Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. CONDOMINIUM
    Mahina Surf 205 Condo

    Mahina Surf 205 Condo

    Lahaina, HI

    We welcome you to come and enjoy the pristine Pacific Ocean views that warmly greet you from our Mahina Surf 205 lanai.  This unit has a private bedroom, a loft, 2 full bathrooms, a queen sofa sleeper in the living room, and is conveniently cooled...

    Pool
    FREE CANCELLATION

    $274 to $649/night

  2. CONDOMINIUM
    Direct Ocean & Beach View 2nd Level 3Bd Villa 203

    Direct Ocean & Beach View 2nd Level 3Bd Villa 203

    Kahuku, HI

    Direct Ocean & Beach View 2nd Level 3Bd (or 4bd w/adjoin studio) Villa 203This villa is located on the second floor in the most desirable location in the complex, just 20 yards from the sandy beach with direct ocean and beach views from just about...

    Pool Hot Tub

    $1,017 to $2,478/night

  3. CONDOMINIUM
    Ocean and Pool View Beachfront 2nd Floor Villa 208

    Ocean and Pool View Beachfront 2nd Floor Villa 208

    Kahuku, HI

    This villa is located on the second level with Spectacular Ocean and pool views from the lanai, the living room, the dining room, and the master bedroom! This villa is just 35 yards from the sandy beach and 10 yards to the Pool and BBQs. It has...

    Pool Hot Tub

    $912 to $2,217/night

  4. CONDOMINIUM
    Beach Level Studio Direct Ocean Views Villa 105

    Beach Level Studio Direct Ocean Views Villa 105

    Kahuku, HI

    Beach Level Studio (Or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 105 This villa is located on the beach level just 30 yards from the sandy beach and 50 yards from the pool! It has all new top of the line furniture including a sleeper sofa...

    Pool Hot Tub

    $502 to $1,005/night

  5. CONDOMINIUM
    Ocean & Garden View Beach Level 3-Bed Villa 115

    Ocean & Garden View Beach Level 3-Bed Villa 115

    Kahuku, HI

    Beachfront Ocean & Garden View Beach Level by Pool & BBQs 3-Bed Villa 115 This beach level villa is just 20 yards from the sandy beach and 10 yards from the pool and BBQs! It has all new, top of the line, furniture including a sleeper sofa with a...

    Pool Hot Tub

    $964 to $2,348/night

  6. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    HoloHolo Ku is the most charming neighborhood. It's like living in a storybook with huge ranch lands, horses and the view of beautiful Mauna Kea. Walk to town and walk to one of the most famous farmer's markets in Waimea. Minimum 30 Day Rental The...

    FREE CANCELLATION

    $193 to $255/night

  7. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    Hale Kohola “The House of the Whale” is situated on 3 acres in an ideal location on the Kohala Coast, with panoramic views of the ocean and coastline. The master bedroom has a stunning ocean view that you can enjoy by just lifting your head off...

    FREE CANCELLATION

    $347 to $466/night

  8. VILLA
    Kahana Villa E614

    Kahana Villa E614

    Lahaina, HI

    We invite you to experience our wonderful 2 bedroom (*second bedroom is an open loft)/1 bathroom ocean view Kahana Villa! This condo includes a queen-sized bed in the bedroom, a queen-sized sleeper sofa in the living room, and a queen-sized bed in...

    Pool
    FREE CANCELLATION

    $248 to $641/night

  9. CONDOMINIUM
    Valley Isle 110

    Valley Isle 110

    Lahaina, HI

    ~Book today and Fall in LOVE with 110 Valley iIsle The"Aloha House" You will feel like you have gone back in time to the true Hawaiian experience in this condo just STEPS from the water's edge! 110 Valley Isle Welcomes you with so much Some of...

    Pool
    FREE CANCELLATION

    $235 to $312/night

  10. CONDOMINIUM
    Honua Kai 210

    Honua Kai 210

    Lahaina, HI

    Come stay in our amazing Honua Kai Suite, new new sofa, new furniture and a new 49" Sam Sung ultra high DEF 4 K TV... Our beautiful one bedroom home, located on the 2nd floor of the newer, Konea building, is one of the larger 1 bedroom units at...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $401/night

  11. CONDOMINIUM
    Aina Nalu C 203

    Aina Nalu C 203

    lahaina, HI

    AINA NALU C-203 Welcomes you with Aloha... C-203 is decorated with a touch of ALOHA! This is an amazing location and quality unit. Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach umbrella •...

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $371/night

  12. CONDOMINIUM
    Honua Kai Konea 508

    Honua Kai Konea 508

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 508 Welcomes you... This spacious one bedroom one bath plus den can accommodate up to six (6) guests … Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $608/night

  13. CONDOMINIUM
    Hula Hideaway-303

    Hula Hideaway-303

    Lahaina, HI

    ~Book today and Fall in LOVE with "THE HULA HIDEAWAY" You will feel like you have gone back in time to the true Hawaiian experience in this condo just 10 FT from the water's edge! 303 Hula Hideaway Welcomes you with so much Some of the many...

    Pool
    FREE CANCELLATION

    $241 to $282/night

  14. CONDOMINIUM
    PentHouse 701

    PentHouse 701

    Lahaina, HI

    Kahana Manor Penthouse~ Experience "roof top" living at this unique rental. This space is like no other on Maui~ Our Penthouse sits atop the Kahana Manor with a floor of it's Across the street from the ocean and above the small town of Kahana you...

    Pool
    FREE CANCELLATION

    $228 to $370/night

  15. 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

  16. 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

  17. 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 $338/night

  18. 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

  19. 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

  20. 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

  21. 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

  22. CONDOMINIUM
    Wavecrest Condominium C211

    Wavecrest Condominium C211

    Kaunakakai, HI

    Wavecrest C211 is a One Bedroom One Bath Ocean View Condo. Covered lanai and access to pool, cabana, BBQ's, coin-op washer/dryers & beautiful landscaped grounds. This condo has a beautiful ocean view and views of the tropically landscaped grounds....

    Pool
    FREE CANCELLATION

    $113 to $152/night

  23. CONDOMINIUM
    Ke Nani Kai Condo 260

    Ke Nani Kai Condo 260

    Maunaloa, HI

    This bright and cheery 1 bedroom, 1 bath garden view condo is new to our rental pool and located on Molokai's West End. The condo has a brand new King size bed. Living room is equipped with couch, two chairs and flat screen TV.  This condo is...

    Pool Hot Tub
    FREE CANCELLATION

    $124 to $163/night

  24. CONDOMINIUM
    Kepuhi Beach Condo 1153

    Kepuhi Beach Condo 1153

    Maunaloa, HI

    This newly remodeled studio unit includes one queen size bed and one fold out futon couch that folds into a full size bed. It is located on the ground floor which makes walking to the laundry facilities, bbq grills and gorgeous ocean front pool very...

    Pool
    FREE CANCELLATION

    $113 to $135/night

  25. 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

  26. 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

  27. 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

  28. 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

    $197 to $1,322/night

  29. CONDOMINIUM
    Wavecrest Condo B305

    Wavecrest Condo B305

    Kaunakakai, HI

    Very nicely decorated with hawaiian decor is this condo. Located on the third floor and it is a One Bedroom One Bath Ocean View Condo. Covered lanai and access to pool, cabana, BBQ's, coin-op washer/dryers & beautiful landscaped grounds.  This...

    Pool
    FREE CANCELLATION

    $113 to $152/night

  30. 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