Vacation Rentals in Kaanapali, Hawaii
Nightly rates from: $85* – Average nightly rate per bedroom: $172* – Deals available: 15
- bedrooms 2
- baths 2
- $250 off = $500 per night
Kaanapali, Hawaii Vacation Rentals and Tourism
Kick back in one of several Kaanapali vacation rentals during your next trip to Kaanapali Hawaii. Whether you’re a single traveler who surfs, a couple on honeymoon, or a family looking to bond over the summer break, you can find a vacation rental in Kaanapali to suit your needs. What type of Kaanapali vacation are you planning? Chill out in a cozy Kaanapali honeymoon rental. Or step it up and invite a group of friends for a week in an extravagant Kaanapali villa rental.
- Take a look at our full and free Kaanapali Travel Guide.
Kaanapali beach rentals provide space, the privacy and flexibility that hotels or resorts can not. Personal touches like fresh home décor, DVD players, comfortable linens, and more. Imagine drinking a cup of fresh Kona coffee on your very own screened-in lanai. Or lounging in your backyard swimming pool. Bringing the kids? Check into a Kaanapali beach house rental with a game room!
Located on Maui’s western shore, Kaanapali HI is a must-see for anyone who feels more at home in the water than on terra firma. Try windsurfing, regular surfing or snorkeling. Charter a catamaran and go sailing or take a relaxing canoe ride with your favorite partner while the sun sets. For a break from the ocean, consider knocking around a few balls on a championship golf course. Book your Kaanapali rental now!
Kaanapali Vacation Rental Deals
When you vacation in Kaanapali, you have so much to explore. Including these cheap Kaanapali beach rentals! There’s for sure one way that you can save money while you're vacationing, no matter what activities you choose, and that is by staying at an affordable Kaanapali rental home. There are countless discounted Kaanapali beach homes, condos, and villas to choose from all reasonably priced. We can accommodate a group or a budget of any size and are confident that with our good vacation rental deals, you will find a perfect home away from home for your next trip.
-
60% off = $199 per night
-
NO Cleaning Fee, NO Resort Fee
($100)
- bedrooms 2
- community
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$199
- $499
/nt
$1,393 - $3,299 /wk
$4,999 - $8,999 /mth
-
$250 off = $500 per night
- bedrooms 2
- community
- rental type Villa
- sleeps 8
- baths 2
- rates (USD)
$750
- $750
/nt
$5,250 - $5,250 /wk
-
50% off = $275 per night
- bedrooms 2
- community
- rental type Condo
- sleeps 8
- baths 2
- rates (USD)
$270
- $800
/nt
$1,600 - $3,600 /wk
-
$55 off = $360 per night
- bedrooms 2
- community Honua Kai
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$275
- $415
/nt
$1,925 - $2,905 /wk
-
Welcome Amenity or 1-week snorkel gear...
($50)
- bedrooms 2
- community
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$239
- $239
/nt
$1,595 - $1,595 /wk
-
10% off = $270 per night
- bedrooms 2
- community Kaanapali Plantation
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$300
- $300
/nt
$2,000 - $2,000 /wk
$3,500 - $35,000 /mth
-
$115 off = $300 per night
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$275
- $415
/nt
$1,925 - $2,905 /wk
-
25% off = $396 per night
- bedrooms 2
- community Honua Kai
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$420
- $529
/nt
$2,940 - $3,703 /wk
-
$59 off = $300 per night
- bedrooms 1
- community Honua Kai
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$210
- $359
/nt
$1,470 - $2,513 /wk
-
$75 off = $254 per night
- bedrooms 1
- community Honua Kai
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$210
- $329
/nt
$1,470 - $2,303 /wk
-
$55 off = $200 per night
- bedrooms 2
- community Kaanapali Royal
- rental type Condo
- sleeps 5
- baths 2
- rates (USD)
$200
- $385
/nt
$1,400 - $2,695 /wk
$5,000 - $9,240 /mth
-
$125 off = $225 per night
-
Wireless Internet & Cleaning included!
