House holiday rentals in Wailuku

A cozy outdoor deck is showcased, featuring two wicker chairs and a small table, inviting relaxation. The inviting turquoise door stands adjacent to a wall with the word 'Aloha' elegantly displayed. String lights add a warm touch above, surrounded by tropical greenery.

4.92 out of 5 average rating, 131 reviews

Enjoy paradise living at the THERE Maui House!

Permit #STKM 2018/0006 Located on the south side of Maui in a quiet neighborhood close to the beach & the best shave ice, this cozy, two bedroom house with newly added split AC system awaits! Whether you decide to dance to Don Ho on vinyl, try a new recipe, or play the ukulele, this space was thoughtfully designed to inspire you to be THERE & enjoy your time in paradise! For more pictures & tips, check out the THERE Maui House on our blog at there maui dot com and on IG at @livetravelbe.there

The exterior of a spacious home is framed by lush tropical plants and trees. A charming pathway leads to a welcoming front deck illuminated by soft lighting. Large sliding doors enhance visibility into the interior, where comfortable seating is visible in a cozy living space.

4.98 out of 5 average rating, 118 reviews

Mana Hale Vacation Rental

This private home is nestled in a beautiful garden just 1 mile from the ocean. The house is spacious with 2 bedrooms & 2 full bathrooms. Front and back decks offer ample opportunity for lounging with a good book, grilling, visiting with friends and family or even just a romantic getaway. The house is close to cafe's, shopping, restaurants and many of the idyllic maui beaches. Perfect for retreat, fun and healing in paradise. STKM 2018/0002 HITax # GE-087-066-3168-01 HI TAT # TA-087-066-3168-01

A spacious single-story home is surrounded by lush palm trees and vibrant tropical plants. The well-maintained lawn features a mix of greenery, with the house's exterior displaying a neutral tone under a bright blue sky.

4.85 out of 5 average rating, 164 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

WONDERFUL! Three bedroom hale (home) in the Central Kihei area of Maui. Wood floors, lots of space, kitchen fully stocked, BBQ and so much more. Great for kids, elderly, and young at heart. This house is your home away from home. We have all of the necessary items for a home. If we do not have something please let us know and we will try our best to accommodated. Walking distance to the beach, shopping, park, public transportation, etc... You will not find a better place in Kihei.

A wide sandy beach extends along the shoreline, meeting clear blue waters. Guests are seen relaxing under umbrellas, while others stroll along the water's edge. Lush palm trees provide shade in the background, contributing to a serene island atmosphere.

4.92 out of 5 average rating, 127 reviews

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Aloha and Welcome to our newly remodeled Plantation stand-alone Cottage! This home is just a short about 5 minute walk (across the street) to the beach and park. Surrounded by lush and tropical landscapes, our 1200 sq ft vacation home (International Colony Club 32) offers 3 bedrooms and 2 bathrooms of comfortable accommodations with 2 King size beds, and 2 Full size beds. The fully equipped kitchen, spacious dining area and living room are open-plan with a comfortable split ACs.

The spacious studio features a comfortable bed and a seating area with colorful cushions. Large glass doors provide access to a private balcony with stunning ocean views. A flat-screen TV and a ceiling fan are visible, alongside a wooden dresser and a coffee table.

4.93 out of 5 average rating, 596 reviews

Maui direct ocean front . Super private

Location + Endless Ocean view.This condo is very special! It's Direct Ocean front It really is the best what Maui has to offer. Great for honeymooners, super private. There's not any place closer than the ocean than my condo! You'll feel like as if you were floating above the water when you are in your bed! Please check Wifi user i/d and password once you finished booking. (it's listed). Thanks! Note: this is on the 3rd floor w/o elevators in the building

The kitchen features light-colored cabinetry paired with granite countertops and stainless steel appliances. A large refrigerator and microwave are visible, along with an oven and stove. A central island with a wooden top provides additional workspace. Soft lighting enhances the functional layout.

4.97 out of 5 average rating, 152 reviews

12 Minute Walk Kamaole Beach II-Quiet Private Easy

This 1 bedroom/1 bath suite is a self contained, attached ohana (ADU) with private entry. Off street parking is 10 seconds from your door. Located a 12 minute walk straight down to Kamaole Beach II. Convenient Location, Quiet and Private. I am a SUPERHOST, see the 4.97 reviews and comments. INSTANT BOOK for a great stay. All fees and taxes are listed & collected when you book. There are no surprise or additional costs. Permit #BBKM 2O19/OOO2

The covered private lanai is depicted, featuring seating areas with outdoor couches and ceiling fans. A well-maintained lawn leads up to the entrance. Bright blue skies and soft clouds frame the space, creating a serene outdoor environment for relaxation.

