Holiday Homes in Molokai

  • 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

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Molokai and around

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)
"Everything about our stay was wonderful. The house is actually better than what you see from the pictures online. Location is perfect. The best part, though, are the hosts. Myra and Andrew were so nice and accommodating. If you are considering this property, I promise that you will not regret it. I hope we get another opportunity to stay here again."
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, (4)
"This was an amazing property! It’s in a great location, spacious rooms and awesome amenities. Our group loved playing pickleball and heading to the beach with all of the provided beach equipment. Host was attentive as well, we would definitely recommend to anyone looking for a luxurious and relaxing vacation. "
#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, (7)
"Great spaces to accommodate a large family including a large kitchen, multiple bedrooms and bathrooms, lanai dinning"
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!

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!

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

10.0 out of 10, Exceptional, (5)
"This house is in an excellent location, very close to the beach and shopping. This home is very well supplied. The house is spacious and a beautiful pool area. Very easy check in. Very responsive with any additional needs. "
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, (57)
"The stay was great. "
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, (183)
"Morning tea on a peaceful, quiet, and green lanai, a swim in the community pool, a walk on a beautiful beach, and a return to dinner cooked in a kitchen with all that we needed, an evening spent surrounded by pleasing art, and a quiet night's sleep. What more could one want."
The price is €768
includes taxes & fees
24 Feb - 25 Feb
Lana’i Oasis and Gem, The Artist's House

Secluded Ocean View Napili Home - Sleeps 14

10.0 out of 10, Exceptional, (57)
"House was great for extended family trip."
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, (58)
"Beautiful location - we felt like we were staying in an ocean front resort."
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

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 €1,430
includes taxes & fees
16 Mar - 17 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!

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

Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer

9.6 out of 10, Exceptional, (24)
"We enjoyed the rental very much. It is far from town but we rented a car and got our groceries and supplies. We did end up buying to much so it’s donation to the cleaners. The views and walk to the beach are fabulous. The only thing is the red sand/ dirt. Trying to keep our feet and shoes clean. Some of the cooking supplies were broken or unusable. We did buy new and left them for the next guest. "
Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer
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 Molokai
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Molokai

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.