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Compare 153 Vacation Homes in Kaunakakai with updated reviews, rates, and availability.

Lana’i Oasis and Gem, The Artist's House
View from private deck with palms
Lana’i Oasis and Gem, The Artist's House
10.0 out of 10, Exceptional, (176)
"We had such a nice time enjoying this lovely home and its beautiful patio and garden. We spent most of our time exploring the island after reading all the information that is located in a book put together by the owner. Comfortable beds! "
The price is AED 1,524
AED 2,905 total
includes taxes & fees
11 Nov - 12 Nov
Lana’i Oasis and Gem, The Artist's House
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Exterior
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
9.8 out of 10, Exceptional, (58)
"After staying here for a 3rd time, I decided to leave a review. This is such a fantastic home in the best location on Maui. We LOVE having the private beach in our own backyard, plenty of space to gather as a family with privacy in the bedrooms if we want it. The teens work out in the fitness center, the kids play in the pool and the adults lay out on the beach, all without leaving! Thank you so much"
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Molokai Oceanfront large beautiful home - Gorgeous secluded beaches out front!
Living area
Molokai Oceanfront large beautiful home - Gorgeous secluded beaches out front!
10.0 out of 10, Exceptional, (13)
"A perfectly located home just minutes walk to the beach. Beautiful indoor/outdoor living, with ceiling fans in every room. A fully equipped kitchen with coffee provided. Everything we needed for a wonderful relaxing vacation. "
Molokai Oceanfront large beautiful home - Gorgeous secluded beaches out front!
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Pool
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
10.0 out of 10, Exceptional, (2)
"After looking at dozens of home for rent, we decided on this property and do not regret the decision. It’s beautifully appointed with brand new furniture, plenty of room for a large group (we had 16) and my goodness, that beach across the street, divine! There are several areas to dine, a gorgeous pool with pool and beach toys included, and what felt like a private concierge with the manager (who lives close by). Thank you for an unforgettable vacation with my family. We will cherish the...
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Luxury Rental With Panoramic Ocean Views! High-end remodel! Large, 2bd, 3ba!
Living area
Luxury Rental With Panoramic Ocean Views! High-end remodel! Large, 2bd, 3ba!
10.0 out of 10, Exceptional, (17)
"My wife and I had a terrific stay and the host was the best and most accessible and helpful we’ve had at any of our stays. Clean, roomy and very well appointed. We’ll be back"
Luxury Rental With Panoramic Ocean Views! High-end remodel! Large, 2bd, 3ba!
#1 Direct BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Exterior
#1 Direct BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
2.0 star property
10.0 out of 10, Exceptional, (3)
"This is truly an exceptional property, if I could give it 6 stars I would. It had everything you could possibly need for a Maui vacation. The upstairs has a game room equipped with ping pong, air hockey and video games that would rival most arcades. The fitness facility was as well equipped as the fitness center we work out at in Denver. The bedrooms, bathrooms, kitchen and living areas are all beautiful and spacious, way more than enough room for our group of 12. There are tons of beach chairs,...
#1 Direct BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Private gated home with 300 Foot private beach front, beach toys and much more!
Our very own beach
Private gated home with 300 Foot private beach front, beach toys and much more!
10.0 out of 10, Exceptional, (53)
"Are you looking for the premier stay in all of Maui? Look no further than this amazing beach house. We stayed here for 7 days in August, and fell in love with all this place has to offer. The entire house was spotlessly clean, with plenty of towels and toiletries. The bedrooms each have their own climate control, the beds are all super comfortable, and all bedrooms have stunning views of the ocean. We spent a great deal of time watching the waves and turtles from the sitting area off the kitchen...
Private gated home with 300 Foot private beach front, beach toys and much more!
Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer
Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer
9.8 out of 10, Exceptional, (23)
"Loved staying here. It doesn’t get much more peaceful than this. The wrap around lanai was where we spent most of our time. The property manager went out of her way to ensure we’d be comfortable. I’ll definitely book again. "
Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Pool
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
10.0 out of 10, Exceptional, (2)
"If you seek a large home that can accommodate large groups, if you seek close proximity to the most amazing beach - this is the home for you! It feels like Napili Bay is in your front yard! Napili Bay has long been our favorite beach on all of Maui, and now we finally have a home next to it, that we can return and rent each year. We had small kids, teens and adults and the home and management just couldn’t be better. 5 stars all the way around."
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Kapalua Golf Villas by KBM Resorts
Terrace/patio
Kapalua Golf Villas by KBM Resorts
3.5 star property
10.0 out of 10, Exceptional, (2)
"Great property for 4 people, the house is well equipped with all of the comforts of home. Very clean and comfortable with 2 good sized bedrooms, plus a separate little room with a pull out sofa. One of the bathrooms had a huge shower with dual shower heads and a washer and dryer. I would recommend highly recommend this property. If you do book this property, follow up with the management company to confirm your reservation, I got to the property and the office is closed, so we Googled the phone...
