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Family-friendly holiday rentals in Kaanapali

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Kaanapali

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Apartment

4.83 out of 5 average rating, 143 reviews

Beautiful Palms At Wailea #608-2 BR/2 BA.-

Beautiful Palms At Wailea Condo, located in the heart of Wailea, surrounded by $mil.homes. 5* location. Vinyl wood flooring & Split Air-Cond. system in hallway & in master-B/R. Fans through-out. Immaculately clean & comfortable. Walking distance to shops, hotels, restaurants, beaches.1200 sq. ft., 2BR/2Ba, wide open floor plan ,2nd. fl.unit. Low rise complex. Very private. Large lanai . Barbecue grills located near entryway of complex. Views from the Club House & Pool.The best place to stay!

Guest favourite

Apartment

4.89 out of 5 average rating, 125 reviews

Incomparable Maui Sunset condo, includes all taxes

This Renovated, beach themed condo in the Oceanside Maui Sunset is shaded from the afternoon sun on the B side. Our rate includes the 19% state tax! 2 full bathrooms, a new 75" TV, stove, dwasher quartz counters and new thick futon mattresses. The view from the lanai is over the resort's beautiful grounds (with largest private pool in Kihei) to the ocean. Good architecture and concrete construction keep units in this well managed complex private and safe. High speed internet (196Mbps).

Apartment

4.83 out of 5 average rating, 157 reviews

Awesome Maui home away from home. Covid Cleaned.

A/C throughout. Work desk with dependable wi-fi. 2 Cable TVs . Grass area off lanai. Walk to the beach, stores, restaurants, the park or bus stop. Full kitchen, W/D, 2 queen beds and 1 queen sofabed, 4 beach chairs, 4 beach towels, a beach umbrella and travel cooler, Pak-n-Play, Booster Seat, 2 pking spaces. This condo is comfortable and well-eqipped for a wonderful stay and vacation on Maui. The pool, jacuzzi and BBQ area will be closed for renovation from July8- early October.

Guest favourite

Flat

4.85 out of 5 average rating, 101 reviews

Beautifully Remodeled Condo + Maui's Best Beach!

My place is close to The Cove Surfing spot, Charlie Young Beach snorkeling/swimming, South Kihei, Kamaole Beaches, Maui Coast Hotel, many restaurants and shops.. You’ll love my place because of the neighborhood, the light, the comfy bed, the kitchen, the beach.. My place is good for couples, solo adventurers, business travelers, and families (with kids). We also just installed a 24,000 BTU Mitsubishi Split AC system which keeps the condo cool even on warmer days!

Guest favourite

Cottage

4.92 out of 5 average rating, 213 reviews

Ualani Retreat. Private Ocean View Cottage.

Private Detached stand alone cottage home on 3 acre retreat. Beautiful ocean and mountain views. Lush Haven surrounded by fruit trees and bamboo groves. Nicely equipped kitchen. Laundry room. Cable TV. Wi-Fi. Delightful Island Home. Very Comfortable. Hot Tub. Close to enjoy some of Maui's best attractions - Haleakala Volcano, Road to Hana, Waterfalls & Baldwin Beach. Locally Owned & Occupied B&B PERMIT : BBPH 2012/0002 SUP2 2012/0001

Guest favourite

Apartment

4.82 out of 5 average rating, 148 reviews

2 Bdrm/2 Bath Condo Steps to Kamaole III Beach

Close to parks, beach, restaurants, great views, art and culture. We have a fully stocked kitchen, entertainment center and lanai. We host couples, solo adventurers, business travelers, and families. Our high ceilings are open air, the rooms and bedrooms are not completely private (walls do not meet the ceiling). Condo is clean, we have beach towels, beach chairs, & WiFi!

Apartment

4.82 out of 5 average rating, 169 reviews

Spectacular Direct Ocean Front location!

Spectacular oceanfront location only steps away from the beach! This stunning space provides everything a Maui vacation should offer. Positioned right on the water, this quaint condo offers direct ocean views and access along with a dreamy sight of the West Maui mountains. Wake up in paradise to the sound of the ocean waves crashing right outside your door!

Guest favourite

Apartment

4.94 out of 5 average rating, 103 reviews

Family Friendly Condo! Best Location!

Escape to Maui! Family Friendly Condo with Discounted Rates - Book your Tropical Getaway Now! Due to last minute cancellations, we are offering a HUGE DISCOUNT off our normal rates for our family friendly 2-bedroom, 2-bathroom (2 bathtubs) beach condo. If you are looking for the perfect place for your family to call home in Maui, this is it!

