Holiday Homes in Lanai

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Lanai and around

Outdoor pool
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
10.0 out of 10, Exceptional, (72)
"We decided to leave a review after our 4th annual stay at this beautiful home. We are constantly blown away by the quality, the rare location right off Napili Bay and the 5 star management. This home can host large groups of every age also! What a treat to return each year and see the property get better and better. If you want the trip of your dreams, be sure to look here first. The furniture looks brand new every time we come"
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
Interior
Lana’i Oasis and Gem, The Artist's House
10.0 out of 10, Exceptional, (170)
"We’ve stayed at this property multiple times. Always in great condition and the privacy of the deck is wonderful."
Lana’i Oasis and Gem, The Artist's House
Pool
Celebrity Estate, Across the Street From Beach! Brand New! 6 Bedroom W/Pool
10.0 out of 10, Exceptional, (2)
"After looking at dozens of home for rent, we decided on this property and do not regret the decision. It’s beautifully appointed with brand new furniture, plenty of room for a large group (we had 16) and my goodness, that beach across the street, divine! There are several areas to dine, a gorgeous pool with pool and beach toys included, and what felt like a private concierge with the manager (who lives close by). Thank you for an unforgettable vacation with my family. We will cherish the...
Celebrity Estate, Across the Street From Beach! Brand New! 6 Bedroom W/Pool
Save an average of 15% on thousands of hotels when you're signed in
A heated pool
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
10.0 out of 10, Exceptional, (114)
"The Summit house was just what we needed for our family of ten. Ample room for all. Communication excellent for all our needs. The welcome basket was a special treat. Wish we could live together there forever! There is no way we could have been soo comfortable renting separate condos. Game room and weight rooms were used by all and appreciated."
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Aerial view
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
10.0 out of 10, Exceptional, (55)
"We enjoyed our stay very much. The location was very nice and the private beach area was used often. While swimming at our beach we had 3 different sea turtles swimming nearby, lots of fish to see, and a great time. Thank you for having us."
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
Outdoor pool
50 Steps To The Beach! Incredible Family Compound!
10.0 out of 10, Exceptional, (2)
"If you seek a large home that can accommodate large groups, if you seek close proximity to the most amazing beach - this is the home for you! It feels like Napili Bay is in your front yard! Napili Bay has long been our favorite beach on all of Maui, and now we finally have a home next to it, that we can return and rent each year. We had small kids, teens and adults and the home and management just couldn’t be better. 5 stars all the way around."
50 Steps To The Beach! Incredible Family Compound!
Aerial view
Awesome Beach - Elegant Villa - Tropical Oasis
10.0 out of 10, Exceptional, (41)
"Great location for our family. You could walk across the street to Napili bay or take 7 minute walk to Kapalua bay. We had 6 adults and everyone was very comfortable. The vrbo was very well equipped for a beach day with beach chairs, towels, and umbrellas. Everything was clean and has great space for our family vacation."
Awesome Beach - Elegant Villa - Tropical Oasis
An infinity pool
Oceanview, pool, Hot Tub! 3br/3ba+OFFICE
10.0 out of 10, Exceptional, (12)
"Great property, fantastic views. Top notch experience, definitely a repeater."
Oceanview, pool, Hot Tub! 3br/3ba+OFFICE
Beach nearby, sun-loungers, beach towels
NEW Construction! Just Steps from Maui's Best Beach!
10.0 out of 10, Exceptional, (59)
"This house was the perfect spot for our Maui Family Vacation. There were 11 of us (6 adults and 5 kids ages 6 years to 12 years) celebrating our 50th wedding anniversary. The kids loved the pool and the fenced yard provided a private oasis for sitting outside on the lanai. To accommodate all the kids one grandchild slept on a mattress on the floor in the bunk room, but they loved being all together on one room. Napili beach was just a three-minute walk from the house and great for sitting on...
NEW Construction! Just Steps from Maui's Best Beach!
Pool
Across The Street From The #1 Beach! 2 Houses For the Price of 1!
10.0 out of 10, Exceptional, (8)
"We had 18 family members, 4 generations stay at this property for almost a week. Everything about these two homes were absolutely amazing! Many comments were "I have never stayed somewhere this beautiful". Great location with plenty of fun things to do and a great way to relax around the pool! I hope to return there in the future!"
Across The Street From The #1 Beach! 2 Houses For the Price of 1!
Pool
Our home in Launiuopoko has not been impacted by the recent wildfires
10.0 out of 10, Exceptional, (118)
"This was our second time staying here. The house was clean and well stocked with everything you would need for the beach as well as a well stocked kitchen with Keurig coffee, spices and oils. The views are amazing. We spent many nights star gazing and the days in awe of the mountains and ocean views. Wouldn’t hesitate to book another stay."
Our home in Launiuopoko has not been impacted by the recent wildfires
On the beach
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
10.0 out of 10, Exceptional, (18)
"Large house that easily accommodated our family. Outside deck has fabulous ocean views. Whales and sea turtles were abundant and great to watch. The house was fairly well appointed, but a bit dated. Upstairs shower leaked into the master bathroom. Wine coolers did not cool. Communication with the property team was excellent and they checked in with us throughout our stay. Overall an excellent property."
