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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Kaanapali Hillside holiday rentals

A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

1. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,651 reviews)
"Amazing and relaxing resort"
United States
Mariano
The price is 5.601.037 ₫
8.949.469 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Aston Maui Kaanapali Villas
A tropical garden with a waterfall, lush greenery, and a gazebo.

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,405 reviews)
"Great Stay"
United States
Roopa Rani
The price is 5.601.037 ₫
7.416.064 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Aston Kaanapali Shores
A resort pool with red umbrellas, palm trees, and a view of the ocean.

3. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,074 reviews)
"Such a lovely stay. The hotel is in a great location, everyone was very kind. I would definitely stay here again!"
United States
Andrea
The price is 7.682.839 ₫
21.045.554 ₫ total
includes taxes & fees
23 Nov - 24 Nov
OUTRIGGER Honua Kai Resort & Spa
A resort with a pool, palm trees, a waterfall, and a view of the ocean.

4. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (1,170 reviews)
"The facilities were exactly as described. Our ocean front room and the hotel amenities were wonderful."
Canada
James
The price is 9.483.647 ₫
11.258.227 ₫ total
includes taxes & fees
30 Oct - 31 Oct
The Westin Ka'anapali Ocean Resort Villas
A view of a beach with palm trees and a sailboat on the water.

5. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (505 reviews)
"Amazing stay!"
United States
zachary
The price is 6.341.381 ₫
16.969.268 ₫ total
includes taxes & fees
28 Oct - 29 Oct
The Whaler Resort Kaanapali Beach
A resort with a pool, palm trees, and a night scene with fire torches.

6. Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (258 reviews)
"Our 2-bedroom was on the top floor with beautiful ocean views. The 3-bathrooms made it so nice for our group to each have one. The complimentary shuttles to Whaler’s Village made getting around a breeze. This location cannot be beat on Maui!"
United States
Lisa
The price is 9.302.760 ₫
11.043.493 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

7. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,908 reviews)
"Very nice location and grounds. Throughly enjoyed our stay!"
United States
Steve
The price is 5.975.379 ₫
7.070.598 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Napili Shores Maui by OUTRIGGER
A resort with a swimming pool, palm trees, and a view of the ocean.

8. Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
8.8 out of 10, Excellent, (34 reviews)
"We always enjoy our stay at the Honua Kai. Wide open property with multiple pools. Great Duke's poolside service. Easy parking garage with above ground options. Plus, a great walkway along the beach or neighboring resorts. We look forward to returning."
United States
Gabriel
The price is 10.386.208 ₫
24.999.016 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Honua Kai Hokulani Resort by KBM
A beach with clear blue water, palm trees, and a resort in the background.

9. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (250 reviews)
"I had a good time in my stay"
United States
Dawa
The price is 3.845.917 ₫
4.565.564 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Napili Village Hotel
A beach view with lounge chairs and a clear sky.

10. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Nice and clean stay! "
United States
Beverly
The price is 5.812.416 ₫
6.900.064 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Napili Sunset on the Beach
A resort with multiple bungalow-style buildings, a swimming pool, and a beach.

11. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
7.8 out of 10, Good, (27 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is 7.558.492 ₫
10.353.264 ₫ total
includes taxes & fees
7 Nov - 8 Nov
Royal Lahaina Bungalows & Spa
A beach with clear turquoise water, a sandy shore, and palm trees.

12. Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning

Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is 13.457.218 ₫
38.974.328 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning
A patio with two barbecue grills, a pathway, and a view of the sea and mountains.

13. Kuleana Club - 510

Kuleana Club - 510
3.5 star property
Lahaina
The price is 3.850.309 ₫
9.939.142 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Kuleana Club - 510
A resort with a pool, palm trees, and a view of the ocean.

14. 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, (541 reviews)
"great family stay"
United States
Justin
The price is 10.749.856 ₫
12.761.368 ₫ total
includes taxes & fees
15 Nov - 16 Nov
The Westin Nanea Ocean Villas, Ka'anapali
A poolside view overlooking a beach with palm trees and a clear blue sky.

15. Hale Mahina B304

Hale Mahina B304
3.0 star property
Lahaina
The price is 25.815.159 ₫
30.645.691 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Hale Mahina B304
A resort pool area with palm trees, a pool, and a tiki torch.

16. Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (234 reviews)
"Best resort for kids"
United States
Mai Ka
The price is 12.067.747 ₫
14.325.865 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Marriott's Maui Ocean Club - Lahaina & Napili Towers
A modern living room with a blue sofa, a coffee table, and a ceiling fan. There are framed pictures on the wall and a view of the outdoors through large sliding doors.

17. Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!

Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!
3.5 star property
Wailuku
10.0 out of 10, Exceptional, (1 review)
"This condo was well appointed and very clean. We did not see any pests when we were there. It has multiple fans and an AC which keep the unit cool, though the trade winds are usually sufficient. It is well appointed, with anything you might need to cook or grill. Washer and dryer units in the kitchen are also very handy. It comes with multiple beach chairs and a very useful rolling cooler and ice packs that we used almost daily. It is a relatively quiet building. When we were there, there was...
United States
Erwin Gerald
The price is 9.823.456 ₫
23.134.583 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!
A balcony with a table set for dining, overlooking a pool and palm trees, with a view of the ocean and mountains in the distance.

18. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (104 reviews)
"Great staff, easy check in."
United States
Jane
The price is 10.418.161 ₫
22.582.837 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Honua Kai Konea Resort by KBM
A resort with multiple-story buildings, a swimming pool, palm trees, and a view of the ocean.

19. Papakea H404 3 Bedroom Condo by RedAwning

Papakea H404 3 Bedroom Condo by RedAwning
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"We had a great stay with two other couples. The unit is well kept as are the grounds. Some good places to eat without having to drive. My only criticism is that none of the lights are very bright except those in the kitchen. We could not play cards at the dinning table because of this. We had to arrange chairs around the kitchen counter."
United States
Ronald
The price is 21.281.356 ₫
65.067.644 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Papakea H404 3 Bedroom Condo by RedAwning
A resort with a large pool, palm trees, and a view of the ocean at sunset.

20. The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Kannapali Beach Area
8.2 out of 10, Very good, (65 reviews)
"Great stay"
United States
Jackson
The price is 12.791.295 ₫
15.184.802 ₫ total
includes taxes & fees
31 Oct - 1 Nov
The Westin Ka'anapali Ocean Resort Villas North
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

Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

10/10 Excellent
"Everything was wonderful."
Tessa 5-night trip
Posted less than an hour ago
Sheraton Maui Resort & Spa

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 Kahekili Beach 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.