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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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DEAL!! 3 BR with Great Ocean View - totally remodeled
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 50% off = $177 per night
  • bedrooms 3
  • sleeps 9
  • community Papakea condo
  • baths 2
  • rental type Condo
  • rates (USD) $180 - $355 /nt
    $1,260 - $2,500 /wk
 
 
 
 
 
DEAL!! Hale Kai - ocean view and overlooks park
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 50% off = $105 per night
  • bedrooms 2
  • sleeps 6
  • community Hale Kai condo
  • baths 2
  • rental type Condo
  • rates (USD) $105 - $210 /nt
    $735 - $1,350 /wk
 
 
 
 
 
DEAL!! *Great Ocean View!Updated 8th Floor-2bd*LOW RATES 2009-10!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $630 off = $1,400 per week
  • bedrooms 2
  • sleeps 6
  • community Kaanapali Shores
  • baths 2
  • rental type Condo
  • rates (USD) $1,400 - $2,625 /wk
 
 
 
 
 
DEAL!! Westin Kaanapali Ocean Resort Villas North NEW YEARS WEEK 09
Kaanapali Villa Rental Picture
  • Villa Rental Deals and Discounts $500 off = $4,500 per week
  • bedrooms 2
  • sleeps 8
  • community
  • baths 2
  • rental type Villa
  • rates (USD) $5,000 - $5,000 /wk
 
 
 
 
 
DEAL!! Everything you need to Relax with Ocean Views, A/C, DSL
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts free night valued at USD $275
  • Condo Rental Deals and Specials Closing Cleaning Fee Waived ($200)
  • bedrooms 2
  • sleeps 5
  • community Kaanapali Royal
  • baths 2
  • rental type Condo
  • rates (USD) $235 - $275 /nt
    $1,645 - $1,925 /wk
 
 
 
 
 
DEAL!! The Whaler * Deluxe Ocean View* Nov-Xmas Specials!!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $25 off = $225 per night
  • Condo Rental Deals and Specials Free wireless internet & Cleaning fees!! ($150)
  • bedrooms 1
  • sleeps 4
  • community Whaler Resort
  • baths 2
  • rental type Condo
  • rates (USD) $250 - $350 /nt
    $2,000 - $2,250 /wk
 
 
 
 
 
DEAL!! Westin Ka'anapali Ocean Resort Villas New Years Week
Kaanapali Villa Rental Picture
  • Villa Rental Deals and Discounts $300 off = $4,500 per week
  • bedrooms 2
  • sleeps 8
  • community Westin
  • baths 2
  • rental type Villa
  • rates (USD) $4,800 - $4,800 /wk
 
 
 
 
 
DEAL!! New Honua Kai Beachfront Condo - Panoramic Ocean Views!!!
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts free night valued at USD $250
  • bedrooms 1
  • sleeps 4
  • community Honua Kai
  • baths 1
  • rental type Condo
  • rates (USD) $250 - $350 /nt
    $1,750 - $1,925 /wk
 
 
 
 
 
DEAL!! Kaanapali Beach Club - Embassy Vacation Resort
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts $150 off = $1,460 per week
  • bedrooms 1
  • sleeps 5
  • community Lahaina / Ka'anapali
  • baths 1
  • rental type Condo
  • rates (USD) $195 - $395 /nt
    $1,365 - $2,765 /wk
 
 
 
 
 
DEAL!! Deluxe Ocean Front Condo w/ Palm Tree, Ocean & Island Views
Kaanapali Condo Rental Picture
  • Condo Rental Deals and Discounts 5% off = $1,852 per week
  • bedrooms 2
  • sleeps 6
  • community
  • baths 2
  • rental type Condo
  • rates (USD) $1,950 - $2,450 /wk
 
 
 
 
 
Penthouse Corner- Renovated & Upgraded
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community maui kai
  • baths 1
  • rental type Condo
  • rates (USD) $245 - $350 /nt
    $1,715 - $2,450 /wk
 
 
 
 
 
Absolutely Oceanfront -- Hale Mahina Beach Resort -- B206
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community
  • baths 1
  • rental type Condo
  • rates (USD) $900 - $1,150 /wk
 
