House vacation rentals in Kaanapali

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!"

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.

12 Minute Walk to Kam Beach II-Quiet Private Easy

This 1 bedroom/1 bath suite is a self contained, attached apartment (ohana or ADU) with private entry. Off street parking is 10 seconds from your door. A 12 minute walk to beautiful Kamaole Beach II, as shown in the photos. Ideal 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.

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.

PAIA HALE Walk to beach and town

This sweet cottage sits on a flag lot, gated and fenced, shared with my 2 bedroom cottage. Parking is directly in front of the cottage. There is a nice outdoor area with table, chairs and barbecue. Coolers and beach chairs are also provided. (Please note, I only advertise or book this condo through Vacation rental sites. If someone has approached you to book this directly, it is a scam.)