Lanai Vacation Rentals

  • Amazing Sunsets, the Pink House, the feel of old Hawaii

    Our Pink house is comfortably furnished and hosts some fabulous sunsets for enjoying a beverage at the end of a day.  There are three bedrooms, two comfortable queen beds and a set of soft twins beds. There are two full baths and an outdoor shower for an after beach rinse. Don't bring too many things, you can launder your clothes at the Pink House! You will feel like you have stepped back in time to Old Hawaii. You can hike the guava forests, swim at Manele Bay, play tennis, golf, badminton or attend free fabulous water aerobics at the heated local pool, then come home to the Pink house and make yourself a fresh squeezed tangerine margarita.  All shops are a short walk from the Pink House.  You can walk to the newly renovated local movie theatre and be amazed at the comfortable surrounds.  Banana, avocado and fruit trees surround the Pink House in this lovely neighborhood.  A hammock is available for napping under the palms in the light trade wind breezes. Car rentals are available through the property manager as are chartered fishing expeditions. You can dine at the Pink House’s fully equipped kitchen or walk to the Blue Ginger, Cafe 565, Lana’i Hotel or Canoe’s. With warmest aloha, we hope you love your stay, “in the Pink”! Maui County Permit # STLA 2015/0001 Maui County Permit Listing Requirement: House Rules: a. Quiet hours from 9:00 p.m. until 8:00 a.m. Hawaii time, during which time, the noise from the Pink House shall not unreasonably disturb adjacent neighbors. Sound that is audible beyond the property boundaries during non-quiet house shall not be more excessive than would be otherwise associated with a residential area. b. Amplified sound that is audible beyond the property boundaries of the pink house is prohibited. c. vehicles shall be parked in the designated onsite parking area and shall not be parked on the street. d. no parties or group gatherings other than registered guests shall occur. e. the pink house is not a shoreline home. The maximum occupancy shall be no more than two (2) guests per bedroom, including children over the age of two (2) years old. See dolphin video attached for a view of the island.

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lana'i City
    2 night min stay7  reviews
    $350 per night
  • Incredible Feel of Old Hawaii, The Artist's House,

    The Artists House is a home away from home with the comfortable furnishings and great amenities. The fabulous Lana'i sunsets can be enjoyed outside on the deck. There are three bedrooms (one bedroom that is attached by a deck approx 10 ft away from the main home if you like privacy,) one king bed in the master bedroom and two comfortable queen beds in other bedrooms. There two bathrooms, one with a jet tub and the other with a double head shower. There is an outdoor shower after the beach or just to be in the Lana'i Hawaiian air. No need to bring too many clothes as there is a washer and dryer that is top notch! The Artist's home is a fully renovated double insulated plantation home from the 1930's that will give you the feel of being back in time and yet, with all the amenities of comfort such as granite countertops, dishwasher, wood floor, fans, etc . This home is owned and was fully renovated in 2009 by a well known artist who now lives on Maui's - Jordanne. Her artwork is on the walls and creates a lovely feeling of plantation life ambiance. You can swim at Manele Bay, play tennis, golf, attend free water aerobics at the local heated pool, hike the Munroe Trail, drive to different parts of the island such as Polihua Beach, Shipwreck Beach, Garden of The Gods, and then come home and enjoy the rest of the evening in the quiet area of town at the Artists home. Grocery shopping as well as retail is a short walk. There is a newly renovated movie theater that is also a short walk away. Car rentals are available through the property manager as are chartered fishing expeditions. You can have dinner with a short walk to Cafe 565, the Blue Ginger, Lana’i Hotel or Canoe’s or dine at the Artists House fully equipped kitchen. We hope you love your stay in the Artists House with Aloha!

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lanai
    1 night min stay1  reviews
    $310 per night
  • Manele Bay Modern - Next To Island Club Pool and Challenge Golf Course Clubhouse

    This 3 bedroom 3 bath home has an open floor plan in which all the main living areas and the outdoor covered lanai flow seamlessly. House amenities include: - Four huge glass doors which retract into the walls bringing the outdoor living space in and the indoor living space out. - Large dining area with non stop views - Chef's kitchen with high end appliance and cabinet package - 3 large bedrooms each with an en-suite bathroom - Location, Location, Location - You can't get any closer to the homeowner's fabulous pool and spa or golf course clubhouse. State of Hawaii Tax ID W06847080-01

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    HI> Manele Bay
    30 night min stay3  reviews
    $500 per night
  • Spectacular Ocean Views and a Beach the Dolphins Love!

