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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 96 Vacation Homes in Kalaupapa with updated reviews, rates, and availability.

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Interior

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (67)
"We had a fantastic time! Everything was even better than we expected. We only wish we’d had a little more sunshine"
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Kapalua Golf Villas by KBM Resorts
Miscellaneous

Kapalua Golf Villas by KBM Resorts

4.0 star property
10.0 out of 10, Exceptional, (3)
"Privacy was very important to me. "
The price is AED 2,595
AED 4,651 total
includes taxes & fees
13 Apr - 14 Apr
Kapalua Golf Villas by KBM Resorts
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Beach nearby, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (9)
"Loved the home, and location and it was perfect for our family. We will be back!"
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining
Miscellaneous

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

8.8 out of 10, Excellent, (12)
"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
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!
Outdoor pool

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

10.0 out of 10, Exceptional, (89)
"We had a great stay! It started with a walkthrough of the house to understand how to work everything and learn where everything was. Any time we needed help the communication was prompt and very easy. Any small issues were immediately remedied. The beds were fairly comfortable and the house was very aesthetically pleasing. The view from the roof was nice and the pool was very clean. We would definitely rent from them again!"
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!
The Best of the Best JUST GOT BETTER with 3rd Remodel
Smart TV, DVD player, books, stereo

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

9.8 out of 10, Exceptional, (215)
"My family and I had a wonderful time. The home was spacious and accommodated all our sleeping needs comfortably. The home was clean and supplied with everything we needed for our stay. The view was beautiful. The owners were quick and responsive with communication. Check in and check out was a breeze. Most importantly, they allowed us some flexibility on our check out time on the last day, which we appreciated so very much! Would recommend!! "
The Best of the Best JUST GOT BETTER with 3rd Remodel
Private 4bd Home, Walk to Beach
Fridge, microwave, oven, stovetop

Private 4bd Home, Walk to Beach

10.0 out of 10, Exceptional, (94)
"Property had, as expected, just the right number of bedrooms, beds (which were really comfy) and bathrooms. The back deck was wonderful, only drawback was the road traffic noise, but it wasn't constant. Rooms wete spacious and kutchen had everything we needed"
Private 4bd Home, Walk to Beach
Stunning Gated Home, Private Pool & Spa
Outdoor pool

Stunning Gated Home, Private Pool & Spa

10.0 out of 10, Exceptional, (81)
"Amazing! Property as advertised. Extremely clean. Plentiful amenities. Lauren and Michael were friendly and most helpful. Beautiful views inside and out. Would definitely stay again."
Stunning Gated Home, Private Pool & Spa
Book Spring Deals and Save! Residences 8 3B/2.5B, Slps 8, AC, Walk to Napili Bay
Fridge, microwave, oven, stovetop

Book Spring Deals and Save! Residences 8 3B/2.5B, Slps 8, AC, Walk to Napili Bay

9.0 out of 10, Wonderful, (35)
"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. "
Book Spring Deals and Save! Residences 8 3B/2.5B, Slps 8, AC, Walk to Napili Bay
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Outdoor pool

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

10.0 out of 10, Exceptional, (7)
"Everything was as advertised. The house was absolutely spotless when we arrived. The yard was so much fun for adults and kids. The owner and property manager were both very responsive to all questions and concerns.I highly recommend this property."
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
NEW Construction! Just Steps from Maui's Best Beach!
Beach nearby, sun loungers, beach towels

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

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

9.4 out of 10, Exceptional, (80)
"My family and I truly embraced our stay at the property. The seamless check-in and the pristine, inviting atmosphere made for a delightful experience. The property manager's swift responses to our few inquiries were a testament to exceptional service. Highly recommend."
Spectacular Ocean View. Close to Beaches & Shopping Plaza. Large Pool & Spa
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
Property grounds

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

9.6 out of 10, Exceptional, (21)
"Overall terrific. I didn’t give 5 stars because the property was a bit janky (one slider was broken, the kitchen screen door barely could move so we left it open all day), TV remotes didn’t work (buttons to change channels would toggle)….but really - very minor gripes when considering how easy everything was and communication with the property management. We were happy to stay here and truly enjoyed our time! It was comfy and clean! (No dead cockroaches!!) "
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
Lovely 2 bdr 2 bath condo in prestigious Paniolo Hale, 4min walk to Kepuhi Beach
Sun loungers, beach towels

