Family-friendly vacation rentals in Kaanapali

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Popular amenities for Kaanapali family-friendly rentals

Family-friendly home rentals with a pool

Guest favorite
A spacious pool surrounded by palm trees and vibrant tropical plants is visible, with lounge chairs positioned near the water's edge. The sun deck offers a panoramic view of the ocean, where waves gently lap against the shore, set under a clear blue sky.
Condo in Napili-Honokowai
4.88 out of 5 average rating, 76 reviews

Oceanfront Condo - Hale Ono Loa - Spectacular View

LaurenRating, 5 stars5 months ago
Had a great time staying at this lovely condo. The place was just as described, very clean and cozy, with easy access to local shops and the beach. I would definitely recommend staying here! Maholo! 🌺
Superhost
An aerial view showcases a serene oceanfront pool area surrounded by lush landscaping. A large swimming pool is complemented by a smaller jacuzzi, with sun loungers arranged around both pools. The tranquil ocean waves lap gently against the rocky shore nearby.
Condo in Lahaina
4.84 out of 5 average rating, 89 reviews

Charming studio with relaxing ocean views

AmyRating, 5 stars3 months ago
This location, apartment, and the amenities exceeded expectations. We walked down to the beach to surf and were only a short drive from great snorkeling spots. The turtle beach just steps from the property was an amazing treat! We would definitely visit again!
Guest favorite
A clear swimming pool is framed by elegant stone tiles, reflecting the blue sky. Lounge chairs are positioned nearby, facing the ocean. Palm trees sway gently in the breeze, completing the serene scene of the pool area with expansive ocean views in the distance.
Condo in Wailuku
4.99 out of 5 average rating, 184 reviews

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi

MichaelRating, 5 stars3 weeks ago
The apartment was as advertised. Most everything was new or nicely updated. The view from the balcony was beautiful
Guest favorite
Several lounge chairs are arranged around a tranquil pool area, surrounded by lush tropical vegetation and palm trees. A shaded cabana is visible in the background, providing a relaxing space for guests. The water reflects the clear blue sky, enhancing the serene atmosphere.
Condo in Lahaina
4.89 out of 5 average rating, 18 reviews

Maui Resort Rentals: Honua Kai Hokulani 723

JohnRating, 5 stars2 months ago
The unit was very comfortable and had a great balcony with sliding glass wall. The Honua Kai building has great amenities. Great place!
Guest favorite
The outdoor pool area is illuminated by ambient lighting, surrounded by palm trees and lush landscaping. Lounge chairs are positioned around the pool, creating an inviting space. In the background, the ocean glimmers under a twilight sky, enhancing the serene atmosphere.
Condo in Lahaina
4.97 out of 5 average rating, 29 reviews

Huge Luxury Condo | partial Ocean View on Beach

MeganRating, 5 stars3 weeks ago
We had a wonderful stay! The location is convenient to food and activities. The unit was quiet and comfortable for us. The complex is a family friendly place. There is a store on the first floor with any snack or small items you may need. Pool towels are provided by the complex and that process was convenient. Thanks for a great stay!
Guest favorite
A large swimming pool is framed by palm trees and lounge chairs, with a nearby building offering shaded seating. The ocean is visible in the background, contributing to a relaxing outdoor atmosphere. Sunbathers enjoy the pool, enhancing the inviting environment.
Condo in Lahaina
4.98 out of 5 average rating, 49 reviews

Beachfront Sands of Kahana Hear the Ocean - Views!

RogerRating, 5 stars1 week ago
We booked an entire week at Jenny’s place. Check-in was easy and there was ample parking. It was exactly as the pictures showed with great views of the ocean and beach from high atop the 4th floor. The unit had AC for the warm days but we absolutely loved the cool breeze that would carry straight through the unit with the front window shades opened. Sands of Kahana was a beautiful property with beach access, grills to use, a large pool and a really nice restaurant/bar that was reasonably priced. We enjoyed our morning walks to nearby Hawaiian Village Coffee to grab a drink and a light pastry. Other amenities nearby include snorkel shops, a sushi restaurant, general store and cafe. We really enjoyed and made use of the beach chairs and umbrella as we swam at nearby Kapalua Beach and Kaanapali Black Rock. Jenny was so friendly and responsive with her emails outlining all you needed to know about the property and surrounding area. We highly recommend this property and will be back!
Top guest favorite
A light-filled living area features two cream-colored armchairs and a spacious, oval coffee table. Large glass doors open to a picturesque view of the ocean, framed by lush greenery. A ceiling fan is suspended above, complementing the serene atmosphere.
Villa in Lahaina
4.95 out of 5 average rating, 63 reviews

