Kaanapali Hillside Holiday Rentals

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Our top choices for Kaanapali Hillside holiday rentals

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,051 reviews)
"Beautiful location and friendly helpful staff. Nice clean rooms and resort. "
Canada
Megan Ruth
The price is S$522
includes taxes & fees
16 Apr - 17 Apr
Aston Kaanapali Shores

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (176 reviews)
"Great location "
United States
John Roger
The price is S$329
includes taxes & fees
27 Apr - 28 Apr
Napili Village Hotel

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,783 reviews)
"Ocean view, comfortable room, nice bar on property, well located"
United States
Rosanne Marie
The price is S$381
includes taxes & fees
22 Apr - 23 Apr
Napili Shores Maui by OUTRIGGER

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is S$427
includes taxes & fees
9 Apr - 10 Apr
Napili Sunset on the Beach

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (378 reviews)
"Beautiful views, wonderful staff, clean & spacious room! Would love to stay again someday. "
United States
Sophia
The price is S$1,022
includes taxes & fees
12 Apr - 13 Apr
The Whaler Resort Kaanapali Beach

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,557 reviews)
"Best Maui location"
United States
Chris
The price is S$592
includes taxes & fees
9 Apr - 10 Apr
Aston Maui Kaanapali Villas

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,945 reviews)
"Nice staff/clean rooms. Overall very nice"
Canada
Anastassiya
The price is S$1,104
includes taxes & fees
23 Apr - 24 Apr
OUTRIGGER Honua Kai Resort & Spa

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, (1,133 reviews)
"Staff friendly, great room and cleanliness. Amenties were excellent. "
United States
WILLIAM
The price is S$691
includes taxes & fees
14 Apr - 15 Apr
The Westin Ka'anapali Ocean Resort Villas
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

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.