The price is AED 987
AED 3,188 total
includes taxes & fees
1 Dec - 2 Dec
Kapalua Golf Villas by KBM Resorts
Molokai Breeze Dream Home
Molokai Breeze Dream Home
2.0 star property
The price is AED 367
AED 1,594 total
includes taxes & fees
6 Nov - 7 Nov
Molokai Breeze Dream Home
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
10.0 out of 10, Exceptional, (121)
"We stayed for two weeks. The first week with our team celebrating 20 years together and the second with our family. The house was amazing. Christian was helpful and friendly and just the best. This VRBO exceeded all expectations. 10/10!!"
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
9.6 out of 10, Exceptional, (19)
"Large house that easily accommodated our family. Outside deck has fabulous ocean views. Whales and sea turtles were abundant and great to watch. The house was fairly well appointed, but a bit dated. Upstairs shower leaked into the master bathroom. Wine coolers did not cool. Communication with the property team was excellent and they checked in with us throughout our stay. Overall an excellent property."
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!
300 ft ² covered lanai 200 feet from ocean. Dining, grilling, lounging. Aloha!
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!
10.0 out of 10, Exceptional, (75)
"Everything was just as the ad described. Location was perfect. Close to Lahania and steps from the beach. Trevor’s place is just beautiful and well stocked with everything you would ever need. My family loved having dinner outside on the patio and morning coffee on the upper deck. We can’t wait to come back!"
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
Outdoor dining
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
10.0 out of 10, Exceptional, (60)
"Great Place, as advertised"
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
Serene and Peaceful with Heated Pool
Pool View
Serene and Peaceful with Heated Pool
9.8 out of 10, Exceptional, (44)
"Overall, my wife and I had a wonderful stay at the house. It's beautiful, private, clean, and centrally located. It also has all the beach/pool/snorkeling gear you could want. We didn't have to rent a single thing during our stay. Would highly recommend for a couple or small family. "
Serene and Peaceful with Heated Pool
Two-story, oceanfront condo with pool, water Views, & balcony
Two-story, oceanfront condo with pool, water Views, & balcony
9.4 out of 10, Exceptional, (18)
"Perfect property "
Two-story, oceanfront condo with pool, water Views, & balcony
Awesome Beach - Elegant Villa - Tropical Oasis
Beach Palm Tree
Awesome Beach - Elegant Villa - Tropical Oasis
10.0 out of 10, Exceptional, (41)
"Great location for our family. You could walk across the street to Napili bay or take 7 minute walk to Kapalua bay. We had 6 adults and everyone was very comfortable. The vrbo was very well equipped for a beach day with beach chairs, towels, and umbrellas. Everything was clean and has great space for our family vacation."
Awesome Beach - Elegant Villa - Tropical Oasis
2024 FALL SPECIAL, $1500/N PLUS TAXES AND FEES. Oceanview, pool, Hot Tub!
Welcome to Garuda Estate
2024 FALL SPECIAL, $1500/N PLUS TAXES AND FEES. Oceanview, pool, Hot Tub!
10.0 out of 10, Exceptional, (13)
"Spectacular views! Clean, well laid out rooms, amenities perfect, they didn’t forget a thing. Friendly attentive host. One of the best rentals we ever stayed at. Lots to do, centrally located. Pool was awesome. Planning to come back again to see the whales this winter."
2024 FALL SPECIAL, $1500/N PLUS TAXES AND FEES. Oceanview, pool, Hot Tub!
Perfect Location, Private Home In Downtown Lahaina with Hot Tub!
Living Room, Large Screen TV, Sonos Sound System, Amazon Prime and Hulu TV Provided. Perfect to relax.
Perfect Location, Private Home In Downtown Lahaina with Hot Tub!
10.0 out of 10, Exceptional, (30)
"Wow!! This was one of the best rentals if not the best we ever stayed with! This place was perfection! There is no ocean view but it's literally a 2 block walk away! They literally thought of everything,were fully stocked even in boogie boards,coolers, beach chairs etc.i think I need to get working on updating my own house!"
Perfect Location, Private Home In Downtown Lahaina with Hot Tub!
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
Exterior
Castle at Moloka'i Shores
3.0 star property
7.0 out of 10, Good, (155)
"Our condo was recently upgraded and very clean"
Castle at Moloka'i Shores
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
Private Top Right End Corner
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
9.6 out of 10, Exceptional, (149)
"We came to Molokai to unwind. The location of the condo "
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
Exquisite Cherry Kitchen with Black Granite counters
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
9.8 out of 10, Exceptional, (79)
"All was great except that I should have asked if there was air conditioning in the unit. The heat and humidity made it uncomfortable other than early in the mornings. But overall, the unit was great."
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
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.