana Club - 509
Beach nearby, white sand, beach towels

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (151 reviews)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is 5.538.138 ₫
6.574.434 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Napili Village Hotel
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (339 reviews)
"Great location and great views of beach"
United States
VenkataRamadas
The price is 12.893.509 ₫
24.905.242 ₫ total
includes taxes & fees
17 Feb - 18 Feb
The Whaler Resort Kaanapali Beach
On the beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1,737 reviews)
"Beautiful and quiet piece of paradise. "
United States
Amy
The price is 9.431.648 ₫
11.196.499 ₫ total
includes taxes & fees
20 Jan - 21 Jan
Napili Shores Maui by OUTRIGGER
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

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent
"Very clean and hotel "
Sheryl 5-night trip
Posted 4 days 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. Whalers Village and Kaanapali Kai Course at Kaanapali Golf Resort 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.