Kaanapali rentals, vacation homes direct from the owners

You will find many studios, apartments, houses and villas for your vacations in Kaanapali. Contact the owners directly on the IHA site and enjoy the best rental rates, promotions and last minute deals that meet your budget. Visit the photo gallery on private rentals for a break with family or friends. All vacation listings on IHA are verified, plan your trip to Kaanapali with absolute confidence!
Pinterest
Reddit
Google
More
Pocket
Print
StumbleUpon
LinkedIn
Tumblr
38 Results
Sort the results by
Indifferent
Price - +
Price + -
Person(s) - +
Person(s) + -
Bedroom(s) - +
Bedroom(s) + -
Town A - Z
Town Z - A
Updated - +
Updated + -
Lodgings A - Z
Lodgings Z - A

$110 Night
Contact
direct by owners
from $110/Night*
See the rates
3 requests already received
see details
Advert 34462
Show map

Paki Maui is a great oceanfront condominium complex in Honokowai, just northwest of Ka’anapali beach. The Paki Maui is a 4- story ocean front resort.

Apartment-Flat 600 Sq.ft. in an apartment house/building. sea/ocean, swimming pool, garden/park view

Welcome to our Island home. Paki Maui is located right on the beach where you can swim and snorkel with the turtles and tropical fishes in a protected by a coral reef. This Garden view condo is located on the ground floor. A grassy lawn fronts the beach with views of Molokai and Lanai, where you can enjoy your morning coffee or your afternoon cocktail. The whales keep you entertained from mid November... Apartment-Flat Rental in Kaanapali #34462 >

Swimming poolParkingDirect access to the beach
  • 1 Bathroom
  • 1 Shower room
  • Living room < 100 Sq.ft
  • Sitting room
  • American style kitchen
  • Dining room
  • Ocean vacation
  • Kids welcome
  • Setting : Ocean, Waterfront
  • Sandy beach at <165'
  • Family Holiday Destinations
  • Golf, Spa, Horse riding, Culture, Fishing
1 bedroom Apartment-Flat for rent, Kaanapali from 2 to 4 people
The apartment, Apartment-Flat in Kaanapali - Advert 34462
The apartment, Apartment-Flat in Kaanapali - Advert 34462
The apartment, Apartment-Flat in Kaanapali - Advert 34462
The property, Apartment-Flat in Kaanapali - Advert 34462
The property, Apartment-Flat in Kaanapali - Advert 34462
The apartment, Apartment-Flat in Kaanapali - Advert 34462

$2520 2 weeks
Contact
direct by owners
Night$180
Weekend$360
week$1260
Month$5490
from $168/Night*
See the rates
74 requests already received
see details
Advert 33933
Show map
Maui Eldorado Resort Apartment-Flat 1,300 Sq.ft. in a modern apartment house/building. sea/ocean, swimming pool, courtyard, fantastic sunset view
Swimming poolParkingDirect access to the beach
  • 1 Bathroom
  • 1 Toilets
  • Living room 700 Sq.ft.
  • American style kitchen
  • Dining area
  • Walk-in closet
Apartment-Flat Rental in Kaanapali #33933 >
  • Ocean vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Ocean, Tranquil
  • Golf, Festival, Spa, Horse riding, Culture, Fishing
2 bedrooms Apartment-Flat for rent, Kaanapali from 1 to 4 people
Ocean, Apartment-Flat in Kaanapali - Advert 33933
Ocean, Apartment-Flat in Kaanapali - Advert 33933


$140 Night
Contact
direct by owners
from $140/Night*
See the rates
27 requests already received
see details
Advert 19136
Show map
Papakea Oceanfront Resort Aparthotel in a hotel. panoramic, unobscured, sea/ocean, swimming pool view
Swimming poolTennisParking
  • Bathroom
  • Shower room
  • Toilets
  • Living room
  • Separate kitchen
  • Dining room
Apartment-Flat Rental in Kaanapali #19136 >
  • Ocean vacation
  • Setting : Ocean
  • Golf, Spa, Culture, Fishing
1 bedroom Apartment-Flat for rent, Kaanapali for 2 people

$99 Night
Contact
direct by owners
from $99/Night*
See the rates
57 requests already received
see details
Advert 4718
Show map
Aparthotel 530 Sq.ft. in a resort. panoramic, fantastic sunset view
Swimming poolParkingDirect access to the beach
  • T.V.
  • Cable/satelite
  • High speed internet access
  • Wifi
  • Fully air-conditioned
  • Kitchen utensils
Apartment-Flat Rental in Kapalua #4718 >
  • Ocean vacation
  • Kids welcome
  • Setting : Enchanting, Tropical
  • Sandy beach at <165'
1 bedroom Apartment-Flat for rent, Kapalua for 4 people
Interior layout, Aparthotel in Kapalua - Advert 4718
Overall view, Aparthotel in Kapalua - Advert 4718

