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Compare 80 Vacation Homes in Kalaupapa with updated reviews, rates, and availability.

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, (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 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!
Kapalua Golf Villas by KBM Resorts
3.5 star property
10.0 out of 10, Exceptional, (2)
"Great property for 4 people, the house is well equipped with all of the comforts of home. Very clean and comfortable with 2 good sized bedrooms, plus a separate little room with a pull out sofa. One of the bathrooms had a huge shower with dual shower heads and a washer and dryer. I would recommend highly recommend this property. If you do book this property, follow up with the management company to confirm your reservation, I got to the property and the office is closed, so we Googled the phone...
The price is SAR 954
SAR 2,840 total
includes taxes & fees
9 Dec - 10 Dec
Kapalua Golf Villas by KBM Resorts
Molokai Breeze Dream Home
2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and comfortable. We really enjoyed our stay. "
The price is SAR 375
SAR 1,615 total
includes taxes & fees
17 Nov - 18 Nov
Molokai Breeze Dream Home
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)
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
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
Oceanfront townhome sleeps 6! Honokeana Cove #101
4.0 star property
9.8 out of 10, Exceptional, (66)
"This condo could not be placed in a better location. To be able to walk out your back door and snorkel in the cove is amazing. Use the walkway and bring water shoes to get into the voce. The pebble rocks hurt. The staff was extremely helpful, and parking was great. We had over a dozen sea turtles resting on the cove every night so if you're looking to see some, this is the place. It's a two-story condo with the kitchen upstairs but not inconvenient at all. All the amenities are there, and we...
Oceanfront townhome sleeps 6! Honokeana Cove #101
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
10.0 out of 10, Exceptional, (84)
"We had 20 people include 4 kids(all under 4yrs old). "
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
Laid back Molokai beach-hideaway
10.0 out of 10, Exceptional, (50)
"Lovely vacation spot, tranquil, quiet, clean and well appointed."
Laid back Molokai beach-hideaway
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.
Oceanfront with unobstructed views of Molokai & Lanai, Sunsets, and Turtles!
9.8 out of 10, Exceptional, (92)
"First, it is as advertised. Plenty of turtles and sunsets in a great location and setting. Perfect for families with young ones and teenage kids. Close to everything on the west side and lots do besides all the usual beach activities. Met lots of friendly people along the way who made the experience even more special. Our Ohana highly recommends Kahana Sunset. Mahalo nui loa!!"
Oceanfront with unobstructed views of Molokai & Lanai, Sunsets, and Turtles!
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 Kalaupapa

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3343)
"All was acceptable except for parking fee and resort fee. Also had an army of tiny ants get into some of our food."
The price is SAR 1,129
SAR 1,442 total
includes taxes & fees
24 Nov - 25 Nov
Aston Kaanapali Shores
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1571)
"The property was beautiful. Our condo exceeded our expectations. Our room had newer decor and appliances. The view was absolutely amazing. The staff was extremely friendly and very helpful at all times. I highly recommend this place and look forward to coming back again. "
Aston Mahana at Kaanapali
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (1532)
"Can’t say enough good things about Napili Shores to stay will definitely be back"
Napili Shores Maui by OUTRIGGER
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.