House holiday rentals in Waihee-Waiehu

4.95 out of 5 average rating, 246 reviews

Home in Wailuku

The Blue Door on Church Street | Spacious Two Bedr

Enjoy Haleakalā views from this spacious two-bedroom upstairs retreat at The Blue Door on Church Street, a restored 1930s plantation home in historic Wailuku. Features include a king Helix bed, queen Helix bed, full-size memory foam sleeper sofa, full kitchen, rainfall shower, AC, fast WiFi, Smart TV, parking for two vehicles, and a large private deck with outdoor dining and lounge seating. Walk to local cafés and restaurants, or drive minutes to ʻĪao Valley, beaches, hikes, and Maui attractions

ValueLocationHiking

4.97 out of 5 average rating, 125 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

FamilyValueView

4.97 out of 5 average rating, 273 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 County

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 ✔

LocationValueBeach

4.81 out of 5 average rating, 113 reviews

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

LocationValueView

4.97 out of 5 average rating, 295 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)

ValueLocationHiking

4.99 out of 5 average rating, 167 reviews

A charming cottage is nestled among lush tropical foliage, illuminated by warm lights from within. The peaked roof and extensive windows create an inviting atmosphere, while a spacious deck offers a glimpse of the surrounding nature, enhancing a serene setting under the dusk sky.

Home in Makawao

Private Luxurious Cottage

This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a lovely deck which looks out onto majestic tall trees and lush green foliage with a romantic soaking tub for two. Centered in the room is a custom-made king-size bed fashioned from cherry wood and adorned with luxurious bedding. There is full kitchen and dining area with views for a tranquil place to share a meal. This is true Hawaiian style where you can enjoy comfortable, elegant and laid-back island living.

FamilyLocationHospitality

4.93 out of 5 average rating, 420 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 12 years with over 1,500 five star reviews. BUT 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: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.

LocationFamilyQuiet

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, 133 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

LocationValueComfort

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.

4.9 out of 5 average rating, 173 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.

FamilyValueLayout

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.

4.92 out of 5 average rating, 103 reviews

The Art Estate, Haiku Maui Hawaii

Our spacious, open-floor-plan home has a contemporary style. The secluded 17-acre, lush, tropical estate has exotic varieties of Bamboo, Palms, Avocados, and various fruit trees. Located on the grounds is a private, functioning, award-winning art studio creating films, photography, video installations, and sculpture. If you are looking to explore, we are just a quick ten-minute drive to the best beaches on the North Shore!

LocationFamilyBathroom

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.

4.98 out of 5 average rating, 160 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.

ValueFamilyBeach

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, 210 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.

LocationFamilyAccuracy

Popular amenities for Waihee-Waiehu house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 147 reviews

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.

Home in Kaanapali

Beautifully Remodeled 3 Bedrooms/2Bathrooms

LocationValueAir conditioning

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

ValueLocationAccess

4.96 out of 5 average rating, 469 reviews

Home in Wailea

Stunning ocean view Villa, Heated pool, Wailea

ValueFamilyAccess

4.88 out of 5 average rating, 119 reviews

A spacious living area features comfortable seating arrangements with a sectional sofa and wicker chairs. A large mirror enhances the sense of openness. Two televisions are positioned on opposite walls, and the tiled floor is complemented by natural lighting from multiple windows.

Home in Wailea

Condo in Kihei 2 BR - 2 bath Condo

ValueFamilySleep quality

4.92 out of 5 average rating, 153 reviews

Go for an Ocean Swim From a Fun Beach Villa

LocationFamilyDecor

4.87 out of 5 average rating, 123 reviews

Home in Kaanapali

Studio Kaanapali Beach, Beach Cabana, Jacuzzi, Gr

LocationValueHospitality

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

LocationValueWi-Fi

5.0 out of 5 average rating, 73 reviews

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.

Home in Kaanapali

Newly Remodeled Cottage

FamilyValueBeach

Weekly house rentals

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.

4.91 out of 5 average rating, 105 reviews

Kihei Beach House, 1 Block to the Beach

LocationValueGetting around

An outdoor seating area features two couches and a coffee table, surrounded by lush greenery. The cushions are adorned with various colors, adding a touch of brightness. A spacious dining table is visible in the background, set against a serene lawn backdrop.

4.86 out of 5 average rating, 180 reviews

Quiet, romantic, cozy home in Heavenly Hana. Aloha

LocationFamilyLayout

4.79 out of 5 average rating, 468 reviews

STHA 2017/0002 TA-061-740-4416-01 Hana Maui, Hawaii

FamilyValueShared spaces

4.97 out of 5 average rating, 159 reviews

12 Minute Walk Kamaole Beach II-Quiet Private Easy

ValueLocationDecor

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

ValueLocationAccuracy

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

FamilyValueAir conditioning

4.67 out of 5 average rating, 269 reviews

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

Charming Direct Oceanfront North Shore Beach House

FamilyLocationQuiet

4.94 out of 5 average rating, 72 reviews

Home in Paia

Milo Surf Cottage

FamilyValueAccess

Private house rentals

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

LocationFamilyCleanliness

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 !

LocationValueBeach

4.97 out of 5 average rating, 31 reviews

A living area is featured with a cozy sectional sofa adorned with various textured cushions. A natural wood coffee table sits at the center, surrounded by a woven rug. There is a flat-screen television positioned on a wooden console near a large window with greenery outside.

Home in Paia

Hale Nanea

LocationFamilyNearby

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.

4.94 out of 5 average rating, 68 reviews

Koali Ranch Cottage

FamilyLocationHospitality

4.91 out of 5 average rating, 96 reviews

Home in Paia

Paia Town Plantation Home

ValueLocationHiking

A sunlit outdoor area features a comfortable lounge chair positioned next to a vibrant garden filled with colorful flowers. Lush greenery surrounds the seating, creating a serene space for relaxation. The patio area has ample natural light, enhancing the inviting atmosphere.

4.77 out of 5 average rating, 82 reviews

beautiful 3 bedroom 2 1/2 bath upscale upcountry

ValueFamilySolo travel

A spacious bedroom features warm wooden walls and ceilings, complemented by polished wooden flooring. Large glass doors provide views of the landscape outside. A round dining table with two chairs sits next to a comfortable wicker chair, while a soaking tub is visible through sliding doors.

4.94 out of 5 average rating, 72 reviews

Hana Ocean Front Paradise Permit # STHA 2018/0004

ValueLocationHiking