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Family-friendly vacation rentals in Wailuku

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Wailuku

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

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Guest favourite
A cozy living area features a plush brown sofa adorned with leafy pillows, accompanied by a textured coffee table. A pair of wicker chairs sits nearby. A colorful artwork hangs on the wall, and warm lighting enhances the inviting atmosphere.
Condo in Wailuku
4.8 out of 5 average rating, 437 reviews

Romantic Beachfront Getaway

Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed listening to the ocean waves lapping at the shore. Just 30 steps to the white sand beach and warm Pacific from both the private garden lania and front door! This truly is a magical spot. Newly remodeled and updated with all the amenities (everything is brand new). You'll enjoy luxury accommodations at a fraction of what you would pay elsewhere. Maalaea Bay is perfectly located and central to the entire island so it's easy to get out and explore... Watch the sunrise from high atop the clouds at the 10,000 ft. summit of Haleakala Volcano (about 45 minutes to the summit). Shop the luxury stores of Wailea (about 20 minutes away). If it is snorkeling, fishing or whale watching that interests you, just walk 5 minutes to Maalaea Harbor and jump on one the many different boat tours leaving throughout the day. Craving a little nightlife? Lahaina is only about a 20 minute drive away. I hope you can come and stay to enjoy what I believe to be one of the best spots in Maui. See you soon !

Top guest favourite
The modern kitchen features dark cabinetry and a large marble island with seating. Stainless steel appliances, including a refrigerator and microwave, are visible. A bowl of fresh fruit sits on the island, while natural light illuminates the space through ample windows and overhead pendant lighting.
Condo in Wailuku
4.98 out of 5 average rating, 162 reviews

Makani A Kai A5 beachfront, pool, a/c, w/d, 2 sups

Halerentals MAK A5 is a completely renovated beachfront condo, with high end materials throughout. RH furniture, cotton sheets, marble shower, gourmet kitchen, & a/c in every room-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo with fully stocked kitchen, and views of the beach, bay, & Haleakala volcano. King RH sofa bed in living room for up to 4 guests. Ideal for swimming, SUP, snorkeling, and surfing-- amazing value for families and couples.

Top guest favourite
An open living space features a comfortable bed with soft blue linens, a stylish fold-out loveseat, and a large area rug. A fully equipped kitchen with wooden cabinets and a breakfast bar is visible, complemented by natural light from nearby windows.
Guest suite in Wailuku
4.89 out of 5 average rating, 510 reviews

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

Serene, Beachy decor. Awaken to Sunrise over Haleakala & North Shore, listen to surf and local birds, and watch the ocean and harbor action- Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Relax in the hot tub and sauna. Very Central, but you’ll want a car or Uber to get to most places- Wailuku town is 1 mile. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet

Superhost
A modern living area features a comfortable sofa and a round coffee table. A wall-mounted TV is positioned across from the seating area. Natural light fills the space, highlighting bamboo flooring. A dining area with wooden chairs is visible, along with a kitchen in the background.
Condo in Wailuku
4.81 out of 5 average rating, 107 reviews

Modern 1 Bedroom Suite with Spacious Lanai

Relax in this calm, stylish space in Maalaea. It has everything you need to make this your homebase to explore Maui. Suite features a large private lanai surrounded by tropical plants & trees. New queen bed plus double sofabed. Kitchen with fridge, stovetop, convention microwave and dishwasher. Quiet A/C keeps the suite cool. Located on the 2.5 mile long Sugar Beach. Stroll the beach and enjoy the views across Maalaea Bay. 20 mins from the airport, 13 mins to Kihei, 26 minutes to Lahaina.

Top guest favourite
A modern kitchen is shown with sleek gray cabinetry and stainless steel appliances. An island seating area with two wooden stools is present, topped with a decorative tray and two cups. Pendant lights with blue shades illuminate the space, enhancing the open and functional layout.
Condo in Kihei
4.96 out of 5 average rating, 185 reviews

Renovated Condo | 3 Min Walk to Toes in the Sand!

Welcome to Pacific Pearl — your serene Maui escape just steps from golden-sand Kamaole Beach Park II. Set in the lush, resort-style Maui Banyan complex, this fully remodeled ground-floor condo offers peaceful garden views, a walkable location near dining and shops, and all the comforts of home. Spend your mornings snorkeling, your afternoons lounging by the pool, and your evenings with sunset walks on the shore. Perfect for couples, families, or friends seeking the effortless Maui getaway.

Guest favourite
A spacious private lanai features a round table surrounded by two chairs, with ocean views and palm trees in the background. The tranquil waters reflect sunlight, while lush greenery complements the scene. An inviting bedroom showcases a California King bed with ocean-themed decor and access to a smart TV.
Condo in Wailuku
4.9 out of 5 average rating, 172 reviews

GORGEOUS Oceanfront/Ocean View*FULLY Remodeled!