($150)
- bedrooms 1
- community Whaler Resort
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$250
- $350
/nt
$1,750 - $2,450 /wk
-
$100 off = $400 per night
- bedrooms 2
- community
- rental type Villa
- sleeps 8
- baths 2
- rates (USD)
$500
- $750
/nt
$3,500 - $5,000 /wk
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 3½
- rates (USD)
$1,650
- $2,500
/nt
- bedrooms 1
- community
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$900
- $1,150
/wk
- bedrooms 1
- community Maui Kai
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$169
- $169
/nt
- bedrooms 1
- community Kaanapali Beach Club
- rental type Condo
- sleeps 5
- baths 1
- rates (USD)
$2,100
- $2,100
/wk
- bedrooms 1
- community Ka'anapali Beach
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$240
- $300
/nt
$1,680 - $2,100 /wk
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$395
- $649
/nt
$2,765 - $4,543 /wk
$6,995 - $6,995 /mth
- bedrooms 2
- community Kaanapali Royale
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$189
- $189
/nt
- bedrooms 2
- community The Whaler
- rental type Condo
- sleeps 8
- baths 2
- rates (USD)
$375
- $575
/nt
$200 - $250 /mth
- bedrooms 2
- community Int'l Colony Club
- rental type Cottage
- sleeps 7
- baths 1½
- rates (USD)
$145
- $285
/nt
$1,450 - $2,050 /wk
- bedrooms 1
- community Hoyochi Nikko
- rental type Condo
owner badge
- sleeps 2
- baths 1
- rates (USD)
$1,200
- $2,100
/wk
- bedrooms 1
- community Hoyochi Nikko
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$185
- $275
/nt
- bedrooms 2
- community Pikake
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$2,085
- $2,500
/wk
- bedrooms 2
- community Pikake
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$225
- $280
/nt
- bedrooms 1
- community
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$600
- $950
/wk
- bedrooms 1
- community The Whaler
- rental type Condo
owner badge
- sleeps 5
- baths 1
- rates (USD)
$149
- $269
/nt
$1,400 - $1,800 /wk
- bedrooms 1
- community
- rental type Hotel
- sleeps 2
- baths 1
- rates (USD)
$99
- $129
/nt
$693 - $903 /wk
$2,376 - $3,096 /mth
- bedrooms 1
- community Maui Kaanapali Villa
- rental type Condo
- sleeps 6
- baths 1
- rates (USD)
$180
- $250
/nt
$1,260 - $1,750 /wk
- bedrooms 2
- community Maui Eldorado
- rental type Condo
owner badge
- sleeps 8
- baths 2
- rates (USD)
$250
- $400
/nt
$1,750 - $2,800 /wk
- bedrooms 1
- community Papakea
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$190
- $190
/nt
- bedrooms 2
- community Kaanapali Shores
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,750
- $2,625
/wk
- bedrooms 2
- community
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$500
- $500
/nt
$3,500 - $3,500 /wk
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$340
- $475
/nt
$1,950 - $2,450 /wk
- bedrooms 2
- community Kaanapali Resort
- rental type Condo
- sleeps 7
- baths 2
- rates (USD)
$150
- $249
/nt
$1,050 - $1,743 /wk
$3,000 - $6,000 /mth
- bedrooms 2
- community Honua Kai
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$275
- $440
/nt
$1,925 - $3,080 /wk
- bedrooms 1
- community
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$249
- $292
/nt
$1,494 - $1,752 /wk
- bedrooms 2
- community Honua Kai Resort
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$325
- $695
/nt
- bedrooms 3
- community Honua Kai Resort
- rental type Condo
- sleeps 8
- baths 3
- rates (USD)
$750
- $1,500
/nt
$5,250 - $10,500 /wk
- bedrooms 1
- community Kaanapali Shores
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$170
- $180
/nt
$1,130 - $1,260 /wk
- bedrooms 0
- community
- rental type Studio
- sleeps 4
- baths 1
- rates (USD)
$1,950
- $1,950
/wk
- bedrooms 1
- community The Whaler
- rental type Condo
- sleeps 5
- baths 2
- rates (USD)
$250
- $250
/nt
- bedrooms 2
- community Honua Kai
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$350
- $600
/nt
$2,450 - $4,200 /wk
- bedrooms 1
- community Maui Kaanapali Villa
- rental type Condo
- sleeps 6
- baths 1
- rates (USD)
$175
- $250
/nt
- bedrooms 2
- community Pikake
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$220
- $300
/nt
- bedrooms 2
- community Pikake
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$220
- $300
/nt
- bedrooms 1
- community The Whaler
- rental type Condo
- sleeps 2
- baths 1
- rates (USD)
$1,300
- $1,400
/wk
- bedrooms 1
- community 5 STAR Westin resort
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$1,700
- $2,950
/wk
- bedrooms 1
- community Diamond Resorts
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$250
- $300
/nt
$1,450 - $1,450 /wk
- bedrooms 2
- community 5 star WESTIN resort
- rental type Condo
- sleeps 8
- baths 2
- rates (USD)
$5,000
- $6,000
/wk
- bedrooms 2
- community Kaanapali
- rental type Condo
- sleeps 5
- baths 2
- rates (USD)
$250
- $250
/nt
$1,750 - $1,750 /wk
- bedrooms 1
- community The Whaler
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$1,200
- $1,400
/wk
- bedrooms 3
- community Papakea
- rental type Condo
- sleeps 8
- baths 2
- rates (USD)
$2,000
- $2,400
/wk
- bedrooms 1
- community maui kai
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$199
- $329
/nt
$1,393 - $2,303 /wk
$5,000 - $6,000 /mth
- bedrooms 0
- community The Whaler Resort
- rental type Studio
- sleeps 3
- baths 1
- rates (USD)
$1,050
- $1,300
/wk
- bedrooms 1
- community
- rental type Villa
- sleeps 4
- baths 1
- rates (USD)
$300
- $300
/nt
$2,100 - $2,100 /wk
- bedrooms 1
- community
- rental type House
- sleeps 2
- baths 2
- rates (USD)
$225
- $350
/nt
$1,400 - $2,450 /wk
- bedrooms 2
- community Puamana
- rental type Townhome
- sleeps 4
- baths 2
- rates (USD)
$405
- $450
/nt
$2,835 - $3,150 /wk
- bedrooms 2
- community Westin Ka'anapali
- rental type Condo
- sleeps 8
- baths 2
- rates (USD)
$285
- $564
/nt
$2,000 - $3,950 /wk
$7,980 - $15,792 /mth
- bedrooms 2
- community
- rental type Condo
- sleeps 8
- baths 3
- rates (USD)
$299
- $339
/nt
$2,050 - $2,373 /wk