Photo by Lisa A Schmidt

Kalaupapa Vacation Rentals

March 2025

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April 2025

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Mar 31 - Apr 1
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Apr 1 - Apr 2
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Apr 4 - Apr 6
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Apr 11 - Apr 13

Vacation Rentals 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, (3501)
"My stay was good overall the staff was so nice and the room was clean and big "
The price is CA $311
CA $409 total
includes taxes & fees
Apr 16 - Apr 17
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
Kahana Beach Vacation Club
Standard Room, 1 Bedroom | Living area

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (650)
"You cannot get a better view. Absolutely fantastic. Rooms have been updated and are nice. Beds are hard and parking can be a challenge but overall a great experience. "
Kahana Beach Vacation Club
Kahana Falls Maui by VRI Americas
Outdoor pool, sun loungers

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (861)
"Liked: Hot tub, waterfalls, kitchen and living area for guests that have a late flight. "
Kahana Falls Maui by VRI Americas
Napili Shores Maui by OUTRIGGER
On the beach

Napili Shores Maui by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (1579)
"This was an amazing property and everything we were hoping for. The customer service was outstanding. We especially liked the tiki bar restaurant and server Wend-Orrie. Our room was very well stocked, and we were able to get clean sheets and towels within minutes of asking. The pools and property were very well-maintained and manicured. I would be hard-pressed to stay anywhere else after this wonderful experience."
The price is CA $471
CA $555 total
includes taxes & fees
Apr 1 - Apr 2
Napili Shores Maui by OUTRIGGER
Napili Village Hotel
Beach nearby, white sand, sun loungers, beach towels

Napili Village Hotel

3.0 star property
8.8 out of 10, Excellent, (74)
"A quick walk to the beach and restaurants. The room was clean and big. The staff were friendly. "
Napili Village Hotel
AEI at Kaanapali Shores
Exterior

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (328)
"The pools are the main highlight, with lots of chairs and space for everyone. The pool bar is a nice option and they had music in the restaurant a few nights. The restaurant food is just ok with the service being just ok as well. The staff were not overly friendly and rarely smiled. The pools get really loud with kids playing so it’s something to consider if you are not traveling with children. Parking was an issue as the garage was under construction. The grounds are pretty with a nice...
AEI at Kaanapali Shores
Royal Kahana Maui by OUTRIGGER
Condo, 2 Bedroom, Oceanfront (Unit 410, 2Bath) | Terrace/patio

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very good, (1359)
"I absolutely loved the peace and vibe."
Royal Kahana Maui by OUTRIGGER
Aston Mahana at Kaanapali
Outdoor pool

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1610)
"Amazing views as you can't get any closer to the beach. Rooms are a little dated and the pool is functional, but you cannot beat the views and beach access. "
Aston Mahana at Kaanapali
AEI at The Mahana Kaanapali Resort
Outdoor pool, pool umbrellas, sun loungers

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (243)
"We LOVED our stay here. The property was right by the water and the views were so beautiful! Will definitely be back to stay here!"
AEI at The Mahana Kaanapali Resort
Aston at Papakea Resort
2 outdoor pools

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1372)
"Very clean and friendly. The master bedroom having huge windows facing the ocean was a beautiful surprise. I would stay here again, however, the only thing missing, that would've made it a 5 star review, would be to add A/C to both bedrooms. It was very hot in the rooms at night. "
The price is CA $247
CA $756 total
includes taxes & fees
Apr 30 - May 1
Aston at Papakea Resort
Hono Koa Vacation Club
View from property

Hono Koa Vacation Club

3.0 star property
8.8 out of 10, Excellent, (178)
"Great location, loved the chairs to be used to get into and out of the pool and hot tub. Having a washer and dryer was a plus. The receptionist was friendly and helpful. Be sure to eat at Dollies pub. Great food at a great price."
Hono Koa Vacation Club
Napili Sunset on the Beach
Sundeck

Napili Sunset on the Beach

2.5 star property
9.2 out of 10, Wonderful, (635)
"The unit we were in was well designed for comfort and privacy and was also very well equipped with kitchen utensils. There were plenty of outlets and light sources. We loved sitting on the balcony over looking the beach. "
The price is CA $402
CA $475 total
includes taxes & fees
Apr 1 - Apr 2
Napili Sunset on the Beach
Castle Napili Surf Beach Resort
On the beach, white sand

Castle Napili Surf Beach Resort

3.5 star property
10.0 out of 10, Exceptional, (108)
"The place was nice and quiet. Very clean and comfortable room. They offered a delicious breakfast on Friday and an hour of free music one evening performed by local musician. The entire staff was pleasant. Napili bay is beautiful and was only about a one minute walk from our door."
Castle Napili Surf Beach Resort
Kapalua Villas Maui
Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath)

