Search Vacation Homes in Kaunakakai

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 208 Vacation Homes in Kaunakakai with updated reviews, rates, and availability.

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.
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.
#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, (7)
"We had the most amazing week at this property! Staying here gave us everything we could hope for… and more. Bringing those we love and are closest to together all in the same space was divine. We span all across the U.S. from East Tennessee, ATL Georgia, Michigan, SLC Utah, Mississippi (Navy base), California, and Little Rock AR. It was a trip of a lifetime to have all of us together under one roof celebrating my 50th, our wedding at Merriman’s, a luau, and simply just being together. Words...
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, 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
Location, Location.... Just Steps Away from the Ocean!
Pool

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

9.6 out of 10, Exceptional, (135)
"Location is amazing! Walked to the ocean each morning for a swim. Evening view from balcony is breathtaking. Had coffee and breakfast on the patio and listened to the waves and birds. Communication with property manager was efficient and questions were answered promptly. Check in and check out process was easy. Highly recommend this property. "
Location, Location.... Just Steps Away from the Ocean!
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 SAR 2,650
SAR 4,750 total
includes taxes & fees
26 Apr - 27 Apr
Kapalua Golf Villas by KBM Resorts
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, (59)
"We enjoyed all of Maui from this location."
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
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
Spectacular Oceanfront 4 Bedroom
Miscellaneous

Spectacular Oceanfront 4 Bedroom

8.0 out of 10, Very Good, (26)
"It’s a little ‘tired’, windows and back patio door need attentionWell stocked kitchen, lots of oils and spices, the road at the front is loud but the views are spectacular"
Spectacular Oceanfront 4 Bedroom
272-2 Oceanfront Magic
Outdoor dining

272-2 Oceanfront Magic

10.0 out of 10, Exceptional, (2)
"Was a great stay. Close to beach and quite a few food restaurants near by"
272-2 Oceanfront Magic
Lana’i Oasis and Gem, The Artist's House
Interior

Lana’i Oasis and Gem, The Artist's House

10.0 out of 10, Exceptional, (187)
"First visit to Lanai, had a wonderful time. Quiet island that is unlike all the typical islands with beautiful landscape, few people, great snorkeling, much more. Let’s you imagine HI as it was in an earlier time.House was perfect, great location. Host was very responsive and helpful. Highly recommended if you want a peaceful and beautiful stay. "
The price is SAR 1,576
SAR 2,932 total
includes taxes & fees
31 Mar - 1 Apr
Lana’i Oasis and Gem, The Artist's House
100-4 Island living at its best!!
Pool

100-4 Island living at its best!!

10.0 out of 10, Exceptional, (31)
"The unit is updated, modern, clean, kitchen well equipped, ocean/beach access couple of hundred feet’s away. Only note is one of the bedroom suite faces south with all glass window, room tend to be quite warm despite air condition."
100-4 Island living at its best!!
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
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
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!
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!
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!!
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
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.
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
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.
Don't see what you're looking for?
See all available properties in Kaunakakai
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3502)
"This property was an excellent fit for family. We loved being able to cook and do laundry for a family with kids. We traveled with group and the spacious rooms made it possible to spend time together. The rooms were clean but the furnishings were dated. We had some minor maintenance issues but they were resolved quickly. Staff was friendly and the grounds were lovely."
The price is SAR 861
SAR 1,126 total
includes taxes & fees
13 Apr - 14 Apr
Aston Kaanapali 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.