$115 Night
Contact
direct by owners
from $115/Night*
See the rates
35 requests already received
see details
Advert 38222
Show map
Hale Ono Loa Apartment-Flat 600 Sq.ft. in a resort. panoramic, unobscured, sea/ocean, swimming pool view
Swimming poolParkingDirect access to the beach
  • 1 Bathroom
  • Living room < 100 Sq.ft
  • Separate kitchen
  • Dining room
  • Patio
  • 2 Queen-size bed(s)
Apartment-Flat Rental in Honokowai #38222 >
  • Ocean vacation
  • Ideal for all age groups and couples with baby
  • Kids welcome
  • Setting : Ocean, Quiet
  • Rocky beach at <165'
  • Fishing
1 bedroom Apartment-Flat for rent, Honokowai for 4 people
General, Apartment-Flat in Honokowai - Advert 38222
Swimming pool, Apartment-Flat in Honokowai - Advert 38222

$75 Night
Contact
direct by owners
from $75/Night*
See the rates
162 requests already received
see details
Advert 40559
Show map
Studio Flat 270 Sq.ft. in an estate. panoramic, unobscured, mountain, country side view
Parking
  • Bathroom
  • Separate kitchen
  • Dining area
  • Veranda
  • 1 Queen-size bed(s)
  • 1 Futon 1 pers
Studio Flat Rental in Haiku #40559 >
  • Countryside vacation
  • Ideal for all age groups and couples
  • Setting : Country setting
  • Waterfall at 9mi.
1 bedroom Studio Flat for rent, Haiku for 2 people
Studio Flat in Haiku - Advert 40559
Studio Flat in Haiku - Advert 40559
Studio Flat in Haiku - Advert 40559

$195 Night
Contact
direct by owners
from $195/Night*
See the rates
9 requests already received
see details
Advert 44392
Show map
Menehune Cottage Cottage 860 Sq.ft. in a property. garden/park view
Parking
  • 1 Shower room
  • 1 Toilets
  • Living room 380 Sq.ft.
  • Separate kitchen
  • Dining area
  • Laundry room
House Rental in Paia #44392 >
  • Ocean vacation
  • Ideal for sporty types and couples
  • Kids welcome
  • Setting : Tropical, Peaceful
  • Sandy beach at 330'
  • Fishing
2 bedrooms House for rent, Paia for 4 people
Living room, Cottage in Paia - Advert 44392
Kitchen Area, Cottage in Paia - Advert 44392

Contact
direct by owners
22 requests already received
see details
Advert 45957PDF
Show map

Private ocean view vacation rental accommodations on the unique North Shore in Upcountry Maui. Great for a family or a romantic honeymoon. Ideal location for exploring Haiku, Paia, Makawao, Hana, Haleakala and upcountry Maui.

Cottage in a private estate. panoramic, sea/ocean, mountain, swimming pool view

Whispering Bamboo Private Maui Vacation Cottage - Ideal for a romantic honeymoon as well as families with small children. Your own private vacation home, eco friendly, fully equipped offering large living/dining room, with ocean views in a garden setting. King bed, queen bed and futon. Hibiscus Hideaway Private Maui Vacation Apartment -This beautiful Maui vacation rental is open to tropical gardens... House Rental in Haiku #45957 >

Playpen
  • Bathroom
  • Living room 750 Sq.ft.
  • American style kitchen
  • Dining area
  • 1 Full bed(s)
  • 1 Queen-size bed(s)
  • Ocean vacation
  • Ideal for all age groups and family
  • Setting : Country setting, Tropical
  • Sandy beach at 6mi.
  • Gay friendly
  • Ecotourism
  • Horse riding, Culture
2 bedrooms House for rent, Haiku for 5 people
Interior layout, Cottage in Haiku - Advert 45957
Bedroom, Cottage in Haiku - Advert 45957
Cottage in Haiku - Advert 45957

$895 Night
Contact
direct by owners
from $895/Night*
See the rates
13 requests already received
see details
Advert 36794
Show map
Aloha Villas Luxury Residence 2,150 Sq.ft.. panoramic, sea/ocean, swimming pool, fantastic sunset view
Swimming poolParkingHigh chair
  • 3 Bathroom
  • Shower room
  • Living room
  • Kitchen Area
  • Dining area
  • Laundry room
Residence and castle Rental in Kihei #36794 >
  • Ocean vacation
  • Ideal for all age groups and group
  • Kids welcome
  • Setting : Ocean
  • 18 hole golf course at 3mi.
  • Golf, Spa, Fishing
3 bedrooms Residence and castle for rent, Kihei for 7 people
Luxury Residence in Kihei - Advert 36794
Luxury Residence in Kihei - Advert 36794