 
 
 
 
Oceanfront 1 BR -- Hale Ono Loa 403
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community
  • baths 1
  • rental type Condo
  • rates (USD) $600 - $950 /wk
 
 
 
 
 
Most affordable studio condo at "The Whaler"
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community The Whaler
  • baths 1
  • rental type Condo
  • rates (USD) $1,200 - $1,400 /wk
 
 
 
 
 
The Whaler ~ Ultimate Luxury & Location ~ Bargain Rates!
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 5
  • community The Whaler
  • baths 1
  • rental type Condo
  • rates (USD) $225 - $275 /nt
    $1,250 - $1,600 /wk
 
 
 
 
 
Penthouse Deluxe Studio at The Whaler, #1213
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 2
  • community The Whaler
  • baths 1
  • rental type Condo
  • rates (USD) $1,300 - $1,400 /wk
 
 
 
 
 
Papakea Resort
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community Papakea
  • baths 1
  • rental type Condo
  • rates (USD) $130 - $175 /nt
 
 
 
 
 
The Whaler on Kaanapali Beach, Maui, Hawaii
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 2
  • community The Whaler
  • baths 1
  • rental type Condo
  • rates (USD) $180 - $200 /nt
    $1,250 - $1,400 /wk
 
 
 
 
 
Whaler -- 1 Bedroom Penthouse with Sweeping Ocean View
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 2
  • community Kaanapali
  • baths 1
  • rental type Condo
  • rates (USD) $225 - $295 /nt
    $1,575 - $2,050 /wk
 
 
 
 
 
Oceanfront Steps to Water - 5 Star Rating - 2009 Rate Reduce
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community Kuleana Resort
  • baths 1
  • rental type Condo
  • rates (USD) $1,000 - $1,150 /wk
 
 
 
 
 
Nothing's Closer to the Ocean - 5 Star Rating
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community Kuleana Resort
  • baths 1
  • rental type Condo
  • rates (USD) $1,000 - $1,150 /wk
 
 
 
 
 
Oceanfront Right Off Your Lanai! Not Just an Ocean View.
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community Hoyochi Nikko
  • baths 1
  • rental type Condo
  • rates (USD) $1,000 - $1,900 /wk
 
 
 
 
 
EMBASSY Kaanapali's Beach Club
Kaanapali Hotel Rental Picture
  • bedrooms 1
  • sleeps 4
  • community Lahina
  • baths 1
  • rental type Hotel
  • rates (USD) $2,000 - $2,400 /wk
 
 
 
 
 
Maui Kaanapali Villas Ocean View Discount January 2010 Dates
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 6
  • community Maui Kaanapali Villa
  • baths 1
  • rental type Condo
  • rates (USD) $165 - $235 /nt
 
 
 
 
 
Great Rates! Panoramic Ocean View Studio! - Kaanapali Shores
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 3
  • community Kaanapali Shores
  • baths 1
  • rental type Condo
  • rates (USD) $770 - $1,050 /wk
 
 
 
 
 
Book Christmas 2010 NOW - Westin Ka'anapali Resort Villas!
Kaanapali Villa Rental Picture
  • bedrooms 1
  • sleeps 5
  • community Westin
  • baths 1
  • rental type Villa
  • rates (USD) $4,000 - $4,000 /wk
 
 
 
 
 
My Maui Palace III. Private Oceanfront Just 20 Steps Away.
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 3
  • community Pikake
  • baths 1
  • rental type Condo
  • rates (USD) $195 - $275 /nt
 
 
 
 
 
Kaanapali Beach Resort formerly Embassy
Kaanapali House Rental Picture
  • bedrooms 1
  • sleeps 4
  • community Kaanapali Beach
  • baths 1
  • rental type House
  • rates (USD) $1,500 - $2,500 /wk
 
 
 
 
 
Beachfront, Ocean View, Kaanapali Beach Condo with Free Wifi
Kaanapali House Rental Picture
  • bedrooms 1
  • sleeps 5
  • community Papakea
  • baths 1
  • rental type House
  • rates (USD) $109 - $109 /nt
    $763 - $763 /wk
 
 
 
 
 
