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Holiday houses in Kahakuloa

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Top-rated holiday rentals in Kahakuloa

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Guest favourite
A serene pool area is surrounded by lush greenery and palm trees, with lounge chairs arranged nearby. Soft lighting highlights the pool and adjacent amenities, while the ocean can be glimpsed in the background under a dusky sky.
Condo in Lahaina
4.94 out of 5 average rating, 34 reviews

Newly Renovated Kahana Sunset ocean view

Kahana Sunsets is your place for an ocean front resort. This is a ground level condo with ocean views from the patio, bedroom and living room. This condo is fully renovated and all new items with many upgrades. Enjoy the secluded beach, BBQ's (either poolside or oceanfront) all beach essentials provided. Loungers and chairs provided on the oceanfront grass to watch the whales, sunsets and rainbows. A rental agreement will emailed after booking.*Please note there is a payment processing fee charg

Top Guest favourite
A group of alpacas, varying in color and patterns, stands along a fence in a lush green pasture. Their calm expressions reflect the peaceful environment, with rolling hills and trees visible in the background, creating a serene rural setting.
Guesthouse in Kula
4.98 out of 5 average rating, 244 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

Top Guest favourite
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 Huelo
4.97 out of 5 average rating, 258 reviews

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 ✔

Top Guest favourite
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
4.99 out of 5 average rating, 152 reviews

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.

Guest favourite
A dining table is set with plates and utensils, positioned on a lush green lawn. Palm trees surround the area, offering a tropical ambiance with the ocean visible in the background under a partly cloudy sky.
Condo in Lahaina
4.91 out of 5 average rating, 145 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

Superhost
Condo in Lahaina
4.73 out of 5 average rating, 11 reviews

Kuleana Club #511-Oceanview -1 bd 1 ba- 2nd Floor

Located on Maui's tropical west coast, the Kuleana Club has a panoramic view of the Pacific and the lovely offshore islands of Molokai and Lanai. This unit is a 2nd floor ocean view condo, only steps to the ocean, surrounded by a plush Hawaiian garden. Enjoy swimming in our heated pool, playing tennis on our full sized court, playing shuffle board in the garden, or using our propane gas grills overlooking the ocean at sunset. Everywhere you look at the Kuleana Club is a Hawaiian paradise.

Guest favourite
Apartment in Kihei
4.8 out of 5 average rating, 35 reviews

Two Bd Grd Fl, AC, Wifi, Pool, Hot Tub, C105

C105 with AC is a Deluxe 2 bedroom, 2 bathroom Ground floor condo with a king size bed, two twin and a sofa bed. C105 has a garden view and faces the cool side of the property. Enjoy quick lanai access to the pool, tennis & pickleball courts & putting green. It is tiled throughout. The C105 floor plan has the largest living room and is very roomy. This apartment is very popular so book way ahead. pool area with hot tub,saunas & 5 gas grills. Tennis and pickleball courts FREE parking

Top Guest favourite
An open-concept kitchen and living area features a modern design with hardwood flooring. A round wooden dining table comfortably seats four, while a light fixture provides soft illumination above. The living space includes a comfortable sofa, coffee table, and large windows, allowing natural light and views of the surrounding greenery.
Farm stay in Haiku
4.94 out of 5 average rating, 521 reviews

Malie at Haiku Garden Cottages Farm Sanctuary

Welcome to Haiku Garden Cottages, a licensed Farmstay and BnB on Maui’s North Shore (Permit BBPH2017/0002). Mālie is a charming cottage where you can sip coffee on the screened-in lanai, wander tropical gardens, and settle into island rhythms. Enjoy ocean and garden views, a private outdoor shower, and peaceful indoor-outdoor living—just minutes from Haleakalā, the Road to Hāna, nearby beaches, hiking trails, local restaurants, and farmers markets.

Top Guest favourite
An outdoor dining area features a wooden table surrounded by six cushioned chairs. Lush greenery and palm trees frame the view, while the distant ocean is visible under a clear sky, creating a serene space for al fresco meals.
Cottage in Haiku
4.99 out of 5 average rating, 208 reviews

North Shore Ocean View Cottage

This recently built comfortable cottage is located on the north shore of the island of Maui, tucked away in the quiet countryside of Haiku but relatively close to major attractions! Enjoy a relaxing vacation in a rich tropical setting with spectacular ocean views! Please Note: State of Hawaii Maui County adds 17.96% tax to your guest fees. TA-060-126-6176-01 GE-060-126-6176-01 BBPH 2016/0001 SUP 2 2015/0008

Guest favourite
Apartment in Wailuku
4.92 out of 5 average rating, 269 reviews

1929 Restored 1BR Plantation Home | Walk to Town

Experience authentic Maui at The Blue Door on Church Street, a renovated 1930s plantation home in historic Wailuku. This one-bedroom villa features a King-sized Nectar bed, memory foam sleeper sofa, spa-like bath, and a fully equipped bar area. Enjoy the on-site infrared sauna and walk to cafés, restaurants, and shops. Centrally located near ʻĪao Valley, beaches, and top Maui attractions—your perfect base for adventure and relaxation.

Guest favourite
Lush tropical greenery is visible, featuring tall palm trees swaying gently in the breeze. The vibrant landscape leads to an expansive view of the ocean, where the water meets the sky in the distance. A serene, rolling lawn invites relaxation.
Bungalow in Hana
4.91 out of 5 average rating, 207 reviews

Ala Aina Ocean Vista - Hana Bed & Breakfast

Ala Aina Ocean Vista is a private ohana with its own private front and back entrances. It is situated on an old banana plantation located on an exotic, lush, tropical property. It provides guests with peace & quiet and offers gorgeous vistas of tropical trees, flowers, rolling green lawns and sweeping ocean views in the distance. Permit BBHA2013/002 SUP2-2001/0016

Top Guest favourite
A scenic view captures the sunset over a lush landscape, with a pool reflecting the colorful sky. Tall trees frame the scene, and the distant ocean is visible beneath the dramatic clouds. The vibrant greens of the surrounding vegetation provide a serene backdrop.
Cottage in Makawao
4.99 out of 5 average rating, 231 reviews

Rustic Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property At this time we are hosting to guests 12 or older. This property is terraced so not optimal for young children. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

Popular amenities for Kahakuloa holiday rentals

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  2. United States
  3. Hawaii
  4. Maui County
  5. Kahakuloa