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (932)
"Very safe. It was gated with a lock code. Private. Clean. All amenities required. Extremely spacious. I was able to sit on balcony and watch the whales."
The price is CA $483
CA $1,340 total
includes taxes & fees
May 1 - May 2
Kapalua Villas Maui
AEI at Papakea Resort Maui
Condo, 2 Bedrooms, Kitchen, Ocean View | View from room

AEI at Papakea Resort Maui

3.5 star property
8.6 out of 10, Excellent, (81)
"Beautiful property! Loved the views & all the gorgeous flowers. Garden meticulously cared for. Great proximity to grocery, beaches, smaller restaurants. The beach that the property is situated on is not really swimmable, however plenty more in the area if you rent a car. The first 2 days we were awoken at 5am-6am with loud voices in the suite across from us, followed by a door closing loudly & person saying goodbye (later found out that some people live in this building). Coupled with...
AEI at Papakea Resort Maui
Sands of Kahana
Outdoor pool

Sands of Kahana

3.0 star property
8.2 out of 10, Very good, (433)
"Our vacation was wonderful but beware that there is NO AIR CONDITIONING at this resort. With the placement of our room we did not get any breeze through the windows either. So it made it very hot in our room. We had a hard time sleeping because we couldn’t cool down. Because of this we wouldn’t stay here again. If that doesn’t bother you, than it was wonderful. The beach was beautiful, pool nice and restaurant good. The employees were very friendly. Parking was difficult with a big...
Sands of Kahana
Kahana Villa
Tennis court

Kahana Villa

3.0 star property
8.0 out of 10, Very good, (320)
"Nice condo in a great location. The bedroom did not have air conditioner, but a big ceiling fan, not enough for my family. Also the bedroom qas noisy, due to the road in the back. We were not able to get a late check out but were offered to use the hospitality room where we could shower before heading to airport. A few table placements would be recommended. Also, after-hours check in is available by using the red phone at the door of the check in office. Our key was left in the safe adjacent to...
Kahana Villa
The Gardens at West Maui
Suite, 1 Bedroom

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very good, (462)
"The property was in a really nice location near the golf course and walking distance to the beach. It was nice to have a washer and dryer in the unit. The room itself was clean and spacious. "
The Gardens at West Maui
Castle at Moloka'i Shores
Property grounds

Castle at Moloka'i Shores

3.0 star property
7.2 out of 10, Good, (160)
"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
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 types of properties in Kalaupapa you may be interested in

Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3501)
"My stay was good overall the staff was so nice and the room was clean and big "
The price is CA $311
CA $409 total
includes taxes & fees
Apr 16 - Apr 17
Aston Kaanapali Shores
Hilton Vacation Club Ka'anapali Beach Maui
Exterior

Hilton Vacation Club Ka'anapali Beach Maui

4.0 star property
8.8 out of 10, Excellent, (1120)
"Not very friendly staff and I have the impression that they are short of staff also, since any request takes very long to be solved"
The price is CA $414
CA $539 total
includes taxes & fees
Apr 6 - Apr 7
Hilton Vacation Club Ka'anapali Beach Maui
The Ritz-Carlton Maui, Kapalua
3 outdoor pools, cabanas (surcharge), sun loungers

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1083)
"Everything you needed is there on the property. The only thing I wish they had was a shuttle bus. Unless you have transportation, you have to take a taxi. Other than that the concierge the staff were great. I did miss having Poi at the luau. "
The price is CA $1,287
CA $1,597 total
includes taxes & fees
Apr 1 - Apr 2
The Ritz-Carlton Maui, Kapalua
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.

Frequently asked questions

Can I find a vacation rental in Kalaupapa?

Yes, you can find vacation rentals near top sights in Kalaupapa, or you can choose a more remote option if you're looking for relaxation. Kalaupapa is known for its local tours and seaside. Make sure you have time to check out the churches and parks during your trip.

What are some of the best vacation home rentals in Kalaupapa?

Kapalua Golf Villas by KBM Resorts: This vacation home rental outside of Kalaupapa is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden.

What can I see and do in Kalaupapa?

Kalaupapa National Historical Park and Moloka'i Beaches are a couple of lovely local spots to get outside and enjoy nature. St. Philomena Church and Molokaʻi Museum & Cultural Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Kalaupapa?

Vacation rentals are privately owned properties you can book for a couple days or more in Kalaupapa. Vacation rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for small groups.