Vacation rentals in Lanai

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Top-rated vacation rentals in Lanai

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

An outdoor fireplace made of stone is surrounded by two seating areas. Blue cushions are placed on the benches. A lush green lawn and a wooden fence can be seen in the background, with a play structure visible further back.

Guesthouse in Kula

4.98 out of 5 average rating, 216 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 favorite

A private outdoor space features a wooden deck bordered by vibrant greenery and flowering plants. Two white chairs are positioned on the deck, providing a relaxing spot to enjoy the surroundings. A small storage area is visible to the right, enhancing practicality.

Home in Lanai City

4.96 out of 5 average rating, 101 reviews

The Artists House

Full renovated 1930s plantation home w/ amenities of comfort: granite counters, dishwasher, wood floor, dryer, 2 head tiled shower, master bath w/ jet tub, outdoor shower, fenced home creating a mini oasis. Home away from home w/great amenities & fabulous Lana'i sunsets. 2 bdrms- master: king bed w/bath & outside shower access, second bdrm: queen bed, pull-out couch w queen available an. Car rental referrals w/booking. $445 INCL: 17.42% TAT & 4.166% GET tax. Permit Number STLA 2017/0002. Aloha

Guest favorite

A modern kitchen showcases white cabinetry and a sleek gray countertop. Full-size kitchen appliances include an oven, microwave, and refrigerator. A window allows natural light to illuminate the space, with blue mosaic tiles providing an attractive backsplash.

Home in Lanai City

4.85 out of 5 average rating, 317 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

Guest favorite

An open and airy living space features a spiral staircase and large windows that invite natural light, revealing vibrant greenery outside. A glass dining table is set for two with blue dinnerware, complemented by tropical flowers. A cozy seating area presents blue cushions on light-colored furniture.

Cabin in Maui

4.97 out of 5 average rating, 216 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✔

Top guest favorite

A charming cottage is illuminated under a bright moon, surrounded by lush greenery. The warm lights from the windows offer a welcoming glow, while the elevated porch is framed by natural foliage, creating an inviting atmosphere in the tranquil night setting.

Home in Makawao

4.99 out of 5 average rating, 134 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.

Top guest favorite

A spacious covered lanai features comfortable seating arranged around a central coffee table, with sunset colors visible through large sliding glass doors. Lush greenery surrounds the outdoor area, enhancing the inviting atmosphere for relaxation. Enjoy the warmth of wooden beams and soft lighting.

Guest suite in Kihei

4.99 out of 5 average rating, 113 reviews

Sweeping Panoramic Ocean Views - Private Ohana

Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

Guest favorite

An aerial view reveals the lush greenery surrounding Entabeni Cottage, nestled within a 6.25-acre tropical flower farm. The cottage's roof is partially visible among diverse foliage, with winding paths suggesting a tranquil landscape characterized by extensive vegetation and vibrant plants.

Cottage in Hana

4.95 out of 5 average rating, 154 reviews

Solar Cottage With Privacy & Panoramic Ocean Views

Entabeni Cottage sits above the Road to Hana overlooking the Pacific Ocean on the north shore of Maui, Hawaii. Entabeni Cottage is a fully-equipped, 830 square foot home, powered by the sun and beautifully situated on a gorgeous 6.25 acre tropical flower farm. Enjoy ocean views from your bed, kitchen, lanai (covered deck), & private yard. The Kristiansen's offer guests fresh eggs and vegetables from the garden when ready for harvest. License & Permit: BBHA 2013/0006 and SUP2 2012/0011

Top guest favorite

A bright indoor space features large windows that provide a scenic view of greenery outside. A small white table with two black folding chairs sits by the windows, creating an ideal spot for relaxation or dining. A rug adds warmth to the hardwood floor.

Cottage in Hana

4.99 out of 5 average rating, 414 reviews

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

Top guest favorite

Condo in Maunaloa

4.98 out of 5 average rating, 254 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.

Guest favorite

Bungalow in Hana

4.95 out of 5 average rating, 168 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.

Guest favorite

A charming cottage is surrounded by lush greenery, featuring a stone facade and wooden accents. Large windows allow warm light to shine through, creating a welcoming atmosphere. The entryway is framed by tropical plants and a compact stone path that leads to the door.

Farm stay in Makawao

4.94 out of 5 average rating, 632 reviews

Adorable Garden Gingerbread House, Makawao

Romantic hideaway! This property has the lush beauty and privacy of Hana, without the drive! Only 15-20 minutes to the airport, 10 minutes to beaches, 2 minutes to restaurants and shops...on a private gated property with organic nursery. BEAUTIFUL! Comes with a FREE FARM TOUR and/or LABYRINTH WALK with every booking! Getting married? Renewing your vows? I can perform the ceremony for you as well....free with booking! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013

Guest favorite

A set of wooden stairs ascends to a covered porch, flanked by a beige-colored cottage. A green railing provides safety, with the house number displayed prominently on the post. Lush green grass surrounds the area, and trees offer shade.

Guesthouse in Lanai City

4.89 out of 5 average rating, 383 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.