$1300 week
Contact
direct by owners
from $186/Night*
See the rates
13 requests already received
see details
Advert 50651
Show map
Hale Kai Beachfront Estate Charming House 1,300 Sq.ft. in a charming property. panoramic, unobscured, sea/ocean, garden/park view
ParkingDirect access to the beachPrivate beach
  • 2 Bathroom
  • 1 Shower room
  • Living room
  • Large american style kitchen
  • Dining area
  • Laundry room
House Rental in Kaunakakai #50651 >
  • Ocean vacation
  • Ideal for couples and singles
  • Setting : Ocean, Isolated
  • Gay friendly, Naturism
2 bedrooms House for rent, Kaunakakai from 1 to 4 people
Charming Property, Charming House in Kaunakakai - Advert 50651
View from the house, Charming House in Kaunakakai - Advert 50651

$60 Night
Contact
direct by owners
week$450
from $60/Night*
See the rates
269 requests already received
see details
Advert 30195
Show map
Studio Flat in a house. unobscured, sea/ocean, village view
Parking
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room
  • Cosy nook
  • Veranda
Studio Flat Rental in Paia #30195 >
  • Ocean vacation
  • Ideal for all age groups and sporty types
  • Kids welcome
  • Setting : Tropical, Pleasant
  • Sandy beach at 990'
  • Golf, Fishing
1 bedroom Studio Flat for rent, Paia for 2 people

$75000 Month
Contact
direct by owners
Night$2900
week$20000
2 weeks$40000
from $2500/Night*
See the rates
18 requests already received
see details
Advert 3466
Show map
Kanaha Kai Luxury Villa 9,700 Sq.ft. in a luxury property. panoramic, unobscured, sea/ocean, mountain view
ParkingDirect access to the beachPrivate beach
  • 4 Bathroom
  • Living room 485 Sq.ft.
  • Sitting room 205 Sq.ft.
  • Large american style kitchen
  • Dining room
  • Dining area
Villa Rental in Paia #3466 >
  • Ocean vacation
  • Ideal for all age groups and sporty types
  • Kids welcome
  • Setting : Tropical, Luxuriant
  • Sandy beach at <165'
  • Golf, Fishing
  • Pets friendly
3 bedrooms Villa for rent, Paia for 6 people
Aerial view, Luxury Villa in Paia - Advert 3466
Façade, Luxury Villa in Paia - Advert 3466

$2600 Month
Contact
direct by owners
Night$115
week$760
from $87/Night*
See the rates
52 requests already received
see details
Advert 47845
Show map
Apartment-Flat in a resort. sea/ocean view
Swimming poolTennisPutting green
  • Bathroom
  • Living room
  • Separate kitchen
  • 1 Queen-size bed(s)
  • 1 Sleeper sofa(s) 2 pers
  • T.V.
Apartment-Flat Rental in Kihei #47845 >
  • Ocean vacation
  • Kids welcome
  • Setting : Ocean
  • Bus stop / bus station at <165'
1 bedroom Apartment-Flat for rent, Kihei for 4 people
View from the property, Apartment-Flat in Kihei - Advert 47845
Apartment-Flat, Apartment-Flat in Kihei - Advert 47845

$1800 Month
Contact
direct by owners
Night$85
from $60/Night*
See the rates
39 requests already received
see details
Advert 20376
Show map
Triplex Apartment in a charming hacienda. sea/ocean, courtyard, village, pedestrianized street view
Parking
  • 1 Bathroom
  • 2 Shower room
  • Living room
  • Sitting room
  • American style kitchen
  • Dining area
Apartment-Flat Rental in Paia #20376 >
  • Ocean vacation
  • Ideal for sporty types and couples
  • Kids welcome
  • Setting : Tropical
  • Car rental at 4.5mi.
  • Golf
4 bedrooms Apartment-Flat for rent, Paia for 12 people
Bedroom, Triplex Apartment in Paia - Advert 20376
Bedroom, Triplex Apartment in Paia - Advert 20376


$130 Night
Contact
direct by owners
week$910
from $130/Night*
See the rates
117 requests already received
see details
Advert 32922
Show map
Cottage 485 Sq.ft. in a charming property. panoramic, sea/ocean, garden/park view
Parking
  • 1 Bathroom
  • Living room
  • Separate kitchen
  • Dining room
  • Walk-in closet
  • Laundry room
House Rental in Haiku #32922 >
  • Ocean vacation
  • Kids welcome
  • Setting : Agricultural
  • Horse riding, Fishing
2 bedrooms House for rent, Haiku from 1 to 5 people
Single family home, Cottage in Haiku - Advert 32922
Interior layout and facilities, Cottage in Haiku - Advert 32922
Return to the rental listings
Pinterest
Reddit
Google
More
Pocket
Print
StumbleUpon
LinkedIn
Tumblr