    The Island of Lanai is a true get away, known as “Hawaii’s Most Enticing Island”. It’s only nine miles from Maui yet feels like a world away. You can truly immerse yourself in the elegance and amenities the Island has to offer including luxurious resorts, Four Season Resorts and the Historic Hotel Lanai; championship-level golf at The Challenge at Manele and The Experience at Koele; explore the island’s rugged back-roads in a 4-wheel drive off the beaten path treasures like Keahiakawelo (Garden of the Gods) and Polihua Beach. From the stunning views atop the pine-lined Munro Trail to watching the dolphins from romantic Hulopoe Bay, Lanai is a special place where you’re sure to find what you’re looking for. Leave your worries at the door, relax and go back to the way Hawaii used to be: secluded and calm. From this beautiful townhouse on the 18th Fairway of the Manele Challenge, gaze at the manificent ocean views and watch the whales and spinner dolphins play. Look at the wide sandy beach as you sip your drink. This new construction townhouse features 3 bedrooms, 3.5 baths, state of the art kitchen, washer/dryer & more. A FJ Toyota Cruiser 4 wheel drive car & electric Gem car are included (with signed waiver). A magnificent pool is within walking distance or go to the famous Manele Bay Beach.

    • 3 bedroom
    • 4 bathroom
    • Sleeps 6
    HI> Lanai
    30 night min stay2  reviews
    $667 per night
  • Luxurious Lana'i awaits for you.

    This spectacular property is just steps away from the Four Seasons Lanai. Imagine waking up to an ocean view and watching the wales pass by and where you will see the spinner dolphins performing their spinning tricks. Relax iin your private "home away from home" preparing a delicious meal for your loved ones in the gourmet kitchen while gazing at the mesmerizing ocean. This property has almost instant access to the Four Seasons with just a short walk where you will be instantly rewarded with the sights and sounds of a five star Four Seasons Hotel with an old Hawaiian feel and sumptuous restaurants overlooking the beautiful crescent Manele bay, and a relaxing spa with an array of pampering packages just for you or some one you love. Take a walk to the Holopoeo Beack in Manele Bay and relax on a beach chair, take a swim in the warm waters, snorkel its beautiful reefs, read a book in a hammock swaying in the Hawaiian island breeze, have a bar b que on the beack, or Dive the world famous Cathedrals just off the coast of Manele. Be sure to save some energy for a tour of the island via a ATV or do a group tour in an side by side ATV, or slow your horsepower down and take a horseback ride on one of the beautiful horses that are kept at the Koele Stables in the cool altitude of Lanai City. Take a hike on the Monroe Trail where you will be dwarfed by giant ferns,flora, fauna and Cook Island pines as tall as the cerulean blue skies above you and breathtaking views of the other Hawaiian Islands This island paradise has it all including a private driveway , outdoor shower and is a handicapped accessible home. Book your stay now for an unforgettable experience on Lana'i.

    • 3 bedroom
    • 3 bathroom
    • Sleeps 5
    HI> Lanai City
    30 night min stay3  reviews
    $500 per night
  • Hale Hoomaha o Lanai -- Peaceful Vacation Cottage Lanai City, Lanai, Hawaii

    (Maui County Permit No. BBLA 2015/0001) Location: 452 Ohia Drive Lanai City, HI 96763 (Hale Ho'omaha o Lāna'i is registered and in good standing with the Department of Commerce & Consumer Affairs (DCCA) Hawaii.gov. Aloha, VRBO recently added the "Request to Book" feature, I am more comfortable with emailing and "talking story" with each other first and then your decision if you would like to stay. I recommend you e-mail me first "send email" button located under "Owner" before the "Request to Book." Thank you for your interest in visiting us on the island of Lāna'i. Hope you enjoy the photographs of our guest cottage, Hale Ho'omaha o Lāna'i. If you have further questions please feel free to contact us. Hale Ho'omaha o Lānai is a Native Hawaiian owned and operated Bed & Breakfast cottage, permitted by Maui County on the island of Lāna'i. The proprietor has an intimate knowledge of the cultural and natural landscape of Lāna'i. In compliance with Maui County rules we can only allow one to two guests at a time since this is a one bedroom cottage, and out of respect to our neighbors. You may contact us for further information. Pursuant to Dept. of Health (DOH) regulations, Hale Ho'omaha o Lāna'i does not provide meals. We invite guests to walk around and explore Lāna'i City. We provide menus/brochures from various places on the island that guests may visit and enjoy. This cool and comfortable one bedroom guest cottage is located on a half acre of land on the island of Lāna'i. It is a short walk to Lāna'i City (2/10ths of a mile) the last historic plantation community in Hawaii. Microwave, small kitchen, 2-burner stove, small refrigerator-freezer, cooking utensils, dishes, linens, air conditioner, ceiling fans, cable television, secure wireless internet (code given upon check-in), outdoor uncovered patio. Inquire about use of a gas barbecue on property. As required by Maui County rules and regulations, Quiet Hours: 9:00 pm - 8:00 am. NO AMPLIFIED SOUND AT ALL TIMES. Designated parking is provided on property. Owner lives in main home on property. Until confirmed, rates are subject to change without notice. Inquire for a one-night stay. Three nights minimum is required on all major holidays and holiday weekends throughout the year, including special event weekends. Bed and Breakfast rental/property rules agreement must be completed, signed and received with payment prior to arrival (refer to rates). Cancellation Policy: Bookings canceled at least 30 days before the start of the stay will receive a 100% refund. Early Departures: While we sympathize with unforeseen circumstances, once you have checked in, the guest cottage is no longer available to rent therefore no refunds will be given.

