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, 146 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, 113 reviews

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

The kitchen and dining area feature modern appliances and a large wooden table surrounded by a built-in bench. Natural light enters through the window, illuminating the granite countertops and stylish cabinetry, while a beach-themed artwork complements the tropical surroundings.

4.88 out of 5 average rating, 120 reviews

Chic Villa 2 | Modern Vibes by the Ocean

Experience an older Hawaiian style charm with a modern twist in this newly remodeled Villa in Kihei. Welcome to 1 Bedroom, 1 Bathroom Villa 2 at Villas by the Cove — a laid-back, beach-chic retreat just across the street from Cove Park and a short 3-minute stroll to Charley Young Beach. This modern villa features a living room with air conditioning, high-speed Wi-Fi, a fully equipped kitchen, a comfortable king bed, a full bathroom with a walk-in shower, a private lanai, and gated parking.

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.

4.86 out of 5 average rating, 172 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.

4.97 out of 5 average rating, 133 reviews

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.

Home in Haiku-Pauwela

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

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, 159 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. Not a condo with condo noise. 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

4.92 out of 5 average rating, 289 reviews

The Blue Door on Church Street | Vintage One Bedro

Stay in a restored 1929 plantation-style retreat at The Blue Door on Church Street in historic Wailuku. This private one-bedroom space features a king Helix bed, queen memory foam sleeper sofa, high ceilings, original wood details, kitchenette, rainfall shower, soaking tub, AC, fast WiFi, Smart TV, parking, and access to a shared infrared sauna. Walk to cafés, restaurants, shops, yoga, and the ʻĪao Theater, or drive minutes to ʻĪao Valley, beaches, hikes, and Maui adventures.

4.93 out of 5 average rating, 620 reviews

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.

Home in Napili-Honokowai

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 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, 114 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!

4.96 out of 5 average rating, 469 reviews

Home in Wailea

Stunning ocean view Villa, Heated pool, Wailea

Legendary Maui sunsets from your private lanai. Whales splashing offshore in season. A heated pool all your own, tucked into over half an acre of tropical gardens. This artist-designed Victorian-style villa is 5 minutes from Keawakapu Beach and the Shops at Wailea, and made for families, with shallow-end pool steps, a gated lanai, and baby gear ready on arrival. Boutique hotel attention, complete privacy. Your view retreat awaits.

4.97 out of 5 average rating, 316 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

4.9 out of 5 average rating, 210 reviews

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.

Home in Haiku-Pauwela

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.

Popular amenities for Wailuku house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 147 reviews

Beautifully Remodeled 3 Bedrooms/2Bathrooms

ComfortCleanliness

4.87 out of 5 average rating, 123 reviews

Studio Kaanapali Beach, Beach Cabana, Jacuzzi, Gr

4.98 out of 5 average rating, 57 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

4.88 out of 5 average rating, 42 reviews

A tropical outdoor area features lounge chairs beside a heated swimming pool. Palm trees sway in the gentle breeze, with a shaded seating area visible under a pergola. The expansive ocean view is framed by lush landscaping, creating a serene atmosphere for relaxation.

Home in Lahaina

Serene and Peaceful with Heated Pool

A serene sandy beach is shown with gentle waves lapping against the shore. Sunbathers are positioned leisurely on the sand, and a few umbrellas provide shade nearby. Lush palm trees line the back of the beach, creating a tranquil atmosphere under a clear blue sky.

5.0 out of 5 average rating, 73 reviews

Newly Remodeled Cottage

A serene outdoor area includes smooth stone dipping pools and a Jacuzzi with sunset views. Tropical plants are situated in decorative pots, complementing the landscape. The setting is enhanced by tiki torches, and a lush lawn extends towards the horizon under a soft evening sky.

5.0 out of 5 average rating, 7 reviews

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

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.

