30 Best Vacation Rentals in Kaunakakai - Holiday Lettings - Cabins

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73 Vacation rentals

(1) Excellent 

22

Kaunakakai Vacation apartment rental

Molokai / Kaunakakai

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
B 124 is a Moloka'i Shores condo which has been totally renovated in 2014. Beautifully decorated with Hawaiiana theme. All new - tile floors, furniture, appliances, linens, fixtures, flat screen SmartTV. Local artwork adorns the walls. Tabletops are handmade by a l …see more

from $169 / night

$1,014 / week

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Responds fast!
avg. 3 hours 28 minutes

from $169 / night

(1) Good 

26

Vacation apartment with shared pool in Kaunakakai

Molokai / Kaunakakai

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about children
Oceanfront, stunning view in this gorgeous and inviting newly, remodeled condo. If you never leave the condo, you will still have an amazing vacation. It's relaxation galore and a heavenly setting for your senses. Decorated to the detail with Molokai's finest accents i …see more

from $150 / night

$945 - $1,100 / week

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from $150 / night

25

Apartment rental in Kaunakakai with shared pool

Molokai / Kaunakakai

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about children
Owners took the time to make their place special. This one bedroom one bath condo has views of the sparklking blue waters of the Pacific Ocean, Molokai's ancient fishponds and the island of Lanai from the lanai. Wintertime has the whales breaching in the channel and s …see more

from $150 / night

$945 - $1,100 / week

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from $150 / night

25

Vacation apartment in Kaunakakai

Molokai / Kaunakakai

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about children
One Bedroom One Bath Ocean front condo located in Kaunakakai. One has views of the Pacific Ocean, Molokai's ancient fishponds and the island of Lanai from the lanai. Wintertime has the whales breaching in the channel and sunsetting over the ocean. Kitchen has nice til …see more

from $150 / night

$945 - $1,100 / week

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from $150 / night

24

Studio rental in Kaunakakai with shared pool

Molokai / Kaunakakai

Studio 6 3 nights min

  • Studio
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
Molokai Shores 314 is a lovely condo is located on the third floor. This unit is in the A Building and it captures the trade winds as they cross the channel from Maui. It over looks, the ground and has views of the Ancient Fishpond, Lanai and Maui in the back drop. N …see more

from $175 / night

$1,100 - $1,260 / week

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from $175 / night

(1) Excellent 

18

Vacation apartment in Kaunakakai

Molokai / Kaunakakai

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
Newly renovated 2 bedroom vacation rental located on the ground floor. It has a private entrance, 2 spacious bedrooms and has lots of amenities and since we have a B&B permit (currently the 1st and only on Molokai), we serve a continental breakfast each morning. Kahaka …see more

from $115 / night

$725 - $1,090 / week

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Responds fast!
avg. 3 hours 41 minutes

from $115 / night

(1) Excellent 

22

Vacation condo with swimming pool in Kaunakakai

Molokai / Kaunakakai

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 21 mi
  • Swimming pool
  • Child friendly
Ocean front, spacious double ground-floor unit on beautifully maintained grounds located minutes from shopping in historic Kaunakakai on the Friendly Island of Molokai.  Easy access to the swimming pool.  Enjoy a tranquil, quiet view overlooking the ocean and the island …see more

from $175 / night

$1,000 / week

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Responds fast!
avg. 2 hours 40 minutes

from $175 / night

(1) Very Good 

23

Vacation apartment with shared pool in Kaunakakai

Molokai / Kaunakakai

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about children
This condo is one of our most deluxe units aviailable. Located on the second floor which captures the tradewinds and over looks the pool into the ocean blue out front. The unit has been painted with colors that captures the colors you will see on a Molokai sunset. T …see more

from $150 / night

$945 / week

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from $150 / night

24

Vacation apartment with shared pool in Kaunakakai

Molokai / Kaunakakai

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about children
Very nice one bedroom condo with views of the Pacific Ocean, and the island of Lanai from the lanai. Wintertime has the whales breaching in the channel and sunsetting over the ocean. Kitchen has nice tiled countered and all the amenities you need during your stay. Til …see more

from $150 / night

$945 / week

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from $150 / night

37

Kaunakakai Vacation condo rental

Molokai / Kaunakakai

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Charming ocean front condo on the east side of Molokai Shores Resort in Hawaii, just outside of Kaunakakai. .Watch the most exquisite, breathtaking sunsets from the lanai during the fall months, observe wales as they migrate from Alaska during February to April, go …see more

from $130 / night

$860 - $1,800 / week

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from $130 / night

47

Kaunakakai Vacation condo rental

Molokai / Kaunakakai

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Ask about children
Relax on the lanai while sipping your coffee and enjoying the Incredible view of the ocean and tropical grounds--all the way across to Maui. You will be staying in a clean and cozy one bedroom one bath condo, completely renovated. Spacious with a separate kitchen, insi …see more

from $98 / night

$550 / week

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Responds fast!
avg. 3 hours 30 minutes

