House vacation 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.

4.91 out of 5 average rating, 140 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

4.81 out of 5 average rating, 101 reviews

A comfortable living area features a sectional sofa in a deep blue hue, paired with a wooden coffee table. Natural light pours in through multiple windows, illuminating the space. A framed artwork of a woman adds a pop of color to the wall, enhancing the room's inviting charm.

Home in Wailuku

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

True Hawaiiana charm, comfort, and convenience for your family vacation. Located in the heart of Maui, in historic Wailuku town, with easy access to all parts of the island for all your planned activities. Beaches within 10 minutes drive time in 3 directions and the beautiful West Maui mountains w/ Iao Valley National park behind. After a day of adventure come home to a restful time in the HOT TUB under the bright stars . Walk to boutiquey stores ,Coffee shops, First Friday party w/the locals

A cozy living area features a spacious sectional sofa adorned with teal accent pillows. A rustic coffee table sits in the center, complemented by vibrant wall art and a large window that offers views of the tropical yard outside.

4.97 out of 5 average rating, 290 reviews

Live Like a Local; near Coffee, Road to Hana and Haleakala

Grab a coffee and drive to the beach to catch waves or watch sea turtles nesting in the sand. This peaceful home with a private yard, outdoor shower, and fun surfboard fence is a great base for exploring the Road to Hana or Haleakala. Located on the quiet north shore of maui, 1 hour from popular tourist areas. Ideal for returning maui visitors who want to stay on the north shore or guests splitting their stay between 2 sides of the island of Maui. Sleeps: 4 guests max (including kids/infants)

4.93 out of 5 average rating, 402 reviews

A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.

Home in Kula

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 11 years with over 1,000 five star reviews. BUT this one, Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "Pamela’s place is extraordinary! The views are stunning! The design and decor are fabulous in every detail! I’ve stayed in many Air B&Bs; I give her place my highest rating!"

A charming cottage is framed by palm trees and lush greenery. The front porch features wide steps leading to a welcoming entrance, with outdoor seating partially visible. The peaked roof adds character, while the clear sky enhances the peaceful tropical setting.

4.97 out of 5 average rating, 120 reviews

Hunter Hales Hoku cottage, Haiku, Maui

Hunter Hales "HOKU" is one of the two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style of a classic Hawaii country town. You will feel so at home within the detailed cottage, equipped with everything one would possibly need while on vacation. This is local Maui vacationing at its best! TA-192-286-5152-01 STPH 20150004 TMK (2) 2-7-003:135

4.78 out of 5 average rating, 130 reviews

An open living area features a comfortable seating arrangement with green sofas and orange accent pillows. A wooden coffee table is placed on a patterned rug. The kitchen, displaying wooden cabinetry and modern appliances, is visible in the background. Light fills the space from large windows.

Home in Paia

Ocean Views – AC – Minutes to Town and Beaches

Your Tranquil Maui Retreat STPH20150002 Paia Ko is a serene and charming 3-bedroom, 2.5-bath home featuring beautiful ocean views and central air conditioning. Nestled against an old sugar cane field, this lovely property offers peace and tranquility while being conveniently close to the vibrant town of Paia. Enjoy the convenience of a ten-minute walk to downtown Paia and its beautiful beaches Within just a two-minute stroll you can reach Island Fresh Cafe and Maui Yoga studio

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, 158 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.

4.84 out of 5 average rating, 111 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!

A modern, two-bedroom home is showcased, featuring a covered lanai with a dining area for six. Large windows provide views of the surroundings, while the exterior combines wood and blue siding against a bright sky and greenery.

4.97 out of 5 average rating, 157 reviews

Peaceful and Spacious; North Shore Maui

New, spacious two-bedroom home in Ha'iku, Maui (Permit STPH20200003). With beautiful ocean views and peaceful surroundings, located on the Northshore of Maui, this is the perfect place to stay to explore the Road to Hana, the Northshore, and upcountry Maui. Perfect for two couples or a family, you'll have everything you need to explore the island and a peaceful living area to relax following a day of adventuring.

A bright living area features a comfortable sectional sofa and two wicker chairs, positioned around a glass-topped coffee table. A dining table with four chairs is set against a wall with natural light filtering in. The kitchen area is equipped with modern appliances and a welcoming atmosphere.

4.91 out of 5 average rating, 203 reviews

GREAT Location HAIKU 3 Bedroom Cottage

COUNTY PERMITTED - This home holds a Legal Maui Permit STPH2015/0006. Amazing Location, Cute Beach-style, 3 BEDROOM +1 BATH home. 2 Queen bedrooms & another bedroom/office with desk + twin bed, walk to Haiku Grocery, Haiku Cannery, Nuka Japanese & Sushi, Yoga, Colleens, 4 miles to Ho'okipa, (sleeps 1-4) fully equipped kitchen, HIGH SPEED WIFI. Washer/Dryer not shared. Please note we host children 6 years & over.