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

9.4 out of 10, Exceptional, (55)
"Absolutely terrific condo in one of the best areas to stay on Molokai. Comfortable. Lots of places to sit and relax. Great internet. Well stocked kitchen with all the appliances you need to cook anything. Terrific bed and pillows. Good shower with lots of hot water. Awesome ventilation and shade from large trees so it was never hot. And...that deck/patio. Wow. It's a wrap-around and *huge*. It's like you are sitting in the trees. Perfect for morning coffee, dinners while spying on the wild...
Lovely 2 bdr 2 bath condo in prestigious Paniolo Hale, 4min walk to Kepuhi Beach
Coastal Paradise 🏝️ Private 3 Bedroom - AC, Pool, Spa, Beach, WFH
Beach nearby, sun loungers, beach towels

Coastal Paradise 🏝️ Private 3 Bedroom - AC, Pool, Spa, Beach, WFH

10.0 out of 10, Exceptional, (1)
"We loved this home. It was beautiful and had everything one needs in a holiday home. Our family of six did not feel crowded at all. It is within walking distance to a good beach and within 10 minutes to Fleming or Slaughterhouse beaches. There is also the Whaler's Village with shops, good dining and beaches about 15 minutes driving away. The host was very responsive. My only suggestion is that the VRBO place coordinates for the property in the directions. GPS took us to the property next door....
Coastal Paradise 🏝️ Private 3 Bedroom - AC, Pool, Spa, Beach, WFH
Two-story, oceanfront condo with pool, water Views, & balcony
On the beach

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
Ground-floor, tropical-themed condo with full Kitchen & furnished patio
Outdoor dining

Ground-floor, tropical-themed condo with full Kitchen & furnished patio

9.0 out of 10, Wonderful, (6)
Ground-floor, tropical-themed condo with full Kitchen & furnished patio
Remote Island Retreat: Ocean Views & Pool
Private kitchen

Remote Island Retreat: Ocean Views & Pool

2.0 star property
9.0 out of 10, Wonderful, (4)
"We stayed at this property for six nights. Accurate description, lots of room, clean and comfortable. Quiet area with short walk to beaches and hiking. Pool was nice too. Beware of deer running across roads at all hours. "
Remote Island Retreat: Ocean Views & Pool
Oceanfront with unobstructed views of Molokai & Lanai, Sunsets, and Turtles!

Oceanfront with unobstructed views of Molokai & Lanai, Sunsets, and Turtles!

9.8 out of 10, Exceptional, (94)
"Great location. We enjoyed not being at a busy, crowded resort. The facility is very quiet with excellent access to the ocean. The ocean front is just like the photos (awesome). The turtle and whale sitings were a daily occurrence."
Oceanfront with unobstructed views of Molokai & Lanai, Sunsets, and Turtles!
Laid back Molokai beach-hideaway
On the beach, sun loungers, beach towels

Laid back Molokai beach-hideaway

10.0 out of 10, Exceptional, (54)
"We had a wonderful time staying at Poniolo Hale. The unit was very well stocked with kitchen appliances and nice furnishings. The screened in porch and large lanai added some much appreciated, very comfortable living space. The beaches within walking distance were very enjoyable and relaxing. Overall, this unit is one of the best condos we have had the pleasure of staying at in Hawaii. "
Laid back Molokai beach-hideaway
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
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3500)
"Always enjoy staying at Aston Kaanapali Shores. Everyone is so friendly, welcoming and helpful."
The price is AED 992
AED 1,278 total
includes taxes & fees
13 Apr - 14 Apr
Aston Kaanapali Shores
Sands of Kahana 354
Condo, Multiple Beds (Sands of Kahana 354) | Beach/ocean view

Sands of Kahana 354

4.0 star property
Sands of Kahana 354
Napili Shores Maui by OUTRIGGER
On the beach

Napili Shores Maui by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (1578)
"This was my second time staying at this property. I really enjoyed my stay! "
The price is AED 1,098
AED 1,296 total
includes taxes & fees
26 Mar - 27 Mar
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.