Direct Oceanfront Kaanapali Beach, Maui Kai Ocean View Condo
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 5
  • community Maui Kai
  • baths 1
  • rental type Condo
  • rates (USD) $149 - $149 /nt
    $1,043 - $1,043 /wk
 
 
 
 
 
Direct Oceanfront Maui @ Kuleana
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community
  • baths 1
  • rental type Condo
  • rates (USD) $950 - $1,150 /wk
 
 
 
 
 
Brand New Honua Kai 1BR/1BA, Only $120/night until Sept. 30
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 5
  • community association
  • baths 1
  • rental type Condo
  • rates (USD) $120 - $200 /nt
    $1,150 - $1,500 /wk
 
 
 
 
 
***$160.00 NIGHT KAANAPALI PENT HOUSE SPECIAL**
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community Maui Kai
  • baths 1
  • rental type Condo
  • rates (USD) $1,150 - $1,600 /wk
 
 
 
 
 
Embassy Kaanapali's Beach Resort
no photo available
  • bedrooms 1
  • sleeps 4
  • community Kaanapali Beach
  • baths 1
  • rental type Hotel
  • rates (USD) $1,400 - $2,300 /wk
 
 
 
 
 
Westin Kaanapali Oceanview Villas North
no photo available
  • bedrooms 1
  • sleeps 4
  • community Westin Oceanview vil
  • baths 1
  • rental type Villa
  • rates (USD) $2,200 - $2,200 /wk
 
 
 
 
 
Maui Christmas! Kaanapali Beach Club 12/26/09 - 1/2/10
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community Kaanapali Beach Club
  • baths 1
  • rental type Condo
  • rates (USD) $1,100 - $1,100 /wk
 
 
 
 
 
Deluxe Ocean View Kaanapali Beach Club
Kaanapali Villa Rental Picture
  • bedrooms 1
  • sleeps 4
  • community Kaanapali, West Maui
  • baths 1
  • rental type Villa
  • rates (USD) $2,100 - $4,235 /wk
 
 
 
 
 
LOOK -- Whaler on Ka'anapali Beach - 5 STARS - Unit 312
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community Ka'anapali Beach
  • baths 2
  • rental type Condo
  • rates (USD) $225 - $275 /nt
    $1,575 - $1,925 /wk
 
 
 
 
 
Kaanapali Beach Rental*Oceanfront*Whaler*Breathtaking View
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 4
  • community
  • baths 2
  • rental type Condo
  • rates (USD) $350 - $595 /nt
    $2,450 - $4,100 /wk
 
 
 
 
 
The Whaler Condo's Ocean View, 10th Floor
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 5
  • community The Whaler
  • baths 2
  • rental type Condo
  • rates (USD) $275 - $275 /nt
    $1,925 - $1,925 /wk
 
 
 
 
 
Penthouse 1 bedroom condo at the Whaler! Amazing Views
Kaanapali Condo Rental Picture
  • bedrooms 1
  • sleeps 5
  • community The Whaler
  • baths 2
  • rental type Condo
  • rates (USD) $185 - $220 /nt
    $1,295 - $1,540 /wk
 
 
 
 
 
Private Oceanfront! Beach Just 20 Steps Away. Sleeps 4!
Kaanapali Condo Rental Picture
  • bedrooms 2
  • sleeps 4
  • community Pikake
  • baths 1
  • rental type Condo
  • rates (USD) $1,700 - $2,400 /wk
 
 
 
 
 
Kaanapali Plantation Cottage - Sleeps 7
Kaanapali Cottage Rental Picture
  • bedrooms 2
  • sleeps 7
  • community Int'l Colony Club
  • baths 1½
  • rental type Cottage
  • rates (USD) $1,450 - $2,050 /wk
 
 
 
 
 
2BR/2BA Ocean View...Low Rates!!!
Kaanapali Condo Rental Picture
  • bedrooms 2
  • sleeps 8
  • community Maui Eldorado
  • baths 2
  • rental type Condo
  • rates (USD) $1,750 - $2,500 /wk
 
 
 
 
 
