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Vacation rentals in Wailuku

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Top-rated vacation rentals in Wailuku

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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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.

Condo in Lahaina

4.98 out of 5 average rating, 108 reviews

Spectacular Ocean Views, 1st Class, Luxury Condo

KeleRating, 5 stars4 months ago

An oasis in paradise! Keri is a fantastic and very responsive host and helped make our stay amazing. We needed a restorative vacation and Keri and her place provided everything we needed to realize that. She thought of everything her guests could want…The snorkel gear, boogie boards, sun umbrellas and more were wonderful things to have for our time in Maui. Highly recommend!

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 ***

veronicaRating, 5 stars1 week ago

David was great to communicate with. Almost as soon as I booked (the day before check in) he asked if I was already on the island. He said he’d check to see if I was able to check in early. Really helpful since my check out of my previous place was at 10AM. the condo itself was really clean, furnished well, and somehow still felt like a home unlike some other Airbnb's.

A private balcony overlooks the ocean, featuring a round dining table with two chairs and a lounge chair. The space is surrounded by a railing and offers a clear view of the water, with distant islands visible under a blue sky.

Condo in Wailuku

4.88 out of 5 average rating, 52 reviews

Great Listing and Price!

CuauhtemocRating, 5 stars4 months ago

Mrs. Barbara was very good at giving us her time every time we had a question about something regarding the condominium. The truth is that my family's stay there was very pleasant. Thanks to her being very kind the whole time. This is something very important that I want to mention. I had to return the unit at 11am, but our flight was not until 4:30 and she allowed us to leave our luggage there for a few more hours. I really appreciate this because our luggage was safe the whole time we were gone.

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

4.83 out of 5 average rating, 146 reviews

Beautiful Palms At Wailea #608-May/June Discount

SusanRating, 5 stars1 month ago

Had a wonderful, relaxing stay at Elise and Bruce's condo. Explored different beaches (walkable and drive to), did some biking, hiking, many books read, weather perfect as it usually is in S Kihei, enjoyed sunsets at the pool, and cribbage matches on the lanai after a day outside. Appreciated some food staples already in the cupboards and Safeway store not far away. Tried a Bruce-recommended Sushi restaurant (Avo was the name, I believe in Wailea) which we liked and also pre-booked at Star Noodle in Lahaina to enjoy another wonderful asian meal, otherwise cooking in and at the condo community BBQ. Well set up for a small family and recommend it.

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

5 out of 5 average rating, 6 reviews

Oceanview updated condo w/AC @ beachfront resort

SofiaRating, 5 stars2 weeks ago

Very quiet and cozy place at the ocean shore. There is an opportunity to go for a walk on the ocean shore. There is a big pool and lounge chairs on the property. The apartment is very clean. Apartment is fully equipped with everything you need: cleaning supplies, everything for cooking and eating. I really liked that bed sheets are made from cotton. I really enjoyed staying here! Recommend this place

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

4.71 out of 5 average rating, 173 reviews

*VEHICLE INCLUDED! Wavecrest Resort EAST MOLOKAI

AmeeRating, 5 stars4 months ago

We stayed a week at George’s place. It was fantastic having a car on the island is a must and George provided us the vehicle as shown in the ad. The vehicle had AC which was a bonus and worked well for its age. George was always available for a phone call and the condo was well stocked. No restaurants nearby or stores so come prepared but we were well prepared and aware before arriving. Will be back!

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!

PeterRating, 5 stars3 weeks ago

We had a great time at this condo in Kihei. The waterfront location and building amenities were wonderful. The gigantic roof deck was perfect for viewing the sunset and full moon. The north Kihei location was very convenient for getting to all of the main spots on the island. The pictures of the view did not do it justice! This is truly a waterfront location that was very comfortable for a family of 4 and has truly spectacular views.

A serene outdoor space is highlighted by a comfortable lounge chair and a hammock, both positioned on a wooden deck. Lush greenery surrounds the area, creating a tranquil atmosphere. A blue cushion adorns the lounge chair, enhancing the relaxing vibe of this private retreat.

Townhouse in Lahaina

4.86 out of 5 average rating, 144 reviews

3BR/3BA Luxurious Hawaiiana Home w/ Hot Tub

AllisonRating, 5 stars1 month ago

This home was so lovely for our family as we attended a wedding at the Montage over the weekend. Was provided with a lovely welcome basket of snacks, wine, and fresh eggs (in this economy?!) and great location! Would stay here again in a heartbeat. Thank you!!

