Vacation rentals in Wailuku

A private lanai features a wooden table and two chairs, overlooking the serene ocean and distant island views. Palm trees sway gently in the breeze, while large glass doors allow for natural light to fill the space. The horizon showcases a vibrant blue sky.

4.98 out of 5 average rating, 108 reviews

Spectacular Ocean Views, 1st Class, Luxury Condo

🌈Unrivaled Views, Sunsets, Whales, Rainbows 🌈 Nestled on beautiful Kahana Beach, our resort boasts stunning views of Molokai and Lanai. Experience the perfect blend of serenity and convenience, walking distance to charming restaurants & shops. Just a short drive to Kaanapali with its array of dining and shopping options. Centrally positioned between Kaanapali Beach and Kapalua with immediate access to some of the world's most exquisite beaches and the Pacific's most spectacular golf courses.

A vibrant pool is surrounded by well-manicured gardens and palm trees, leading to a sandy beach. The clear ocean reflects the sunlight, and a few figures can be seen enjoying the shoreline. The overall scene emphasizes the tropical coastal setting.

4.89 out of 5 average rating, 157 reviews

*** Beautiful Oceanfront Maui Condo ***

🌴☀️🌴 TOURISM WELCOME! We are a fully legal Short Term Vacation Rental (STVR) condo and have been Superhosts on Airbnb for 10+ years. While Lahaina town is closed, the rest of the island (including areas of West Maui) is open, and visitors are welcome. Respectful tourism is highly encouraged. Please feel free to book any open dates on our calendar and Mahalo for helping to support Maui. 🌴☀️🌴 Come explore Maui from our beautiful centrally located Oceanfront Condo right on Sugar Beach!

4.88 out of 5 average rating, 52 reviews

A view showcases tall palm trees swaying gently in the breeze, overlooking a calm ocean. The horizon is marked by distant land, while the water reflects the clear blue sky, creating a serene coastal atmosphere.

Condo in Wailuku

Great Listing and Price!

Come on over and sit in a lounge chair on the water's edge, watch the turtles in the water right in front of you, read a book or snooze to the sound of the waves. Check the calendar and reserve now! "My place is close to the airport, art and culture, parks, and great views" say the owners, the LeMotts. "You’ll love my place because of the coziness, the views, the location, and the people. My place is good for couples, solo adventurers, business travelers, and families (with kids)."

4.87 out of 5 average rating, 271 reviews

Kaanapali Shores Double Oceanview Resort Living

Your perfect Maui vacation! The west side of Maui is where it’s at and it gets no better than Kaanapali Beach, recognized worldwide as one of the top beaches anywhere. Add our gorgeous yet sensibly priced condominium and you have it all. Oceanfront views from both the very private, quiet, cool lanai (balcony) and master bedroom including the beautiful Molokai island, and views of the West Maui mountains are just the beginning of the many great reasons to stay in our condominium.

4.83 out of 5 average rating, 146 reviews

An inviting entrance to the complex features a tranquil water feature cascading into a small pool, surrounded by lush tropical landscaping. Bright flowering plants and palm trees complement the scene under a partly cloudy sky.

Condo in Wailea

Beautiful Palms At Wailea #608-May/June Discount

Beautiful Palms At Wailea ,2BR/2BA,Condo, located in the heart of Wailea. 5* location. Vinyl wood flooring & Split Air-Cond. system in hallway & in master-B/R. Fans through-out. Immaculately clean & comfortable. Walking distance to shops, hotels, restaurants, beaches.1200 sq. ft., wide open floor plan ,2nd. fl.unit. Low rise complex. Very private. Large lanai . Barbecue grills located near entryway of complex. Views from the Club House & Pool.The best place to stay!

A sandy beach extends along the shoreline, where clear waves gently lap against the coast. Lush vegetation is visible in the foreground, while palm trees line the beach. In the distance, mountains are faintly seen on the horizon under a bright blue sky.

4.82 out of 5 average rating, 162 reviews

Whale Season Special! T-046-692-0448-02

We love to host! Listing was paused to help fire families! Read our 5*reviews! Directly across from a State Beach Park with morning sea turtles and the best Maui Sunsets. Food Trucks,Grocery store, Badass coffee, Miso Phat Sushi all in walking distance and give it a neighborhood feel. Onsite BBQ, Newly Updated Pool and Free Parking! 10 min to Kaanapali / Napili. Beach towels/Chairs provided. Clean, comfortable unit with lots of privacy and a great local vibe!

4.91 out of 5 average rating, 209 reviews

A scenic view of the beach stretches out under a clear blue sky, framed by swaying palm trees. Gentle waves lap at the shoreline, with soft sand visible along the coast. Lush greenery lines the walking path leading to the beach.

Condo in Wailuku

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

5 out of 5 average rating, 7 reviews

An ocean view is framed by tropical palm trees and lush greenery, while a sailboat is visible on the water. The pink hues of sunset can be seen in the sky, adding a serene ambiance to the scene. A nearby rooftop is also visible.