A panoramic view showcases lush green landscape merging into the blue ocean on the horizon. A variety of trees, including a tall conifer, adds to the natural beauty. The sky is bright with scattered clouds, creating a serene atmosphere.

4.99 out of 5 average rating, 207 reviews

Charming Hoku Pauwela Breathtaking ocean views!

Located on the north shore of Maui, Hoku Pauwela (Maui County B&B Permit# BBPH 2019/0002 and Hawaii State TAT # TA-036-968-8576-01) is the ideal location from which to experience the north shore, upcountry, Haleakala crater, and the epic drive to Hana. Spacious, quiet, and family-friendly, you'll have all you need to explore Maui and a peaceful living area to relax in after a day of adventuring.

4.97 out of 5 average rating, 305 reviews

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.

Home in Wailea

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 Wailuku house rentals

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.

4.71 out of 5 average rating, 49 reviews

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

4.92 out of 5 average rating, 151 reviews

Go for an Ocean Swim From a Fun Beach Villa

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.

4.98 out of 5 average rating, 42 reviews

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

4.95 out of 5 average rating, 22 reviews

Home in Lahaina

Luxe 3BR Pualei Beach House Retreat

4.98 out of 5 average rating, 53 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 Maalaea

Maalaea Kai 307 - Maui Prime Oceanfront

An outdoor lanai features a spacious dining table surrounded by multiple chairs, with stunning panoramic ocean views visible beyond the railing. Bright blue skies and a few clouds enhance the setting, complemented by nearby tropical greenery.

4.83 out of 5 average rating, 93 reviews

Ocean-View Large 2 Bedroom Townhouse in Kapalua

4.96 out of 5 average rating, 460 reviews

Home in Wailea

Stunning ocean view, heated pool at home by Wailea

4.87 out of 5 average rating, 119 reviews

Home in Kaanapali

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja

Weekly house rentals

4.86 out of 5 average rating, 173 reviews

Two hanging chairs are positioned on a private balcony, surrounded by lush greenery and an ocean view. The chairs are adorned with floral accents, inviting relaxation while enjoying the scenic landscape and coastal horizon.

Home in Napili-Honokowai

Oceanfront Paradise with Pickleball gear!

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, 72 reviews

Centrally located and steps to the beach!

4.97 out of 5 average rating, 36 reviews

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.

Home in Napili-Honokowai

Oceanfront Napili Shores ~AC

4.69 out of 5 average rating, 26 reviews

Home in Kaanapali

International Colony Club 13 Cottage near Beach

A dining table set for two features a basket of tropical fruits, complemented by two glasses. Lush greenery and ocean views are visible in the background under a bright blue sky, creating a vibrant outdoor dining space.

4.98 out of 5 average rating, 105 reviews

Pineapple Cottage Haiku Maui Lic#BBPH2015/0011

The exterior of the cottage is presented, showcasing a spacious structure with a covered front porch and a driveway. Lush green grass surrounds the cottage, bordered by low, rustic fencing. A clear blue sky complements the tranquil setting, creating a serene ambiance.

4.97 out of 5 average rating, 264 reviews

Hale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)

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, 14 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.

Home in Paia

4.78 out of 5 average rating, 105 reviews

Charming 2bd/1ba downstairs Unit with AC

Private 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, 12 reviews

Brand Newly Remodeled Luxury 2 BR - Kapalua Golf

A welcoming living room features a spacious gray sofa and patterned armchairs. Natural light floods the area through large windows, highlighting the textured rug and rustic coffee table. A sliding door leads to an outdoor space, adding to the room's brightness.

4.74 out of 5 average rating, 70 reviews

Haiku Hale: Permit# BBPH 2019/0009 SUP2 2019/0010

A spacious Napili Hale is nestled among lush greenery, featuring a light green exterior and a welcoming porch. The home is shaded by a large tree, with detailed textures of the bark visible. The surrounding foliage contributes to the tropical ambiance.

4.89 out of 5 average rating, 89 reviews

4 bed 4 bth Napili Beach House 5 min walk to beach

5 out of 5 average rating, 6 reviews

A201a-The closest Maui Banyan studio to the beach

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

5 out of 5 average rating, 5 reviews

Home in Kula

Island Sunset Villa: Stunning Ocean & Sunset Views

4.89 out of 5 average rating, 54 reviews

A serene beach scene is displayed, featuring soft golden sands meeting calm turquoise waters. Lush palm trees are positioned along the shore, with gentle waves lapping at the rocky edge. In the distance, majestic mountains are partially obscured by light clouds.

Home in Paia

Beach house for wind-sports in Pa’ia-North Shore

A hot tub is situated in a lush, landscaped backyard, surrounded by tropical plants and trees. Lounge seating is available nearby, with a shaded area visible in the background. The house features a blend of modern and rustic design elements, creating a tranquil outdoor environment.