Townhouse

4.87 out of 5 average rating, 138 reviews

Luxurious Hawaiiana Home in Napili with Hot Tub

Follow us on Insta: @alohastays Elegant 3 Bedroom 3 bath home 2 min walk from Napili Bay Solar Panels & Tesla Batteries power this home. Relax in your own private hot tub or lounge in the hammock on the back lanai.The Napili Bay Villa is the best in accommodating your group right in the heart of the Napili & Kapalua area.

Apartment

4.86 out of 5 average rating, 263 reviews

Newly remodeled and close to beaches, shopping!

Newly remodeled condominium with all new furniture and appliances. Our condo is located within walking distance to restaurants and shopping. We are located directly across the street from Charlie Young Beach. Swimming pool and tennis courts, quiet location, nice views and plenty of parking. TA-143-927-7055-01

Guest favourite

Flat

4.79 out of 5 average rating, 157 reviews

Beautiful Remodel Great Value Book Now!

This beautiful remodeled Two-bedroom/One bath condo is only 126 steps from the beach!! Enjoy beautiful sunsets and long walks on miles of beautiful beach! Watch the whales in the bay and enjoy snorkeling, swimming and boarding. This spot is a well kept secret - close to shopping and dining spots!

Apartment

4.79 out of 5 average rating, 127 reviews

Ocean View 1 BR sleeps 4, Steps to the Beach!

My place is close to The BEACH, great views, restaurants and dining, art and culture. You’ll love my place because of the ambiance, the outdoors space, the neighborhood, and the comfy bed. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Kaanapali family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Apartment

4.96 out of 5 average rating, 114 reviews

Oceanfront Modern & Spacious Condo near Kaanapali

Guest favourite

Home

4.88 out of 5 average rating, 145 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

Apartment

4.84 out of 5 average rating, 176 reviews

Kihei Bay Vista #A202- Kalepolepo Beach

Apartment

4.9 out of 5 average rating, 125 reviews

WinterSale 3BR/2BA Villa with Ocean & Sunset views

Apartment

4.81 out of 5 average rating, 302 reviews

Ocean view studio. 1k ft from water!June $149 m-th

Guest favourite

Flat

4.89 out of 5 average rating, 365 reviews

Tranquil Kihei 2 Bedroom Condo

Apartment

4.79 out of 5 average rating, 376 reviews

Tropical Resort Across Beach With Turtles!

Apartment

4.77 out of 5 average rating, 151 reviews

Maui Banyan - Remodeled Studio Across from Kamaole

Family- and pet-friendly home rentals

Apartment

4.88 out of 5 average rating, 126 reviews

Beautiful Views~

Guest favourite

Townhouse

4.98 out of 5 average rating, 107 reviews

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Guest favourite

Home

4.99 out of 5 average rating, 83 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

Home

4.92 out of 5 average rating, 26 reviews

Oceanview Home with Private pool and hot tub

Guest favourite

Home

4.91 out of 5 average rating, 303 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Guest favourite

Guest house

4.87 out of 5 average rating, 228 reviews

2B/2Bcottage/central/private/historic town

Guest favourite

Home

4.86 out of 5 average rating, 111 reviews

Two Bedroom Paia North Shore Beach House

Family-friendly home rentals with a pool

Guest favourite

Bungalow

4.93 out of 5 average rating, 120 reviews

Go for an Ocean Swim From a Fun Beach Villa

Guest favourite

Flat

4.83 out of 5 average rating, 171 reviews

Maui Vista

Apartment

4.9 out of 5 average rating, 172 reviews

Newly Remodeled 2 King Beds/Sleeper Sofa! BBQ

Apartment

4.82 out of 5 average rating, 264 reviews

Sea Views entire 1 Bedroom Apartment Poolside

Guest favourite

Apartment

4.97 out of 5 average rating, 255 reviews

Paradise - owned and operated by Maui resident

Guest favourite

Apartment

4.89 out of 5 average rating, 105 reviews

Cute one BR ground floor. Long & short term rates

Apartment

4.78 out of 5 average rating, 160 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach

Guest favourite

Apartment

4.96 out of 5 average rating, 112 reviews

Luxurious Condo - Beautiful Pool View

Quick stats about holiday rentals that are family-friendly in Kaanapali

Total rentals
1.6K properties
Nightly prices starting at
€ 19 before taxes and fees
Total number of reviews
12K reviews
Rentals with a pool
1.6K properties have a pool
Rentals with dedicated workspaces
960 properties have a dedicated workspace
Wifi availability
1.6K properties include access to wifi

Destinations to explore