
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.

Mana Hale Vacation Rental
This private home is nestled in a beautiful garden just 1 mile from the ocean. The house is spacious with 2 bedrooms & 2 full bathrooms. Front and back decks offer ample opportunity for lounging with a good book, grilling, visiting with friends and family or even just a romantic getaway. The house is close to cafe's, shopping, restaurants and many of the idyllic maui beaches. Perfect for retreat, fun and healing in paradise. STKM 2018/0002 HITax # GE-087-066-3168-01 HI TAT # TA-087-066-3168-01

Private Luxurious Cottage
This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a lovely deck which looks out onto majestic tall trees and lush green foliage with a romantic soaking tub for two. Centered in the room is a custom-made king-size bed fashioned from cherry wood and adorned with luxurious bedding. There is full kitchen and dining area with views for a tranquil place to share a meal. This is true Hawaiian style where you can enjoy comfortable, elegant and laid-back island living.

Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela has been hosting two fully permitted listings for the last 11 years with over 1,000 five star reviews. BUT this one, Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "Pamela’s place is extraordinary! The views are stunning! The design and decor are fabulous in every detail! I’ve stayed in many Air B&Bs; I give her place my highest rating!"

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
WONDERFUL! Three bedroom hale (home) in the Central Kihei area of Maui. Wood floors, lots of space, kitchen fully stocked, BBQ and so much more. Great for kids, elderly, and young at heart. This house is your home away from home. We have all of the necessary items for a home. If we do not have something please let us know and we will try our best to accommodated. Walking distance to the beach, shopping, park, public transportation, etc... You will not find a better place in Kihei.

Hale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)
Hale Leialoha (GE-046-437-3760-01, TA-046-437-3760-01) is a beautiful Hawaiian style cottage located in "upcountry" Maui. Our Cottage is permitted for a total of 4 adults and up to 6 people. The cottage easily fits a family of 6 (4 adults & 2 children or 2 adults & 4 children or 3 adults & 3 children) (License # BBPH 2017/0004, SUP 2017/0010) As our guest, you will enjoy the modern finish and conveniences as well as a large roomy covered deck amidst the casual feel of old Hawaiiana.

Hunter Hales Hoku cottage Haiku Maui
Hunter Hales "HOKU" is one of the two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style of a classic Hawaii country town. You will feel so at home within the detailed cottage, equipped with everything one would possibly need while on vacation. This is local Maui vacationing at its best! TA-192-286-5152-01 STPH 20150004 TMK (2) 2-7-003:135

Maui direct ocean front . Super private
Location + Endless Ocean view.This condo is very special! It's Direct Ocean front It really is the best what Maui has to offer. Great for honeymooners, super private. There's not any place closer than the ocean than my condo! You'll feel like as if you were floating above the water when you are in your bed! Please check Wifi user i/d and password once you finished booking. (it's listed). Thanks! Note: this is on the 3rd floor w/o elevators in the building

12 Minute Walk Kamaole Beach II-Quiet Private Easy
This 1 bedroom/1 bath suite is a self contained, attached ohana (ADU) with private entry. Off street parking is 10 seconds from your door. Located a 12 minute walk straight down to Kamaole Beach II. Convenient Location, Quiet and Private. I am a SUPERHOST, see the 4.97 reviews and comments. INSTANT BOOK for a great stay. All fees and taxes are listed & collected when you book. There are no surprise or additional costs. Permit #BBKM 2O19/OOO2

Maui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool
Book with confidence, this gorgeous, newly remodeled, 3 bedroom, 2 bathroom home that has beautiful ocean views, a stunning backyard with a pool, hot tub, and tropical landscaping. THIS PROPERTY IS A PERMITTED BED & BREAKFAST (Permit #: BBKM20160005) LOCATED IN MAUI MEADOWS, AND IS MANAGED BY THE OWNER DAVID LAND. The house is in a great location in South Maui, close to beaches, restaurants, and the 5 star resorts of Wailea.

Stunning ocean view, heated pool at home by Wailea
Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Villa Parthenope in Paia bnb #3 *****
Permit n. : BBPH (PHONE NUMBER HIDDEN) (for the permit nuber look at the pics) Prices are inclusive of taxes. Lovely and Romantic home with private bath in Paia, about 7/8 min. walking distance from the beaches and all the services in town.Private entrance. Kitchen corner with hot plates, coffee machine, mini oven, microwave,fridge, blender, and all that you need to cook at home. We DON’T accept kids to this property.

Charming Hoku Pauwela Breathtaking ocean views!
Located on the north shore of Maui, Hoku Pauwela (Maui County B&B Permit# BBPH 2019/0002 and Hawaii State TAT # TA-036-968-8576-01) is the ideal location from which to experience the north shore, upcountry, Haleakala crater, and the epic drive to Hana. Spacious, quiet, and family-friendly, you'll have all you need to explore Maui and a peaceful living area to relax in after a day of adventuring.
Popular amenities for Kaanapali house rentals
House rentals with a pool

Mahalo Pono @ Ka'anapali Royal

Newly Remodeled Cottage

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Oceanview Home with Private pool and hot tub

ICC 13 Beautifully Furnish Kaanapali Cottage

Wake Up to Sweeping Ocean Views in Platinum Style

Beach Bungalow + Bikes & Pickleball Gear

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
Weekly house rentals

Gram’s Maui Golf Cottage

Private cottage with hot-tub

Maui Eldorado #A110 - Vacation West Maui

Centrally located and steps to the beach!

The Art Estate, Haiku Maui Hawaii

One Block to the Beach! Cozy Beach House in Kihei

5 Star 4 Bdrm Private Home in Kihei! 2 K 2 Q

Hale Ho'okipa Kai Cottage, County Licensed
Private house rentals

Relaxation in Kapalua-Specials!

Stunning Ocean View Napili Bay!

Paia Town Plantation Home

Oceanfront Studio w/ Beach Access and Pool!

3 Bedroom Private House Kihei /Wailea Maui

Best Studio Ocean Views at Honua Kai -Hokulani 719

Oceanfront Luxury – Your Maui Dream Getaway

Pineapple Cottage Haiku Maui Lic#BBPH2015/0011
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,564 | ﺩ.ﺇ1,440 | ﺩ.ﺇ1,491 | ﺩ.ﺇ1,480 | ﺩ.ﺇ1,351 | ﺩ.ﺇ1,396 | ﺩ.ﺇ1,623 | ﺩ.ﺇ1,517 | ﺩ.ﺇ1,377 | ﺩ.ﺇ1,355 | ﺩ.ﺇ1,550 | ﺩ.ﺇ1,451 |
| Avg. temp | 23°C | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 27°C | 27°C | 26°C | 25°C | 24°C |
Quick stats about house rentals in Kaanapali

Total vacation rentals
Explore 70 vacation rentals in Kaanapali

Nightly prices starting at
Kaanapali vacation rentals start at ﺩ.ﺇ477 per night before taxes and fees

Verified guest reviews
Over 1,150 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
70 of Kaanapali vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kaanapali rentals

4.8 Average rating
Kaanapali stays are highly rated by guests—averaging 4.8 out of 5!
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