from $98 / night

11

Vacation home in Kaunakakai

Molokai / Kaunakakai

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+
Live comfortably in Molokai in your one-bedroom one-bathroom oceanfront suite with a loft. Enjoy extra space, a fully equipped kitchen, and a private furnished lanai where you can enjoy all your meals with oceanfront views. Each unit comes with dishes and utensils, cool …see more

from $179 / night

$1,253 / week

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from $179 / night

(10) Excellent 

Certificate of Excellence

21

Kaunakakai Vacation apartment rental

Molokai / Kaunakakai

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Molokai is unique in itself. The old Hawaiian style. I bedroom, 1 bathroom, Queen Bed with memory foam, pull out queen couch, full kitchen. Wifi, cable TV, comfortable pillowtop bed, friendly people. Beautiful grounds, quiet peaceful. Snorkel masks, boogie boards, …see more

Certificate of Excellence

from $100 / night

$625 - $820 / week

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Responds fast!
avg. 1 hour 54 minutes

from $100 / night

10

Vacation home in Kaunakakai

Molokai / Kaunakakai

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Suitable for children age 5+
While visiting this spectacular island, enjoy your stay in this one-bedroom one-bathroom ocean view suite. Relax in either one Queen bed or two Twin beds and one sofa bed. This suite includes a private lanai for gazing out at the Pacific. Enjoy cooking your own meals in …see more

from $139 / night

$973 / week

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from $139 / night

(1) Excellent 

46

Condo rental in Kaunakakai

Molokai / Kaunakakai

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
Spectacular oceanfront 2nd floor Wavecrest Resort with July 2017 complete renovation/remodel C-209 ..Look!!!!l..New ! new porcelain floor tile throughout , 720sf condo & lanai....new furnishings, appliances, quartz countertops & classic butcher-block island . Located o …see more

from $79 / night

$498 - $827 / week

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from $79 / night

10

Vacation home in Kaunakakai

Molokai / Kaunakakai

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Suitable for children age 5+
While visiting this spectacular island, enjoy your stay in this one-bedroom one-bathroom ocean view suite. Relax in either one Queen bed or two Twin beds and one sofa bed. This suite includes a private lanai for gazing out at the Pacific. Enjoy cooking your own meals in …see more

from $139 / night

$973 / week

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from $139 / night

(1) Excellent 

19

Kaunakakai Vacation apartment rental

Molokai / Kaunakakai

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful one bedroom oceanfront condo at Molokai Shores. Located just a little over a mile east of Molokai's major town of Kaunakakai. Sparkling clean and comfortable, A106 has been meticulously renovated in 2014 - tile floors throughout, new appliances (yes, there is …see more

from $169 / night

$1,014 / week

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Responds fast!
avg. 3 hours 28 minutes

from $169 / night

22

Vacation condo with shared pool in Kaunakakai

Molokai / Kaunakakai

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 24 mi
  • Swimming pool
Ka Hale Kealoha (House of Love) is centrally located on Molokai with easy access (via car) to all the natural beauty of the island. The condo is kept immaculately clean and features a California king Stearns & Foster mattress with 1000-count sheets, fine towels, high e …see more

from $125 / night

$770 - $875 / week

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from $125 / night

(8) Very Good 

25

Kaunakakai Vacation home rental

Molokai / Kaunakakai

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask about children
Happy House is a legal vacation rental on Molokai !! Happy House- why? because staying here makes you happy! The Happy House is a three bedroom, one and one half bath oceanfront home on Kanoa Beach. Located 3.5 miles from the main town of Kaunakakai on Molokai's protect …see more

from $250 / night

$1,400 - $1,855 / week

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from $250 / night

(1) Excellent 

12

Home rental in Kaunakakai

Molokai / Kaunakakai

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask about children
This property has 360 degrees of ocean and mountain views. Take in Maui, Lanai and the west side of Molokai from the wrap around deck. Home is located on top of the hill and takes advantage of the panoramic views every windows. This lovely 3 bedroom 2 bath home has …see more

from $150 / night

$1,100 - $1,260 / week

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from $150 / night

(1) Very Good 

21

Kaunakakai Vacation apartment rental

Molokai / Kaunakakai

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Ask about children
This is a DELUXE top of the line One Bedroom Ocean Front Condo. Located on the top floor (3rd) of the A building closest to the ocean. There is a covered lanai with unobstructed views of Maui and Lanai. See the sunrise over Maui every morning. And they are beautifu …see more

from $125 / night

$785 - $1,050 / week

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from $125 / night

(28) Excellent 

21

Kaunakakai Vacation apartment rental

Molokai / Kaunakakai

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Ka Hale Ola (House of Life) at Wavecrest has every amenity to make our guests comfortable and fabulous unobstructed views of the ocean and the islands beyond. Many of our guests have told us it is the best condo they have ever stayed in anywhere! The condo is super-cl …see more

from $135 / night

$875 - $950 / week

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from $135 / night

18

Kaunakakai Vacation home rental

Molokai / Kaunakakai

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Hale Hiamoe is a very casual three bedroom, two bath oceanfront home on Kanoa Beach. Enjoy the spacious, open living room, dining area that can seat seven, and the fully equppied kitchen. There is a large covered lanai that offers a great space for outdoor cooking, dini …see more

