RedAwning's Molokai vacation homes include instant online booking and no security deposits, to make your trip easy and stress-free. Home to 800 year old fishponds and the Hawaiian cowboy town of Kaunakakai, Molokai is a great place to go to for peace and quiet or outdoor adventure. Book your stay today!

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  1. HOUSE
    Alii Point

    Alii Point

    Kailua Kona, HI

    Experience a vacation of a lifetime in this massive oceanfront custom home tucked away in an exclusive and quiet gated community along the Kona coast. A pond with a waterfall, filled with flowers welcomes you upon entering this beautiful custom...

    Pool Hot Tub

    $1,150 to $1,605/night

  2. HOUSE
    Happy House (3-Bedroom Home)

    Happy House (3-Bedroom Home)

    Kaunakakai, HI

    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...

    FREE CANCELLATION

    $281 to $338/night

  3. COTTAGE
    Pukoo Cottage (1-Bedroom Cottage)

    Pukoo Cottage (1-Bedroom Cottage)

    Kaunakakai, HI

    Pukoo Cottage is a nicely furnished two bedroom, one bath home located on Pukoo Beach about 16 miles from the main town of Kaunakakai on Molokai's east side. This cute cottage sits on five oceanfront acres with lots of sandy beach. The main bedroom...

    Pool
    FREE CANCELLATION

    $225 to $309/night

  4. COTTAGE
    Kepuhi Cottage Unit 2B

    Kepuhi Cottage Unit 2B

    Maunaloa, HI

    Closest to the beach you will get when you stay in this 2 bedroom 2 bath oceanfront cottage. Down stairs bedroom has a queen size bed. The bath room has a tub/shower and the washer/dryer.  In the living room is a queen size sleeper sofa. Upstairs...

    Pool
    FREE CANCELLATION

    $225 to $281/night

  5. HOUSE
    Kimo's Hale House 226

    Kimo's Hale House 226

    Kaunakakai, HI

    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...

    FREE CANCELLATION

    $225 to $281/night

  6. HOUSE
    A'ala Hale (2-Bedroom Home)

    A'ala Hale (2-Bedroom Home)

    Kaunakakai, HI

    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...

    FREE CANCELLATION

    $225 to $281/night

  7. HOUSE
    Hale Hiamoe House 2655

    Hale Hiamoe House 2655

    Kaunakakai, HI

    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...

    FREE CANCELLATION

    $225 to $281/night

  8. CABIN
    Molokai Shores 303 Cabin

    Molokai Shores 303 Cabin

    Kaunakakai, HI

    This is a gorgeous loft unit at the end of the A buiding. The views are spectacular and as close as you can get to the ocean in this complex. Trade winds blow a nice breeze into the unit making it nice and cool on trade wind days. The main bedroom...

    Pool
    FREE CANCELLATION

    $197 to $225/night

  9. CONDOMINIUM
    Molokai Shores Condo 314

    Molokai Shores Condo 314

    Kaunakakai, HI

    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...

    Pool
    FREE CANCELLATION

    $169 to $225/night

  10. CONDOMINIUM
    Paniolo Hale Condo K3

    Paniolo Hale Condo K3

    Maunaloa, HI

    Imagine sitting on this lanai and seeing the ocean waves in the distance. K3 is a one bedroom,  two story condo.  Down stairs has living room, a totally remodel kitchen and large screened in lanai. Lanai has a queen size bed for sleeping and...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  11. CONDOMINIUM
    Wavecrest Condominium A116

    Wavecrest Condominium A116

    Kaunakakai, HI

    This  Oceanfront end unit condo is so close to the water's edge it sparkles inside. This condo is aTwo Bedroom One Bath Ocean Front Condo. Located on the accessible ground floor of the A building closest to the ocean. This premium unit at the end...

    Pool
    FREE CANCELLATION

    $169 to $225/night

  12. CONDOMINIUM
    Molokai Shores Condo 211

    Molokai Shores Condo 211

    Kaunakakai, HI

    Molokai Shores 211. One Bedroom One Bath Oceanview 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...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  13. CONDOMINIUM
    Molokai Shores Condo 231

    Molokai Shores Condo 231

    Kaunakakai, HI

    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...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  14. CONDOMINIUM
    Molokai Shores Condominium 121

    Molokai Shores Condominium 121

    Kaunakakai, HI

    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...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  15. CONDOMINIUM
    Molokai Shores Condominium 214

    Molokai Shores Condominium 214

    Kaunakakai, HI

    Molokai Shores 214. One Bedroom One Bath Oceanview 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...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  16. CONDOMINIUM
    Molokai Shores Condo 223

    Molokai Shores Condo 223

    Kaunakakai, HI

    Molokai Shores 223 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...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  17. CONDOMINIUM
    Ke Nani Kai 239

    Ke Nani Kai 239

    Maunaloa, HI

    Bright and cheery is this 2 bedroom, 2 bath Ocean view condo on Molokai's West End.  Recently this condo has been newly remodeled from floor to ceiling.  Tile floors throughout including the lanai.  It is beautiful.   There nice rattan...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  18. CONDOMINIUM
    Ke Nani Kai Condo 218

    Ke Nani Kai Condo 218

    Maunoloa, HI

    Bright and cheery is this 2 bedroom, 2 bath Ocean view condo on Molokai's West End. A few years ago this entire condo has been newly remodeled from floor to ceiling. Tile floors throughout including the lanai. It is beautiful. There are nice leather...

