
Family-friendly holiday rentals in Kaanapali
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Kaanapali

Total holiday rentals
Explore 2,800 holiday rentals in Kaanapali

Nightly prices starting at
Kaanapali holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 17,200 verified reviews to help you choose

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
2,460 properties feature pools

Rentals with dedicated workspaces
2,070 properties have a dedicated workspace

Wi-Fi availability
2,800 of Kaanapali holiday 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!
Top-rated family-friendly rentals in Kaanapali
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack
Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive!! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, steps to the ocean & walking distance to 2 beaches. Ka Hale Aloha will make you feel like you’re truly living the island life. * Check us out on IG at @thoughtfulstays
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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.
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Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi
Locally Owned and Operated 1BD/2BA condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.
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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.
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Ocean View - Private Cabin
NOTE: 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. Located on a working coffee plantation and food forest, this restored cabin is private but close to lots of upcountry activities. Kitchen, ocean view, open concept, great lanai spaces, plenty of off-street parking, access to private hiking trails.
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Maui Full Oceanfront Paradise
Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.
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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.
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Oceanfront Resort, Peaceful Mountain View Studio
Come stay at Lahaina Shores 506: - Oceanfront Building: Direct access to a sandy beach, pool, and hot tub just steps from the lobby - Mountain Views: Wake up to stunning sunrises from your 5th-floor lanai - Sunny & Clear: West Maui averages ~290 sunny days/year! - Amenities Nearby: Minutes drive to open spots like the Cannery Mall, Lahaina Gateway Center, & classic restaurants - West Maui: Only ~35 mins from the airport Note: Car recommended to explore the island
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#1 Guest Favorite for Napili & Kapalua Bays!
Enjoy this luxury residence with beautiful bamboo flooring, contemporary island design, and dramatic floor-to-ceiling windows. Staying here means you're only a few steps away to heavenly Napili & Kapalua Bays. This is not just any condo, it's your special Maui retreat. Come see for yourself, a must do for all travelers with the desire for easy access to a famous beach and the exclusive Kapalua lifestyle.
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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.
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Charming Kaanapali cottage with ocean view
A charming "Old Hawaii" bungalow on lush landscaped tropical grounds, only a ten minute walk from Kaanapali Beach, the best beach in West Maui. Close to numerous restaurants and shops in the Kaanapali area. But so beguiling is the view of Lanai and Molokai islands as you drink your morning coffee, so inspiring the sunsets as you sip your cocktail in the late afternoon--you may never leave the lanai!
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Kaanapali Fairway Villa 3BR/3BA.
Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.
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Popular amenities for Kaanapali family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Papakea 1 Bedroom with A/C
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Napili Bay Oceanview Resort Hideaway
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Stylish Love Hideaway, Maui Kaanapali Oceanfront
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Best Papakea Oceanfront *No resort fees* Unit A106
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OCEAN FRONT Condo at Napili Bay, Near Kapalua!
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Eldorado Beach Resort Ka’anapali - Whalers Village
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Kaanapali Shores Double Oceanview Resort Living
Indoor spacesFamilyAir conditioning

Summertime in Napili Shores-Cozy, Oceanside Condo
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Family- and pet-friendly home rentals

Kula Jewel - Pool, Hot Tub & Awesome Views!
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Oceanview, Banana Bread, Hot Tub & Sauna near OGG
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2B/2B Cottage/Cozy/Central/Private/Historic town
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Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
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Enjoy paradise living at the THERE Maui House!
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Ocean View - Deluxe Unit #201
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Green Turtle Two Bedroom House
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Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB
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Family-friendly home rentals with a pool

Oceanfront Paradise! Sea Turtle Cove C24 Napili Pt
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Soothing Waves with 180° View In Kahana, HI
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Ocean View steps from beach, dining, shopping 723
Indoor spacesFamilyView

Oceanview Kaanapali Shores- Beachfront resort w/AC
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2BR/2BA | @ Alii Beachfront Resort | Sleeps 8
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Newest 1 BR, Modern Coastal Luxury, Beachfront Cab
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Serene and Peaceful with Heated Pool
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Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6
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When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,427 NZD | $1,357 NZD | $1,425 NZD | $1,356 NZD | $1,205 NZD | $1,384 NZD | $1,490 NZD | $1,452 NZD | $994 NZD | $1,048 NZD | $1,082 NZD | $1,315 NZD |
| 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 |
Destinations to explore
- Condo rentals Kaanapali
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- Pet-friendly rentals Kaanapali
- Rentals with a hot tub Kaanapali
- Luxury rentals Kaanapali
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- Villa rentals Kaanapali
- Rentals with beach access Kaanapali
- Rentals with a sauna Kaanapali
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- Rentals with a kayak Kaanapali
- Beach condo rentals Kaanapali
- Rentals with breakfast Kaanapali
- Apartment rentals Kaanapali
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- Family-friendly rentals Maui County
- Family-friendly rentals Hawaii
- Family-friendly rentals United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Polo Beach
- Wailea Beach
- Maui Vista Condominium
- Kapalua Bay Beach
- Honolua Bay
- Big Beach
- Kepuhi Beach
- Black Rock Beach
- Haleakala National Park
- Black Sand Beach
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Arts & Cultural Center
- Maui Ocean Center
- PacWhale Eco-Adventures
- Hāmoa Beach
- Aston Mahana at Kaanapali
- Kahana Beach
- Whalers Village
- Peahi
- Maui Tropical Plantation