Vacation rentals for every style

Get the amount of space that is right for you

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Popular amenities for Wailuku vacation rentals

Laptop-friendly workspace

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!

CherylRating, 5 stars2 weeks ago

Great location, walkable to beach and a few restaurants. Appreciated the beach chairs and umbrella and cooler. Pretty surroundings.

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

4.91 out of 5 average rating, 174 reviews

Stunning Luxury Oceanview Condo

SaraRating, 5 stars4 weeks ago

We loved our stay! The view is unbeatable and the tiki torches at night add to the ambiance. The place is clean, great location, and had all we needed. Many thanks to John for hosting us!

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

MandyRating, 5 stars4 weeks ago

We loved our stay here! Beautiful property and beach. Everything we needed was available. It was so helpful to have access to beach chairs, towels, snorkel gear, etc.

4.81 out of 5 average rating, 312 reviews

Ocean view studio. 1k ft from water!

JohanaRating, 5 stars1 week ago

Very nice place! It’s right across from the beach and very close to great food. The apartment is very cozy and had AC.

A serene swimming pool is set against a backdrop of lush vegetation and natural rock formations. A gentle waterfall cascades into the pool, while a water slide curves invitingly from the rocks, providing a playful feature for guests.

Apartment in Lahaina

5 out of 5 average rating, 3 reviews

2 BR Suite @ Maui Ocean Club

AleemRating, 5 stars5 months ago

Jason was incredibly helpful in securing a place for my family after we made a last minute decision to travel to Maui for Thanksgiving. It was challenging to find something to our liking but Jason was persistent and ultimately found us a place to our liking a day before our travel. I was initially apprehensive but Jason was super responsive and provided clear instructions and stayed in touch till we checked-in successfully. The place (Marriott Ocean Club and the room) exceeded our expectations and we couldn’t be more grateful for Jason’s assistance. I would not hesitate to book with Jason again for any of our future travel plans. Mahalo, Jason!

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

4.89 out of 5 average rating, 73 reviews

Exquisite Remodel-Sleeps 8-Well Equipped-AC

JosephRating, 5 stars2 months ago

We had a lovely stay and the host was very responsive and helpful. They even brought us two brand new boogie boards to use when we asked about them. We had such a good time and were very happy with our stay. We are chemical sensitive, so the only difficulty for us was the clothes washer as a strong fragrance (tide) was used so we had to buy some sheets while on the island and use our own towels etc. This isn’t uncommon for us though, there are so many strong detergents used these days and they are instant headaches for us. A HUGE relief is that they did not use any air fresheners, just strong smelling laundry detergent. Everything else was absolutely wonderful. 10/10 recommend.

Vacation home in Lahaina

4.94 out of 5 average rating, 67 reviews

Marvelous Maui, Oceanfront Paradise!

LauraRating, 5 stars3 months ago

We love staying at the Pikake- have stayed in the complex many times and this is an awesome unit. Great communication from host. Hard to beat!

An open living area is framed by tall ceilings and large windows overlooking a serene pool and ocean views. Comfortable seating made from wooden materials is arranged in a welcoming manner, with decorative hanging light fixtures adding visual interest to the space.

4.95 out of 5 average rating, 59 reviews

Modern 2 bedroom/2bath Villa near Beach!

NishaRating, 5 stars2 weeks ago

Great spot ✨ we booked the day before arriving, and they were very helpful and accommodating! If you don’t mind not having an ocean view, the grounds are beautiful, and we loved the garden vibe. The house was awesome – very comfy – and the pool was a hit too! We were also able to walk places (including the beach), which was convenient.

Quick stats about vacation rentals in Wailuku

Total rentals
130 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
6.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wailuku?
Yes! Work meets play with ease at over 60 vacation rentals in Wailuku featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Wailuku?
Four-legged friends are welcome in Wailuku. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in private suite rentals in Wailuku?
Experience the best of Wailuku with our private suite rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Wailuku vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Wailuku, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Wailuku have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Wailuku. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wailuku have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Wailuku. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Wailuku?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly house rentals in Wailuku?
Wailuku has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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