Kapalua Ridge 1915- Platinum Ocean View Villa

ErinRating, 5 stars2 weeks ago
This was the perfect spot for our stay on Maui. It’s close enough to the resort hotels to enjoy their amenities and activities, but just far enough away to truly relax in peace and quiet. The beach is only a 10-minute walk and feels wonderfully private. The condo itself was a getaway all on its own, with beautiful views and cool breezes—we never even needed the AC. The kitchen was a standout: it had everything we could possibly need. Beyond the basics like cold filtered water, a coffee maker, toaster, and plenty of ice, there was even a Ninja blender, a full variety of pots and pans, baking dishes, and glassware. Honestly, you could cook an entire Thanksgiving dinner here. We ended up making a lot of meals at home, enjoying the views from the patio. We also used the grill by the pool, and while we spent most of our time at the beach, both pools looked great. This was definitely the spot to be on Maui. Highly recommend.
Superhost
Condo in Lahaina
4.9 out of 5 average rating, 42 reviews

MA 1008 Luxury BeachFront Condo

SheenaRating, 5 stars6 months ago
A beautiful condo on an amazing property, right on the beach! The space was clean and comfortable. Super soft sheets on the bed!

Family-friendly home rentals with air conditioning

Guest favorite
A wooden table with a decorative shell centerpiece is positioned on a private lanai overlooking the ocean. Lush greenery and palm trees frame the view, with clear blue skies and gentle waves visible in the background. The scene offers a tranquil coastal atmosphere.
Condo in Lahaina
4.77 out of 5 average rating, 13 reviews

Oceanfront! 30' to Ocean! Newly Updated Amazing Co

JessicaRating, 5 stars1 month ago
Amazing!! Very relaxing. We had dinner almost every night on the balcony at sunset. We enjoyed that so much more than going out to dinner. Very quiet property. Close to everything. Had a great time. It was clean and had everything we needed for the week.
Superhost
An open kitchen and living area is highlighted by a sleek countertop and warm wooden cabinetry. Large windows offer views of the ocean and beach, while a comfortable seating nook enhances the space. Natural stone flooring adds texture to the room.
Cottage in Kaanapali
4.8 out of 5 average rating, 40 reviews

OCEAN VIEW Kaanapali Cottage ICC 24

ChiraagRating, 5 stars23 months ago
We loved the cottage. It was the perfect for our family. It is towards the back of the whole property and right up against the golf course, so it was very private with PHENOMENAL views. My daughter enjoyed walking the property and picking up rogue golf balls. The layout of the bedrooms is a little strange with two stacked right next to each other and one only having shutters to the rest of the space, but it still served us well. We loved that there was a living room that opened into the kitchen and dining room. My in laws loved having their morning coffee on the lanai. The AC worked great, the only downside is that the AC is not vented into the dining area, but not a deal breaker. When we first arrived (earlier than expected), the AC unit display was not working, but the on island property manager was quick to respond and had someone out to fix asap was just a dead battery. Would HIGHLY recommend, and will stay again if we are on the West Coast. Pools were EMACULATE and great to use!
Top guest favorite
An oceanfront view is captured from the lanai, showcasing gentle waves and a serene coastline. Lush greenery and vibrant landscaping can be seen below, accompanied by swaying palm trees under a clear blue sky. The horizon features distant islands and a calm sea.
Condo in Maalaea
4.96 out of 5 average rating, 129 reviews

Spectacular Oceanfront views!

MarissaRating, 5 stars3 days ago
Beautiful space- views and ocean front sounds of crashing waves were amazing. And so much sea turtle activity. Never stayed in a place with such a well stocked kitchen with pans and cooking implements. First rate. Very quiet area and a larger beach for swimming is a couple blocks walk away.
Guest favorite
The living room features a comfortable brown sofa and a cozy hanging chair beside a large window that frames ocean views. A round coffee table sits on a woven area rug, and decorative lighting adds a stylish touch to the space.
Condo in Wailuku
4.95 out of 5 average rating, 106 reviews

All New Beachy Chic Remodel, Ocean front with AC

KasturiRating, 5 stars3 weeks ago
The place is amazing, centrally located. View is top notch, we saw turtles from our balcony almost everyday. Leslie was extremely responsive and accommodating.
Guest favorite
A balcony setup features a solid wood dining table accompanied by two wooden chairs with cushions. Panoramic ocean views are framed by swaying palm trees, and a vase with tropical flowers is positioned on the table, enhancing the outdoor dining experience.
Apartment in Kihei
4.91 out of 5 average rating, 130 reviews

