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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Kaanapali Hillside holiday rentals

Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,597 reviews)
"My Favorite Place to stay in Maui. Quiet and super close to everywhere you want to visit in Maui"
United States
DAVID
The price is 6.001.872 ₫
9.468.305 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Aston Maui Kaanapali Villas
Garden

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,202 reviews)
"We were very happy with our stay."
United States
Joni
The price is 5.563.292 ₫
7.385.590 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Aston Kaanapali Shores
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, (436 reviews)
"Beach view was excellent. Property is close to shopping and restaurants."
United States
Susan
The price is 5.986.078 ₫
16.724.292 ₫ total
includes taxes & fees
9 Aug - 10 Aug
The Whaler Resort Kaanapali Beach
On the beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,838 reviews)
"Perfect place to relax has everything you need you can stay in and cook for yourself or you can go to the restaurant plenty of options up the street perfect place to be in paradise"
United States
monica gene
The price is 7.703.963 ₫
9.145.529 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Napili Shores Maui by OUTRIGGER
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,006 reviews)
"Everything, great room, just wish they had a free breakfast. Loved our stay"
United States
Heidi
The price is 9.912.302 ₫
23.915.091 ₫ total
includes taxes & fees
16 Aug - 17 Aug
OUTRIGGER Honua Kai Resort & Spa
BBQ/picnic Area

Kuleana Club - 509

Kuleana Club - 509
3.5 star property
Lahaina
The price is 3.695.890 ₫
9.856.170 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Kuleana Club - 509
Penthouse, 2 Bedrooms, Oceanfront | Premium bedding, in-room safe, desk, blackout curtains

Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,552 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is 6.830.684 ₫
18.171.281 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Aston at The Whaler on Kaanapali Beach
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, (657 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is 7.401.519 ₫
8.786.688 ₫ total
includes taxes & fees
27 Jul - 28 Jul
Napili Sunset on the Beach
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

Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"Cinnamon, the cute little property cat made us feel welcome!"
Jason 1-night trip
Posted 9 hours ago
Maui Seaside Hotel

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 Napili Bay are other popular places to visit in the 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.