4.83 out of 5 average rating, 106 reviews

Modern Family Kihei Home by the Beach

Aloha! Welcome to one of the best located homes on the island! Located just under half a mile (or 5 minute walk) from the beach, surfing, park, restaurants, shops and stores. Our modern property offers complete relaxation for the perfect Maui vacation. Our home offers kid friendly amenities, A/C in ALL ROOMS, an espresso machine and Vitamix. Our calendar is always up to date. Please inquire with any questions, we will respond within 1 hour!

4.93 out of 5 average rating, 179 reviews

PAIA HALE Walk to beach and town

This sweet cottage sits on a flag lot, gated and fenced, shared with my 2 bedroom cottage. Parking is directly in front of the cottage. New kitchen as of July, 2025. There is a nice outdoor area with table, chairs and barbecue. Coolers and beach chairs are also provided. (Please note, I only advertise or book this condo through Vacation rental sites. If someone has approached you to book this directly, it is a scam.)

4.96 out of 5 average rating, 444 reviews

Stunning ocean view, heated pool at home by Wailea

Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

The exterior of a charming home is highlighted, featuring a distinctive turret and surrounded by lush greenery. Palm trees and flowering plants add to the tropical ambiance. The welcoming porch is framed by columns, inviting guests to enjoy the natural surroundings.

4.89 out of 5 average rating, 164 reviews

Villa Parthenope in Paia bnb #3 *****

Permit n. : BBPH (PHONE NUMBER HIDDEN) (for the permit nuber look at the pics) Prices are inclusive of taxes. Lovely and Romantic home with private bath in Paia, about 7/8 min. walking distance from the beaches and all the services in town.Private entrance. Kitchen corner with hot plates, coffee machine, mini oven, microwave,fridge, blender, and all that you need to cook at home. We DON’T accept kids to this property.

A spacious living area features a comfortable sectional sofa facing a large television. Natural light filters through multiple windows, illuminating the space. Bamboo flooring adds warmth, while a subtle green plant enhances the inviting decor. A sliding door leads to an outdoor dining area.

4.96 out of 5 average rating, 141 reviews

Private 4bd Home, Walk to Beach

The Kahana Beach House is a spacious and comfortable home located across the street from a secluded beach. Close to some of Maui's best restaurants, golf, and exciting island attractions the beach house serves as a great central hub to explore the island of Maui. The fully equipped kitchen has everything you need and the outside deck is great for lounging in a hammock or grilling on the BBQ.

A charming guest house is presented with a wraparound deck, framed by palm trees and lush greenery. The exterior features light-colored siding and a sloped roof, with windows allowing natural light. A clear blue sky enhances the inviting setting of this private retreat.

4.97 out of 5 average rating, 282 reviews

South Maui Guesthouse

This air conditioned very exclusive, private 2-bedroom Guest House is surrounded with lush gardens on a ½ acre property, off the street located in an upscale very private neighborhood (Maui Meadows, above Wailea), yet minutes from the best beaches Maui has to offer. A real Hawaiiian retreat, where you wake up to the sound of birds, not traffic. Permit Number BBKM2018/xxx3 GETxxxxxxxx2801

Popular amenities for house rentals in Wailuku

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A bright living area is presented with large glass doors offering views of the ocean. A dining table made of wood is accompanied by light-colored chairs. A potted plant and a unique wood side table add natural elements, while pendant lights provide soft illumination.

4.69 out of 5 average rating, 32 reviews

Kihei 533- A/C, Free Parking, and WiFi

A private balcony features a wooden table surrounded by four chairs, with a serene view of lush greenery and palm trees. Bright sky and the distant buildings of the resort can be seen, suggesting a peaceful outdoor setting.

4.97 out of 5 average rating, 35 reviews

Stunning One Bd Partial ocean, AC, wifi,Pool C209

An outdoor view showcases a private pool surrounded by tropical landscaping. A spacious home with a wrap-around deck overlooks the ocean, while the blue sky and scattered clouds enhance the serene setting. Lounge chairs are positioned beside the pool for relaxation.

4.92 out of 5 average rating, 39 reviews

Oceanview Home with Private pool and hot tub

The living area features light-colored furniture arranged around a wooden coffee table, with a large wall-mounted artwork depicting a beach scene. A kitchen can be seen in the background, and decorative elements include a ceiling fan and tropical details on the walls.

4.94 out of 5 average rating, 18 reviews

Oceanfront Napili Shores ~AC

An open-concept living space showcases a spiral staircase and a dining area with a wooden table surrounded by rattan chairs. Two woven pendant lights illuminate the room, which features a comfortable sofa with neutral-toned cushions and light flooding in from large windows.

4.93 out of 5 average rating, 15 reviews

Luxe 3BR Pualei Beach House Retreat

A refreshing swimming pool is surrounded by lounge chairs, set among tropical palm trees. The water's surface reflects the nearby buildings and sky, creating a serene atmosphere. The pool area is designed for relaxation and enjoyment.

4.97 out of 5 average rating, 63 reviews

Centrally located and steps to the beach!

4.98 out of 5 average rating, 40 reviews

A relaxed living area features a blue sectional sofa with red and white decorative pillows. A coffee table sits in front, and a work desk is positioned near a glass sliding door that provides views of the ocean and surrounding palm trees.

