
Family-friendly holiday rentals in Wailuku
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Top-rated family-friendly rentals in Wailuku
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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 !

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.

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!

Kula Treat - Upcountry Maui with Hot Tub!
Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Direct Ocean View!
Direct ocean front view of ocean and harbor. On the 3rd floor with spacious lanai. Beautifully remodeled with tile through out, granite counter tops, full size washer and dryer, custom lighting, walk in shower and AC. There is a queen size Murphy bed in living room. And a full size Murphy bed in bedroom. Walk to shops, restaurants, activities, and Maui Ocean Center. Centrally located with easy access to Kihei, Lahaina and 20 minutes from airport. You can’t get closer to the ocean.

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.

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.

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.

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

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.
Popular amenities for Wailuku family-friendly rentals
Family-friendly home rentals with a hot tub

Hawaiian Paradise Escape Across Street from Beach

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

Wailea Resort studio suite

As Seen on HGTV I Koa Resort 1G

Sugar Beach Renovated 10% Discnt on 7 days Booking

Tropical Kihei Resort | 3 Min Walk to Beach | A/C

Close to the beach-2Bd/1Bath Condo-Great Location!

Captivating Modern 2-Bedroom for a Dream Vacation!
Family- and pet-friendly home rentals

Mana Hale Vacation Rental

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

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

A jewel on Oceanfront & Breath Taking Views.

Luxury condo, 20 steps from beach/pool/hot tub-103

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

Two Bedroom Green Turtle House

*Rare Find* Quiet Ocean View Condo in Sunny Kihei
Family-friendly home rentals with a pool

Pickleball, Saltwater Pool, King Bed, AC, Ground

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

Condo in Lahaina, New Remodel, Amazingly Peaceful

Maui Mania

Oceanfront Home: Steps Away To Beach

Beach View! MODERN & SPACIOUS! 3 min to Downtown!

Everything you need to enjoy true paradise!

Groovy bright condo 2 bed / 2 bath South Kihei
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 | $352 AUD | $332 AUD | $332 AUD | $382 AUD | $352 AUD | $342 AUD | $355 AUD | $348 AUD | $338 AUD | $385 AUD | $360 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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