This beautiful 559 square feet 1 bedroom, 1 bathroom unit is located just steps from the glittering Pacific Ocean, and comfortably accommodates up to four people. This condo is located in the quaint harbor village nestled between Maalaea Bay and the West Maui Mountains. Enjoy the luxury of being miles from crowded resorts, yet convenient to all your most popular island activities. The Maui Ocean Center is next door, and a delightful outdoor center with shopping and dining opportunities.

Top guest favourite
A clear view of a swimming pool is presented, surrounded by lounge chairs arranged neatly on a stone patio. Lush greenery and palm trees frame the area, with ocean views visible in the distance under a bright blue sky.
Condo in Wailea
4.94 out of 5 average rating, 136 reviews

Newly Remodeled 1bed/1bath, Kihei/Wailea

Aloha, welcome to Hale Kamaole, a beautiful quiet resort across the street from one of Maui's most popular beaches. Only a 3-minute walk to Kamaole park. A place that you can enjoy the incredible sunset. Newly owned one bed/one bath, sleeps up to 4 people w/ a queen-size pull-out couch. Pool/jacuzzi/tennis court and BBQ for family gatherings are available. Cable/WiFi/landline also available. This newly remodeled condo has A/C in the living room and a bedroom to help you stay cool.

Guest favourite
A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.
Condo in Wailuku
4.94 out of 5 average rating, 131 reviews

Oceanfront Getaway, Brand New, Steps To Beach

Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

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.
Condo 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.

Superhost
The living area features a modern couch in front of an art piece depicting maps on three canvases. Two chairs are positioned around a coffee table atop a blue area rug. Soft lighting is provided by two lamps on each side of the couch.
Condo in Kihei
4.86 out of 5 average rating, 233 reviews

Walk to Beach XL 1 Bedroom w/Pool & Jacuzzi

This is your perfect getaway place right across the beach! 1 b1 b condo includes fully set up kitchen, dining area and living room, Cal King size bed, full size washer and dryer in the unit(+laundry detergent), TV, beach chairs and cooler, wifi internet, shared jacuzzi and pool. Located in North Kihei across the street from Kalepolepo Beach Park and Turtle Sanctuary. 5 minute drive to stores and shopping. Building is secluded from the road and traffic.

Guest favourite
A well-lit living area is visible, featuring a spacious bed with a grey blanket and decorative pillows. A comfortable sofa sits adjacent, complemented by a patterned area rug. A round mirror reflects light, enhancing the sense of space. The open design creates a welcoming environment.
Condo in Kihei
4.87 out of 5 average rating, 203 reviews

Your Island Home - KBS

Newly remodeled! This corner unit is conveniently located across Kalepolepo Beach Park, & the Humpback Whale Sanctuary. Ideal for couples, a small family or a group of friends. The condo has a queen bed, queen sleeper sofa, full kitchen, bath & walk-in shower. You are minutes away from restaurants, shopping & groceries. Parking is located in front of the condo, air conditioned, and free wifi. Kick back, relax & enjoy what the Valley Isle has to offer.

Guest favourite
A serene beach scene unfolds with gentle waves lapping at the shoreline. A tall palm tree stands prominently, overlooking the golden sand. Lush greenery frames the foreground, while the distant island can be seen beneath a partly cloudy sky and vibrant blue ocean.
Condo in Kihei
4.85 out of 5 average rating, 112 reviews

Paradise awaits!

E Komo Mai to our beautiful top of the line condo on the South Shore of Maui. This condo comes loaded and fully stocked with everything you need from your home away from home. Beautiful lanai to sit and have your coffee or afternoon spirits and watch the sunset. Beach towels, chairs, umbrella, cooler & boogie board. Beach (200 steps or less) from your door to capture spectacular sunsets. RB-21667 Holo Imua Properties Hallie Walker

Popular amenities for Wailuku family-friendly rentals

When is the best time to visit Wailuku?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$309 CAD$319 CAD$300 CAD$300 CAD$345 CAD$319 CAD$309 CAD$321 CAD$314 CAD$306 CAD$348 CAD$325 CAD
Avg. temp23 °C23 °C23 °C24 °C25 °C26 °C27 °C27 °C27 °C26 °C25 °C24 °C

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

  • Total vacation rentals

    Explore 30 vacation rentals in Wailuku

  • Nightly prices starting at

    Wailuku vacation rentals start at $140 CAD per night before taxes and fees

  • Verified guest reviews

    Over 780 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Wailuku vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wailuku rentals

  • 4.6 Average rating

    Wailuku stays receive an average rating of 4.6 out of 5 from guests

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