House holiday rentals in Wailea

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, 116 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 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 out of 5 average rating, 17 reviews

Beautiful Beachfront Townhouse !

OUR MAUI BEACH HOUSE... This is the perfect place for a family vacation and retreat!! And it is right on the beach! Many of our guests enjoy staying right on our property or on our beach -- no need to leave. A very large two bedroom, three bath custom redwood townhouse we built in 1977 as a family retreat, with a fully-equipped kitchen and laundry. This is a comfortable beach house and we have done remodeling, refurnishing and updating recently. The master bedroom has huge ocean views.

A spacious living area features a comfortable grey sofa and a wooden coffee table. A dining table with four chairs is positioned nearby. Bright artwork depicting tropical leaves adorns the wall. The open kitchen includes modern appliances, illuminated by soft overhead lighting.

4.98 out of 5 average rating, 43 reviews

Kihei Stay: 5 Min walk to Beach, Steps to Pool, AC

Welcome to our 1-bed, 2-bath condo just steps from the pool and ocean in South Kihei! Enjoy a spacious living area with a queen Murphy bed, full kitchen, desk, cozy bedroom with a king bed, and two full bathrooms. Lounge by the pool, BBQ, or take a 4 min walk to Kam III for a sunset, whale watching, boogie boarding, and snorkeling. Kam III has picnic tables, swings, and spots to hang a hammock. Several restaurants are walking distance. Experience the beauty of Kihei from this great location!

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, 163 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.

4.96 out of 5 average rating, 100 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

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, 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!

4.96 out of 5 average rating, 441 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.

4.9 out of 5 average rating, 190 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

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 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, 276 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 Wailea

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 scenic beach is visible, framed by lush greenery and palm trees. The water gently laps against the shore, with soft waves and clear blue skies above. The landscape features sandy stretches and rocky formations in the distance, contributing to a serene coastal environment.

Apartment in Wailea

Wailea Ekolu Ocean view. December $275 a night!

A cozy outdoor patio is shown, featuring a round table surrounded by two modern chairs. The view includes well-maintained grassy fields and tall palm trees swaying gently in the breeze, with the ocean in the background under a clear blue sky.

Gorgeous Views! - Kihei Surfside #109

Walk to the Beach, Balcony w/ View, Communal Pool

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, 62 reviews

Centrally located and steps to the beach!

4.93 out of 5 average rating, 15 reviews

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.

Home in Lahaina

3BR/3BA Pualei Beach House

4.97 out of 5 average rating, 38 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

An outdoor lanai features a wooden table with two matching chairs, offering a view of manicured lawns and tennis courts. Lush greenery and palm trees frame the scene, while the ocean can be seen in the distance under a clear blue sky.

4.75 out of 5 average rating, 8 reviews

Remodeled One BD Ocean, AC,wifi, pool D202

Weekly house rentals

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

The kitchen features wooden cabinetry with ample storage, complemented by a granite countertop. A stainless steel refrigerator, an electric oven, and a coffee maker are visible. Shelves hold various kitchen utensils and decor, while a window allows natural light to flow into the space.

Home in Haiku

4.55 out of 5 average rating, 47 reviews

North Shore Ocean View 1/1

Aerial view of the oceanfront beach house positioned near a rocky shoreline. Waves break across the water, and surfers can be seen in the distance. Solar panels are installed on the roof, indicating a focus on sustainability.

Home in Wailuku

4.65 out of 5 average rating, 249 reviews

Charming Direct Oceanfront North Shore Beach House

A private lanai features a dining table surrounded by four chairs, offering views of swaying palm trees and the ocean beyond. The serene landscape showcases a clear blue sky and gentle waves.

4.65 out of 5 average rating, 37 reviews

Oceanfront Koa Lagoon Condo w/ Sunset Views

Lush green lawns are framed by tall palm trees, leading to an unobstructed view of the ocean in the distance. A serene pond is visible among the greenery, enhancing the natural beauty of the landscape.

5 out of 5 average rating, 6 reviews

Kamaole Sands FRONT ROW OCEAN Unit 116

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

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

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.

4.8 out of 5 average rating, 119 reviews

Ocean Views – AC – Minutes to Town and Beaches

Private house rentals

A serene view showcases palm trees standing against a clear blue sky, overlooking the ocean. Lush greenery and colorful flowers are visible in the foreground, creating a vibrant contrast to the tranquil blue waters in the distance.

Wailea Ekahi 6E Island Time!

An aerial view captures the layout of the complex, featuring red-roofed buildings surrounded by lush greenery and palm trees. The turquoise pool glistens under the sun, with a nearby open lawn area. A scenic ocean view stretches into the horizon, enhancing the natural beauty of the location.

S. Kihei 2br/2ba - 650' to Ocean

A serene beach is presented, featuring soft golden sands and clear turquoise waters gently lapping at the shore. A distant island is visible on the horizon under a bright blue sky, enhancing the peaceful coastal scenery.

exquisite condo in KKN #174

4.93 out of 5 average rating, 177 reviews

PAIA HALE Walk to beach and town

Home in Lahaina

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