House vacation rentals in Waihee-Waiehu

4.96 out of 5 average rating, 108 reviews

An open living area features a comfortable red leather sofa with decorative pillows. A dining table with wooden chairs is set nearby, and a well-equipped kitchen can be seen in the background. Natural light illuminates the space, enhancing its welcoming ambiance.

Home in Lanai

The Artists House

Full renovated 1930s plantation home w/ amenities of comfort: granite counters, dishwasher, wood floor, dryer, 2 head tiled shower, master bath w/ jet tub, outdoor shower, fenced home creating a mini oasis. Home away from home w/great amenities & fabulous Lana'i sunsets. 2 bdrms- master: king bed w/bath & outside shower access, second bdrm: queen bed, pull-out couch w queen available an. Car rental referrals w/booking. $445 INCL: 17.42% TAT & 4.166% GET tax. Permit Number STLA 2017/0002. Aloha

4.97 out of 5 average rating, 248 reviews

A charming green cottage is surrounded by lush foliage, featuring a wooden deck with steps leading to the entrance. Large windows reflect the evening light, revealing a cozy interior. Bright blue outdoor chairs are positioned for relaxation amidst the tranquil tropical setting.

Home in Maui

Private Hot Tub + Pool Access + AC - Star Lookout

Dreaming of the perfect jungle honeymoon hideaway or retreat? Set amidst a mature coconut grove, (with your own hammock) this private cottage puts you in a romantic world of your own. We have that 'away-from-it-all' feeling but it's only a 20 minute drive to beaches and fabulous restaurants! A perfect romantic hideaway or artist's retreat! ☞ ★Jump Start to The to the Road to Hana! ✔ ☞ ★NEW COLD CENTRAL AC ✔ ★Private Hot Tub ✔ ★Swimming Pool ✔ ★King Bed ✔ ★Sunrise View ✔ ★Outdoor Shower ✔

4.98 out of 5 average rating, 117 reviews

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.

Home in Wailea

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 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, 275 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 Adults max plus 1 child under 12 yrs

4.85 out of 5 average rating, 334 reviews

The kitchen features modern white cabinetry with stainless steel appliances, complemented by a blue and green tiled backsplash. A spacious island with a marble countertop provides ample prep space. Natural light streams in through the window, highlighting the kitchen's inviting design.

Home in Lanai

Lanai Gem 3-Bdrm Plantation Home Near Town Square

Ideal location. Five-minute walk to Dole Park (Town Square), restaurants, movies, shops, cafe, markets, art gallery. Spacious original plantation home. Full kitchen. Refrigerator/freezer, stove/oven, washer, dryer, kitchen appliances. Free wi-fi. Much lower cost than a small hotel room. Free parking on-property. Nightly rate includes 4.712% GE tax, 10.25% TA tax, 3% MCTA tax. E.g = nightly rate $250.09 + $11.78 GE + $25.63 TA + $7.50 MCTA = $295. Lic: TA-034-244-6080-01. Permit STLA20190001.

4.93 out of 5 average rating, 375 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!"

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.

4.96 out of 5 average rating, 251 reviews

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

Hale Leialoha (GE-046-437-3760-01, TA-046-437-3760-01) is a beautiful Hawaiian style cottage located in "upcountry" Maui. Our Cottage is permitted for a total of 4 adults and up to 6 people. The cottage easily fits a family of 6 (4 adults & 2 children or 2 adults & 4 children or 3 adults & 3 children) (License # BBPH 2017/0004, SUP 2017/0010) As our guest, you will enjoy the modern finish and conveniences as well as a large roomy covered deck amidst the casual feel of old Hawaiiana.

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.

4.96 out of 5 average rating, 100 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

The exterior view shows a charming gray house with white trim and multiple windows. Flower boxes are mounted under the windows, and a concrete pathway leads past the property. Lush greenery and tall trees are visible in the background under a clear blue sky.

4.91 out of 5 average rating, 140 reviews

Quaint 4-bedroom in Ha'iku, Maui

Bring the whole family to the north shore of Maui and stay in our quaint, plantation-era home! At Kihau Gardens (Maui County STRH Permit #2019/0001 and Hawai'i State TAT #T-036-968-8576) we offer a unique home. On each side of a carport, there are two bedrooms, a living area, a small office space, and one and a half baths. Our home in Ha'iku is the perfect stay for two small families who want to explore the north shore, upcountry, Haleakala crater, and the epic drive to Hana.

