House holiday rentals in Kaanapali
Find and book unique houses on Airbnb
Top-rated house rentals in Kaanapali
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kaanapali house rentals
House rentals with a pool
Home in Lahaina
5.0 out of 5 average rating, 12 reviewsMahalo Pono @ Ka'anapali Royal
22–29 Mar
Home in Lahaina
5.0 out of 5 average rating, 8 reviews3BR Beach Bungalow w/ 1967 International Scout!
2–9 Nov
Home in Lahaina
4.94 out of 5 average rating, 79 reviewsBeautifully Remodeled 3 Bedrooms/2Bathrooms
20–27 Mar
Home in Maui County
4.83 out of 5 average rating, 52 reviewsCliff House with Ocean Views in Haiku, Maui jungle
11–18 Aug
Home in Kaanapali
4.89 out of 5 average rating, 19 reviewsOcean View/Golf course A210 Maui Eldorado, Remodel
2–9 Jul
Home in Kula
5.0 out of 5 average rating, 50 reviewsHike on Scenic Trails at a Luxury Home on 7 Acres
12–19 Apr
Home in Lahaina
5.0 out of 5 average rating, 7 reviewsKapalua Ridge 622 Luxe Ocean Views- Reduced Rates
18–25 Jul
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
29 Oct – 5 Nov
Weekly house rentals
Home in Wailuku
4.92 out of 5 average rating, 134 reviewsGratitude Bed and Breakfast BBWK2022/0001
26 Jan – 2 Feb
Home in Haiku-Pauwela
4.91 out of 5 average rating, 157 reviewsBest Location! Very Clean 3 Bedroom Cottage
14–21 Aug
Home in Paia
4.89 out of 5 average rating, 158 reviewsVilla Parthenope in Paia bnb #3 *****
17–24 Feb
Home in Makawao
5.0 out of 5 average rating, 84 reviewsPrivate Luxurious Cottage
19–26 Apr
Home in Kihei
5.0 out of 5 average rating, 34 reviewsCute Cottage-Large Outdoor Deck
10–17 Sep
Home in Kihei
4.9 out of 5 average rating, 62 reviewsWhales and sunsets, front row seats every day!
23–30 Apr
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
25 Nov – 2 Dec
Home in Haiku-Pauwela
4.99 out of 5 average rating, 76 reviewsPeaceful and Spacious; North Shore Maui
21–28 Sep
Private house rentals
Home in Makawao
4.97 out of 5 average rating, 73 reviewsLuxury Upcountry Villa with breathtaking views!
17–24 Aug
Home in Haiku-Pauwela
5.0 out of 5 average rating, 61 reviewsHookipa Farm: County Legal 3 Bedroom Home in Haiku
12–19 Nov
Home in Kihei
4.72 out of 5 average rating, 127 reviewsKihei Bungalow w/tennis court steps from beach
11–18 Apr
Home in Haiku-Pauwela
4.9 out of 5 average rating, 10 reviewsViews and pool - escape reality
26 Nov – 3 Dec
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Maui County permit STPH 20130018
26 Aug – 2 Sep
Home in Kihei
4.8 out of 5 average rating, 75 reviewsModern Kihei Home by the Beach
3–10 Nov
Home in Kihei
4.7 out of 5 average rating, 10 reviewsChic Beachfront Condo— Newly Remodeled — 2024
3–10 Feb
Home in Haiku-Pauwela
4.98 out of 5 average rating, 90 reviewsPineapple Cottage Haiku Maui Lic#BBPH2015/0011
9–16 Mar
Quick stats about house rentals in Kaanapali
Total rentals
40 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
380 reviews
Nightly prices starting at
$253 NZD before taxes and fees
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