Best Maui Airbnbs

Aloha! The perfect family vacation in Maui will obviously bring the views, have access to a pool or the beach (kids are part fish, after all), but most of all, the ideal digs will be a group-friendly space that makes it easy for your whole crew to play, relax, eat meals and spend time together. We found ten family-friendly Airbnbs sure to tick all the boxes (and more) for your next family vacation on Hawaii’s most charming island year-round. Whether your family likes to hit the hiking trails, explore the underwater world through snorkeling, or relax poolside, we have something for everyone. Make the most of the Hawaiian island’s sand, sun and check in to one of these top-rated vacation rentals. 🌴

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TLDR

1. Oceanview Villa in Paia
2. Coastal Oasis Home in Paia
3. Oceanfront Condo in West Maui
4. Surf House in Haiku-Pauwela
5. Modern Apartment in Kihei
6. Beachfront Condo in Kihei
7. Luxury in Kihei With Hot Tub
8. Entire Condo in Wailea-Makena
9. Spacious Home in Kaanapali
10. Beautiful Condo Near Napili Bay
11. Frequently Asked Questions

Photo: Sara in Maui for Flytographer. Arleigh and family capture memories in Maui with a family photoshoot at Po’olenalena Beach on the South Shore.

1. Oceanview Villa in Paia

Not only can you see the ocean, but you are a mere 20 yards from the water’s edge with this great location! But one of the best parts of this four bedroom villa (with four king size beds), is the private grassy front lawn for playing, launching the surfboard, relaxing on lounge chairs or grilling (hello, gas barbecue grill). Bonus: your fully equipped Airbnb (full kitchen, wet bar, designer furnishings) is close to awesome beaches, rainforest hikes, waterfalls and the spectacular Haleakala National Park. 🌋

Photo: Nicole in Maui for Flytographer. Cecily and partner capture memories on their babymoon in Maui with a maternity photoshoot at Baldwin Beach in the North Shore.

Photo courtesy of Airbnb.

2. Coastal Oasis Home in Paia

Discover the authentic spirit of Maui in this charming two-bedroom haven, perfectly positioned in the heart of vibrant Paia town. This thoughtfully designed residence captures the essence of island living, where cooling trade winds drift through your private lanai – the perfect spot to toast the day’s end with a tropical Mai Tai as the sun dips below the horizon. Ideal for extended stays and professionals seeking a peaceful retreat, this home combines laid-back luxury with all the comforts of home, including a fully equipped kitchen for creating island-inspired meals. Experience the true soul of Maui from this tranquil oasis, where small-town charm meets seaside serenity in one of the island’s most beloved historic towns.🍹

Photo: Wendy in Maui for Flytographer A family capture memories in Maui with a family photoshoot

Photo courtesy of Airbnb.

3. Oceanfront Condo in West Maui

Not everyone needs a giant house, and this chic and spacious two-bedroom condo by Kahana Beach is going to be just right for small family – and it’s in the perfect location. There are two bedrooms, two beds, two baths and floor-to-ceiling windows that look out at Pohaku Beach. The condo is equipped with everything you need for dining at home, and the outdoor patio is the perfect backdrop to serve up those alfresco meals. Watch as surfers catch the perfect wave at S-Turns break just beyond your window, or stroll down to feel the warm sand between your toes at one of West Maui’s most beloved beaches. When the day winds down, enjoy front-row seats to nature’s most spectacular show as the sun melts into the Pacific, painting the sky in brilliant hues of orange and pink. ☀️

Photo: Rojeena in Maui for Flytographer. LaTonya and partner capture memories in Maui with a family photoshoot at Kapalua Bay on the West Shore.

Photo courtesy of Airbnb.

4. Surf House in Haiku-Pauwela

You and your kids will love this two-bedroom beach-themed surf house near the Road to Hana. It has a private yard for playing and eating outside, a private outdoor shower, and inside all the amenities you need to feel at home on Maui’s quiet North Shore. Parents will also rejoice at the fact that there’s a cute coffee shop behind the guesthouse and an organic grocery store next door. After a day of exploring nearby waterfalls and beautiful beaches along the famous Road to Hana, rinse off the sand in your private outdoor shower while listening to the gentle rustling of palm trees. 🏝️

Photo: Natalie in Honolulu for Flytographer (shot in Maui). Sarin and family capture memories on Maui with a family photoshoot.

Photo courtesy of Airbnb.

5. Modern Apartment in Kihei

A private sun deck for lounge chairs, amazing views, and a barbecue grill—need we say more? Here there are outdoor entertaining and sun bathing areas for families that like the option to stay close to home. And while this roomy, modern two-bedroom apartment in Kihei is a 10 minute walk to the ocean, it also has access to the condo building’s dreamy pool. Whether you’re grilling fresh-caught mahi-mahi as the sun sets, lounging poolside with your favorite book, or strolling to nearby Kamaole Beach for a morning swim, this perfectly positioned paradise offers the quintessential Maui lifestyle at your fingertips. 🌅

Photo: Rojeena in Maui for Flytographer. Nessa and family capture memories in Maui with a family photoshoot in Kihei

Photo courtesy of Airbnb.

