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

Eldorado Beach Resort Ka’anapali - Whalers Village
Eldorado resort charges a one time $65 plus $22 per day resort fee at check in. Maui Eldorado resort # K110 is a beautifully remodeled studio suite with a privacy wall that sleeps 4 comfortably. K110 has a fully equipped kitchen, AC, new washer & dryer and remodeled bathroom suite. Eldorado's beach cabana provides everything needed for an amazing day at the beach and fronts the nicest stretch of beach in all of Ka'anapali. Amazing Whalers Village restaurants & shops are an easy 5 minute walk.

Ocean View Studio steps away from Napili Bay! w/AC
Beautiful ocean view, air-conditioned studio is located at Napili Shores Resort! Napili Shores is a stunning, beautifully maintained, ocean front resort that offers 2 pools, hot tub, an onsite surf and snorkel rental shop, 2 restaurants, and is steps away from both Napili Bay and Kapalua Bay. The unit is located on the 2nd floor with privacy and an ocean view, with a king size bed, 55" TV, and a full size, fully equipped kitchen. The unit also includes Tommy Bahama beach chairs for guests use.

Whales Watch Beachfront Oasis, 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.

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH
Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & located next to The Resort at Kapalua Bay (formerly Montage). Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, spas, & several bays/beaches for snorkeling, surfing, & relaxing, this is the perfect home base.

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.

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.

Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

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.

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.

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

Stunning ocean view, heated pool at home by Wailea

Cozy Beach House in Kihei BBKM 2018/0002

PAIA HALE Walk to beach and town

Kula Jewel - Pool, Hot Tub & Awesome Views!

Live Like a Local; near Coffee, Road to Hana and Haleakala

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja
Apartment rentals with outdoor seating

Ocean View Condo @ The Paki Maui

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

2BR Oceanview | Beach, Pool, Hot Tub, AC, Sleeps 5

Luxurious Wailea Ocean Vistas

Stunning Sunsets and Direct Oceanviews at Paki Mau

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

Direct Ocean Front, A102 awaits you!

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!

Napili Bay Oceanview Resort Hideaway

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

Stunning Panoramic Oceanfront 2 Bed Bath with AC

Soothing Waves with 180° View In Kahana, HI

True Beachfront Luxury! Downstairs unit oceanfont!
Other holiday rentals with outdoor seating

Upcountry Alpaca, Llama, and Rabbit working farm

Upgraded 11th Floor Oceanfront Corner Suite

Spectacular views, prime location Kapalua, Maui.

Kula Jacaranda Studio on the Slopes of Haleakala

Adorable Gingerbread House Farm Stay, Makawao

Remodeled Lux Oceanview resort condo, AC, & more

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack

Hyatt Oceanfront Resort at Ka’anapali Maui 2-bdrm
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 £8 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
- Lahaina Beach
- Whalers Village
- Polo Beach
- Wailea Beach
- Honolua Bay
- Kapalua Bay Beach
- Maui Vista Condominium
- Kepuhi Beach
- Old Lahaina Luau
- Big Beach
- Black Rock Beach
- Haleakala National Park
- Ka'anapali Golf Courses
- Black Sand Beach
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- Maui Arts & Cultural Center
- Hāmoa Beach
- KOA Resort
- PacWhale Eco-Adventures
- Peahi
- Aston Mahana at Kaanapali





