Vacation rentals in Wailuku Heights

4.88 out of 5 average rating, 242 reviews

The image depicts the lush landscape of Iao Valley, showcasing steep, verdant mountains framed by dense vegetation. In the foreground, a babbling stream flows over smooth stones, while the towering peaks loom above, partially shrouded in soft clouds, evoking the natural beauty of Maui.

Apartment in Wailuku

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!

4.99 out of 5 average rating, 133 reviews

An inviting outdoor deck features a romantic soaking tub, surrounded by softly glowing candles. Large glass doors provide a view of the interior space, where warm lighting enhances a serene atmosphere, complemented by rich wooden accents.

Home in Makawao

Private Luxurious Cottage

This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a lovely deck which looks out onto majestic tall trees and lush green foliage with a romantic soaking tub for two. Centered in the room is a custom-made king-size bed fashioned from cherry wood and adorned with luxurious bedding. There is full kitchen and dining area with views for a tranquil place to share a meal. This is true Hawaiian style where you can enjoy comfortable, elegant and laid-back island living.

An outdoor dining area is surrounded by lush palm trees and tropical plants. Soft lighting provided by string lights creates a relaxed atmosphere. A large umbrella shades a table where guests are seated, enjoying their meals together. A pathway leads toward the gathering spot.

4.92 out of 5 average rating, 118 reviews

40% off ! Oceanfront Views in the heart of Kihei

40% off nightly rates during construction. Are you the kind of travelers who get up early and get going? This can be a great opportunity for you. Construction hours 8am-4pm. No construction on weekends or holidays. Noise ranges from spotty to very loud. Pano ocean views from this beautifully updated, fully air-conditioned condo. A guest favorite, it's a 2-minute walk to Kalama Beach Park and Cove Beach. Easy self-checkin, then a 2-3 minute walk to food trucks, bars, restaurants and shopping.

4.92 out of 5 average rating, 1,079 reviews

Apartment in Kula

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)

A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.

5 out of 5 average rating, 210 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

A modern kitchen area with a sleek black countertop is visible, featuring a stove and dishwasher. Large windows offer a panoramic view of the ocean and palm trees. Comfortable seating is arranged in the living area, creating a relaxing space filled with natural light.

4.93 out of 5 average rating, 139 reviews

Maalaea Banyans 303 oceanfront, pool, hot tub, w/d

Halerentals MB 303 is a lovely, centrally located, and renovated 3rd floor Maalaea Banyans condo. Gorgeous views from the spacious balcony, living room, and kitchen. Beautiful landscaping, pool, and hot tub steps from the ocean with a tiny beach for snorkeling, paddle boarding, and swimming. Cool AC throughout. Easily walk to nearby restaurants and shops at Maalaea Village, or stroll down the 3+ mile long undeveloped part of Sugar Beach. Amazing value for families and couples. Aloha!

A serene beach scene features several sea turtles resting on the sand, with lush greenery lining the shore. Gentle waves lap at the edge of the beach, and a line of palm trees stands in the background, creating a tranquil coastal atmosphere.

4.96 out of 5 average rating, 109 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.

Superhost

An aerial view showcases a shoreline with golden sand and gentle waves. Lush green grass is visible alongside palm trees. A row of buildings lines the street, with one displaying a prominent blue pin location marker, indicating proximity to the beach.

4.84 out of 5 average rating, 256 reviews

0.1 mile to Beach&Downtown! Peaceful Oasis&Modern

HAS CAL KING SIZE BED & BEAUTIFUL STAINLESS STEEL Appliances!! Nestled in the heart of downtown Kihei, just steps from the sandy shores, offering the quintessential Kihei beach experience right at your doorstep! Everything within a leisurely stroll – a 1-minute walk to the beach, supermarkets, restaurants, bars, post office, etc. With free parking, it is a 30-min drive to Lahaina, 15 min to Wailea, and 15 min to Kahului, home to the airport, Costco, Target, and Walmart.

4.88 out of 5 average rating, 477 reviews

A light and airy space reveals a cozy loveseat adorned with textured throw blankets and decorative pillows. A spacious bed is visible in the background, complemented by a soft color palette. Natural light pours in through wide sliding doors leading to a semi-private outdoor area.

Guest suite in Wailuku

Oceanside Ohana & Banana Bread Near Beach-OGG-MACC

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. 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

A bright studio apartment features a full kitchen with modern appliances, including a stove and microwave. The living area is furnished with a cozy seating arrangement and a small dining table. Large sliding doors provide access to a balcony with views of palm trees and blue skies.

4.85 out of 5 average rating, 510 reviews

Amazing views at Oceanfront Studio

Maui welcomes you! We are so happy you are choosing Maui as your vacation destination. Either you are from here, frequent visitor, or first timer, we are thrilled to have you at our studio. The unit is a remodeled 433 sqft, top floor corner unit with ocean and mountain views. Sunrise can be enjoyed in summer, sunset views in winter. You can enjoy moon rise from Haleakala in summer. The complex has pool, hottub, and BBQ area. Thank you for your consideration.

4.91 out of 5 average rating, 241 reviews

An inviting living space features a modern kitchen area with sleek cabinetry and pendant lighting above a long bar with four stools. A comfortable sofa is arranged around a coffee table atop a decorative rug, while a basket is positioned nearby, enhancing storage.

Villa in Wailuku

Luxurious 1BR Near I'ao Valley, Bright and Modern!