Apartment in Kihei

Oceanview updated condo w/AC @ beachfront resort

Welcome to Nani Kai Hale 305. Enjoy an ocean view from your private lanai. Feel right at home in this updated condo with everything from split AC in both the living room and bedroom, sofa sleeper, fully equipped kitchen, beach gear, & essentials. This condo can comfortably accommodate 4 guests with its 2 full bathrooms. Situated on a 6 mile stretch of sandy beach in N Kihei the possibilities are endless for ocean activities. Book today!

4.71 out of 5 average rating, 173 reviews

Lush greenery is visible, with palm trees swaying gently in the breeze. The landscape features manicured grass and flowering plants in the foreground, accompanied by a distant view of the ocean and sky filled with scattered clouds.

Condo in Kaunakakai

*VEHICLE INCLUDED! Wavecrest Resort EAST MOLOKAI

TA-075-407-5648-01 THIS UNIT COMES WITH THE ABILITY TO USE OF AN SUV...... UPDATE!!!! We now have dedicated internet!!!!No more bad resort Wi-Fi!!! This unit is located on the island of Molokai. After years as a long term rental, my cozy,semi-private location at Wavecrest Resort is a vacation rental again. Often described as a home away from home this unit will bring a warm feeling to your heart and soul.

Top guest favorite

An aerial view captures the clear turquoise waters meeting a sandy beach, lined with palm trees. A heated swimming pool is visible on the green lawn, complementing the beachfront location. The texture of the waves against the shore is highlighted, inviting relaxation.

4.96 out of 5 average rating, 250 reviews

Napili Oasis Hideaway, Amazing Oceanview in Maui

Welcome to my beautiful oceanview condo, in one of a kind boutique condominium. Wake up to ocean breeze and view from lanai, watch turtles and sunset on lava rocks, feel at home falling asleep to the sound of the ocean every night 60-seconds walk to Napili beach. Located on the 2nd floor at Napili Shores Resort on West Maui, easy access to world-class beaches, restaurants, shopping and golfing

An expansive green lawn extends towards the ocean, lined with lounge chairs for relaxation. Gentle waves roll onto the rocky shoreline, while the vibrant blue water is accented by wispy clouds in the clear sky. The view captures a serene coastal atmosphere.

4.86 out of 5 average rating, 102 reviews

Top Floor Stunner! Highly Upgraded! Summer Special

"The Kaleialoha" #414 Maui is open and ready for your arrival! Please come help us rebuild our community! This TOP FLOOR unit has unobstructed Ocean and outer island Views! This beautiful completely remodeled unit will take your breath away! New AC unit in living area! New High end sofa sleeper in living room! Cal King Bed and second TV in bedroom. Bosch Washer and dryer in unit.

A panoramic view displays a sandy beach curving along a calm ocean, framed by lush greenery and tall palm trees. Clear blue skies extend overhead, enhancing the serene coastal atmosphere. Beach loungers are arranged neatly on the verdant lawn, inviting relaxation.

4.83 out of 5 average rating, 172 reviews

Spectacular Direct Ocean Front location!

Spectacular oceanfront location only steps away from the beach! This stunning space provides everything a Maui vacation should offer. Positioned right on the water, this quaint condo offers direct ocean views and access along with a dreamy sight of the West Maui mountains. Wake up in paradise to the sound of the ocean waves crashing right outside your door!

Vacation rentals for every style

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Popular amenities for Wailuku vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Wailuku's top sights

Maui Arts & Cultural Center12 locals recommend

Iao Valley State Park53 locals recommend

Queen Ka'ahumanu Center6 locals recommend

Iao Needle State Monument13 locals recommend

Queen Ka'ahumanu Center station28 locals recommend

Wailuku Coffee Company6 locals recommend

Other great vacation rentals in Wailuku

4.91 out of 5 average rating, 97 reviews

Kamaole Sands - Remodeled - King Bed - Ocean View!

A row of brightly colored outrigger canoes rests on a sandy beach framed by swaying palm trees. The clear blue water of the ocean stretches out in the background, with distant mountains visible under a clear sky.

4.87 out of 5 average rating, 108 reviews

Tropical Paradise Close to Everything

4.91 out of 5 average rating, 174 reviews

A pathway winds through lush greenery, leading to a pool area surrounded by palm trees and tropical plants. The tranquil atmosphere is enhanced by distant ocean views and clear skies, inviting relaxation and outdoor enjoyment.

Apartment in Kihei

Stunning Luxury Oceanview Condo

An outdoor barbecue area features five modern grills arranged along a stone countertop. Palm trees sway in the breeze, overlooking a pool area beyond, which is framed by lush greenery and lounge chairs. The expansive view includes the ocean in the distance.

4.87 out of 5 average rating, 187 reviews

Relaxing Kihei Condo right on the Beach in Maui

4.81 out of 5 average rating, 312 reviews

Ocean view studio. 1k ft from water!

4.89 out of 5 average rating, 73 reviews

A private lanai is furnished with a glass table and four green cushioned chairs, offering a comfortable space for relaxation. Lush tropical landscaping is visible in the background, with palm trees and other greenery enhancing the serene atmosphere.

Condo in Wailea-Makena

Exquisite Remodel-Sleeps 8-Well Equipped-AC

4.94 out of 5 average rating, 67 reviews

Vacation home in Lahaina

Marvelous Maui, Oceanfront Paradise!