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Top Holiday Rentals in Kaanapali Hillside

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3806)
"Awesome stay we loved it"
United States
Cody
The price is ฿7,792
฿10,152 total
includes taxes & fees
26 Oct - 27 Oct
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2475)
"Beautiful quiet property on the beach with dining options and shopping a short walk or shuttle ride away"
United States
Gilda
The price is ฿7,396
฿11,605 total
includes taxes & fees
4 Nov - 5 Nov
Aston Maui Kaanapali Villas
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2854)
"Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family"
United States
Alisha
The price is ฿8,996
฿25,691 total
includes taxes & fees
22 Nov - 23 Nov
OUTRIGGER Honua Kai Resort & Spa
Napili Village Hotel
3.0 star property
9.0 out of 10, Wonderful, (119)
"Great place "
United States
Destiny
The price is ฿4,843
฿5,713 total
includes taxes & fees
26 Oct - 27 Oct
Napili Village Hotel
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1118)
"Great location, lots of amenitie"
United States
Johanna
The price is ฿14,561
฿17,176 total
includes taxes & fees
29 Oct - 30 Oct
The Westin Ka'anapali Ocean Resort Villas
Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, (647)
"Nice on beach location. Smaller resort with friendly staff. Kitchenettes well appointed and shared grill worked well. Excellent snorkeling directly off resort."
United States
Raphael
The price is ฿9,159
฿10,804 total
includes taxes & fees
26 Oct - 27 Oct
Napili Sunset on the Beach
The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (272)
"Beautiful place, highly recommend!"
United States
Eric
The price is ฿9,917
฿23,638 total
includes taxes & fees
21 Nov - 22 Nov
The Whaler Resort Kaanapali Beach
Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
8.8 out of 10, Excellent, (193)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is ฿14,561
฿17,176 total
includes taxes & fees
4 Nov - 5 Nov
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Paki Maui 103
2.0 star property
The price is ฿32,542
฿48,160 total
includes taxes & fees
23 Oct - 24 Oct
Paki Maui 103
Kuleana 208 - 1Br Condo
3.0 star property
8.0 out of 10, Very good, (1)
The price is ฿5,013
฿33,834 total
includes taxes & fees
23 Oct - 24 Oct
Kuleana 208 - 1Br Condo
Royal Lahaina Bungalows & Spa
5.0 star property
The price is ฿9,164
฿12,554 total
includes taxes & fees
16 Nov - 17 Nov
Royal Lahaina Bungalows & Spa
Kuleana Club - 307
3.0 star property
The price is ฿4,749
฿12,327 total
includes taxes & fees
29 Oct - 30 Oct
Kuleana Club - 307
Kapalua Villas Maui
4.0 star property
8.8 out of 10, Excellent, (955)
"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
The price is ฿7,274
฿25,854 total
includes taxes & fees
22 Nov - 23 Nov
Kapalua Villas Maui
Kuleana Club - 210
4.0 star property
8.0 out of 10, Very good, (1)
"We had an incredible stay at this beautiful property. The home was spacious and well-appointed, offering plenty of room for everyone to relax comfortably. Located in a gated community, we felt secure and appreciated the added sense of privacy and exclusivity. One of the absolute highlights was the private beach access—just a short walk away and never crowded. It felt like our own slice of paradise where we could unwind and enjoy the ocean without the usual tourist hustle. The landscaping and...
United States
Suresh
The price is ฿5,212
฿21,519 total
includes taxes & fees
6 Nov - 7 Nov
Kuleana Club - 210
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (469)
"Very nice place to stay"
United States
Thomas
The price is ฿15,610
฿18,414 total
includes taxes & fees
4 Nov - 5 Nov
The Westin Nanea Ocean Villas, Ka'anapali
Kuleana Club - 513
3.0 star property
The price is ฿5,336
฿13,019 total
includes taxes & fees
13 Nov - 14 Nov
Kuleana Club - 513
Kuleana Club - 701
3.0 star property
Kuleana Club - 701
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
8.4 out of 10, Very good, (235)
"Beautiful, clean and the stagg was great! "
United States
Joshua
The price is ฿15,343
฿18,099 total
includes taxes & fees
4 Nov - 5 Nov
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Kuleana Club - 510
3.0 star property
The price is ฿6,098
฿13,918 total
includes taxes & fees
13 Nov - 14 Nov
Kuleana Club - 510
Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
The price is ฿9,025
฿30,878 total
includes taxes & fees
12 Nov - 13 Nov
Whaler 518 Oceanview Studio Condo Condo by RedAwning
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

Find out more about Kaanapali Hillside

Search for holiday rentals in Kaanapali Hillside on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaanapali Hillside using one of the methods below:

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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.