Holiday rentals in Wailuku Heights

Cool Oceanside 1BD Condo

Cool condo is super clean and on the beach. Close to everything to explore on Maui. 1/2 mi walk to harbor and shops, 12 min. drive to Kahului airport, 15 min. to Kaanapali, & 5 min. to N. Kihei. Condo buildings are on the ocean and beach and near a wildlife reserve. The nearby Aquarium releases turtles in the Maalaea harbor. Walk along the sandy beach for 6-8 miles toward North Kīhei & through Kealea Pond boardwalk to see them, whales and Monk seals. Snorkel, boogie board, surf, fish out front.

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!

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.

High-end, On Beach, View Balcony, with Pool & BBQ!

Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

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!

Oceanfront Panorama: Newly Refreshed 3rd Floor Gem

Welcome to our newly renovated 1b1b 3rd-floor oceanfront condo at Maalaea Banyan, a very popular destination! Steps from the sea, enjoy grand ocean vistas and island breezes. Nestled in Ma'alaea, our harbor town is known for snorkeling cruises and fishing delights. Explore Haycraft Park, Maui Ocean Center, or amble along Sugar Beach. Ideal for whale and turtle sightings. Enjoy a king bed, workspace, living room & bedroom a/c, free parking, pool, & hot tub. Your dream Maui retreat awaits!

Boutique Suite/Banana Bread, Hot Tub and Sauna

Guest Favorite with singles/ couples/ newlyweds, work stays. Bold color, moody/ tropical vibe- Trade winds invite indoor-outdoor living. Awaken to Sunrise with homemade banana bread, local coffee, and sounds of surf & birds. Check beach conditions from the secluded back yard. Relax in the hot tub and sauna. Close to OGG, Iao Valley, MACC, shopping. Rent a car/ Uber to most attractions - Wailuku town 1 mile. Host on-site allow guests to enjoy their peace and privacy. FAST Internet

Direct Waterfront, Air conditioned, Amazing Views!

Stunning views! There is nothing better than sitting on your Lanai and listening to the waves! It is not unusual to spot whales and sea turtles while sitting on our Lanai. One of the nicest, if not THE nicest units at Papakea. Truly deluxe! Ocean front with full ocean view, just 30 feet from the ocean. If you are looking for multiple units, we are also owners of G104. This is a legally permitted vacation rental and is hotel zoned according to the County of Maui ordinances.

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.

Waena Inn 4– Newly Renovated Maui Private Suite

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.

Cozy Wailuku Studio | AC | Near OGG

Enjoy a simple, comfortable Maui stay in historic Wailuku Town—a charming, walkable neighborhood known for its local cafés, boutiques, and central island location. This studio unit is part of a private, gated community of just five residences, offering a peaceful alternative to busy resort areas. Perfect for solo travelers, couples, medical professionals or business guests seeking convenience, comfort, and a local Maui experience.

Best Sugar Beach Maui Oceanfront

You'll love staying here if you enjoy listening to the waves, uncrowded beaches, watching whales, snorkeling or boogie-boarding. Amazing views of sunrise, sunset on the oceanfront lanai. This Maui modern luxury central A/C condo is fully equipped and furnished. All businesses & restaurants are open in Kihei and Wailea. Free use of snorkeling gear, boogie boards, chairs, umbrella.