Vacation rentals in Oloʻupena Falls

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Top-rated vacation rentals in Oloʻupena Falls

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Guest favorite

Guesthouse in Kula

4.98 out of 5 average rating, 164 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.

Nov 29 – Dec 6

ﺩ.ﺇ988 per night

Guest favorite

Cabin in Maui

4.98 out of 5 average rating, 169 reviews

★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✔

Mar 16 – 23

ﺩ.ﺇ2,835 per night

Superhost

Condo in Kaunakakai

4.95 out of 5 average rating, 80 reviews

'Easy Breeze' on Molokai - Rest, relax and refresh

This is a newly updated condo with soft colors, crown moulding throughout, new appliances and tastefully decorated to enhance the spirit of Molokai. Being on the ground floor allows you to walk out and enjoy the sunrise, pool or sunset without having to climb stairs. To experience the "true" Hawaiian spirit you must visit Molokai. It is a much slower pace - no traffic lights, with a maximum speed of 45mph.....and a minimum of 35mph. Do not be surprised to find yourself alone on the beaches.

Oct 9 – 16

ﺩ.ﺇ344 per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 944 reviews

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)

Mar 10 – 17

ﺩ.ﺇ576 per night

Guest favorite

Condo in Kaunakakai

4.98 out of 5 average rating, 51 reviews

Your own private"box seats" to the Pacific Ocean!

Located on the lush, east end of Molokai. It doesn't get any more oceanfront than this! You won't be able to tear yourself away from the views on the private balcony-- just feet from the ocean! Imagine slow mornings sipping coffee & whale watching. Imagine relaxing sunsets and spectacular night skies with views of nearby Maui & Lanai. If you’re content to just slow down and be present with nature, then come make Wavecrest A315 your home base for your unforgettable Molokai experience!

Sep 9 – 16

ﺩ.ﺇ520 per night

Guest favorite

Condo in Lahaina

4.96 out of 5 average rating, 140 reviews

❤️Best Views on Maui! Perfect for Honeymooners!!❤️

*** NO RESORT FEES OR PARKING FEES! *** PLEASE READ ABOUT OUR ROOF PROJECT BEFORE BOOKING :) Indulge in a newly renovated 10th-floor OCEANFRONT studio condo – a luminous haven with modern charm. Drift into serenity on a plush KING-sized Novaform memory foam mattress and awaken to a panoramic OCEAN view, the soothing melody of crashing waves, and the enchanting sight of whales, turtles, and snorkelers below. Experience coastal bliss in this meticulously crafted retreat.

Mar 27 – Apr 3

ﺩ.ﺇ2,116 per night

Guest favorite

Condo in Maunaloa

4.97 out of 5 average rating, 234 reviews

Sweet Upstairs Corner Ocean View Studio on Molokai

Top floor corner unit at Kepuhi Beach Resort, on the special island of Molokai....in between Maui and Oahu! Vaulted open ceilings, spacious and airy. Completely remodeled and freshly outfitted. Close to beach and ocean-side pool, views of Kaiaka Rock, ocean surf, vivid sunsets. Fully equipped kitchen, luxurious King sized bed. Fast wireless , 40” SmartTV. Perfect setting to unplug, hike or bike the red dirt trails, explore beaches, and experience Molokai fully.

Jul 5 – 12

ﺩ.ﺇ410 per night

Guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 102 reviews

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

KAPALUA - Best location! Welcome to the luxuriously remodeled 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 high-end community within the Kapalua Resort. A 15-min drive to Kaanapali, and a 40-min drive to Central Maui to explore the island.

Jan 29 – Feb 5

ﺩ.ﺇ2,234 per night

Guest favorite

Condo in Kaunakakai

4.94 out of 5 average rating, 179 reviews

Welcome to Hotel Molokai, Unit 102...

*This unit is located on the island of Moloka'i, not MAUI. Welcome to Moloka'i, where time slows down and you're able to relax and unwind. Hotel Moloka'i is a hotel convenient located on the outskirts of Kaunakakai town. Whether you're on Moloka'i for business or pleasure, our unit offers you a comfortable place to stay. Enjoy beaches all to yourself, go on hikes and listen to live music at Hiro's 'Ohana Grill.

Jan 17 – 24

ﺩ.ﺇ403 per night

Guest favorite

Guesthouse in Lanai City

4.88 out of 5 average rating, 336 reviews

de Brums Lanai/BBLA 2021/0001

Our one bedroom cottage rests on the hill above Lānaʻi. It offers a complete kitchen and a lovely view from the covered lanai. Shady and cool, we are a 12 minute walk into town. There is no need for either AC or heat. While we do have ceiling fans in every room, you will find Lānaʻi to have a lovely climate with tropical breezes during the day and cool, upcountry temperatures for great sleep in the evenings.

Mar 11 – 18

ﺩ.ﺇ751 per night

Guest favorite

Guest suite in Kula

4.99 out of 5 average rating, 173 reviews

Kula Jacaranda Studio on the Slopes of Haleakala

Kula Jacaranda studio is reached by a treehouse walkway. Your private covered deck offers a place to dine and watch the sunset . The shared barbecue area offers a place to prep your own meals. We provide coffee, tea, oil, vinegar and salt. The luxurious walk-in shower offers double shower heads and benches. With years as AirBnb super hosts, we've got everything you need.

Jan 18 – 25

ﺩ.ﺇ1,044 per night

Guest favorite

Cottage in Makawao

4.99 out of 5 average rating, 158 reviews

Luxury Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property. Aloha, sorry but at this time we are not hosting to families with children younger than 16 at this time. 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!

Nov 29 – Dec 6

ﺩ.ﺇ1,884 per night