Kaanapali Royal 2B/ 2B Recession Pricing!
Kaanapali Condo Rental Picture
  • bedrooms 2
  • sleeps 7
  • community Kaanapali Resort
  • baths 2
  • rental type Condo
  • rates (USD) $1,200 - $1,900 /wk
 
 
 
 
 
Embassy Vacation Resort on Kaanapali's beach
Kaanapali Hotel Rental Picture
  • bedrooms 2
  • sleeps 6
  • community
  • baths 2
  • rental type Hotel
  • rates (USD) $2,800 - $2,800 /wk
 
 
 
 
 
kaanapali penthouse
Kaanapali Condo Rental Picture
  • bedrooms 2
  • sleeps 7
  • community
  • baths 2
  • rental type Condo
  • rates (USD) $2,450 - $4,100 /wk
 
 
 
 
 
Luxurious First Class Oceanfront Penthouse
Kaanapali Condo Rental Picture
  • bedrooms 2
  • sleeps 5
  • community Kaanapali
  • baths 2
  • rental type Condo
  • rates (USD) $2,275 - $2,275 /wk
 
 
 
 
 
Papakea Oceanview - Renovated - 2009 Rate Reduction
Kaanapali Condo Rental Picture
  • bedrooms 2
  • sleeps 6
  • community Papakea
  • baths 2
  • rental type Condo
  • rates (USD) $175 - $285 /nt
    $1,350 - $2,050 /wk
 
 
 
 
 
Westin Kaanapali Ocean Resort Villas, Kaanapali Beach.
Kaanapali Condo Rental Picture
  • bedrooms 2
  • sleeps 8
  • community 5 star WESTIN resort
  • baths 2
  • rental type Condo
  • rates (USD) $5,000 - $6,000 /wk
 
 
 
 
 
Westin Ka'anapali Ocean Villas (Christmas & New Years 2009)
Kaanapali Villa Rental Picture
  • bedrooms 2
  • sleeps 10
  • community
  • baths 2
  • rental type Villa
  • rates (USD) $1,071 - $1,071 /nt
    $7,499 - $7,499 /wk
 
 
 
 
 
Westin Ka'anapali Ocean Resort: Weeks of Dec 6th - 20th, '09
no photo available
  • bedrooms 2
  • sleeps 8
  • community
  • baths 2
  • rental type Villa
  • rates (USD) $192 - $278 /nt
    $1,350 - $1,950 /wk
 
 
 
 
 
Westin Ka'anapali North Villa
Kaanapali Villa Rental Picture
  • bedrooms 2
  • sleeps 6
  • community Westin Kaanapali N
  • baths 2
  • rental type Villa
  • rates (USD) $2,000 - $5,500 /wk
 
 
 
 
 
Kaanapali Royal H-302
Kaanapali Condo Rental Picture
  • bedrooms 2
  • sleeps 6
  • community Kaanapali Royal
  • baths 2
  • rental type Condo
  • rates (USD) $245 - $280 /nt
    $1,715 - $1,960 /wk
    $5,145 - $6,720 /mth
 
 
 
 
 
Westin Kaanapali Ocean Villa Resorts
no photo available
  • bedrooms 2
  • sleeps 10
  • community
  • baths 2
  • rental type Villa
  • rates (USD) $4,500 - $4,500 /wk
 
 
 
 
 
Hawaiian Hideaway on Kaanapali Beach
Kaanapali Cottage Rental Picture
  • bedrooms 2
  • sleeps 6
  • community
  • baths 3
  • rental type Cottage
  • rates (USD) $1,500 - $1,800 /nt
    $10,500 - $12,600 /wk
 
 
 
 
 
Ocean View Kaanapali, Papakea Condo 2 Bed+loft
Kaanapali Condo Rental Picture
  • bedrooms 3
  • sleeps 8
  • community Papakea
  • baths 2
  • rental type Condo
  • rates (USD) $2,000 - $2,400 /wk
 
 
 
 
 
Marriott's Maui Ocean Club - APR 10-24, 2010 - 3Bd NEW Villa
Kaanapali Villa Rental Picture
  • bedrooms 3
  • sleeps 10
  • community Kaanapali
  • baths 3
  • rental type Villa
  • rates (USD) $1,500 - $1,500 /nt
    $10,000 - $11,000 /wk