Family-friendly holiday rentals in Kaanapali

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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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Guest favourite
A view from a balcony captures a lush, green landscape dotted with palm trees. A pool is nestled amongst manicured lawns, with gentle ocean waves visible in the background under a partly cloudy sky.
Flat in Lahaina
4.87 out of 5 average rating, 233 reviews

Beautiful, Remodeled Ocean View Condo

*As of 6/30/25, there will no longer be a facilities fee charged by the resort! Our beautiful studio (C307) offers all the luxuries of home. It's has stainless steel appliances and granite counters. New furnishings include: pillow top QN mattress, black out curtains and w/d in unit. A full furnished kitchen and lots of closet space make it very comfortable. There is a new QN size 5" memory foam sleeper sofa. Shared gas grills, tennis courts, putting greens, spas, 2 pools, and shuffleboard!

Superhost
A tropical pool area is framed by swaying palm trees, with sun loungers arranged around the water. The ocean is visible in the background, along with distant mountains under a partly cloudy sky.
Apartment in Lahaina
4.79 out of 5 average rating, 200 reviews

Aloha Ocean View Studio Papakea Fall specials

ALOHA, welcome guests to our Ocean View Studio condo and Ocean Front property at Papakea Resort. Enjoy all Maui has to offer. Construction is finished in this and nearby buildings. Fantastic view from the 3rd floor of the Ocean, ponds, putting green, and pools. Complete New kitchen, washer/dryer, Queen bed, A/C, Lanai with high top table overlooking koi pond, putting green, pool, ocean. Beautiful sunsets. Close by restaurants, shopping, groceries. You will love Papakea. No more resort fees.

Top guest favourite
The living area features a gray sofa with patterned cushions facing a wooden coffee table. A wall-mounted TV is positioned nearby, and large glass doors bring in natural light, opening to a private lanai with views of the outdoors. Decor is minimalistic and modern.
Apartment in Lahaina
4.97 out of 5 average rating, 136 reviews

3 Min to Beach, King Bed and Beach Gear

- Walk across the street to beautiful, uncrowded Kahana Beach - Beach chairs, cooler and umbrella included - See sea turtles, breaching whales swimming in the ocean - Close to Ka'anapali and Kapalua golf courses - A/C in bedroom and living room - King size bed and queen sleeper - Smart Cable TV, stereo - Walk to groceries, restaurants, and bars - Fast WiFi - Fully renovated condo with great mix of locals and vacationers - Popular restaurants Miso Phat, Captain Jacks and Dolly's are 1 minute away

Top guest favourite
A lush outdoor garden area is visible, featuring vibrant green grass and tropical plants. A seating arrangement with a table and chairs can be seen under an overhang, framed by a flowering tree. The ocean glistens in the distance beneath a clear blue sky.
Townhouse in Lahaina
4.95 out of 5 average rating, 168 reviews

Amazing Kapalua ,Stay 7 nights, only pay for 6 !

Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

Top guest favourite
Apartment in Lahaina
4.94 out of 5 average rating, 143 reviews

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.

Guest favourite
A lanai offers a view of the ocean, framed by tall palm trees swaying in the breeze. In the foreground, a small table is set with two wine glasses, inviting relaxation and enjoyment of the coastal scenery.
Apartment in Lahaina
4.86 out of 5 average rating, 290 reviews

Kaanapali Shores Double Oceanview Resort Living

Your perfect Maui vacation! The west side of Maui is where it’s at and it gets no better than Kaanapali Beach, recognized worldwide as one of the top beaches anywhere. Add our gorgeous yet sensibly priced condominium and you have it all. Oceanfront views from both the very private, quiet, cool lanai (balcony) and master bedroom including the beautiful Molokai island, and views of the West Maui mountains are just the beginning of the many great reasons to stay in our condominium.