Sugar Beach Resort #532 - Maui HI

RachelRating, 5 stars2 weeks ago
We came here for our 20th anniversary. The views and beach are unparalleled. It is a more private setting and not walkable to downtown Kihei. This was perfect for us because we just wanted a chill place to be. It is still very accessible to the entire island and Kihei is really easy to get to. We will absolutely stay here again when we come back to Maui!
Top guest favorite
A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.
Condo in Wailea
4.99 out of 5 average rating, 186 reviews

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

LandonRating, 5 stars1 month ago
We had a wonderful stay. The views are great from sunrise until sunset! Really nice to be right on beach and all the staff in the complex were super friendly. The unit is super cozy and has all the necessities one needs while traveling. Thank you for having us!
Guest favorite
A modern kitchen is presented with light cabinetry and a gray countertop. Stainless steel appliances include an oven, microwave, and refrigerator. A dining island features two patterned stools, and a textured backsplash adds visual interest. The space is well-lit, enhancing functionality.
Apartment in Wailea
4.93 out of 5 average rating, 274 reviews

Spring Special! - One Bedroom, Closest to beach

JayRating, 5 stars3 weeks ago
Jacques place is in a prime location and within walking distance of several beaches, shops, and places to eat. My wife and I spent a week here the home exceeded all our expectations!
Guest favorite
A light-filled sitting area features two comfortable rattan chairs positioned to overlook a panoramic ocean view. Large glass windows bring the outdoors inside, enhancing the bright and airy atmosphere. The serene blue waters of the bay and lush green landscaping are visible in the background.
Condo in Lahaina
4.97 out of 5 average rating, 31 reviews

Oceanfront Breathtaking Views - Kapalua Bay Villas

DawnRating, 5 stars9 months ago
Absolutely gorgeous. Photos don’t do it justice. It’s even better in person. Yes, this is expensive, but so beautiful! There are two pools that belong to the condo association available for use. There are trails in both directions that are fun to explore with beaches a short walk away. We enjoyed sunrises and sunsets on the rocks overlooking the sea. The home comes with beach chairs, umbrellas and fins too. You can use the restaurant facilities at Montage next door as well. Be advised, this is a two story property with stairs and there are stairs to get down to the trails and beaches. If you don’t walk well, this may not be the home for you.

Family-friendly home rentals with a kitchen

Superhost
A modern kitchen area is furnished with wooden cabinetry and stainless steel appliances. An island with seating for four is highlighted, and large glass doors open to a lush garden view. Natural light enhances the spacious, open layout that connects to a comfortable living space.
Villa in Lahaina
4.94 out of 5 average rating, 34 reviews

KLVR Presents Honua Kai Resort, Luana Villa 13B

JenniferRating, 5 stars2 weeks ago
Condo was beautiful and just as depicted in the photos. Very clean, nice high-end appliances, comfortable beds, very spacious and a great location. Appreciated the beach chairs and wagon. Kitchen was well stocked. All was positive and we had a wonderful time. Would love to rent from Fereshteh again in the future.
Guest favorite
A private lanai features a round table set with decorative items, surrounded by two striped chairs. The serene ocean view showcases gentle waves and a distant island under a sky with scattered clouds, complemented by a nearby palm tree swaying in the breeze.
Condo in Lahaina
4.87 out of 5 average rating, 105 reviews

OCEANFRONT - TOP FLOOR - SUNSETS - VIEWS - PRIVATE

SachinRating, 5 stars2 weeks ago
We had great time at Sue’s place. The balcony is perfect to watch sunset and turtles. Location of condo is also great and equidistant from all the good beaches in west Maui. Kitchen has all the utensils and appliances. Condo is perfect for 2 people
Guest favorite
The lanai offers a table with a blue glass bottle as its centerpiece, surrounded by two comfortable chairs. Vibrant blue surfboards are positioned against the wall, while the ocean gently laps at the shore in the background, framed by swaying palm trees.
Condo in Lahaina
4.96 out of 5 average rating, 258 reviews

