House vacation rentals in Kaanapali
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Top-rated house rentals in Kaanapali
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation 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, 13 reviewsMahalo Pono @ Ka'anapali Royal
Sep 24 – Oct 1
Home in Kaanapali
4.95 out of 5 average rating, 38 reviewsMaui Eldorado Condo J221
Dec 19 – 26
Home in Lahaina
5.0 out of 5 average rating, 9 reviews3BR Beach Bungalow w/ 1967 International Scout!
Nov 2 – 9
Home in Lahaina
4.94 out of 5 average rating, 79 reviewsBeautifully Remodeled 3 Bedrooms/2Bathrooms
Apr 24 – May 1
Home in Kihei
5.0 out of 5 average rating, 18 reviewsCentrally located and steps to the beach!
Jun 6 – 13
Home in Kula
5.0 out of 5 average rating, 50 reviewsHike on Scenic Trails at a Luxury Home on 7 Acres
Dec 2 – 9
Home in Maui County
4.71 out of 5 average rating, 28 reviewsWaterfall House with Ocean Views in Haiku, Maui
Aug 4 – 11
Home in Kihei
4.95 out of 5 average rating, 20 reviewsSouth Kihei Condo - steps to ocean and pool!
Jul 28 – Aug 4
Weekly house rentals
Home in Haiku-Pauwela
4.91 out of 5 average rating, 157 reviewsBest Location! Very Clean 3 Bedroom Cottage
Nov 27 – Dec 4
Home in Wailuku
4.92 out of 5 average rating, 134 reviewsGratitude Bed and Breakfast BBWK2022/0001
Apr 24 – May 1
Home in Makawao
5.0 out of 5 average rating, 85 reviewsPrivate Luxurious Cottage
Dec 9 – 16
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
Apr 9 – 16
Home in Haiku-Pauwela
4.99 out of 5 average rating, 76 reviewsPeaceful and Spacious; North Shore Maui
Jul 22 – 29
Home in Haiku-Pauwela
5.0 out of 5 average rating, 3 reviewsRomantic feel w/private bath & kitchen King bed
Sep 19 – 26
Home in Kihei
5.0 out of 5 average rating, 36 reviewsCute Cottage-Large Outdoor Deck
Feb 27 – Mar 6
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
Oct 21 – 28
Private house rentals
Home in Kihei
4.73 out of 5 average rating, 128 reviewsKihei Bungalow w/tennis court steps from beach
Sep 27 – Oct 4
Home in Haiku-Pauwela
4.9 out of 5 average rating, 10 reviewsViews and pool - escape reality
Nov 26 – Dec 3
Home in Kihei
4.64 out of 5 average rating, 11 reviewsChic Beachfront Condo— Newly Remodeled — 2024
Dec 1 – 8
Home in Lahaina
4.89 out of 5 average rating, 89 reviewsNapili Hale, Hawaiian Kama'type Style Home
Apr 25 – May 2
Home in Haiku-Pauwela
5.0 out of 5 average rating, 61 reviewsHookipa Farm: County Legal 3 Bedroom Home in Haiku
Dec 5 – 12
Home in Haiku-Pauwela
4.98 out of 5 average rating, 90 reviewsPineapple Cottage Haiku Maui Lic#BBPH2015/0011
Apr 11 – 18
Home in Makawao
4.97 out of 5 average rating, 74 reviewsLuxury Upcountry Villa with breathtaking views!
Nov 27 – Dec 4
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Surf Cottage
Nov 29 – Dec 6
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
$150 before taxes and fees
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