Vacation rentals in Lanai

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Top-rated vacation rentals in Lanai

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Guest favourite

Condo in Maunaloa

4.93 out of 5 average rating, 103 reviews

Beach Condo on Molokai

Unit is located within an attractive condominium complex on the island’s northwest shore called Paniolo Hale, which translates “Cowboy House” in Hawaiian. The units all have wrap-around, screened-in porches or lanais. When the French doors on the living room are open, the living space expands to include this semi-enclosed area effectively blurring the boundaries between interior and exterior space. It’s a great place to eat meals, read, overlook the ocean, or even sleep as a cool breeze blows and waves break gently in the distance. Unit is a 5-minute walk to Kepuhi Beach (which it overlooks) and a 10-minute walk to Makehorse Beach. Although the condominium complex dates back to 1980, the bathroom and kitchen have recently been renovated. Unit amenities include: Washer & dryer, Stainless steel electric stove with range, Stainless steel refrigerator with filtered water and icemaker, Microwave, New dishes and glasses, Hand-sewn quilts decorating the walls.

Sep. 12 – 19

$295 CAD per night

Guest favourite

Home in Lanai City

4.83 out of 5 average rating, 257 reviews

Lanai Gem 3-Bdrm Plantation Home Near Town Square

Ideal location. Five-minute walk to Dole Park (Town Square), restaurants, movie theater, shops, cafe, markets, art gallery, Saturday market. Spacious original plantation home. Full kitchen. Refrigerator/freezer, stove/oven, washer, dryer, kitchen appliances. Free wi-fi. Much lower cost than a small hotel room. Free parking on-property. Nightly rate includes 4.712% GE tax, 10.25% TA tax, 3% MCTA tax. E.g = nightly rate $250.09 + $11.78 GE + $25.63 TA + $7.50 MCTA = $295. Lic: TA-034-244-6080-01

Mar. 28 – Apr. 4

$499 CAD per night

Guest favourite

Guesthouse in Kula

4.98 out of 5 average rating, 165 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.

Oct. 20 – 27

$456 CAD per night

Guest favourite

Cabin in Maui

4.98 out of 5 average rating, 171 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✔

Jan. 25 – Feb. 1

$1,258 CAD per night

Guest favourite

Condo in Wailuku. Maui

4.88 out of 5 average rating, 233 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

DIRECT OCEANFRONT. Oceanfront lawn, panoramic views, full kitchen, washer/dryer, granite counters, oceanfront lanai, all supplies, beach gear, quiet... with pool, jacuzzi/spa, BBQ, TempurPedic queen bed, desk, free wi-fi & parking. Nearby uninhabited 5 mile long beach walk & swim, Rooms have fans and windows /screens that allow cooling breezes along with one A/C unit Peaceful Maalaea neighborhood. Centrally located to explore Maui, 15 minutes to airport. Adults(2) only. No smoking.

Sep. 7 – 12

$338 CAD per night

Guest favourite

Apartment in Kula

4.91 out of 5 average rating, 947 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)

Dec. 5 – 12

$265 CAD per night

Guest favourite

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.

Mar. 26 – Apr. 2

$174 CAD per night

Guest favourite

Bungalow in Hana

4.94 out of 5 average rating, 126 reviews

Romantic Hamoa Bay Bungalow

The Hamoa Bay Bungalow is Hana Maui's most elegant vacation hide-away. Balinese inspired, private, with ocean views, secluded and romantic. Just beyond sleepy Hana Town... this property is tucked in amongst lush ferns, banana trees, bamboo, colorful heliconias, fragrant ginger, papaya, century old trees, and manicured gardens. Enjoy sea views from each verandah. Listen to only the sounds of the birds, the geckos chirping, and the stones rolling in the surf at night.

Mar. 15 – 22

$628 CAD per night

Guest favourite

Cottage in Hana

4.99 out of 5 average rating, 310 reviews

The Farm Cottage -At Olamana Organics

Our cottage is a cozy little home with everything you'll need If you are looking to sit back and relax, or get busy in the kitchen in your home away from home! The Farm Cottage offers a view of exotic fruit trees, and flowers, plus a sea view on the horizon. 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

Apr. 16 – 23

$561 CAD per night

Guest favourite

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.

Mar. 17 – 24

$165 CAD per night

Guest favourite

Guesthouse in Lanai City

4.88 out of 5 average rating, 338 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. 17 – 24

$345 CAD per night

Guest favourite

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.

Aug. 5 – 12

$478 CAD per night