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Check prices for these dates

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29 Nov - 30 Nov
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30 Nov - 1 Dec
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5 Dec - 7 Dec
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12 Dec - 14 Dec

Top Holiday Rentals in Kaanapali Hillside

Outdoor pool
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1707)
"We will definitely stay here again. The room was clean and had everything we needed. The view was stunning."
United States
Randy
Aston Mahana at Kaanapali
Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath) | In-room safe, individually decorated, individually furnished
Kapalua Villas Maui

Kapalua Villas Maui

4.0 star property
Lahaina
8.8 out of 10, Excellent, (958)
"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
Kapalua Villas Maui
Sun deck
Napili Sunset on the Beach

Napili Sunset on the Beach

2.5 star property
Lahaina
9.2 out of 10, Wonderful, (647)
"Location was excellent"
United States
Polly
Napili Sunset on the Beach
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
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, (1124)
"Clean room, amazing staff and great location and beach access "
United States
Amanda
The Westin Ka'anapali Ocean Resort Villas
Exterior
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (305)
"We loved our stay at the Whaler"
United States
Kris Leann
The Whaler Resort Kaanapali Beach
Exterior
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 star property
Lahaina
8.6 out of 10, Excellent, (3890)
"Was a great place to stay"
United States
Christine
Aston Kaanapali Shores
Beach nearby, white sand, beach towels
Napili Village Hotel

Napili Village Hotel

3.0 star property
Lahaina
9.0 out of 10, Wonderful, (135)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
Napili Village Hotel
Condo, 1 Bedroom | Beach
Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning

Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning

4.0 star property
Lahaina
9.0 out of 10, Wonderful, (2)
" The apartment was prepared with all the necessary amenities. It was spotless, smelled great, had plenty of soaps, towels, and beach necessities, and air conditioning was even left on, so the apartment was quite comfortable upon our arrival. RedAwning is an excellent company with a superb customer relations attitude."
United States
Mariana
Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning
Exterior
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5.0 star property
Lahaina
Royal Lahaina Bungalows & Spa
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
Lahaina
8.6 out of 10, Excellent, (197)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Exterior
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3.0 star property
Lahaina
8.8 out of 10, Excellent, (2505)
"We left feeling very refreshed! Beautiful beach and the staff are awesome! "
United States
ERIC
Aston Maui Kaanapali Villas
On the beach
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1702)
"Enjoyed our stay."
United States
MARTIN
Napili Shores Maui by OUTRIGGER
Exterior
Timeshare Oceanview Studio in Maui

Timeshare Oceanview Studio in Maui

3.0 star property
Lahaina
10.0 out of 10, Exceptional, (1)
Timeshare Oceanview Studio in Maui
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
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, (472)
"Spacious rooms and fun pools"
United States
Vanessa
The Westin Nanea Ocean Villas, Ka'anapali
Beach/ocean view
Paki Maui 103

Paki Maui 103

2.0 star property
Lahaina
Paki Maui 103
Aerial view
Kuleana Club - 504

Kuleana Club - 504

3.0 star property
Lahaina
Kuleana Club - 504
Condo, 2 Bedrooms | Pool | Outdoor pool
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

3.5 star property
Lahaina
Kaanapali Shores #159 2 Bedroom Condo by RedAwning
Condo, 2 Bedrooms | Beach | On the beach
Kahana Sunset C7 2 Bedroom Condo by RedAwning

Kahana Sunset C7 2 Bedroom Condo by RedAwning

4.0 star property
Lahaina
Kahana Sunset C7 2 Bedroom Condo by RedAwning
Beach nearby, white sand, sun-loungers, beach umbrellas
1015 Maui Sunset B-515

1015 Maui Sunset B-515

3.5 star property
Central Kihei
1015 Maui Sunset B-515
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

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

4.0 star property
Lahaina
8.4 out of 10, Very good, (235)
"Beautiful, clean and the stagg was great! "
United States
Joshua
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
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

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

10/10 Excellent
"Amenities were great. Wonderful stay!"
Joseph 4-night trip
Posted 1 day ago
The Ritz-Carlton Maui, Kapalua

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.