Holiday Homes in Molokai

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Featured Holiday Homes in Molokai

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 AU$1,145
includes taxes & fees
23 Nov - 24 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
Molokai Oceanfront large beautiful home - Gorgeous secluded beaches out front!
10.0 out of 10, Exceptional, (13)
"A perfectly located home just minutes walk to the beach. Beautiful indoor/outdoor living, with ceiling fans in every room. A fully equipped kitchen with coffee provided. Everything we needed for a wonderful relaxing vacation. "
Molokai Oceanfront large beautiful home - Gorgeous secluded beaches out front!
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!
Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer
9.8 out of 10, Exceptional, (23)
"Loved staying here. It doesn’t get much more peaceful than this. The wrap around lanai was where we spent most of our time. The property manager went out of her way to ensure we’d be comfortable. I’ll definitely book again. "
Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer
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)
"We had an amazing stay at this condo. Brian was very easy to work with during the entire process, and provided clear and thorough information regarding everything we needed to know as we prepared for our trip. The condo is in a beautifully maintained resort with friendly staff, great activities and an amazing location. The beach is a very short walk, as are several restaurants and a grocery store. The condo itself was perfect for our large group ... plenty of space and well stocked with...
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
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 Molokai

Castle at Moloka'i Shores
3.0 star property
7.0 out of 10, Good, (156)
"I arrived at night and didn’t realize there wasn’t a front desk. My phone had no signal, so I couldn’t make a call. A guy who lived there was outside and let me borrow his phone, so I was then able to call and get instructions. There was apparently a key box, and they gave me the code. However, I couldn’t figure out how to open the key box, so I went back to that same guy, and, between the two of us, we figured it out. It was very frustrating getting inside, but once I did, I really liked...
Castle at Moloka'i Shores
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
9.6 out of 10, Exceptional, (150)
"We came to Molokai to unwind. The location of the condo "
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
9.8 out of 10, Exceptional, (80)
"All was great except that I should have asked if there was air conditioning in the unit. The heat and humidity made it uncomfortable other than early in the mornings. But overall, the unit was great."
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.