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Vacation Rentals in Kaanapali, Hawaii

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about Kaanapali

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.

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.

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50% OFF SALE (was $599) now $299 - Luxury Beach Condo
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $299 - $499 /nt
    $1,799 - $1,999 /wk
 
 
 
 
 

6 reviews write a review

DEAL!! Oceanfront Maui Condo on the Kaanapali Coastline
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Specials Welcome Amenity or 1-week snorkel gear... ($45)
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $239 - $245 /nt
    $1,595 - $1,650 /wk
 
 
 
 
 

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DEAL!! Private Oceanfront. Beach Just 20 Steps Away! Sleeps 4!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $30 off = $230 per night
  • bedrooms 2
  • community Pikake
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $230 - $265 /nt
 
 
 
 
 

29 reviews write a review

DEAL!! Oceanfront Right Off Your Lanai. Not Just an Ocean View!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $35 off = $195 per night
  • bedrooms 1
  • community Hoyochi Nikko
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $195 - $230 /nt
 
 
 
 
 

17 reviews write a review

DEAL!! Condo with View @ Luxury Beachfront Condo-tel, Honua Kai
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts free night valued at USD $330
  • bedrooms 1
  • community Honua Kai
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $225 - $330 /nt
    $1,575 - $2,310 /wk
 
 
 
 
 

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DEAL!! Discounted Rates at #1 Rated Maui Resort, Honua Kai
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts free night valued at USD $475
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $275 - $475 /nt
    $1,925 - $3,325 /wk
 
 
 
 
 

8 reviews write a review

DEAL!! Newest Beachfront Resort W/ Ocean View, & NEW LOWER RATES
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts free night valued at USD $500
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $300 - $500 /nt
    $2,100 - $3,500 /wk
 
 
 
 
 

4 reviews write a review

DEAL!! Newest Resort on Kaanapali Beach, Luxury Condo w/ Extras!!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts free night valued at USD $475
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $275 - $475 /nt
    $1,925 - $3,325 /wk
 
 
 
 
 

4 reviews write a review

DEAL!! Spectacular Ocean View, Beachfront Resort & Free Extras
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts free night valued at USD $425
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $425 - $600 /nt
    $2,975 - $4,200 /wk
 
 
 
 
 

1 reviews write a review

DEAL!! Get One Night Free at Luxury Honua Kai Resort on Kaanapali
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts free night valued at USD $330
  • bedrooms 1
  • community Honua Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $225 - $330 /nt
    $1,575 - $2,310 /wk
 
 
 
 
 

2 reviews write a review

DEAL!! Maui's Newest Beach Resort, Ocean View, Luxury Condo
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts free night valued at USD $400
  • bedrooms 1
  • community Honua Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $300 - $475 /nt
    $2,100 - $3,325 /wk
 
 
 
 
 

2 reviews write a review

Kaanapali, Oceanview, HDTV, WiFi, Remodeled
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Maui Kaanapali Villa
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $185 - $290 /nt
    $1,295 - $2,030 /wk
 
 
 
 
 

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Westin Ka'anapali Ocean Resort Villas North
Kaanapali Villa Rental Picture
  • bedrooms 1
  • community
  • rental type Villa
  • sleeps 4
  • baths 1
  • rates (USD) $2,400 - $2,400 /wk
 
 
 
 
 

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Seashells Luxury Beach Front Lagoon Pool, Hot Tub, a/
Kaanapali House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths
  • rates (USD) $1,850 - $3,500 /nt
 
 
 
 
 

26 reviews write a review

Direct Oceanfront Kaanapali Beach, Maui Kai Ocean View Condo
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Maui Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $169 - $169 /nt
 
 
 
 
 

9 reviews write a review

Oceanfront 1 BR -- Hale Ono Loa 403
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $600 - $950 /wk
 
 
 
 
 

2 reviews write a review

2BR/2BA Ocean View...Low Rates!!!
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Maui Eldorado
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $250 - $400 /nt
    $1,750 - $2,800 /wk
 
 
 
 
 

8 reviews write a review

Private Oceanfront! Beach Just 20 Steps Away. Sleeps 4!
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Pikake
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $230 - $265 /nt
 
 
 
 
 

29 reviews write a review

Oceanfront Right Off Your Lanai! Not Just an Ocean View.
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Hoyochi Nikko
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $195 - $230 /nt
 
 
 
 
 

17 reviews write a review

Spectacular Luxury Top Floor Fairway View Condo. Ocean Views
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Kaanapali Royale
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $199 - $199 /nt
 
 
 
 
 

3 reviews write a review

Mahana Resort - Direct Beachfront One Bedroom
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $255 - $350 /nt
 
 
 
 
 

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Mahana Resort - Direct Beachfront
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $280 - $280 /nt
 
 
 
 
 

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Absolutely Oceanfront -- Hale Mahina Beach Resort -- B206
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $900 - $1,150 /wk
 
 
 
 
 

1 reviews write a review

2BR/2BA Maui Condo/Kaanapali Beach- HI TAX ID W60293912
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community The Whaler
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $250 - $575 /nt
    $200 - $250 /mth
 
 
 
 
 

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Oceanview 2B/2B 2013 Holidays Open
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Kaanapali Resort
  • rental type Condo
  • sleeps 7
  • baths 2
  • rates (USD) $150 - $269 /nt
    $1,050 - $1,883 /wk
    $3,000 - $6,000 /mth
 
 
 
 
 

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Deluxe Ocean Front Suite w/ Palm Tree, Ocean & Island Views
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $340 - $475 /nt
    $2,380 - $3,080 /wk
 