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

Home in Wailea

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.

Popular amenities for Waihee-Waiehu house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.97 out of 5 average rating, 39 reviews

Mahalo Pono @ Ka'anapali Royal

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 out of 5 average rating, 46 reviews

Newly Remodeled 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

4.92 out of 5 average rating, 39 reviews

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.

Home in Wailea

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, 17 reviews

Oceanfront Napili Shores ~AC

4.97 out of 5 average rating, 63 reviews

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.

Home in Kihei

Centrally located and steps to the beach!

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, 54 reviews

Maui bungalow | Walk to Kaanapali beach

An outdoor pool is surrounded by a spacious deck featuring several lounge chairs. The clear water glistens under a sunny sky, while palm trees sway gently in the background. The pool area is enclosed for privacy, contributing to a relaxing atmosphere.

5 out of 5 average rating, 3 reviews

Island Vibe w/Pool, near Kapalua Golf & Napili Bay

Weekly house rentals

The guest house is framed by lush tropical foliage, showcasing a spacious deck with seating. Located on a raised structure, large windows reflect natural light, while a green façade complements the surrounding greenery. The pathway leads to the entrance, surrounded by vibrant plants.

4.83 out of 5 average rating, 54 reviews

Minutes to Beach 2 BR Large Deck Private House

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 spacious living room is highlighted by tropical decor, featuring comfortable seating around a wooden coffee table adorned with fresh flowers. Large sliding glass doors provide a view of the lush surroundings, while a fan hangs from the ceiling, adding to the airy ambiance.

4.96 out of 5 average rating, 74 reviews

Jasmine at Ekena

A stone statue adorned with a floral lei is positioned along a winding path surrounded by bamboo trees. Lush greenery frames the setting, creating a natural backdrop that invites exploration and appreciation of the serene environment.

4.97 out of 5 average rating, 33 reviews

Hamoa Bay House

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, 68 reviews

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

5 out of 5 average rating, 18 reviews

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.

Home in Kihei

Beautiful Beachfront Townhouse !

The exterior of a two-story home is displayed amid lush greenery. A spacious deck is highlighted with white railings and a pergola, complementing the tranquil surroundings. The sky is bright with scattered clouds, enhancing the feeling of openness and serenity.

4.91 out of 5 average rating, 91 reviews

The Art Estate, Haiku Maui Hawaii

A dining table with four woven chairs is positioned on a balcony, offering a clear view of the ocean and the coastal landscape. Lush greenery surrounds the area, with a single flower placed decoratively on the table, enhancing the tranquil setting.

4.95 out of 5 average rating, 41 reviews

Koali Ranch Cottage

Private house rentals

A spacious living area features comfortable seating, including a traditional-style couch and armchairs. Large windows allow natural light to illuminate the room. A kitchen bar with stools is visible, along with modern appliances and storage shelves, creating a welcoming communal space.

4.9 out of 5 average rating, 67 reviews

Paia Family Cottage

4.67 out of 5 average rating, 200 reviews

Home Hana Hale $415. per night for 6 people

A spacious outdoor seating area features a comfortable sectional sofa adorned with decorative pillows. A coffee table holds a tray with fruits and two champagne glasses, surrounded by lush tropical plants and palm trees, creating a serene outdoor retreat.

4.94 out of 5 average rating, 35 reviews

ICC 20 Remodeled 2BD Hawaiian Cottage w Pool AC

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 screened-in patio is presented, offering expansive views of the surrounding greenery and distant ocean. A small table and two chairs provide a cozy space for relaxation, while natural light filters through the screens, enhancing the tranquil atmosphere.

4.88 out of 5 average rating, 41 reviews

Hale Nanea

4.9 out of 5 average rating, 92 reviews

An outdoor lanai features a wooden deck with a table and four chairs, surrounded by vibrant tropical plants and blooming bougainvillea. Sunlight filters through the greenery, creating a welcoming space for relaxation or dining outdoors.

Home in Kihei

One Block to the Beach! Cozy Beach House in Kihei

4.94 out of 5 average rating, 18 reviews

Wake Up to Sweeping Ocean Views in Platinum Style

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.