6. Beachfront Condo in Kihei

Escape to paradise in this beautiful two-bedroom remodel in Kihei, offering breathtaking ocean views from its covered lanai. Located just steps from the pristine white sands of Kamaole Beach 3, one of Maui’s most coveted beaches, this luxurious retreat features a sumptuous California King bed in the master bedroom, ensuring restful nights after sun-filled days. Enjoy access to the resort’s sparkling swimming pool, and rest easy knowing your reserved parking spot awaits your return from island adventures. Experience the perfect blend of comfort and Hawaiian charm in this oceanside haven. 🌺

Photo: Vicky in Maui for Flytographer. Brady and multigenerational photoshoot in Kihei.

Photo courtesy of Airbnb.

7. Luxury in Kihei With Hot Tub

Discover the perfect Hawaiian getaway in this refreshingly modern 2-bedroom condo in Kihei, where cool comfort meets seaside convenience. Just steps across the street from the beach, this spacious retreat features two plush King beds and a queen sofa sleeper, all complemented by new air conditioning throughout for those warm tropical days. Find tranquility by whale watching or observe gentle sea turtles gliding through their natural sanctuary at the nearby pond. With the whale sanctuary visitor center just a short walk away and a sparkling pool right outside your door, this ideally located haven offers the best of both worlds – serene relaxation and island adventure at your fingertips. 🐢

Photo: Marie in Maui for Flytographer. Jamie and family capture memories in Maui with a family photoshoot at Ulua Beach on the South Shore.

Photo courtesy of Airbnb.

8. Entire Condo in Wailea-Makena

Nestled in prestigious Wailea, this serene two-bedroom condo in Wailea offers spectacular views overlooking the manicured fairways of the golf course and sleeps six people. After a day of island exploration, unwind in your private hot tub while watching the spectacular Hawaiian sunset paint the sky in brilliant hues. Located in one of Maui’s most coveted and secure neighborhoods, this peaceful sanctuary provides the perfect blend of luxury and convenience, complete with dedicated parking for your island adventures. Experience the epitome of Hawaiian living where tranquility meets sophisticated comfort in this Wailea gem with this propoerty with an above average rating. ⭐️

Photo: Marie in Maui for Flytographer. Ana Maria and partner capture babymoon memories in Maui with a maternity photoshoot at the Wailea Black Sand Beach.

Photo courtesy of Airbnb.

9. Spacious Home in Kaanapali 

Perched on the picturesque hillside overlooking world-renowned Kahekili Beach, this stunning three-bedroom home in Kaanapali offers front-row seats to nature’s most magnificent show. Watch in awe as majestic humpback whales breach in the warm winter waters from your beautifully landscaped private lanais. This exceptional home combines indoor and outdoor living at its finest, featuring an intimate BBQ setup on your lanai where you can grill fresh island catches while soaking in breathtaking ocean vistas. Located within walking distance from one of the world’s Top 10 Beaches, this hillside haven provides the perfect blend of luxury and natural beauty that captures the true essence of Hawaiian paradise. 🐚

Photo: Rojeena in Maui for Flytographer. Kayla and family capture memories in Maui with a family photoshoot in Kaanapali.

Photo courtesy of Airbnb.

10. Beautiful Condo Near Napili Bay

Embrace paradise in this exceptional condo 2-bedroom condo perched near the pristine waters of Napili Bay. This thoughtfully appointed two-bedroom, two-bath retreat offers generous lanai space where you can sip tropical cocktails while witnessing Maui’s legendary sunsets paint the sky in brilliant colors. Just a short stroll to the beloved Napili Bay Beach, this slice of heaven provides the perfect blend of adventure and relaxation – swim alongside gentle sea turtles in the crystal-clear bay below, lounge by one of two sparkling resort pools, or prepare a gourmet island meal in your well-equipped kitchen. With its prime location and expansive ocean views, this west Maui gem delivers an authentic Hawaiian experience where every day feels like a perfect vacation moment. 🐋

Photo: Rojeena in Maui for Flytographer. Katie and family capture memories in Maui with a family photoshoot at Kapalua Ironwoods on the West Shore.

Photo courtesy of Airbnb.

FAQ

Is Airbnb ok in Maui?

Airbnb is generally allowed in Maui, but there are some regulations and restrictions around short-term vacation rentals that travelers should be aware of. It’s a good idea to research the local rules and guidelines before booking an Airbnb in Maui.

What is the number one thing to see in Maui?

The number one must-see attraction in Maui is Haleakala National Park, home to the dormant Haleakala volcano and offering stunning views, hiking trails, and opportunities to witness the island’s unique natural beauty.

Where is the nicest area in Maui?

The Wailea area on the southern side of Maui is often considered one of the nicest and most upscale regions of the island, featuring beautiful beaches, luxury resorts, high-end shopping, and world-class dining.

Photo: Taena in Maui for Flytographer. Rachel and family capture memories in Maui with a family photoshoot in Kaanapali.

Capturing Family Memories in Maui

From sunset beach walks and first surf lessons to peaceful mornings on your lanai and magical encounters with sea turtles, your island story deserves to be beautifully preserved. Let a local Flytographer professional turn your candid family moments into treasured keepsakes, capturing the authentic joy and wonder of your Maui adventure through their lens. Skip the selfies and book a local photographer on Maui with Flytographer to ensure your paradise memories last a lifetime. 📸💕