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.

A small outdoor area features a two-person table and two foldable chairs resting on a concrete patio. Lush green plants provide shade and privacy, while a sliding glass door offers access to the interior space. Natural light casts gentle shadows on the ground.

4.99 out of 5 average rating, 270 reviews

Modern studio by the beach - Taxes included

Peaceful corner unit studio in North Kihei at the beginning of a 6 mile coastline into Kihei’s beach town. Kihei Bay Surf has a large pool, hot tub, BBQ, tennis court, coin/app operated laundry in the complex, and parking stalls up to your front door. Located right across the street from the beach. **Nightly Rates and Cleaning Fee are inclusive of Hawaii GE and TAT Taxes **Please message us for stays longer than 14 days

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Popular amenities for Wailuku Heights vacation rentals

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Other great vacation rentals in Wailuku Heights

4.95 out of 5 average rating, 44 reviews

Napili Bay Oceanview Hideaway

MadisonRating, 5 stars1 week ago

This place is perfect! Small but clean and has everything you need. It has a beautiful ocean view and is a perfect location. 6 minute walk to a lovely little beach and about 6 min drive to another very popular and fun beach for swimming and snorkeling. We loved our stay. Gabe is very reachable, responsive and accommodating host! Would recommend to anyone staying in Maui!

4.98 out of 5 average rating, 43 reviews

A sandy path leads from a wooded area to a beach with gentle waves lapping at the shore. The horizon features hints of distant islands under a partly cloudy sky, while beachgoers can be seen enjoying the water.

Apartment in Kihei

New Listing!

JakeiaRating, 5 stars1 month ago

Marie was fantastic! Her place was spotless, and I felt right at home. I’ve traveled all over and stayed in several Airbnbs, but Marie’s place has everything one could think of. Like ziplock bags and laundry baskets. It is the little things that makes this spot worth it. It was also very clean and located near some great food spots. A bonus was having a sauna to use at our disposal. I would definitely book this Airbnb again.

An outdoor pool is highlighted under a clear blue sky, surrounded by palm trees swaying gently. Lounge chairs are positioned along the poolside, providing a space for relaxation. The ocean can be seen in the background, enhancing the coastal setting.

5 out of 5 average rating, 47 reviews

Relaxing in Maui on Oceanfront View

SteveRating, 5 stars1 month ago

We really enjoyed the proximity to the ocean surf. The are lots of things to do in Maui, but we enjoyed the condo so much we mostly just hung out. Thank you Bill for making this a great visit to Maui!

A spacious balcony is visible, featuring two wooden lounge chairs positioned for ocean views. A palm tree gently sways nearby, complementing the serene coastal scene. Sliding glass doors open to the interior, allowing natural light to brighten the room.

5 out of 5 average rating, 12 reviews

Oceanfront Maalaea Harbor Condo with pool

MimiRating, 5 stars2 weeks ago

When trying to find a central location to have as a home base, Breanna’s place worked out perfectly for us. Nestled in a community near the Ocean Center, it was very easy to get to the Road to Hāna, airport, Lahaina , and Wailea. Seaturtles were consistently within viewing distance outside from the balcony too. A local beach was just further down the road, which made for nice evenings for us. The unit was on the second floor near the assigned parking spot and stairs. Trash bin and recycling were at the other end. Breanna’s place was very clean with two bathrooms and the a/c unit in the central room. The king and queen bed were comfortable for our family of four and having separate bathrooms was useful. When and if we decide to return to Maui, we would not hesitate to see if we could stay at Breanna’s place again. We had a fabulous stay.

A cozy living space features a comfortable teal couch, a small dining table set for two, and a queen Murphy bed with folding doors. Large glass doors allow for natural light and provide a view of the ocean and surrounding greenery. A ceiling fan enhances air circulation.

5 out of 5 average rating, 6 reviews

Kuleana Club #707 Oceanfront-1 bd&1 ba-Ground Fl

MairaRating, 5 stars3 months ago

My daughter and I enjoyed every minute of our visit to Maui. Will definitely book again in the summer!

A living area features large glass doors that open to an oceanview lanai. Comfortable seating is arranged around a wooden coffee table. A flat-screen TV is set on a light-colored stand, with decorative sea-themed wall art above. Soft natural light illuminates the space.

4.99 out of 5 average rating, 81 reviews

Stylish Love Hideaway, Maui Kaanapali Oceanfront

JustineRating, 5 stars6 days ago

Rogers place was great. The tide is a bit higher and you do have to walk to either the left or right a bit to get to a spot on the beach to where you won’t get washed away but it is not far. The place was clean and had everything we needed for the beach. Roger was very responsive and communicated well! I would stay again. The view was amazing and the sunsets were gorgeous!

A serene beach scene features golden sand bordered by calm turquoise water. Lush palm trees provide shade along the shoreline, while gentle waves lap at the beach. A few people can be seen enjoying the tranquil atmosphere, complemented by the distant outline of palm-dotted foliage.

5 out of 5 average rating, 127 reviews

Napili bay Studio June Special $109!

BryanRating, 5 stars2 days ago

Ben’s place was very comfortable, clean, and had quality amenities. Situated near Napili Bay, you are walking distance to the beach and some restaurants. Plus, you are a short drive a way from the amenities of Kaanapali. Another note is the community of Napili Ridge is very quiet and peaceful. Definitely recommend if you’re considering staying here for your west Maui stay.