House holiday rentals in Kaanapali

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.

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Aloha and Welcome to our newly remodeled Plantation stand-alone Cottage! This home is just a short 5 minute walk to the best beaches and parks on Maui. Surrounded by lush and tropical landscapes, our 1200 sq ft vacation home (International Colony Club 32) offers 3 bedrooms and 2 bathrooms of comfortable accommodations with 2 King size beds, and 2 Full size beds. The fully equipped kitchen, spacious dining area and living room are open-plan with a comfortable split air conditioner.

Quaint 4-bedroom in Ha'iku, Maui

Bring the whole family to the north shore of Maui and stay in our quaint, plantation-era home! At Kihau Gardens (Maui County STRH Permit #2019/0001 and Hawai'i State TAT #T-036-968-8576) we offer a unique home. On each side of a carport, there are two bedrooms, a living area, a small office space, and one and a half baths. Our home in Ha'iku is the perfect stay for two small families who want to explore the north shore, upcountry, Haleakala crater, and the epic drive to Hana.

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

GREAT Location HAIKU 3 Bedroom Cottage

COUNTY PERMITTED - This home holds a Legal Maui Permit STPH2015/0006. Amazing Location, Cute Beach-style, 3 BEDROOM +1 BATH home. 2 Queen bedrooms & another bedroom/office with desk + twin bed, walk to Haiku Grocery, Haiku Cannery, Nuka Japanese & Sushi, Yoga, Colleens, 4 miles to Ho'okipa, (sleeps 1-4) fully equipped kitchen, HIGH SPEED WIFI. Washer/Dryer not shared. Please note we host children 6 years & over.

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!

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 northshore, 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.