Home in Wailuku

Maalaea Kai 307 - Maui Prime Oceanfront

4.94 out of 5 average rating, 18 reviews

Ridge 622- Wake Up to Sweeping Ocean Views in Maui

Weekly house rentals

An outdoor dining area features a circular wooden table set with two glasses and a bottle of wine, illuminated by warm string lights. The backdrop is a vibrant sunset over the golf course, enhancing the serene ambiance.

5 out of 5 average rating, 7 reviews

Brand Newly Remodeled Luxury 2 BR - Kapalua Golf

5 out of 5 average rating, 4 reviews

A tranquil outdoor seating area is showcased, featuring a round table surrounded by black metal chairs. Lush greenery and palm trees frame the scene, with a view of the ocean and gently rolling hills in the background. Clear blue skies enhance the inviting atmosphere.

Home in Napili

Stunning Ocean View Napili Bay!

A serene beach scene is captured with soft waves lapping at the sandy shore. The clear turquoise water extends toward the horizon, framed by lush greenery and palm trees. A clear blue sky enhances the tranquil coastal atmosphere.

4.9 out of 5 average rating, 91 reviews

Paia Town Plantation Home

A bright living area features soft beige carpeting and walls painted in a cheerful yellow. Available seating includes two wooden armchairs and a comfortable sofa. A coffee table is centered in the seating arrangement, and natural light floods in through large sliding glass doors, leading to an outdoor space.

4.59 out of 5 average rating, 17 reviews

Gram’s Maui Golf Cottage

A spacious living area features comfortable seating arranged around a glass-top coffee table. Light-colored walls and tropical decor create a calming ambiance. The kitchen and dining area are visible in the background, showcasing modern appliances and a dining table for shared meals.

5 out of 5 average rating, 15 reviews

Your Beachfront Island Home Awaits! #1A2

A bright living area features a comfortable sectional sofa and a simple armchair with light upholstery. A flat-screen TV is mounted on the wall, and a vibrant area rug adds a splash of color. Window A/C units ensure a cool atmosphere, complemented by soft natural light.

4.87 out of 5 average rating, 39 reviews

Keawakapu Beach Cottage

The outdoor view features swaying palm trees against a vibrant blue ocean backdrop. A pool is situated among the lush landscaping, with lounge chairs nearby. The gentle waves are visible in the distance, contributing to the serenity of the coastal environment.

5 out of 5 average rating, 11 reviews

Incredible Oceanviews, Spacious Kapalua Bay Villa!

A comfortable living area features a sectional sofa with decorative cushions and an armchair. Soft lighting is provided by a floor lamp, and draped curtains frame the windows, enhancing the cozy ambiance. The flooring is tiled, creating an open and inviting space.

4.78 out of 5 average rating, 104 reviews

Charming 2bd/1ba downstairs Unit with AC

Private house rentals

A spacious living area is presented with a light-colored sectional sofa and a wooden coffee table. A wall-mounted television is visible, alongside a patterned armchair. Large glass doors open to the lanai, allowing natural light and views of the surrounding landscape.

5 out of 5 average rating, 15 reviews

Relaxation in Kapalua-Specials!

A balcony showcases direct oceanfront views, featuring two chairs and a glass table. Palm trees sway gently in the breeze, and the shimmering blue water extends to the horizon. The sky is bright with a few scattered clouds, enhancing the serene coastal ambiance.

4.67 out of 5 average rating, 3 reviews

Oceanfront Studio w/ Beach Access and Pool!

The spacious living area features vaulted wooden ceilings and multiple windows that allow natural light to fill the room. Comfortable seating includes a sectional sofa and armchairs, arranged around a coffee table. A decorative rug enhances the inviting atmosphere.

4.89 out of 5 average rating, 44 reviews

3 Bedroom Private House Kihei /Wailea Maui

5 out of 5 average rating, 3 reviews

Tropical Garden Retreat Steps from the Beach w/AC

A dining area features a round wooden table surrounded by four wicker chairs. Large sliding glass doors provide access to an outdoor space with ocean views and natural light. The kitchen area is partially visible, showcasing wooden cabinetry and coastal décor.

4.97 out of 5 average rating, 68 reviews

Exclusive Beachfront Cottage, Ocean Views, WiFi/AC

4.69 out of 5 average rating, 29 reviews

Luxury Golf Villa in Kapalua Maui with Ocean and S

An expansive deck features comfortable seating arrangements, including red Adirondack chairs and a dining table. The space is framed by wooden railings and offers a view of surrounding greenery and distant ocean waves under a clear blue sky.

4.95 out of 5 average rating, 22 reviews

Maui Getaway w/ AC, Deck & Steps to Snorkeling

A serene view features silhouetted palm trees against a colorful sunset sky, transitioning from orange to deep blue. The ocean horizon is visible in the background, with soft clouds hinting at the end of the day.