from $200 / night

$1,260 - $1,750 / week

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from $200 / night

9

Vacation home with shared pool in Kaunakakai

Molokai / Kaunakakai

2 2 7 nights min

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Get 'off the grid' in Moloka'i, Hawaii! The tropical Hotel Moloka'i offers an old-Hawaii feel with modern conveniences. Moloka'i is known as the birth place of hula and called the "Friendly Isle" because of the local feel. Everyone is friendly and there to have a good t …see more

from $122 / night

$850 / week

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from $122 / night

(28) Excellent 

33

Vacation home in Kaunakakai

Molokai / Kaunakakai

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Private garden
Hale KaiNalu Beachfront Estate Short Term Rental Home Permit No: STMO 2015/0004 PLEASE INQUIRE DIRECTLY TO US ABOUT AVAILABILITY. CALENDAR HERE ONLY SHOWS OPENINGS OF HOUSE, NOT COTTAGE. Also, please see below for complete rate information. Our oceanfront estate has …see more

from $275 / night

$1,800 - $2,150 / week

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Responds fast!
avg. 2 hours 3 minutes

from $275 / night

10

Vacation home in Kaunakakai

Molokai / Kaunakakai

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+
Live comfortably in Molokai in your one-bedroom one-bathroom oceanfront suite with a loft. Enjoy extra space, a fully equipped kitchen, and a private furnished lanai where you can enjoy all your meals with oceanfront views. Each unit comes with dishes and utensils, cool …see more

from $179 / night

$1,253 / week

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from $179 / night

(3) Good 

26

Home rental in Kaunakakai

Molokai / Kaunakakai

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
Our calendars on line are current and if you send an inquiry we will automatically respond and send you to a page where you can book on line. A'ala Hale is a licensed Vacation Rental on Molokai A'ala in Hawaiian means fragrance. The entrance to this lovely beach front …see more

from $200 / night

$1,260 - $1,575 / week

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from $200 / night

(17) Very Good 

16

Kaunakakai Vacation apartment rental

Molokai / Kaunakakai

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
There's nothing else like it! Some will say it’s 'awesome', others have called it 'amazing', the Hawaiians would say 'No Ka Oi' (the best). Hale No Ka Oi is simply the best home away from home you will find in Molokai and perhaps anywhere in the Hawaiian Islands. Th …see more

from $135 / night

$945 - $1,435 / week

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Responds fast!
avg. 2 hours 24 minutes

from $135 / night

26

Vacation apartment rental

Molokai / Kaunakakai

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
Get a real taste of Hawaiian lifestyle and culture at 'Hale Kailani,' a 1-bedroom, 1-bathroom vacation rental condo in Kaunakakai. Located in a beautiful resort-style condo complex on the island of Molokai, this cozy home for 4 has access to a community beach, pool, ten …see more

from $130 / night

$910 - $1,190 / week

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Responds fast!
avg. 8 minutes

from $130 / night

10

Vacation home in Kaunakakai

Molokai / Kaunakakai

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Suitable for children age 5+
Enjoy your calming oceanfront suite, with one bedroom and one bathroom. Relax on your private furnished lanai, gazing out onto the expansive Pacific Ocean. You’ll love all the convenient amenities like a fully equipped kitchen with dishes and utensils. Your suite also c …see more

from $159 / night

$1,113 / week

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from $159 / night

10

Kaunakakai Vacation home rental

Molokai / Kaunakakai

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Suitable for children age 5+
While visiting this spectacular island, enjoy your stay in this one-bedroom one-bathroom ocean view suite. Relax in either one Queen bed or two Twin beds and one sofa bed. This suite includes a private lanai for gazing out at the Pacific. Enjoy cooking your own meals in …see more

from $139 / night

$973 / week

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from $139 / night

10

Vacation home in Kaunakakai

Molokai / Kaunakakai

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+
This spacious two-bedroom two-bathroom suite is perfect for families or groups coming to Molokai for an amazing getaway. Each suite has ocean views, which can be seen from your private furnished lanai. Other amenities include a fully equipped kitchen with dishes and ute …see more

from $239 / night

$1,673 / week

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from $239 / night

23

Vacation condo with shared pool in Kaunakakai

Molokai / Kaunakakai

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
This one bedroom luxury condo is located on the ground floor of the “A” Building with a covered lanai that sits just a long putt from the ocean with views of at least three of the other Hawaiian Islands (including, Maui and Lanai). We are told that, at just the right …see more

from $150 / night

$950 / week

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from $150 / night

21

Vacation condo in Kaunakakai

Molokai / Kaunakakai

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
The tallest building on Molokai is 3 stories and in this luxurious condo you are there. Not only that, but you are only an easy stone’s throw from the ocean with views of at least three of the other Hawaiian Islands (including, Maui and Lanai). We are told that, at ju …see more

from $175 / night

$1,150 / week

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from $175 / night