4.75 out of 5 average rating, 55 reviews

Kihei 533- OceanView, 5 min drive to stores/food

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, 46 reviews

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

Weekly house rentals

4.97 out of 5 average rating, 148 reviews

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.

Home in Napili-Honokowai

Private 4bd Home, Walk to Beach

FamilyHospitalityKitchen

A spacious bedroom is presented with a large bed, adorned with dark cushions and a green accent pillow. Tall windows with cascading green drapes allow natural light, highlighting the lush area rug. A potted plant adds a touch of greenery in the corner, enhancing the serene ambiance.

4.97 out of 5 average rating, 37 reviews

Kahili Suite - Historic charm meets Luxury

A spacious living area showcases natural wooden elements, with a light-colored bamboo sofa and matching chairs. Large glass doors frame a stunning seaside view, allowing soft light to illuminate the room. A ceiling fan provides ventilation, complementing the relaxed ambiance of the space.

5.0 out of 5 average rating, 25 reviews

Beautiful Beachfront Townhouse !

A charming plantation-style house is presented with a colorful turquoise exterior and a welcoming red front door. The facade features a simple staircase leading to the entrance, complemented by a well-maintained deck. Surrounding greenery enhances the home's inviting presence.

4.73 out of 5 average rating, 63 reviews

Vineyard Village Maui Ohana 2BR/1 Bathroom

The outdoor living area of the home features a covered patio with comfortable seating and a barbecue grill, surrounded by lush landscaping. The two-story structure is seen in the background, with soft evening lighting illuminating the yard.

5.0 out of 5 average rating, 43 reviews

4BR Kihei Retreat Walk to Beach A/C Family Ready

4.94 out of 5 average rating, 72 reviews

Milo Surf Cottage

Two red chairs are positioned on a grassy area overlooking the ocean. Palm trees frame the scene, while gentle waves and a cloudy blue sky are visible in the background, creating a serene coastal setting.

4.96 out of 5 average rating, 82 reviews

Hale Ho'okipa Kai Cottage, County Licensed

An outdoor deck area features a spacious seating arrangement, including a large dining table and comfortable lounge chairs. The surrounding landscape is dominated by green cane fields under a bright blue sky, creating an open and airy atmosphere.

4.92 out of 5 average rating, 59 reviews

Paia Family House

Private house rentals

An open-concept living area is designed with high vaulted ceilings and large windows, allowing natural light to brighten the space. A comfortable sectional sofa faces a stylish coffee table, while the kitchen island offers seating with sleek barstools. Tropical wallpaper adds a pop of color.

4.87 out of 5 average rating, 71 reviews

Beach Bungalow w/ Cruiser Bikes & Pickleball!

4.93 out of 5 average rating, 43 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

4.59 out of 5 average rating, 29 reviews

Beautiful 2BR 2 BA Cottage near Beach - ICC 13

4.71 out of 5 average rating, 34 reviews

Home in Kapalua

Luxury Golf Villa in Kapalua Maui with Ocean and S

An outdoor space is surrounded by lush tropical plants, featuring a stone patio with a gas grill and a dining table for four under a green umbrella. Pathways of smooth stones lead through the garden, emphasizing a peaceful and inviting setting.

4.97 out of 5 average rating, 37 reviews

Walk to small beach, charming home

A spacious living room features a sectional sofa and an accent chair with a vibrant pattern, complemented by a round coffee table. Large glass doors open to a water-view lanai, allowing natural light to fill the space. Contemporary art adds visual interest to the neutral walls.

4.98 out of 5 average rating, 48 reviews

Mahalo Pono @ Ka'anapali Royal

5.0 out of 5 average rating, 5 reviews

A sandy beach is framed by lush greenery and tall palm trees. Red umbrellas are positioned among beach chairs, providing shade along the shoreline. The gentle waves of the ocean lap at the sand, and a clear sky with some clouds enhances the tranquil setting.

Home in Kapalua

Napili Lani 318 Spacious 1BD Oceanfront Condo