Soothing Waves with 180° View In Kahana, HI

CandiRating, 5 stars2 weeks ago
Sherry’s place was the perfect spot for our trip to Maui! Incredible views from the lanai, watching sea turtles swim below. It was clean and comfortable with plenty of amenities. Sherry was very responsive and gave fantastic tips to make our trip even better! We would definitely stay again!
Guest favorite
A private balcony overlooks the expansive ocean, with views of the island of Molokai in the distance. Two modern chairs are positioned around a small table, complementing the open and airy atmosphere created by large sliding doors.
Condo in Lahaina
4.89 out of 5 average rating, 83 reviews

Stunning oceanfront condo at Kahana

MarinaRating, 5 stars1 month ago
We had a fantastic time during our stay here! A few of the things we liked: The view cannot be beat. Sitting on the balcony, watching the ocean, and sipping coffee or eating lunch was perfect. There's a little beach which is only accessed by the folks in the building. We often had it to ourselves. We went to a larger, public beach one day and it was so expensive to park there and the beach was so busy - we much preferred to stay at our airbnb! There were more amenities than specified in the listing! We found boogie boards, snorkeling gear, and sand castle buckets in the closet. The kids were thrilled! The building is super quiet. We never had noisy neighbors or trouble sleeping. Sea turtles are everywhere. They are constantly visible from the balcony and often swam within 15 - 20 feet of the kids playing in the surf. We also caught glimpses of whales every other day. What a delight! I completely recommend this airbnb - truly a lovely vacation home!
Superhost
A clear view of the ocean is captured from the lanai, featuring two glasses on a table. In the distance, individuals can be seen enjoying the coastal scenery, while lush greenery frames the scene. Gentle waves can be observed meeting the rocky shoreline.
Condo in Lahaina
4.83 out of 5 average rating, 93 reviews

Stunning Oceanfront Condo!! AIR CONDITIONED!!

KymRating, 5 stars2 weeks ago
Fantastic place, even better location! The grounds are lush and beautiful. Slept great in air conditioned bedroom. Millards instructions are detailed and thorough for directions, check in and out -so appreciate that! We truly took advantage of snorkeling just steps away from condo, walking the path to Napili, eating at The Gazebo, and walking the Kapalua Coastal Trail...all without having to drive or park elsewhere!! Millard is a wonderful host.
Guest favorite
Lush tropical gardens and palm trees are visible alongside a well-manicured lawn. A blue ocean stretches into the distance under a partly cloudy sky. In the foreground, a swimming pool area features lounge chairs, while a community building can be seen to the left.
Condo in Lahaina
4.86 out of 5 average rating, 114 reviews

Condo in Lahaina, New Remodel, Amazingly Peaceful

TinaRating, 5 stars1 day ago
We really enjoyed our stay at Gary’s. The condo is just as described and was perfect for our family of 4. The grounds are gorgeous with wonderful sunset views. Highly recommend!
Guest favorite
A well-appointed bedroom features a spacious bed dressed in light bedding. A seating area with a chair is positioned near a large window, offering views of the ocean and palm trees. Soft lighting from bedside lamps complements the neutral decor, enhancing the tranquil ambiance.
Condo in Lahaina
4.94 out of 5 average rating, 66 reviews

Stunning Maui Views

HarveyRating, 5 stars10 months ago
Dan the man did an awesome setting up the surprise flowers, champagne and chocolates for our 9 year wedding anniversary. View was amazing, layout is perfect for 2 and hosting people to come over and hang out and enjoy the view. AC was cold and I would book this condo again. High recommend.
Guest favorite
A private lanai features a round table surrounded by cushioned chairs, offering expansive ocean views. The shimmering blue water stretches toward the horizon, complemented by a distant landmass. The space is enhanced by a gentle coastal breeze and clear skies, inviting relaxation.
Apartment in Lahaina
4.92 out of 5 average rating, 92 reviews

You will LOVE the Spectacular Ocean Front Views!

SanjeevRating, 5 stars1 month ago
What a fantastic place! This is heaven on earth. The sounds of waves crashing, the seas breeze, the rainbows and the variety of sealife and views is something that we had never experienced before. Truly a magical location. The first night felt warm, but we soon realized that we needed to keep cross windows open to allow ventilation and once we did that, it was so pleasant. Thanks @Melissa for this wonderful experience! The kids loved it, and so did the adults! The pool was refreshing and just the perfect place to relax at the end of the day

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

  • Total rentals

    1.8K properties

  • Nightly prices starting at

    G$4,196 GYD before taxes and fees

  • Total number of reviews

    13K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    1.8K properties have a pool

  • Rentals with dedicated workspaces

    1.2K properties have a dedicated workspace

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