Holiday Homes in Lanai

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Featured Holiday Homes in Lanai and around

Lana’i Oasis and Gem, The Artist's House

10.0 out of 10, Exceptional, (177)
"We had such a nice time enjoying this lovely home and its beautiful patio and garden. We spent most of our time exploring the island after reading all the information that is located in a book put together by the owner. Comfortable beds! "
The price is €778
includes taxes & fees
25 Nov - 26 Nov
Lana’i Oasis and Gem, The Artist's House

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (58)
"After staying here for a 3rd time, I decided to leave a review. This is such a fantastic home in the best location on Maui. We LOVE having the private beach in our own backyard, plenty of space to gather as a family with privacy in the bedrooms if we want it. The teens work out in the fitness center, the kids play in the pool and the adults lay out on the beach, all without leaving! Thank you so much"
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

10.0 out of 10, Exceptional, (3)
"We had our whole family with us in Hawaii and it was wonderful! This home was perfect for us- each little family with their own room and bathroom. The pool was perfect for the grandkids and the adults loved the fitness room. Napili Bay beach was so close and convenient for our kids young families. It was the best family vacation we’ve ever taken. "
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Private gated home with 300 Foot private beach front, beach toys and much more!

10.0 out of 10, Exceptional, (53)
"Are you looking for the premier stay in all of Maui? Look no further than this amazing beach house. We stayed here for 7 days in August, and fell in love with all this place has to offer. The entire house was spotlessly clean, with plenty of towels and toiletries. The bedrooms each have their own climate control, the beds are all super comfortable, and all bedrooms have stunning views of the ocean. We spent a great deal of time watching the waves and turtles from the sitting area off the kitchen...
Private gated home with 300 Foot private beach front, beach toys and much more!

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

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."
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

10.0 out of 10, Exceptional, (123)
"House was amazingly appointed. Everything we could have needed was accounted for. Great location too! Could not have asked for more! "
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

9.6 out of 10, Exceptional, (19)
"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)

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!

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

10.0 out of 10, Exceptional, (60)
"Great Place, as advertised"
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Serene and Peaceful with Heated Pool

9.8 out of 10, Exceptional, (46)
"This properry is absolutely gorgeous! You will no regret booking. Just do it!"
Serene and Peaceful with Heated Pool

Two-story, oceanfront condo with pool, water Views, & balcony

9.4 out of 10, Exceptional, (18)
"Perfect property "
Two-story, oceanfront condo with pool, water Views, & balcony

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

2024 FALL SPECIAL, $1500/N PLUS TAXES AND FEES. Oceanview, pool, Hot Tub!

10.0 out of 10, Exceptional, (13)
"Spectacular views! Clean, well laid out rooms, amenities perfect, they didn’t forget a thing. Friendly attentive host. One of the best rentals we ever stayed at. Lots to do, centrally located. Pool was awesome. Planning to come back again to see the whales this winter."
2024 FALL SPECIAL, $1500/N PLUS TAXES AND FEES. Oceanview, pool, Hot Tub!

The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!

10.0 out of 10, Exceptional, (84)
"We had a fantastic stay at this beautiful property! Actually looks better than the pictures once you step inside. Myra and her husband Mike took great care of us and communicated well with any questions or needs we had, they were great! Can’t beat this place for a lux stay with big groups. Rooftop deck was the place for morning coffee and the pool was great. Great location on Nāpili Bay and close to all our favorite places. Totally recommend! "
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!

Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining

8.8 out of 10, Excellent, (11)
"My family was super excited about the place and location of the Condo but when we arrived at the property the dishwasher and ice machine in the fridge did not work and when we contacted Vacasa they said it was an owner issue. The plates and mugs and silverware were not clean from the outset so we hand washed every item before using it. We then hand washed after every meal. ( There were 6 of us so a ridiculous amount of vacation time was spent at the sink!) The condo is in an amazing location but...
Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining

NEW Construction! Just Steps from Maui's Best Beach!

10.0 out of 10, Exceptional, (64)
"This house was perfect for our family and the swimming pool was so nice for our little ones! The beds were extremely comfortable!! Highly recommend this home for families with small children. The home is beautiful!!"
NEW Construction! Just Steps from Maui's Best Beach!

The Best of the Best JUST GOT BETTER with 3rd Remodel

9.8 out of 10, Exceptional, (210)
"Our family of 10 (11 when you count our infant granddaughter) had a wonderful time at Brian’s place. The condo was clean and suited our needs just great! There were plenty of beds for all of us! The kitchen was stocked well including spices and such from other guests to get us started. Plenty of soaps, shampoos, toilet paper.and laundry soap. So many nice touches. Papakea resort was beautiful as well. The kids loved the swimming pool! The beach steps away had shady spots while we played in the...
The Best of the Best JUST GOT BETTER with 3rd Remodel

3BR/2.5BA Coastal Contemporary Oceanview Retreat in the heart of Kaanapali

9.8 out of 10, Exceptional, (38)
"Convenient, with a view above the ocean, minutes away from oceanfront. Updated and well kept. "
3BR/2.5BA Coastal Contemporary Oceanview Retreat in the heart of Kaanapali

Privacy In Paradise - Top Rated Vacation Home in West Maui

10.0 out of 10, Exceptional, (128)
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Privacy In Paradise - Top Rated Vacation Home in West Maui

Spectacular Ocean View. Close to Beaches & Shopping Plaza. Large Pool & Spa.

9.4 out of 10, Exceptional, (77)
"We had a great time. Everyone enjoyed the house, the pool, the hot tub and the games. It was great that all the rooms had their own AC and it was very comfortable for our family."
Spectacular Ocean View. Close to Beaches & Shopping Plaza. Large Pool & Spa.
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.
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Other property types in Lanai

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3350)
"We had an excellent time staying three nights at the Aston! We ate at the restaurant and it was great. The amenities are great and the staff went above and beyond our expectations. We used the concierge for booking a luau and it was fantastic. Five stars all around! "
The price is €429
includes taxes & fees
8 Dec - 9 Dec
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2627)
"Some things were not working in our room, e.g. master bedroom balcony door would not open, table in the balcony was very wobbly, dryer was not operating properly. All these issues were resolved by the staff when I called them, but they seem to be basic checks that property management should have checked before giving us keys and not have me call about them. "
The price is €758
includes taxes & fees
8 Dec - 9 Dec
OUTRIGGER Honua Kai Resort & Spa

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1080)
"Great property in perfect location adjacent to walking path & snorkeling beach. We loved our one-bedroom unit and enjoyed the resorts amenities including pools and restaurants. Well maintained, very clean, friendly staff, wish we could have extended our stay, but not easy to do at a timeshare property like you can at a hotel. That said, we wouldn't hesitate to return, next time for a longer visit. Mahalo!"
The price is €542
includes taxes & fees
30 Nov - 1 Dec
The Westin Ka'anapali Ocean Resort 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.