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Lanai City
    2 night min stay57  reviews
    $185 per night
  • Beautifully Renovated Private Plantation House for Rent!

    This is a newly renovated plantation house has some beautiful upgrades. Hardwood floors, stone counter tops, flat screen TV's, stereo system are all great. Charming furniture throughout this plantation home located in Lana'i City. Private yard, picnic area, lush landscaping, abundant fruit trees, mountain views, walking distance to town, nearby outdoor activities, private covered parking in carport. Keywords: Renovated, Plantation House, Private Home, Lanai City, Vacation Rental,

    • 3 bedroom
    • 1 bathroom
    • Sleeps 6
    HI> Lana'i City
    30 night min stay2  reviews
    $200 per night
  • Plantation Style Home in Lanai City

    The island of Lana'i is suited for the return visitor who wants to experience a different part of Hawaii or for the first time traveler who wants to get away from the tourist crowds or Maui and Waikiki. A 4 wheel drive is recommended to fully experience all that Lana'i has to offer. The rugged terrain set against the crystal clear blue waters beckon you to explore this unique island. Our 2 bedroom, 2 bath plantation style home is nestled in quaint Lanai City. Our home is simple and reflects the local style of the community which was founded on plantation workers from around the world. This home is a 3 minute walk to the "town square" where you can find art galleries, shopping, groceries and restaurants. The home comes with a fully equipped kitchen, dishwasher, washer/dryer and all the linens you need for your stay. Keywords: House

    • 2 bedroom
    • 2 bathroom
    • Sleeps 5
    HI> Lanai City
    3 night min stay1  reviews
    $195 per night
  • Beautiful Historic Plantation Home

    Maui County Permit # STLA 2017/0003 Be prepared to rest and relax in this charming plantation home in historical Lanai City. Just a 5 minute walk to everything Lanai City has to offer. You will enjoy the restaurants, shops, state of the art movie theater, and free heated public swimming pool. You will want to spend time on the huge front porch where there is a comfortable sofa with seating for six. Or, you can dine outside at the lovely dining table with seating for eight. On the main level, you will find a large open room. This contains the living and dining space which is also open to a gourmet kitchen. In the living area you can enjoy the latest flat screen smart TV. There are three bedrooms with one queen bed, one full bed, and one daybed with trundle. The newly remodeled bathroom has a walk in shower with beautiful tile work. As a bonus there is a lower level or "man cave" with a flat screen TV. You will also find a half bath with a washer and dryer. All the comforts of home in paradise.

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lanai City
    3 night min stay0  reviews
    $325 per night
  • Manele Bay, Lanai Hawaii Ocean Facing Home

    Spacious home on the island of Lanai. Footsteps from Four Seasons at Manele Bay Hotel and Hulopoe Beach. All the comforts of home in an island paradise. Two bedrooms, each with king-sized beds, and two and one half baths, including an outdoor shower. Ocean view and fully equipped kitchen. Near Challenge at Manele Bay golf course Experience the charm of an unspoiled Hawaiian island from your comfortable perch.

    • 2 bedroom
    • 3 bathroom
    • Sleeps 4
    HI> Lanai City
    30 night min stay0  reviews
    $367 per night
  • On The Ocean With Stunning Ocean Views

    Minimum ONE MONTH rental only. Experience the “old” Hawaii, but with luxury. No traffic. No stoplights. No noise. No fast food. Pure air and stars. But, with a Four Seasons hotel (Lana’i at Manele Bay) and amenities next door. Easy walk to the one of the best beaches in Hawaii; Hulopoe beach. Lanai is the least populated Hawaiian Island; it has incredible deserted beachs, two world class golf courses (The Challenge at Manele; and The Experience at Koele-Koele is currently undergoing a redesign by Jack Nicklaus), and a charming town (Lanai city). The island is great for exploring. The Island is privately owned and was just purchase by Larry Ellison (Oracle)

    • 2 bedroom
    • 3 bathroom
    • Sleeps 5
    HI> Lanai City
    31 night min stay0  reviews
    $500 per night
  • Private Family Home with Breathtaking Ocean Views, On 3/4 Acre Secluded Lot

