House holiday rentals in Kihei

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, 139 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

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.

4.81 out of 5 average rating, 101 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

5 out of 5 average rating, 29 reviews

40% off monthly stay! 4 Bed Family Home (Kihei)

4 BEDROOMS, 2 FULL BATHROOMS - FULLY REMODELED HOME Located in central Kihei just two blocks from the beach, Starbucks, golf courses, Kalama park, restaurants, movie theater, food trucks, entertainment, Foodland, etc. This property is secured and fully fenced. The common area consists of a driveway, garden and 2 outdoor showers. A/C in all rooms + private outdoor BBQ and laundry. You will be staying in the main house of the property and will have your private parking spot with EV charger.

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

C209 is a gorgeous 1 bedroom, 1 bathroom condo with a/c. There is a king size bed in the bedroom. The bathroom has a shower. It is the perfect combination of Hawaiian calmness and modern amenities. The living room combines a tropical decor with new electronics. The kitchen has state of the art new appliances and the island gives lots of room for preparing meals. Lovely pool area with hot tub, saunas & 5 bbq grills. Tennis & pickleball courts. FREE parking. NO elevators, stairs only

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, 23 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 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, 168 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.

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!

4.88 out of 5 average rating, 8 reviews

Walk-Out Kamaole Beach II | Sunset Lanai | Quiet

**NEW OWNER, SAME GREAT CONDO AND EXPERIENCE** Welcome to your serene Kihei oasis. Perfectly located between Kihei and Wailea, this stylish condo is walkable to beaches, sunsets, local eats, and the pool—yet tucked away on a quiet cul-de-sac with no street noise. Enjoy a bright, coastal space, fully stocked kitchen, beach gear, Roku, Bose speaker, and brand-new bedroom AC plus AC in the main living area. Relax, explore, repeat.

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, 304 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

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, 100 reviews

One Block to the Beach! Cozy Beach House in Kihei

Welcome to Chez Maui, a 3 Bedroom, 1 Bath unique, cozy, relaxed, clean and comfortable beach house located one block from the beach. Centrally located in the heart of Kihei. Perfect for Guests looking for that local Hawaii experience. Great for longer-term rentals as well. *Make sure to turn on your notifications for Airbnb Messaging.*

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.

4.93 out of 5 average rating, 43 reviews

Oceanview Home with Private pool and hot tub

Come stay with me here in sunny south Maui at this beautiful, lovingly remodeled ocean view home with private pool. There are amazing ocean views from almost all rooms in the house and the wrap around covered deck is perfect for indoor/outdoor style island living. STRH Permit # STKM 2013/0004

Popular amenities for Kihei house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a 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, 72 reviews

Centrally located and steps to the beach!

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.

4.98 out of 5 average rating, 53 reviews

Maalaea Kai 307 - Maui Prime Oceanfront

4.6 out of 5 average rating, 5 reviews

Ocean +Jeep

4.75 out of 5 average rating, 12 reviews

Oceanfront 2BR w/AC - Walk out to Beach!

5 out of 5 average rating, 6 reviews

A201a-The closest Maui Banyan studio to the beach

5 out of 5 average rating, 6 reviews

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.

Home in Wailea

Kamaole Sands FRONT ROW OCEAN Unit 116

5 out of 5 average rating, 10 reviews

Home in Wailea

South Maui • Pool • Hot Tubs• Beach • Ocean View

Two lounge chairs with bright green cushions are positioned next to a bubbling hot tub, surrounded by lush greenery and colorful plants. A green-and-white striped umbrella provides shade, enhancing the tranquil outdoor space.

4.86 out of 5 average rating, 22 reviews

Private home with Pool, Oceanview, Walk to Beach

Weekly house rentals

An open-concept kitchen and living area features a counter with seating for four, complemented by a wooden dining table for four. Sunlight floods through large sliding glass doors, illuminating stylish furnishings and a lush green lawn visible through the patio area.

4.91 out of 5 average rating, 93 reviews

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

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.

4.8 out of 5 average rating, 10 reviews

Remodeled One BD Ocean, AC,wifi, pool D202

A shaded outdoor lounge area features comfortable seating arranged around a stone fireplace. Large windows provide views of the palm trees and sunset, while a spacious pool glimmers nearby. The space is adorned with modern light fixtures and surrounded by lush greenery.

4.86 out of 5 average rating, 86 reviews

1 Bedroom Villa with Ocean Views, Steps to Beach

4.67 out of 5 average rating, 3 reviews

Central 3 bed 1 bath Cottage

The exterior of a two-story cottage is visible, featuring a dark blue facade and white trim. A spacious balcony with decorative railings is positioned above the entryway. A covered area is located beneath the balcony, with concrete flooring and a few potted plants positioned nearby.

Home in Kahului

Brand New 2 Bed/ 1Bath Cottage

A private lanai features a round table surrounded by a light-colored chair. A bottle of champagne and two glasses rest on the table, with flower petals artistically arranged nearby. Lush green grass extends to the beach beyond, complemented by tropical decor in the background.

4.98 out of 5 average rating, 42 reviews

Aloha Aku Bamboo Suite – Discover Beachfront Seren

A balcony table is adorned with a glass vase filled with colorful flowers, offering a vibrant contrast to the wooden surface. In the background, sweeping views of the ocean and lush palm trees are visible against a backdrop of distant mountains.

4.85 out of 5 average rating, 20 reviews

Stunning Ocean Two Bd Corner Condo,AC,Pool D301

A modern kitchen area features sleek dark cabinetry and a spacious island with three high-backed stools. Natural light fills the open space, highlighting a living area with a cozy chair, a decorative table, and a surfboard mounted on the wall.

4.92 out of 5 average rating, 93 reviews

Ocean View 2BR Villa Steps To The Beach

Private house rentals

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 out of 5 average rating, 4 reviews

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

A serene view features two carved wooden tiki figures positioned amidst a lush green lawn, leading towards a sparkling blue ocean in the background. Delicate orange flowers are visible in the foreground, adding a touch of color to the tranquil landscape.

5 out of 5 average rating, 18 reviews

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

4.95 out of 5 average rating, 93 reviews

Chic Villa 6 – Beach Vibes & Walkable Paradise!

The beachfront estate is presented from a distance, showcasing its two-level structure surrounded by lush greenery. Large glass doors reveal the inviting spaces within, while a spacious lawn leads to the sandy beach. Solar panels are visible on the roof, emphasizing sustainability.

5 out of 5 average rating, 7 reviews

Aloha Aku Hula2 Suite – Beachfront Bliss

A pristine swimming pool glimmers under the sun, surrounded by palm trees and lounge chairs. The spacious pool area is bordered by a well-maintained grassy lawn and faces a multi-story condominium complex in the background.

4.79 out of 5 average rating, 14 reviews

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

A spacious room with a large bed positioned centrally features soft white linens. A decorative wall with chinoiserie wallpaper and an antique jade headboard adds character. Light streams through the windows, highlighting a comfortable chair and a small desk, complemented by tasteful lamps.

4.89 out of 5 average rating, 28 reviews

Hinano Suite | Historic Maui Hideaway

A peaceful outdoor water feature is surrounded by lush palm plants in decorative pots. Water flows gently from stone elements into a serene pool, with a backdrop of green grass and distant mountains. The setting evokes a sense of tranquility and connection with nature.

4.93 out of 5 average rating, 28 reviews

Aloha Aku Honu Suite – Experience the Spirit of Al

A patio area features a round table with two chairs, decorated with a small potted orchid and a box of treats. Beyond the table, a lush green lawn stretches toward the ocean, with a striking weathered tree adding character to the peaceful view.