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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 186 Vacation Homes in Kaunakakai with updated reviews, rates, and availability.

Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.
Miscellaneous

Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.

9.8 out of 10, Exceptional, (33)
"We absolutely loved our time here and will definitely be back. Could not have been a prettier location."
Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.
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
105-1 Puamana Spacious Townhome Near Ocean.
Pool

105-1 Puamana Spacious Townhome Near Ocean.

9.4 out of 10, Exceptional, (52)
"We checked out of this beautiful condo three days before the Maui fires. It was one of those places where we for sure will come back to. As far as I can tell, it is still standing, but the clubhouse and some surrounding buildings did burn. This is the most amazing location on the island. Will definitely be back hopefully to help rebuild, and for sure to enjoy the beauty."
105-1 Puamana Spacious Townhome Near Ocean.
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
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!
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Miscellaneous

Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

10.0 out of 10, Exceptional, (130)
"We were looking for a house that could accommodate 5 couples, with great outdoor space and within walking distance to the beach and shopping/restaurants. The Summit Residence did not disappoint! The house was clean and spacious with a well equipped kitchen. Lower level game room was nice and having a second full size fridge was awesome for storing drinks or overflow. We used the grill multiple times. The lanai and pool were perfect. Used daily! Plenty of extras included with the house. ...
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
87-1 Escape to Paradise at Puamana's Hale Nalu
Pool

87-1 Escape to Paradise at Puamana's Hale Nalu

10.0 out of 10, Exceptional, (21)
"Loved our stay in Lahaina. The property managers were so gracious and happy to have guests back after fire and wanted us to let them know what might be needed. They were great about taking care of the few things we found. Reading some of the previous previews from before - wanted to say, there is a flashlight in closet, 4 beach chairs, 2 recliners (anti-gravity) 3 boogie boards, cooler...all of which we enjoyed. the pool was just a few houses down and very comfortable and relaxing. Really...
87-1 Escape to Paradise at Puamana's Hale Nalu
Kapalua Golf Villas by KBM Resorts
Condo, 2 Bedrooms, Balcony, Resort View (21p2) | Beach/ocean view

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 2,969
AED 5,478 total
includes taxes & fees
12 Mar - 13 Mar
Kapalua Golf Villas by KBM Resorts
Location, Location.... Just Steps Away from the Ocean!
Pool

Location, Location.... Just Steps Away from the Ocean!

9.6 out of 10, Exceptional, (134)
"This was an amazing location, so close to Lahaina & easy to get throughout the island. The condo supplies in the kitchen were great. We found this to be a great stay. If I were to be very nitpicking, the bathroom fan was very dusty & got me thinking maybe what else was dirty, however I saw nothing else. The pools need a bit of love that are in the complex, but the oceanside one was so amazing that the love that is needed to it does not even matter. I would say this is one of the best pools I...
Location, Location.... Just Steps Away from the Ocean!
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Outdoor pool

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (6)
"Wonderful experience!. Accommodated 26 people with no problem at all. Beautiful house!"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Charming 3 BR Puamana Oceanfront in private gated community
Property grounds

Charming 3 BR Puamana Oceanfront in private gated community

9.6 out of 10, Exceptional, (105)
"Comfy beds, lots bathrooms, well stocked kitchen in a georgous location. Paradise! "
Charming 3 BR Puamana Oceanfront in private gated community
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
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, (214)
"The resort is its own oasis, from playing in the sand to swimming in the pool. The room had everything we needed, you know when you say, I wonder if they gave this or that...the answer was yes. The resort has activities each day, a Mai Tai hour. We had all the ammenities we needed. We arrived late so lots closed but we were prepared. You dont get a lot of noise from neighbors, the staff are super nice and helpful. 10 out of 10 stay! "
The Best of the Best JUST GOT BETTER with 3rd Remodel
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Outdoor pool, a heated pool

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

9.6 out of 10, Exceptional, (58)
"We had a wonderful vacation here! The home is beautiful, we loved the pool, and really appreciated all the activity gear that’s available on site (snorkel gear, life vests, pool floats, bodyboards!). We hope to stay here again next time we travel to Hawaii "
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
3BD NEW! Luxurious, Newly Remodeled, Walk to beach
Interior

3BD NEW! Luxurious, Newly Remodeled, Walk to beach

10.0 out of 10, Exceptional, (51)
"Clean, well appointed, safe, and an easy walk to a beautiful beach. Home was as advertised. Excellent communication. Highly recommend. "
3BD NEW! Luxurious, Newly Remodeled, Walk to beach
272-2 Oceanfront Magic
Outdoor dining

272-2 Oceanfront Magic

10.0 out of 10, Exceptional, (1)
"We had a great time. The house is on the waterfront which is good for beginner surfers (like us). We took some of the best pictures of the entire vacation. The management was extremely responsive, kind, and very professional. We'll be back soon."
272-2 Oceanfront Magic
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
Pool

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

9.2 out of 10, Wonderful, (41)
"Lahaina is rebuilding and this unit, at the edge of a property partly burned by the fire, is lovely, especially during whale season. "
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
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, (6)
"A "great room" inside for a large group and lots of lovely outdoor space around the pool makes for a perfect spot to bring your family. I had 11 and the five grandkids - ages 25-16 in one big room and all the adults in nice rooms for each couple. Just a short walk to the beach and a great little coffee shop. Kids are asking to come again! Thanks for making a memory for all of us."
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Spectacular, Oceanfront 3 bedroom + den, AC, pool, sleeps 7.
Terrace/patio

Spectacular, Oceanfront 3 bedroom + den, AC, pool, sleeps 7.

9.8 out of 10, Exceptional, (7)
"We came to Maui for a family vacation that included my 80 year old grandma. We were looking for a convenient location that included everything a home would expect. This place checked every box. From the ocean at your back door, to the amenities, to the comfortably beds, to the location to town. We cannot wait to come back and hope to re-book for next summer. We simply had thr best time and truly enjoyed this property."
Spectacular, Oceanfront 3 bedroom + den, AC, pool, sleeps 7.
272-6 Puamana 2 Bedroom Oceanfront Remodeled!!
Pool

272-6 Puamana 2 Bedroom Oceanfront Remodeled!!

9.6 out of 10, Exceptional, (66)
"Beautiful stay. Home had all amenities we needed. A/C blew cold and kept us comfortable the whole stay. Though the water is right out back of your patio you need to walk a ways down the road to get beach access as the waterfront is protected. Small grass area not enough for kids to play on at this location due to it being the last unit in the complex. The upper bedroom balcony is amazing for views but if you have the windows and blinds open the neighbors to your right can see right into...
272-6 Puamana 2 Bedroom Oceanfront Remodeled!!
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 Kaunakakai

Castle at Moloka'i Shores
Property grounds

Castle at Moloka'i Shores

3.0 star property
7.2 out of 10, Good, (161)
"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
Wavecrest
Beach

Wavecrest

3.0 star property
8.0 out of 10, Very Good, (3)
"I didn’t like 3 flights of stairs when I I’m han"
Wavecrest
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
On the beach, sun loungers, beach towels

MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

9.6 out of 10, Exceptional, (153)
"Beautiful, peaceful and serene location. Be award that if the country sounds of roosters crowing will bother you- stay somewhere else. We enjoyed them, they are a part of our farm at home. You couldn’t ask for a more accommodating Host, in Annie. She was always available and willing to help with needs and answer questions. The Unit itself is eclectic and shows her vibrant personality in the colors on the walls! There is a need for a few upgrades that would help raise the level of comfort. Side...
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
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.