    This private family home is located on a secluded 3/4 acre lot, has spectacular unobstructed ocean views and is perched just above the world class Four Seasons Manele Bay hotel and the Jack Nicklaus designed Challenge at Manele Golf Club. Upon entering the home, you will be swept away by the seemingly endless ocean beyond. Dubbed 'the infinity house' by family friends, this residence has been owned exclusively by our family and used sparingly as our vacation home. The home features 3 en suite bedrooms, 3.5 baths, spacious double sized living room, 3,400 square feet of living space, a gourmet kitchen with island and breakfast bar with additional seating, a dining room, a full laundry room and much more. The home is located on a beautifully landscaped, exceptionally private 3/4 acre lot featuring panoramic ocean views and mountain views as well. Outdoor living abounds with your choice of multiple seating and lounging areas. An outdoor granite island, featuring a Wolf gas barbecue, a sink and an ice maker, provides a perfect spot to prepare a meal while the trellised Brown and Jordan table overlooking the ocean provides an intimate setting for you to relax and enjoy your creation. The master bedroom features a trellised patio with seating and a spa and is an idyllic retreat where you can enjoy a beautiful sunrise over Hulopo'e Bay and Sweetheart Rock, a simmering sunset or a magnificent evening sky blanketed with stars and constellations. Each of the guest rooms features two pairs of sliding french doors which lead to private patios and small seating areas. A quiet and beautiful pool is available just down the road at the Island Club or you may enjoy the pool at the Four Seasons hotel. Lanai is an intimate Hawaiian island with only 3,000 friendly residents, and over 98% of the island is privately owned by one individual, providing a sense of uncrowded natural calm unique within the Hawaiian islands. Lanai is located just miles off the coast of Maui and is easily accessible via air or ferry from Maui or Oahu. In Hulopoe Bay, a short walk from our home on Lanai, the famous spinner dolphins often come to play and swim with the beach swimmers and snorkelers. The spinner dolphins and humpback whales (in winter months) may also be seen from our patio. Chaise lounges and towels from the Four Seasons beach are available to Island Club guests. Island Club guests are also welcome at the Island Club pool and the pool at the Four Season hotel. Island Club guest cards are available at the prevailing rates for our guests.

    • 3 bedroom
    • 4 bathroom
    • Sleeps 6
    HI> Lanai
    30 night min stay0  reviews
    $1,000 per night
  • Lanai City, Modern Plantation Style Home, "HQ" of the ADVENTUREOUS Sort.

    Maui County Permit # STLA 2017/0006 Nani Street "HQ" Launch a Lanai adventure with ease, from this modern plantation style home, as headquarters; located within historical Lanai City. On a short walk to Dole Park one can find: Restaurants, Food stores, Artist galleries, Gift shops, Movie theater, Community (heated) swimming pool, Tennis & Basket ball courts, and much more. Meet Lanai's residents, "Talk Story", and discover the culture of living within a small island community. From the front Lanai, welcome the warmth of the sun; while you listen to the trade winds blowing through tall pine trees. Begin the day with a work out in the home gym, hunt, fish, hike, ocean swim, snorkel, golf, mountain bike or just sit & relax! Highlight your experience with pre-arranged guided hunts, boat charter fishing trips, surf lessons,4x4 tours, or DIY adventures! We are happy to assist in any way possible. Our sloped landscape design created a split level home; allowing for additional living space "tucked" under the building. Nani Street level boast our three guest rooms, one bath, & all living areas. Access to the home gym & laundry are located on the lower level next to the owner's suite. All vehicle parking is located in the rear of the home from a private drive entered from 5th street between Lanai Avenue & Nani Street.

    • 3 bedroom
    • 1 bathroom
    • Sleeps 6
    HI> Lanai City
    2 night min stay0  reviews
    $325 per night
  • Relax In The Heart Of Lanai

    The Jasmine House is a Hawaiian plantation style home built in 2000 by Castle and Cooke Ltd and upgraded in 2010 by a craftsman designer. It is situated in a quiet neighborhood on a beautifully landscaped corner parcel. It is a few block walk to the historic town center and Dole Park where you can shop for local art, souvenirs, dine, or pick up groceries and a movie. Red mahogany floors were recently installed and run throughout the entire home. Both baths have been upgraded with tile flooring, granite counter tops, one has a tub the other an attractive glass block wall shower. Most importantly there are a complete set of fresh linens and towels provided along with a washer and dryer. The kitchen is outfitted with granite counter tops and is well equipped with an oven-range, refrigerator, microwave, toaster oven, coffee maker, blender, and complete set of pots pans, and dishes.

    • 3 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Lanai City
    3 night min stay0  reviews
    $295 per night