Holiday rentals in Kahakuloa

4.98 out of 5 average rating, 215 reviews

Guest house in Kula

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.

4.97 out of 5 average rating, 214 reviews

Cabin in Maui

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

4.99 out of 5 average rating, 131 reviews

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.

4.99 out of 5 average rating, 122 reviews

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & centrally located next to the Montage Resort. Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

4.84 out of 5 average rating, 490 reviews

Guest suite in Wailuku

Oceanside Suite/Banana Bread, near beach,OGG, MACC

Guest Favorite with Singles/ couples/ work stays. Colorful, moody, tropical vibe- Trade winds invite indoor-outdoor living. Awaken to Sunrise with homemade banana bread, local coffee, and sounds of surf & local birds. Check conditions at Kanaha beach from the secluded back yard. Central location-close to OGG, Iao Valley, MACC, and all shopping. Rent a car/ Uber to most attractions - Wailuku town 1 mile. Hosts on-site for assistance, allow guests to enjoy their peace and privacy. FAST Internet

4.99 out of 5 average rating, 124 reviews

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

Locally Owned and Operated 1BD/2BA condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.

4.92 out of 5 average rating, 117 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!

4.92 out of 5 average rating, 1,076 reviews

Flat in Kula

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

4.99 out of 5 average rating, 410 reviews

Cottage in Hana

The Farm Cottage -At Olamana Organics

The farm cottage is set at the top of our 5 acre exotic fruit farm. Enjoy your stay by touring the property and relaxing in our cozy home away from home. The cottage is equipt with everything you'll need without the clutter. From the living room, enjoy a view of the ocean, fruit trees, and tropical flowers. Listen to the birds chirp in the morning, and watch the sky turn colors as the sun sets. Our accommodations are licensed with the State of Hawaii. Our license number is BBHA 2020/0001

4.98 out of 5 average rating, 133 reviews

Kapalua, luxe, ocean view, beach, spa, golf/tennis

KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

4.98 out of 5 average rating, 180 reviews

DIRECT OCEAN FRONT STUDIO W OCEAN IS UR BACK YARD!

This is a hotel-zoned condo. It will not be affected by potential upcoming county regulations. Book with confidence!! Thank you for considering my direct ocean front studio condo in Kahana, my condo is located minutes outside of Lahaina , Kaanapali , Napili and Kapalua. You'll find the ocean view from my lanai/ room to be breathtaking and serene. This is truly an hidden gem on Maui.

Farm stay in Haiku-Pauwela

4.95 out of 5 average rating, 399 reviews

Kalani at Haiku Garden Cottages

Welcome to Haiku Garden Cottages, a permitted BnB (Permit#BBPH 2017/0002 SUP2 2016/0011) located in the lush countryside of Maui's North Shore. Surrounded by beautiful beaches, amazing waterfalls, great hikes, and starlit nights, you'll feel like you're staying in a private paradise, while still being able to enjoy the convenience of being close to everything.

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Other great holiday rentals in Kahakuloa

4.99 out of 5 average rating, 78 reviews

Apartment in Wailuku

Coastal Dream Oceanfront Condo!

KimRating, 5 stars2 weeks ago

Charming condo, well-equipped and in a great location. Karolina is an amazing host and is very responsive. The unit is nicely decorated, the bed super comfy and you cannot beat the view-10 steps from the water. We loved our stay! ❤️❤️. Thanks Karolina and Zach for sharing your little piece of heaven.

Superhost

Home in Maui County

4.84 out of 5 average rating, 75 reviews

Cliff House with Ocean Views in Haiku, Maui jungle

IanRating, 5 stars1 month ago

This place is gorgeous! I am so glad we chose to stay here. The views were perfect. The property was amazing. The place was very comfortable and so peaceful. I would love to come back here some day.

Flat in Wailuku

4.75 out of 5 average rating, 4 reviews

Wailuku Views

MarioRating, 5 stars3 weeks ago

Wow! Where do I start. I’ve travelled and stayed in AIRB&B”s all over the world. Every now and then you come across a place that truly drives the experience. This is one of those places. Beautiful, quiet, island country feel, private and safe…. I felt like I was living in a dream. Place was CLEAN 🧼 Bedding was super clean and you can tell a lot of thought went into the design. It’s upstairs, so you can walk out and hang out in the patio and witness a 360 mountain and ocean view…. It reminds me of countryside Japan so much. Vernon was super responsive and kind with check in instructions… This is the greatest deal on the island and at this price and experience, Vernon will take a lot of business from the competition. 10/10 !!!! I’m very picky, I recommend this place to EVERYONE visiting the island, you won’t regret it….

4.96 out of 5 average rating, 52 reviews

Beautiful Ground floor! Ocean and Beach Access

RobertRating, 5 stars1 month ago

Just a few seconds walk from a beautiful beach, snorkeling along the rock reef there were plenty of turtles to see. The park is a great place to watch the sunrise. You can hear the waves crashing from your bedroom. Lot's of food in walking distance, a picturesque tropical place to relax.

4.96 out of 5 average rating, 258 reviews

Soothing Waves with 180° View In Kahana, HI

CandiRating, 5 stars2 weeks ago

Sherry’s place was the perfect spot for our trip to Maui! Incredible views from the lanai, watching sea turtles swim below. It was clean and comfortable with plenty of amenities. Sherry was very responsive and gave fantastic tips to make our trip even better! We would definitely stay again!

4.97 out of 5 average rating, 76 reviews

Bungalow in Wailuku

Maui Beach House now with optional car add-on

MattRating, 5 stars2 months ago

Gail and her husband are delightful ambassadors of the "aloha spirit" and wonderful hosts. They went above and beyond to make our visit enjoyable and low maintenance. They had thoughtfully supplied the cottage on our arrival and were happy to make recommendations on activities at our request. The location was perfect for us, but may not be perfect for everyone. Every morning and night we were next to a small ocean beach in a quiet, residental location. There were no tourists in sight, only a few local surfers. It's not for everyone because it is not on a sandy beach a la Kihei, Wailea, or Kaanapali and you cannot walk to a restaurant from there. That said, the rest of the island is easily accessible from their location. We loved our peaceful stay and hope to stay there again in the future. Mahalo to Gail and her husband!

4.87 out of 5 average rating, 85 reviews

Enjoy the most amazing View! A105

KristenRating, 5 stars2 days ago

We couldn’t have found a better place to stay for our Honeymoon in Maui. The place was clean, looked just like the photos, great communication with the owner, flexible/easy to navigate. The location was also close to many things in town and not too far of a drive to more central locations. The view is also incredible!!