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
Property grounds
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!
10.0 out of 10, Exceptional, (75)
"Everything was just as the ad described. Location was perfect. Close to Lahania and steps from the beach. Trevor’s place is just beautiful and well stocked with everything you would ever need. My family loved having dinner outside on the patio and morning coffee on the upper deck. We can’t wait to come back!"
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!
A heated pool
Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!
10.0 out of 10, Exceptional, (16)
"The property, location and the property manager ( Jodie ) were above what we could have every imagined. The house is beautiful, up to date with lots of new technology, but still has a lot of charm to it. The daily cleaning team were awesome, as was Eric the Asst property manager. Jodie was awesome prior to our arrival, her recomendations for activieties, pre-stock groceries etc. were all spot on! The house location could not be better, walk to breakfast places, happy hour places and even a food...
Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!
Private kitchen
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
9.8 out of 10, Exceptional, (48)
"I came with my group of around 30 and we had such a lovely time! Everyone had a comfortable place to sleep and we all enjoyed the closeness to the beach. Also, the host were very communicative and helpful throughout our stay. Highly recommend this place to anyone who wants to stay in Maui!"
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Pool
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
9.8 out of 10, Exceptional, (128)
"The house and location were perfect for our family of 10. The neighborhood was quiet and a very short drive or 10 min walk to the beach. There was ample public parking next to the beach which was excellent for snorkelling. The pool was ideal for our 4 grandchildren and the house was beautiful and exactly as shown in the VRBO web site. Daniel was an excellent host and very responsive. We shall definitely return there"
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
On the beach
The Best of the Best JUST GOT BETTER with 3rd Remodel
9.8 out of 10, Exceptional, (205)
"We had a wonderful stay at this Maui property. The unit was just as depicted, and was a perfect fit for our family of 5, plus Grandma. All the necessary kitchen items were there to make everything that we desired, and were in relatively good shape. The unit also had beach chairs, umbrella, boogie boards, and a cooler to make our daily excursions to the beach that much more fun. The property had a decent pool, and the kids really enjoyed the outdoor shuffleboard and putting green that was first...
The Best of the Best JUST GOT BETTER with 3rd Remodel
Property grounds
Private gated home with 300 Foot private beach front, beach toys and much more!
9.8 out of 10, Exceptional, (48)
"Just what the pictures show! The view through the open doors was amazing. We constantly watched for whales, watched the clouds play on Moloka'i's peaks, watched the brilliant sunsets, and tried to count the stars. Just like the photos show, every room has an ocean view...my daughter laughed when she told us she could watch whales from her upstairs toilet! The place was immaculate! The furnishings were comfortable and added to the Hawaii vibe. The colors of the tiles in the bathrooms created a...
Private gated home with 300 Foot private beach front, beach toys and much more!
Property grounds
3BR/2.5BA Coastal Contemporary Oceanview Retreat in the heart of Kaanapali
9.8 out of 10, Exceptional, (33)
"Beautiful ocean view & sunsets from the lanai. The grounds were peaceful and very quiet. The condo was super well stocked, everything you could imagine in the kitchen, a lot of beach towels, chairs & umbrellas. Parking was easy. It was clean & felt very welcoming. We would definitely stay there again."
3BR/2.5BA Coastal Contemporary Oceanview Retreat in the heart of Kaanapali
Oceanfront with unobstructed views of Molokai & Lanai, Sunsets, and Turtles!
9.8 out of 10, Exceptional, (90)
"We thoroughly enjoyed our stay. The property was as expected from the listing. We enjoyed many wonderful moments on the lanai. It truly was oceanfront. We had front row seats to watch the whales (my personal favourite), view beautiful sunsets and rainbows and see the sea turtles. The kitchen was well appointed with everything we needed to cook many meals. It was the perfect property for our family vacation. Bonnie was so kind to give us a late checkout since we had a very late flight out. It was...
Oceanfront with unobstructed views of Molokai & Lanai, Sunsets, and Turtles!
Don't see what you're looking for?
See all available properties in Lanai
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Lanai

4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2533)
"Loved staying and celebrating Mother’s Day and my son’s birthday! Couldn’t have asked for a better stay! "
The price is €741
per night
4 Jun - 5 Jun
OUTRIGGER Honua Kai Resort & Spa
Hypo-allergenic bedding, in-room safe, blackout curtains
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3004)
"The only thing I did not care for were the added on fees. It was $25 per day for use of the coffeemaker and other such things plus $10.05 per day for parking. The other add ons were taxes which amounted to about $50 per day. All of this should be included in the advertised price."
The price is €258
per night
28 May - 29 May
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2151)
"A bit old and not the cleanest but loved the location, access to the beach, pools, and the spacious room. It wasn't crowded and quiet overall. "
The price is €258
per night
22 May - 23 May
Aston Maui Kaanapali Villas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lanai Holiday Homes information

Number of reviews
Accommodation
Holiday Homes
Lowest Price
Highest Price

Recent Reviews in Lanai
Expedia verified reviews