
Family-friendly holiday 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.

Upcountry Alpaca, Llama, and Rabbit working farm
Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

2B/2B Cottage/Cozy/Central/Private/Historic town
2B/2B cottage, in the heart of Maui, in historic Wailuku town... home of the famous Iao theater and minutes from Iao Valley National Park & the famed "Needle Mountain". Private, fully furnished, and equipped with all amenities needed for a comfortable short-term stay. Easy access to Beaches,Airport & all parts of the island within a 10–30 minute drive. It's great for business travelers doing business in Wailuku, Hikers, Bikers, & true Hawaiiana- seeking tourists. Check out Wailuku First Friday!

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi
The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Central A/C. Luxury upgrades include: luxury plank flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.

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

Cozy Retreat With Ocean Views & Luxury Amenities!
Welcome to a convenient Maui adventure base that is cozy, comfortable and modern! This Premier Vacation Condo in the harbor town known as Maalaea Village and located just 20 minutes from Kahului airport. Island Sands, a resort where you can enjoy a refreshing pool and barbecue grilling while overlooking stunning ocean and mountain viewing. Your tropical paradise includes opportunities to view turtles on a small beach, steps from the condo! This escape truly provides an unforgettable stay!

Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

Adorable Gingerbread House Farm Stay, Makawao
This LEGALLY PERMITTED Farm Stay has the lush beauty and privacy,, without the drive to Hana! Only 15-20 minutes to the airport, 10 minutes to beaches, 2 minutes to restaurants and shops...on a private gated property with organic nursery. Seasonal stream in the back yard. Simply BEAUTIFUL! We gave 8.5 acres of diversified farm-fruit, water lilies, 10,000 sq ft greenhouse) Comes with a FREE FARM TOUR and/or LABYRINTH WALK with every booking! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013

Maliko Retreat
NOTE: This farm stay is not being phased out by County regulations. Many oceanfront condominiums are currently under threat of a phase-out. Farm stays are a "Permissible Use" on agricultural bona fide farms by State of Hawai'i law. Be assured your reservation here will be safe from government interference. This eclectic antique Hawaiian cottage is perched atop a scenic jungle gorge with breathtaking views in every direction. Open and breezy; attention to detail shines from every facet.

Oceanfront Condo with Pool and Jacuzzi
Relax in this peaceful gem on Maui. Located on the ground floor, you can walk into the ocean from your back porch. You'll see Turtles on our little secluded beach, amazing sunrises and sunsets over Maalaea Bay, and Whales during whale season! Maalaea Banyan is the only property in the area that includes a pool and jacuzzi. Just 1/4 mile away is Maalaea Harbor featuring snorkel, SCUBA, and sunset boat trips, the world famous Maui Ocean Center aquarium, restaurants and gift shops!

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.

1929 Restored 1BR Plantation Home | Walk to Town
Experience authentic Maui at The Blue Door on Church Street, a renovated 1930s plantation home in historic Wailuku. This one-bedroom villa features a King-sized Nectar bed, memory foam sleeper sofa, spa-like bath, and a fully equipped bar area. Enjoy the on-site infrared sauna and walk to cafés, restaurants, and shops. Centrally located near ʻĪao Valley, beaches, and top Maui attractions—your perfect base for adventure and relaxation.

Maui Private Ground Floor Studio mins from Airport
Enjoy a cozy stay at this 324 sq ft modern Ohana studio apartment in Maui, featuring a small kitchenette and private bathroom. Large windows offer beautiful views of the West Maui Volcano and the warm Hawaiian breeze. With amenities such as A/C, Wi-Fi, smart TV, and free parking, it's centrally located where the west and east sides of Maui meet, providing easy access to stunning beaches and the airport within a 10-15 minute drive.
Popular amenities for Wailuku family-friendly rentals
Family-friendly home rentals with a hot tub

Maile Bungalow- County Licensed

Very Comfortable Kamaole Sands Condo Sleeps 4

aLOooHA! Happy Hawaiian Holiday, by the Beach!

Maui is OPEN! Come and visit your Oceanfront condo

Endless Waves, Spectacular Oceanfront views!

Oceanfront 1 Bedroom with spectacular ocean views

Kihei Condo: Steps from Beach & Yummy Eats!

Boathouse Studio Condo in Wailea, Hawaii
Family- and pet-friendly home rentals

Maui Meadows Ocean View Cottage

40% off monthly stay! 4 Bed Family Home (Kihei)

Cozy Cute Condo | Maui Vista | Walk to The Beach

Kula Jewel - Pool, Hot Tub & Awesome Views!

Luxury condo 20 steps from beach/pool/hot tub #103

Mermaid Bungalow, cozy and ready for action.

Ke Kīhāpai Bed and Breakfast

Green Turtle House by all North Shore beaches
Family-friendly home rentals with a pool

Luxury Oceanfront Condo with Amazing Views

Dolphin Penthouse at Milowai

Pickleball, Saltwater Pool, King Bed, AC, Ground

Direct Oceanfront w/Amazing Views, AC, upgraded!

Oceanfront, Ground Floor Condo Steps to Ocean

Sugar Beach Resort Beach / Ocean Front Unit 426

Oceanfront Paradise Condo at Maalaea, Maui

2BR 2Bath - Oceanfront Remodeled Condo!
When is the best time to visit Wailuku?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £164 | £169 | £159 | £159 | £183 | £169 | £164 | £171 | £167 | £183 | £184 | £219 |
| Avg. temp | 23°C | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 27°C | 27°C | 26°C | 25°C | 24°C |
Quick stats about holiday rentals that are family-friendly in Wailuku

Total holiday rentals
Explore 20 holiday rentals in Wailuku

Nightly prices starting at
Wailuku holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Wailuku holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wailuku rentals

4.8 Average rating
Wailuku stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a patio Wailuku
- Apartment rentals Wailuku
- Fitness-friendly rentals Wailuku
- Rentals with beach access Wailuku
- Flat rentals Wailuku
- Rentals with outdoor seating Wailuku
- House rentals Wailuku
- Rentals with pools Wailuku
- Rentals with a washing machine and dryer Wailuku
- Family-friendly rentals Maui County
- Family-friendly rentals Hawaii
- Family-friendly rentals United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Wailea Beach
- Kapalua Bay Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
- Hāmoa Beach
- Ulua Beach
- Black Rock Beach
- Old Lahaina Luau
- Big Beach
- Maui Vista Condominium
- Black Sand Beach
- Whalers Village
- Haleakala National Park
- Maui Sunset
- Peahi
- Maui Arts & Cultural Center
- Kihei Kai Nani
- Kahana Beach
- Things to do Wailuku
- Things to do Maui County
- Nature and outdoors Maui County
- Food and drink Maui County
- Sports activities Maui County
- Art and culture Maui County
- Things to do Hawaii
- Art and culture Hawaii
- Wellness Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Tours Hawaii
- Nature and outdoors Hawaii
- Entertainment Hawaii
- Food and drink Hawaii
- Things to do United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Tours United States
- Sightseeing United States
- Nature and outdoors United States
- Entertainment United States
- Food and drink United States






