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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, (63)
"MAUI VILLA REVIEW – DECEMBER 2024Our family of 19, ranging in age from 7 to 82, enjoyed a once-in-a-lifetime vacation at this stunning Lahaina villa in December 2024. The on-island hosts, Leanna and Myra, welcomed us with a tour and were readily available throughout our stay.The villa exceeded all expectations. With room for 32 guests, each suite featured king beds, sectional couches, private bathrooms, and fridges (except the cozy top-floor room). The open layout was ideal for our family,...
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

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)

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

10.0 out of 10, Exceptional, (6)
"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!

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 AED 1,801
AED 3,801 total
includes taxes & fees
31 Jan - 1 Feb
Kapalua Golf Villas by KBM Resorts

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!

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

9.8 out of 10, Exceptional, (212)
"We have stayed at the Papakea many times and overall, found this to be a good unit for families. The layout is spacious and carpets have been replaced with hard surface flooring so it is easy to clean. The ocean and garden views are nice and it is also north facing so does not get very overheated by direct sun. The unit is well equipped with boogie board and beach items. The kitchen is sufficiently equipped (even has some sharp knives which is almost unheard of). Owners were prompt in...
The Best of the Best JUST GOT BETTER with 3rd Remodel

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

10.0 out of 10, Exceptional, (56)
"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!

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

Secluded Ocean View Napili Home - Sleeps 14

10.0 out of 10, Exceptional, (56)
"Our family of six stayed for a week. Home is large, well-appointed and comfortable. Beautiful location. Seeing and swimming with turtles everyday is a dream come true. Great to have towels, beach chairs, coolers, boogie boards, etc... at the ready for daily excursions. Julie, the Property Manager, is excellent. She was very responsive, friendly, and gave great recommendations. Would definitely rent again. Mahalo! "
Secluded Ocean View Napili Home - Sleeps 14

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

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

10.0 out of 10, Exceptional, (3)
"Great stay! Had everything we needed for 8 adults. Close to ocean and groceries….wish we didn’t have to leave!"
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

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

Molokai Breeze Dream Home

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean and comfortable. We really enjoyed our stay. "
The price is AED 446
AED 1,687 total
includes taxes & fees
12 Jan - 13 Jan
Molokai Breeze Dream Home

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, (67)
"The house was perfect for our family of eight (including a two year old). Everyone loved the pool, privacy and beautifully landscaped grounds. Being literally three minutes from the beach was such a plus. We walked down every morning and evening for the sunrises/sunsets. I highly recommend this property ! It made our stay and we thoroughly enjoyed Maui!"
NEW Construction! Just Steps from Maui's Best Beach!

Laid back Molokai beach-hideaway

10.0 out of 10, Exceptional, (51)
"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!

Valentines Special, 2/1-2/8/25! Residences 8, 3B/2.5B, Sleeps 8, Garden View, AC

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. "
Valentines Special, 2/1-2/8/25! Residences 8, 3B/2.5B, Sleeps 8, Garden View, AC

Molokai Oceanfront large beautiful home - Gorgeous secluded beaches out front!

10.0 out of 10, Exceptional, (14)
"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!
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, (3417)
"Staff are very friendly and efficient. Grounds and pools are beautiful. Units are very spacious, clean and functional - could just use a bit of updating especially bathrooms."
The price is AED 846
AED 1,106 total
includes taxes & fees
10 Feb - 11 Feb
Aston Kaanapali Shores

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very Good, (826)
"Hands down best lodging west maui!"
Kahana Falls Maui by VRI Americas

Napili Shores Maui by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (1546)
"From the moment we arrived at Napili Shores Resort By Outrigger, we had a pleasant first impression. While the exterior may have an older charm, it is impeccably clean and well-maintained, which immediately puts you at ease. Upon entering our room, we were pleasantly surprised by its spaciousness and modern amenities. The kitchen was fully equipped with everything we needed to feel right at home, including a traditional coffee maker that brewed a perfect cup to start our day. The bed was...
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.