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. 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

  2. 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

  3. CONDOMINIUM
    Bali Hai Villas 3 Bedroom

    Bali Hai Villas 3 Bedroom

    Princeville, HI

    Bali Hai Villas If you're looking for a tropical paradise for your vacation, then you have found your destination! Bali Hai Villas offers easy access to Kauai's most popular attractions such as Hanalei Bay, Waimea Canyon State Park, Limahuli Garden...

    Pool Hot Tub

    $536/night

  4. 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

  5. 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

  6. 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

  7. 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

  8. 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

  9. 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

  10. 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

  11. 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

  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. 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

  14. 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

  15. 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

  16. CONDOMINIUM
    Wavecrest Condominium C205

    Wavecrest Condominium C205

    Kaunakakai, HI

    This condo is a One Bedroom One Bath Ocean View. There is a covered lanai with nice furniture to lounge on. You have access to pool, cabana, BBQ's, coin-op washer/dryers & beautiful landscaped grounds. This condo has a beautiful ocean view and views...

    Pool
    FREE CANCELLATION

    $113 to $152/night

  17. CONDOMINIUM
    Poolside Aina Nalu Condo D101

    Poolside Aina Nalu Condo D101

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum Poolside 2bd/2ba Aina Nalu condo in Lahaina, Maui. Walk out the back door to the beautiful Balinese-inspired infinity...

    Pool
    FREE CANCELLATION

    $256 to $642/night

  18. CONDOMINIUM
    Lahaina Condo J203

    Lahaina Condo J203

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults Beautiful, well-lit...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  19. CONDOMINIUM
    Aina Nalu Condo I102

    Aina Nalu Condo I102

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Coconut Condos Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Just steps from the Mauka pool area and pavilion!  846 sq....

    Pool
    FREE CANCELLATION

    $231 to $618/night

  20. CONDOMINIUM
    Lahaina Condo K109

    Lahaina Condo K109

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  21. CONDOMINIUM
    Aina Nalu Premier Condo H207

    Aina Nalu Premier Condo H207

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 2bd/1ba Aina Nalu condo in Lahaina, Maui. 772 sq. ft. for spacious living for up to 6 adults (queen bed in master bedroom,...

    Pool
    FREE CANCELLATION

    $192 to $579/night

  22. 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 $2,408/night

  23. 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 $2,147/night

  24. 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 $907/night

  25. 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 $2,277/night

  26. CONDOMINIUM
    Lahaina Condo J201

    Lahaina Condo J201

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Corner-end condo with partial views of the West Maui Mountains! 846 sq. ft....

    Pool
    FREE CANCELLATION

    $231 to $618/night

  27. TOWNHOUSE
    Puamana Premier Plus Townhouse 161-2

    Puamana Premier Plus Townhouse 161-2

    Lahaina, HI

    Come stay with us and enjoy island living Puamana-style! Swim and surf at the beach, soak up the sun and cool off in the oceanfront pool, play tennis, or relax under the coconut trees and enjoy stunning sunset views of Lanai’i, Kahoolawe, and...

    Pool
    FREE CANCELLATION

    $322 to $818/night

  28. 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

  29. CONDOMINIUM
    Lahaina Condo I209

    Lahaina Condo I209

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy in Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui.   846 sq. ft. for spacious living for up to 6 adults (king bed in...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  30. 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