Holiday rentals in Wailuku Heights

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Top-rated holiday rentals in Wailuku Heights

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Guest favourite
A balcony table is set for two, featuring fresh fruit and drinks. Comfortable blue-patterned chairs frame the table, with palm trees and serene ocean views visible in the background, showcasing the beauty of Maalaea Bay.
Townhouse in Wailuku
4.84 out of 5 average rating, 31 reviews

*Maalaea Kai 212* Maui Stunning Prime Ocean Front

Enjoy this 2nd floor unit featuring views of Maalaea Bay, Haleakala and Kihei. The unit has a portable a/c unit in the bedroom to keep you cool while you slumber. Bedroom provides a comfy new king bed, cable TV and an updated bathroom with walk in shower. Remodeled kitchen, free wifi and living room with large flat screen and cable. The condo also provides for your fun... beach chairs, beach umbrella, beach towels, binoculars for whale watching (when in season) and a cooler for your excursions

Top guest favourite
A charming retreat is nestled in a natural setting, surrounded by lush greenery and mountains. The structure features a distinctive green roof, with warm lights glowing from windows. A cozy seating area is visible on the porch, inviting relaxation amid serene surroundings.
Cottage in Wailuku
5 out of 5 average rating, 31 reviews

Romantic and Private Cottage and Gazebo for two!

Romantic, Private, a Sanctuary, beautifully decorated, local charm and sleeping to the sounds of Wailuku River are a few things our guests say about our Inn. An American Whirlpool hottub is our newest feature amenity along with the air conditioning, washer/dryer, full kitchen and a large shower in your private bathroom. A king Size bed, Wifi, barbeque grill, television, fans beach towels are standard amenities. The detached Gazebo is perfect for reading, meditating, or just doing nothing!

Superhost
A vibrant turquoise exterior is showcased, highlighting a covered entrance with a coral door. Adjacent to the entrance, a carport features an open storage area containing a small seating option. Lush greenery frames the scene, enhancing the home’s connection to the surrounding environment.
Tiny home in Wailuku
4.87 out of 5 average rating, 85 reviews

Vineyard Village Maui Loft

Vineyard Village Maui Loft is the ultimate in delivering a unique island vibe..space efficiency, indoor outdoor elements and authentic connection to place. If you have ever imagined living a simple existence in a compact space with all the comforts of a home, and the beauty of Maui as your playground, the loft will no doubt deliver that idyllic experience. Listen to the rain lull you to sleep on the tin roof, indulge in the Balinese bamboo outdoor shower, savor the island lifestyle...

Superhost
A bright and inviting living area features a green sofa, coffee table, and light wood flooring. The kitchen showcases contemporary cabinetry and stainless-steel appliances, with bar seating along the island. Natural light floods in through sliding glass doors, revealing garden views.
Flat in Kihei
4.88 out of 5 average rating, 24 reviews

Tropical Garden View Condo #6 Beachfront Property!

Condo #06 is a garden view unit located on the lower level. This condo will sleep 4 comfortably with a King Size Bed and a sleeper sofa in the living room. Fully equipped kitchen with appliances, dishes, utensils, and cookware. Amenities included are the split system A/C, ceiling fans and TV. Parking is complimentary and WIFI is unlimited. Condo #06 is part of the Kihei Kai Rental Association which has an on-site office and an after-hour phone number for your convenience.

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.
Apartment in Wailuku
4.94 out of 5 average rating, 146 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.

Guest favourite
A tranquil evening scene captures the oceanfront complex illuminated by soft lighting. A swimming pool is centered within well-maintained greenery, with palm trees swaying gently under a night sky. A rainbow arches gracefully above the ocean, adding a serene touch to the landscape.
Flat in Lahaina
4.92 out of 5 average rating, 73 reviews

Exceptional Oceanviews

I rent one BR/one BA of my 2BR/2BA condo when I travel. It is very well outfitted. Polynesian Shores is a low density ocean front complex with snorkeling out in front. There is a seasonal (summer) small sandy beach, an oceanfront pool, hot tub and barbeque area. It is close to Ka'anapali and Kapalua. Turtles and an occasional monk seal rest on the rocks and sand in the front yard. Whale watching is a must from the lanai and lawn.

Guest favourite
Flat in Wailuku
4.92 out of 5 average rating, 269 reviews

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.

Guest favourite
A view of the Pinnacle property set on a hillside, surrounded by lush greenery. The main house is visible in the background against a clear blue sky, with tall trees and a vibrant landscape framing the scene.
Home in Haiku-Pauwela
4.91 out of 5 average rating, 44 reviews

Private cottage with hot-tub

STPH2013/0024 Pinnacle is not for people who want to go out every night. But if you want to sit under the stars with people you want to be with, eat delicious food that you just grilled, and forget about the rest of the world for a few days, Pinnacle is for you.

Superhost
A comfortable armchair is positioned near large glass doors that offer panoramic ocean views. A small table holds a bottle of wine and a telescope, inviting relaxation and exploration. Palm trees sway gently outside, enhancing the serene coastal ambiance.
Apartment in Lahaina
4.89 out of 5 average rating, 19 reviews

Contemporary cool with endless Ocean views

Nestled within the breathtaking Kapalua Bay this exquisite 1-bedroom, 1.5-bathroom villa that can accommodate up to 4 guests, effortlessly combines modern comfort, breathtaking ocean views, and practical amenities for a truly unforgettable vacation experience.

Guest favourite
A live-edge wooden table is positioned in a cozy nook, accompanied by a built-in bench with decorative pillows. A modern kitchen with stainless steel appliances and granite countertops is visible in the background, illuminated by natural light from a window.
Bungalow in Kihei
4.95 out of 5 average rating, 106 reviews

Walk to the Beach from a Modern Hideaway

Sit down to breakfast at a live-edge table in a nook of the kitchen featuring classic wood floors and granite surfaces. Head out to a shared terrace to relax in the sun amid tropical foliage before jumping into the pool for a swim

Guest favourite
A small dining table is set for two on a private lanai, featuring a vase of tropical flowers and a bottle of champagne. Ocean views are visible in the background, with waves gently lapping at the shore.
Flat in Lahaina
4.96 out of 5 average rating, 24 reviews

Luxury Oceanfront Studio at Napili Shores A203 Vie

Spectacular OCEAN FRONT studio condo at Napili Shores! This condo sits in the high demanded A building! Beautiful, totally remodeled Modern/Coastal studio suite on Napili Bay. All new remodel, furnishings, appliances & A/C.

Superhost
Apartment in Lahaina
4.83 out of 5 average rating, 18 reviews

Maui Resort Rentals: Honua Kai Konea 148

This rare ground floor one bedroom suite offers a large lawn area and is mere steps from the lagoon style pools and golden sand beach…a perfect blend of luxurious comfort, convenience, and privacy.

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