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Compare 82 Vacation Homes in Kalaupapa with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (20)
"Here with our family fir a 30th bday"
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

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

10.0 out of 10, Exceptional, (87)
"Amazing property and location"
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!

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

10.0 out of 10, Exceptional, (4)
"The house was awesome. We had 13 people and everyone slept comfortably. Beds and pillows were awesome. You can’t beat the location, just steps from the beach. It was also nice to have beach chairs and some fun accessories for the beach. So fun to have a pickle ball court there too. We would definitely stay again. "
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

10.0 out of 10, Exceptional, (62)
"Every aspect was thoughtful and seamless. The house was beautiful, comfortable and clean. We had everything we needed and then some. We are all excited to come back annually! "
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Lovely 2 bdr 2 bath condo in prestigious Paniolo Hale, 4min walk to Kepuhi Beach

9.4 out of 10, Exceptional, (53)
"We loved this place! The screened in porch was incredible and the place was perfect for our family to have time to be together and play games. There were four large beds and the place was tropical and minutes from the beach. We will stay there again. Highly recommended!"
Lovely 2 bdr 2 bath condo in prestigious Paniolo Hale, 4min walk to Kepuhi Beach

Kapalua Golf Villas by KBM Resorts

3.5 star property
10.0 out of 10, Exceptional, (3)
"Privacy was very important to me. "
The price is SAR 1,756
SAR 3,786 total
includes taxes & fees
6 Jan - 7 January 2025
Kapalua Golf Villas by KBM Resorts

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

10.0 out of 10, Exceptional, (66)
"This was a perfect house for two families, with 5 kids under 8. The beach was a short walk down the street and grocery/restaurants a short drive. "
NEW Construction! Just Steps from Maui's Best Beach!

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 494
SAR 1,776 total
includes taxes & fees
12 Jan - 13 January 2025
Molokai Breeze Dream Home

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (61)
"My husband wanted to have his close friends under 1 roof to celebrate his 50th and this place was perfect! We had 23 people and it was great that couples could have their own master bedroom and we could all come together on the 4th floor! The rooms are spacious and beautiful! Highly recommend!"
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

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

9.8 out of 10, Exceptional, (211)
"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

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

Napili Gardens 8 Townhome In Lush Tropical Setting

9.0 out of 10, Wonderful, (34)
"Property was safe, clean and it had all the things we needed for daily use and beach use. Felt just like home and cannot wait to come back again in the future. Thank you for your help and speedy response to inquiries. "
Napili Gardens 8 Townhome In Lush Tropical Setting

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

Remodeled, Ground floor studio

9.8 out of 10, Exceptional, (38)
"Great place to unwind and listen to the ocean waves! "
Remodeled, Ground floor studio

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 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

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

10.0 out of 10, Exceptional, (54)
"Wonderful location on a secluded beachfront. Great indoor and outdoor spaces. All amenities you could want. Off street parking. Comfortable beds. Easy communication with property owner "
Private gated home with 300 Foot private beach front, beach toys and much more!

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, (3391)
"Great place to stay at west Maui. Many good snorkeling places. Easy access to beach. Property includes a laundry, grocery just cross street with good poke."
The price is SAR 1,499
SAR 1,879 total
includes taxes & fees
6 Jan - 7 January 2025
Aston Kaanapali Shores

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very Good, (1323)
"The room was well designed with a great view of the ocean. It had cooking facility and excellent for a linger stay. The rooms have mirrors which helps with light view and makes the room bigger. The rooms also had a washer dryer and together made our stay comfortable and enjoyable"
Royal Kahana Maui by OUTRIGGER

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very Good, (822)
"Nice property lots of fun "
Kahana Falls Maui by VRI Americas
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.