Guest favourite
Apartment in Lahaina
4.98 out of 5 average rating, 145 reviews

Napili bay Studio November special$99

Aloha🙏🙏🙏 Corner unit . 43 vizio TV(Smart) Free WiFi King size bed Ceiling fan AC 12000 BTU Balcony’s chair Beach umbrella Beach chairs (2) And cooler Oven Microwave Refrigerator Pots,pans,utensils Coffee maker Complimentary coffee Set of beach towels (2) Set of towels,hand towels Etc Hair dryer Pool/all year around Iron Start up hand soap shampoo,conditioner,lotion Maui book Free parking Bbq area Toaster Blender Sal/pepper Ceiling fan 10 min walk to Napili bay

Top guest favourite
A modern loft interior features a spacious living area with a light grey sectional sofa adorned with various blue and white throw pillows. A simple wooden dining table with teal seating is visible alongside a kitchen with a white island. Large windows allow natural light, and a decorative wall clock adds charm.
Apartment in Kihei
4.98 out of 5 average rating, 178 reviews

Live, Love, Loft in Beautiful Maui

Experience the beautiful island of Maui and all its wonder in this modern loft in Central Kihei. You’re just minutes away from stunning beaches, local markets, and some of the best food on island. Nothing feels like you’ve arrived in Maui like the welcoming sand and warm waters of Charlie Young Beach, just across the street. Head down to The Cove to surf or paddle board with the locals. Or simply relax, put on a classic record and enjoy the sunset from the balcony.

Top guest favourite
A fully equipped kitchen features granite countertops, a refrigerator, microwave, and stove with an oven. Two wooden bar stools are positioned at the counter. The open layout allows for easy movement between the kitchen and living areas.
Apartment in Lahaina
4.98 out of 5 average rating, 191 reviews

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.

Top guest favourite
An outdoor lanai features a small table and two wicker chairs, offering a direct view of the expansive Pacific Ocean. The ocean's vibrant blue waters stretch toward the horizon under a partly cloudy sky, creating a serene and inviting area for relaxation.
Apartment in Lahaina
4.99 out of 5 average rating, 200 reviews

DIRECT OCEAN FRONT STUDIO W OCEAN IS UR BACK YARD!

This is a hotel-zoned condo. It will not be affected by potential upcoming county regulations. Book with confidence!! Thank you for considering my direct ocean front studio condo in Kahana, my condo is located minutes outside of Lahaina , Kaanapali , Napili and Kapalua. You'll find the ocean view from my lanai/ room to be breathtaking and serene. This is truly an hidden gem on Maui.

Top guest favourite
A spacious lanai offers a stunning ocean view, featuring a glass-top table with two wicker chairs. Bright blue beverages are placed on the table, while blue skies and gentle waves stretch out towards the horizon.
Apartment in Lahaina
4.99 out of 5 average rating, 103 reviews

Stylish Love Hideaway, Maui Kaanapali Oceanfront

Oceanfront studio in one of a kind boutique condominium, on world famous Kaanapali Beach. Wake up to a breathtaking oceanview, take it all in from spacious lanai, fall asleep to the sound of the ocean every night Located on the 3rd floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing

Top guest favourite
The image captures a vibrant tropical scene at Papakea Resort, featuring lush green lawns and swaying palm trees. The swimming pool is visible surrounded by lounge chairs, with the ocean and blue sky in the background, providing a refreshing and relaxing atmosphere.
Flat in Lahaina
4.97 out of 5 average rating, 124 reviews

Autumn Sale-Papakea Ground Floor- New Renovation

Welcome to our tropical paradise at beautiful Papakea Resort. Our newly renovated condo E106 is air conditioned (newly installed) & conveniently located on the ground floor with very close access to the ocean and the pool area in building E. This condo sleeps 4 people. There is a queen sofa sleeper in the living room.

Popular amenities for Kaanapali family-friendly rentals

When is the best time to visit Kaanapali?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$807 SGD$791 SGD$918 SGD$959 SGD$913 SGD$1,161 SGD$1,147 SGD$1,118 SGD$765 SGD$628 SGD$646 SGD$768 SGD
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Quick stats about holiday rentals that are family-friendly in Kaanapali

  • Total holiday rentals

    Explore 2,010 holiday rentals in Kaanapali

  • Verified guest reviews

    Over 14,560 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    1,860 properties feature pools

  • Rentals with dedicated workspaces

    1,440 properties have a dedicated workspace

  • Wifi availability

    1,990 of Kaanapali holiday rentals include wifi 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!

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