 
 
 
 

59 reviews write a review

Honua Kai Resort
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Honua Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $425 - $800 /nt
    $2,975 - $5,600 /wk
 
 
 
 
 

6 reviews write a review

Relax at "Shores of Paradise" $1197 wk
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Kaanapali Shores
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $180 - $190 /nt
    $1,197 - $1,264 /wk
 
 
 
 
 

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LOOK -- Whaler on Ka'anapali Beach - 5 STARS - Unit 312
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Ka'anapali Beach
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $240 - $300 /nt
    $1,680 - $2,100 /wk
 
 
 
 
 

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*Great Oceanfront View!Updated 8th Floor-2bd*2013 Specials!*
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Kaanapali Shores
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $1,750 - $2,625 /wk
 
 
 
 
 

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Spectacular Beachfront, Ocean View, Kaanapali Beach Condo
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Papakea Resort
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $159 - $159 /nt
 
 
 
 
 

9 reviews write a review

Luxurious First Class Oceanfront Penthouse
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Kaanapali
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $235 - $235 /nt
    $1,645 - $1,645 /wk
 
 
 
 
 

2 reviews write a review

Kaanapali Beachfront Hotel: 45 seconds to waves
Kaanapali Hotel Rental Picture
  • bedrooms 1
  • community
  • rental type Hotel
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $105 - $134 /nt
    $735 - $938 /wk
    $2,520 - $3,216 /mth
 
 
 
 
 

5 reviews write a review

Special $399/night April/May!! Kaanapali Beach
Kaanapali House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 10
  • baths 2
  • rates (USD) $449 - $649 /nt
    $3,143 - $4,543 /wk
    $11,500 - $11,500 /mth
 
 
 
 
 

2 reviews write a review

My Maui Palace III. Private Oceanfront Just 20 Steps Away.
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Pikake
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $230 - $265 /nt
 
 
 
 
 

2 reviews write a review

My Maui Palace III. Private Oceanfront Just 20 Steps Away.
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Pikake
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $230 - $265 /nt
 
 
 
 
 

2 reviews write a review

Breathtaking Honua Kai Resort & Spa
Kaanapali Condo Rental Picture
  • bedrooms 3
  • community Honua Kai Resort
  • rental type Condo
  • sleeps 8
  • baths 3
  • rates (USD) $900 - $1,550 /nt
    $6,300 - $10,850 /wk
 
 
 
 
 

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Ocean Views..... Sunsets...... Relax......
Kaanapali Condo Rental Picture
  • bedrooms 2
  • community Kaanapali Royal
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $255 - $385 /nt
    $1,785 - $2,695 /wk
    $5,000 - $9,240 /mth
 
 
 
 
 

2 reviews write a review

Maui Kaanapali Villa A402, Remodel Island Style, Beachfront
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Maui Kaanapali Villa
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $185 - $290 /nt
 
 
 
 
 

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Ka'anapali Beach Club -Thanksgiving Weekend
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Diamond Resorts
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $250 - $350 /nt
    $1,750 - $2,450 /wk
 
 
 
 
 

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April 2013 Special: Oceanfront condo $190/nt
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Papakea
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $250 - $250 /nt
 
 
 
 
 

4 reviews write a review

The Whaler * Deluxe Ocean View*1B/2BA One from ocean front!
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community Whaler Resort
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $250 - $375 /nt
    $1,750 - $2,625 /wk
 
 
 
 
 

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The Westin Ka'anapali Ocean Resort Villas
Kaanapali Villa Rental Picture
  • bedrooms 2
  • community
  • rental type Villa
  • sleeps 8
  • baths 2
  • rates (USD) $3,650 - $4,000 /wk
 
 
 
 
 

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The Westin Ka'anapali Ocean Resort Villas North
Kaanapali Villa Rental Picture
  • bedrooms 2
  • community
  • rental type Villa
  • sleeps 8
  • baths 2
  • rates (USD) $500 - $750 /nt
    $3,500 - $5,000 /wk
 
 
 
 
 

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Penthouse Deluxe Studio at The Whaler, #1213
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community The Whaler
  • rental type Condo
  • sleeps 2
  • baths 1
  • rates (USD) $1,300 - $1,400 /wk
 
 
 
 
 

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Most affordable studio condos at "The Whaler"
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community The Whaler
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $180 - $200 /nt
    $1,200 - $1,400 /wk
 
 
 
 
 

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Ocean View Kaanapali, Papakea Condo 2 Bed+loft
Kaanapali Condo Rental Picture
  • bedrooms 3
  • community Papakea
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $2,000 - $2,400 /wk
 
 
 
 
 

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Oceanfront-Penthouse Corner-Best In Building-$249
Kaanapali Condo Rental Picture
  • bedrooms 1
  • community maui kai
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $249 - $349 /nt
    $2,023 - $2,443 /wk
 
 
 
 
 

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Deluxe 1BR/2BA Oceanview Luxury 7flr #708
Kaanapali House Rental Picture
  • bedrooms 1
  • community
  • rental type House
  • sleeps 2
  • baths 2
  • rates (USD) $225 - $350 /nt
    $1,400 - $2,450 /wk
 
 
 
 
 

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Puamana Alii Villa
Kaanapali Townhome Rental Picture
  • bedrooms 2
  • community Puamana
  • rental type Townhome
  • sleeps 4
  • baths 2
  • rates (USD) $445 - $495 /nt
    $3,115 - $3,465 /wk
 
 
 
 
 

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Westin Ka'anapali Ocean Resort Villas
Kaanapali Condo Rental Picture
  • 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
 
 
 
 
 

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