
Family-friendly holiday rentals in Wailuku
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Top-rated family-friendly rentals in Wailuku
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Makani A Kai A9 romantic beachfront Maui, pool,a/c
Halerentals MAK A9 is a romantic and newly renovated beachfront condo, centrally located for day trips around the island, and off the beaten tourist path. Cool A/C in every room and smart home controls-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo- with fully stocked kitchen, new 75" SmartTV and views of the beach, bay, & Haleakala volcano. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

Breathtaking, FRONT ROW seat to the azure Pacific
Oceanfront and Comfort are found here in this tranquil, Full ocean view 555 sq ft unit located in the very popular Maalaea Banyans. This stunning, one bedroom/one bathroom condo features a number of upgrades and is perfectly located, allowing you to access all parts of the island! Just steps to the longest uninterrupted stretch of beach on Maui, it is a perfect place to watch the Hawaiian sea turtles, humpback whales (in winter months), and enjoy the views and natural surroundings in paradise.

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!

Oceanfront Kihei Condo Free SUP & Resort Pools!
This beautifully appointed 800 sq ft ground-floor condo features free paddleboard (a $50/day value) just 200 steps from sand. Enjoy resort-style amenities including a sparkling pool, soothing hot tub, kiddie pool, and pickleball courts nearby. Marvel at whale sightings (Dec-Apr) from your lanai or kitesurfing from shore. Stay productive with blazing 500 Mbps fiber WiFi and unlimited AC. We provide beach gear, parking, aon-site laundry. Our prime Kihei location offers the ultimate Maui escape

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.

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.

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.

$129 Unbeatable Thanksgiving Special
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

Oceanfront Spectacular Condo, New Listing
Escape to this ground floor beachfront unit for the ultimate relaxation. Extensively remodeled kitchen and bathroom with new flooring, ceiling fans, and split A/C in living room and bedroom. Wake up to the calming sounds of the sea, watch whales from your living room, and share the beach with sea turtles. Enjoy direct access to the grassy area and beach, basking in abundant sunshine.

Gorgeous 1BR Suite w Outdoor Living
Discover the real Maui at The Blue Door on Church Street, a restored 1930s plantation home in walkable Wailuku Town. Skip the resorts and enjoy a peaceful, stylish one-bedroom villa with a king Nectar bed, private patio, fast WiFi, A/C, and shared infrared sauna—just minutes from ʻĪao Valley, local food, and central to beaches and hikes. @bluedoormaui
Popular amenities for Wailuku family-friendly rentals
Family-friendly home rentals with a hot tub

Hawaiian Paradise Escape Across Street from Beach

Maui Poolside Villa at Kihei Bay Vista (B104)

Quiet Studio, Great location across from beach

Cozy Surf Suite

Wailea Resort studio suite

Rustic Upcountry retreat with breathtaking views!

As Seen on HGTV I Koa Resort 1G

WALK to beach & shops! Updated w/ AC
Family- and pet-friendly home rentals

Mana Hale Vacation Rental

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

The Artists House

Resort 2-Bed Studio- Steps to Beach/Shops/Dining

A jewel on Oceanfront & Breath Taking Views.

Kula Jewel - Pool, Hot Tub & Awesome Views!

2B/2B Cottage/Cozy/Central/Private/Historic town

Oceanfront renovated luxury-best location! SBR 404
Family-friendly home rentals with a pool

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

Fully Stocked Upgraded Kihei Kai Nani condo

Condo in Lahaina, New Remodel, Amazingly Peaceful

Island treasure, Ocean Front Maui

Studio with Beach, Pool, Hot Tub, Tennis, & BBQ! 15A

Oceanfront Home: Steps Away To Beach

Beautiful Studio Condo with Partial Ocean View

Everything you need to enjoy true paradise!
When is the best time to visit Wailuku?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $342 AUD | $353 AUD | $333 AUD | $333 AUD | $382 AUD | $353 AUD | $342 AUD | $356 AUD | $348 AUD | $339 AUD | $385 AUD | $361 AUD |
| 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 30 holiday rentals in Wailuku

Nightly prices starting at
Wailuku holiday rentals start at $155 AUD per night before taxes and fees

Verified guest reviews
Over 780 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Wailuku holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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