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
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

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

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

9.0 out of 10, Wonderful, (40)
"Pumana was a beautiful area. We arrived just before a huge storm and the 2nd night of our stay there was a leak in the ceiling from the heavy rain fall. We got in touch with the property manager and he helped us move to a different property. We were thankful for his help and kindness. We were extremely happy with our stay. "
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

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

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"Wonderful experience!. Accommodated 26 people with no problem at all. Beautiful house!"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

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

10.0 out of 10, Exceptional, (8)
"Beautiful"
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

10.0 out of 10, Exceptional, (63)
"We stayed in Kahana with our children and their families. Six adults and three kids under 6 in this beautifully styled, waterfront property. The condo was beautifully and thoughtfully appointed with everything we needed. Clean, quiet and modern unit situated on a beautiful property. Pool and grounds are spotless and offer magnificent views of the islands, whale spouts and swimming sea turtles. Our hosts were helpful, considerate and easy to communicate with. Thank you Tracy and Steve for a...
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

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!

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!

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

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

10.0 out of 10, Exceptional, (185)
"This property was amazing. The pictures don’t do it justice. It is just what we needed-quiet and relaxing environment, room to spread out, comfy beds and walking distance to town. The big tub was fun for the baby while the double shower was great for adults. Jordanne is very responsive to all questions. We would totally rent this property again. "
The price is SAR 1,575
SAR 2,931 total
includes taxes & fees
10 Mar - 11 Mar
Lana’i Oasis and Gem, The Artist's House

Secluded Ocean View Napili Home - Sleeps 14

10.0 out of 10, Exceptional, (58)
"We have stayed in multiple rentals in Hawaii and this was one of the best places we have been. The house is great, the location as well. The back yard is very private with amazing ocean views. The secluded cove with pool and ocean access is the highlight. Nowhere else can you get this type of private ocean access. The pool is right on the ocean and is excellent as well. Highly recommended. "
Secluded Ocean View Napili Home - Sleeps 14

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.

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

10.0 out of 10, Exceptional, (61)
"Our two families travel together every year for vacation, and like to rent a house big enough for all of us to stay comfortably. This house was exactly that. The location was great - close enough to nearby activities, but didn’t feel like we were in a busy area. We really enjoyed our stay! "
Private gated home with 300 Foot private beach front, beach toys and much more!

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

Beautifully Remodeled 3bedrooms/2bathrooms

9.8 out of 10, Exceptional, (32)
"The property was clean and perfectly placed. We had just enough room and the beds were quite comfy. We were only minutes from beaches, golf courses, shopping and grocery stores. This was exactly what we were looking for and the price was a great value. "
Beautifully Remodeled 3bedrooms/2bathrooms

Spectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis.

9.4 out of 10, Exceptional, (6)
"The property was very nice. It was everything we expected and needed. The place was clean and spacious. The security around the facility was always on point and helpful with any information. The beach front was clean and had plenty of space. Will consider staying again for sure."
Spectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis.

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

3.5 star property
10.0 out of 10, Exceptional, (3)
"Privacy was very important to me. "
The price is SAR 3,271
SAR 5,925 total
includes taxes & fees
18 Mar - 19 Mar
Kapalua Golf Villas by KBM Resorts

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!

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

9.4 out of 10, Exceptional, (79)
"Great location, well maintained property. Really comfortable beds. Centrally located with short drives to great beaches, shopping and dining. Only bummer is the pool was cold and hot tub did not work. That needs to be on and working."
Spectacular Ocean View. Close to Beaches & Shopping Plaza. Large Pool & Spa

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!
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

Other property types in Kaunakakai

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

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!

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.