    Pool
    FREE CANCELLATION

    $169 to $225/night

  19. CONDOMINIUM
     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Kaunakakai, HI

    You will feel so comfortable and "at home" in the condo that you will be reluctant to leave, but there are other wonderful experiences awaiting you on the grounds of Wavecrest. Wander through the lush tropical grounds, enjoy the fabulous pool right...

    Pool
    FREE CANCELLATION

    $158 to $191/night

  20. CONDOMINIUM
    Ke Nani Kai Condo 155

    Ke Nani Kai Condo 155

    Maunaloa, HI

    Bright and cheery is this 2 bedroom, 2 bath garden  view condo on Molokai's West End. Main bedroom has a queen bed and second bedroom has two twins. There is a futon in the living room.  Ground floor  unit with views of the garden and grassy area...

    Pool
    FREE CANCELLATION

    $152 to $169/night

  21. CONDOMINIUM
    Ke Nani Kai Condo 113

    Ke Nani Kai Condo 113

    Kalua Koi, HI

    Ke Nani Kai 113 a bright and cheery 2 bedroom, 2 bath ocean view condo on Molokai's West End. Main bedroom has a queen bed and second bedroom has two twins. There is a sleeper sofa in the living room. It's a ground floor unit with views of the ocean...

    Pool
    FREE CANCELLATION

    $152 to $169/night

  22. CONDOMINIUM
    Ke Nani Kai Condominium 237

    Ke Nani Kai Condominium 237

    Kalua Koi, HI

    Bright and cheery is this 2 bedroom, 2 bath Ocean view condo on Molokai's West End. Main bedroom has a queen bed and second bedroom has two twins. There is a futon in the living room.  Upstairs unit with views of the ocean.  End unit which gives...

    Pool
    FREE CANCELLATION

    $152 to $197/night

  23. CONDOMINIUM
    Paniolo Hale Condo C1

    Paniolo Hale Condo C1

    Maunaloa, HI

    This lovely condo s a one bedroom garden view that is nestle in the middle of the complex but close to the beach access walkway. It is a corrner unit with a screened in lanai on two sides.  Very spacioius inside. There is a full kitchen with all...

    Pool
    FREE CANCELLATION

    $141 to $152/night

  24. CONDOMINIUM
    Ke Nani Kai Condo 121

    Ke Nani Kai Condo 121

    Kalua Koi, HI

    Ke Nani Kai 121 is One of The Loveliest Condos in KNK. One Bedroom One Bath Ocean View Condo with lanai is on the ground floor which is nice to just walk out on to the grass.   Comfortably sleeps up to 2 guests with a king size bed.  Living room...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  25. CONDOMINIUM
    Paniolo Hale Condo Q3

    Paniolo Hale Condo Q3

    Maunaloa, HI

    This two story condo sits over the pool.  The upper level is a has the master bedroom with king bed, 2 bathrooms, one on each floor - newly remodeled, spacious 1,000 sq ft, open beam ceilings, 10'x20' screened lanai, non-smoking unit cable TV with...

    Pool
    FREE CANCELLATION

    $141 to $152/night

  26. CONDOMINIUM
    Paniolo Hale Condo M1

    Paniolo Hale Condo M1

    Maunaloa, HI

    This lovely condo s a one bedroom garden view that is nestle below the other builings so it is more private. It is a corrner unit with a screened in lanai on two sides.  Very spacioius inside. There is a full kitchen with all your amenities you...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  27. CONDOMINIUM
    Ke Nani Kai 145

    Ke Nani Kai 145

    Maunaloa, HI

    Ke Nani Kai 145 is a bright and cheery 2 bedroom, 2 bath garden view condo on Molokai's West End. The main bedroom has a king bed and the second bedroom has a queen bed. There is a sleeper sofa n the living room. It's a ground floor end unit with...

    Pool
    FREE CANCELLATION

    $141 to $158/night

  28. CONDOMINIUM
    Wavecrest Condominium C316

    Wavecrest Condominium C316

    Ualapue, HI

    This is a beautiful two bedroom, one and a half bath, ocean view condo, located on the third floor of the C complex. This premium unit at the end of the building is complete with a remodeled kitchen with everything 1 1/2 bathrooms, high end...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  29. CONDOMINIUM
    Paniolo Hale Condo I2

    Paniolo Hale Condo I2

    Maunaloa, HI

    This lovely studio is ocean front and has a screened in Lanai with furniture to lounge on. This condo is within walking distance to all our beautiful white sand beaches and a sundry shop located in the old hotel.  It's quite a large studio with...

    Pool
    FREE CANCELLATION

    $141 to $174/night

  30. CONDOMINIUM
    Wavecrest Condominium A310

    Wavecrest Condominium A310

    Kaunakakai, HI

    This is a DELUXE top of the line One Bedroom One Bath 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...

    Pool
    FREE CANCELLATION

    $141 to $169/night