
Holiday rentals with outdoor seating near Kaanapali Beach
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating near Kaanapali Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Whales Watch: Luxe Beachfront-180° Ocean views/AC!
Watch Whales breach during migration & sea turtles and sail boats sailing by while snuggled up in your dreamy, oceanfront kingsize bed with luxurious 600 count cotton sheets! If you love swimming with the turtles and the sound of the ocean, then this is the place for you. Luxuriously remodeled, very secluded corner unit, your Maui hideaway is just 15 feet from the ocean with unbeatable, 180 degrees ocean views. Located on the 5th floor of Valley Isle Resort in Kahana (Within the Hotel Zone).

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL
This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

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.

Kaanapali Cottage ICC 29 Indoor/Outdoor Living
International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.

Adorable Gingerbread House Farm Stay, Makawao
This LEGALLY PERMITTED Farm Stay has the lush beauty and privacy,, without the drive to Hana! Only 15-20 minutes to the airport, 10 minutes to beaches, 2 minutes to restaurants and shops...on a private gated property with organic nursery. Seasonal stream in the back yard. Simply BEAUTIFUL! We gave 8.5 acres of diversified farm-fruit, water lilies, 10,000 sq ft greenhouse) Comes with a FREE FARM TOUR and/or LABYRINTH WALK with every booking! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013

Maliko Retreat
NOTE: This farm stay is not being phased out by County regulations. Many oceanfront condominiums are currently under threat of a phase-out. Farm stays are a "Permissible Use" on agricultural bona fide farms by State of Hawai'i law. Be assured your reservation here will be safe from government interference. This eclectic antique Hawaiian cottage is perched atop a scenic jungle gorge with breathtaking views in every direction. Open and breezy; attention to detail shines from every facet.

Kaanapali Fairway Vista - Legal STR Hotel Zoned
Escape to a Slice of Paradise – Where the Fairway Meets the Ocean. This beautifully appointed condo offers the best of Kaanapali living, featuring a prime golf course front position with serene, sweeping views and a sparkling partial ocean view that will take your breath away. Wake up to the sight of golfers setting off on the world-renowned Kaanapali Golf Courses. In the afternoon, relax on your private lanai and watch the sunset paint the Pacific Ocean in hues of gold and orange.

Napili Bay Oceanview Hideaway
Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

Kalani at Haiku Garden Cottages Farm Sanctuary
Welcome to Haiku Garden Cottages, a licensed Farmstay and B&B on Maui’s North Shore (Permit #BBPH2017/0002). Kalani is a charming cottage where you can sip coffee on the lanai, wander garden paths, harvest seasonal fruit, and settle into island rhythms. Enjoy ocean and garden views, a private outdoor shower, and relaxed indoor-outdoor living—just minutes from Haleakalā, the Road to Hāna, beaches, hiking trails, restaurants, and farmers markets.

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
A legal short term rental! 1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi** Onsite gym is managed by an outside contractor and charges $9/day for useage.

Kula Jacaranda Studio on the Slopes of Haleakala
Kula Jacaranda studio is reached by a treehouse walkway. Your private covered deck offers a place to dine and watch the sunset . The shared barbecue area offers a place to prep your own meals. We provide coffee, tea, oil, vinegar and salt. The luxurious walk-in shower offers double shower heads and benches. With years as AirBnb super hosts, we've got everything you need.

Rustic Upcountry retreat with breathtaking views!
Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property At this time we are hosting to guests 12 or older. This property is terraced so not optimal for young children. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!
Popular amenities for rentals with outdoor seating near Kaanapali Beach
House rentals with outdoor seating

South Maui Guesthouse

Hunter Hales Hoku cottage Haiku Maui

The Art Estate, Haiku Maui Hawaii

PAIA HALE Walk to beach and town

Kula Jewel - Pool, Hot Tub & Awesome Views!

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

Beautifully Remodeled 3 Bedrooms/2Bathrooms
Apartment rentals with outdoor seating

Ocean View Condo @ The Paki Maui

A.R.A Retreats: Garden Oasis

Leilani "Ilima" Suite- County Licensed

High-end, On Beach, View Balcony, with Pool & BBQ!

Ocean Front Vibes Maui

Maui Oceanfront Penthouse at Nani Kai Hale (609)

180* Oceanfront View w/ AC! Remodel+2Pools+Clean

Oceanfront- 5 minutes from Kaanapali!
Apartment rentals with outdoor seating

Kapalua, luxe, ocean view, beach, spa, golf/tennis

Ocean Views- Beachfront- Steps to a Sandy Beach!

Eldorado Beach Resort Ka’anapali - Whalers Village

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

Stunning Panoramic Oceanfront 2 Bed Bath with AC

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Luxury condo • 180° Ocean Views • Steps to Beach

Renovated Maui Oceanfront | Whales + Sunset Lanai
Other holiday rentals with outdoor seating

Upcountry Alpaca, Llama, and Rabbit working farm

Mahana 1215 Penthouse

OCEAN VIEW Kaanapali Cottage ICC 24

Penthouse Studio with Breathtaking Ocean Views

Remodeled Lux Oceanview resort condo, AC, & more

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack

Beachfront on Kaanapali The Mahana 1106!

Oceanview Kaanapali Shores- Beachfront resort w/AC
Quick stats about holiday rentals with outdoor seating near Kaanapali Beach

Total holiday rentals
Explore 90 holiday rentals in Kaanapali Beach

Nightly prices starting at
Kaanapali Beach holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 1,110 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
90 of Kaanapali Beach holiday rentals include wifi access

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

4.8 Average rating
Kaanapali Beach stays are highly rated by guests – averaging 4.8 out of 5!
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- Maui
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