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
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    This large 2 bedroom/ 2 bath home has enormous square footage, vaulted bamboo ceilings and a huge wrap around deck. New furnishings, top of the line appliances, gourmet kitchen and so much more… Newly installed A/C and many ceiling fans make it a...

    FREE CANCELLATION

    $471 to $683/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. 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

  4. CONDOMINIUM
    Wavecrest Condominium A109

    Wavecrest Condominium A109

    Ualapue, HI

    This Oceanfront condo is so close to the water's edge it sparkles inside. This condo has one bedroom with one bath. Just recently painted through out, new tile floors, remodeled bath and  are just a few of the new touches to this condo. Located on...

    Pool
    FREE CANCELLATION

    $124 to $169/night

  5. CONDOMINIUM
    Ke Nani Kai Condominium 203

    Ke Nani Kai Condominium 203

    Maunaloa, HI

    ne Bedroom One Bath Garden View Condo with lanai is on the second story.   Comfortably sleeps up to 4 guests with a queen size bed and a sofa sleeper.   Located on Molokai's West end. Walking distance to white sand beaches.  Access to pool,...

    Pool
    FREE CANCELLATION

    $124 to $152/night

  6. 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

  7. 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

  8. 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

  9. 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

  10. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    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. 846 sq. ft. for spacious living for up to 6 adults (king bed...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  11. CONDOMINIUM
    Ocean & Pool View Beachfront 3rd Floor Penthouse Villa 309

    Ocean & Pool View Beachfront 3rd Floor Penthouse Vil...

    Kahuku, HI

    Ocean & Pool View Beachfront 3rd Floor (top) Penthouse Villa 309 This penthouse villa is located on the third level just steps from the sandy beach with beautiful ocean and pool views from the lanai, living room and master bedroom. It has a serene...

    Pool Hot Tub

    $912 to $2,147/night

  12. CONDOMINIUM
    Panoramic Ocean View Second Level Studio 1-Bedroom Villa 217

    Panoramic Ocean View Second Level Studio 1-Bedroom Villa...

    Kahuku, HI

    This villa is in a private location on the second floor with dramatic ocean views just 20 yards from the ocean! The Pool and BBQs and sandy beach are just 60 yards away. Photographs are of the actual villa. This villa has new furniture in the living...

    Pool Hot Tub

    $502 to $907/night

  13. CONDOMINIUM
    Beach Level Studio Direct Ocean Views Villa 102

    Beach Level Studio Direct Ocean Views Villa 102

    Kahuku, HI

    Beach Level Studio (or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 102 This Villa has just 20 yards of lawn before the sandy beach and the pool and BBQs are just 50 yards to the right!  It has spectacular ocean views that you can see from...

    Pool Hot Tub

    $515 to $920/night

  14. CONDOMINIUM
    Second Level Studio Direct Ocean Views Villa 202

    Second Level Studio Direct Ocean Views Villa 202

    Kahuku, HI

    Second Level Studio (or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 202 Villa 202 is just 20 yards from the sandy beach and has amazing ocean views from just about everywhere in the villa! It has new top of the line furnishings including a...

    Pool Hot Tub

    $502 to $907/night

  15. CONDOMINIUM
    Direct Ocean View Beach Level 3Bed Villa 103

    Direct Ocean View Beach Level 3Bed Villa 103

    Kahuku, HI

    Direct Ocean View Beach Level 3Bed (or 4Bed w/Adjoin Studio) Villa 103 This villa is in the most desirable location in the complex. It has just 20 yards of lawn before the sandy beach and the pool and BBQs are just 50 yards to the right!  It has...

    Pool Hot Tub

    $1,069 to $2,538/night

  16. CONDOMINIUM
    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa 104

    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa...

    Kahuku, HI

    Ocean View & Beachfront Beach Level 4-Bedroom (2 Masters) Turtle Bay Villa 104 At Ocean Villa 104 you have dramatic ocean views from just about everywhere! My 4-bedroom villa is located on the beach level so you can walk right out your living room...

    Pool Hot Tub

    $1,559 to $3,517/night

  17. CONDOMINIUM
    Villa 317

    Villa 317

    Kahuku, HI

    This villa is in a private location on the third floor with dramatic panoramic ocean views, just 20 yards from the ocean and just 80 yards from the sandy beach! Watch the whales swim past while in your living room during migration season! The Pool...

    Pool Hot Tub

    $515 to $920/night

  18. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    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 a wonderful lanai overlooking the Mauka pool! 846...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  19. CONDOMINIUM
    Maui Ka'anapali Villas Studio Premier Condo A417

    Maui Ka'anapali Villas Studio Premier Condo A417

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just steps from famous Ka'anapali Beach! Relax and enjoy this Premier Studio Maui Ka'anapali Villas condo in Lahaina, Maui. 544 sq. ft. of island living for up to 4 adults (King Murphy bed, queen...

    Pool
    FREE CANCELLATION

    $336 to $636/night

  20. TOWNHOUSE
    Ko Olina Kai Condo (1085E)

    Ko Olina Kai Condo (1085E)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $218/night

  21. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    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

  22. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    We invite you to stay in our gorgeous ocean view 1 bedroom/1 bathroom condo at Honua Kai! Enjoy the sparkling blue water views from the open lanai and the bedroom, bringing a total sense of relaxation to your time in Maui. Honua Kai 346 is one of...

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $919/night

  23. CONDOMINIUM
    Diamond Head Beach Hotel 1002

    Diamond Head Beach Hotel 1002

    Honolulu, HI

    Experience One Of Oahu's Most Desired Locations, The 'Gold Coast' - Waikiki Lumi Nalu, translated, means 'the surf room.' Look out in either direction from the main living room in this one bedroom condo and see the surf as it breaks. Watch the...

    FREE CANCELLATION

    $178 to $248/night

  24. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Poolside Premier Platinum 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

  25. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. 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 1bd/1ba Aina Nalu condo in Lahaina, Maui. 515 sq. ft. for spacious living for up to 4 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $166 to $553/night

  26. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 1bd/1ba Aina Nalu condo in Lahaina, Maui. Nalu condo in Lahaina, Maui. 515 sq. ft. for spacious living for up to 4 adults (king...

    Pool
    FREE CANCELLATION

    $166 to $553/night

  27. HOUSE
    4BD Estate Home at Puako Bay (74)

    4BD Estate Home at Puako Bay (74)

    Kamuela, HI

    This elegant and timeless oceanfront estate is situated on the scenic shores of beautiful Puako Bay. One of Hawaii's last remaining peaceful little beach communities, Puako is steeped in history from abundant fishing to sugar cane farming and epic...

    $1,160 to $3,831/night

  28. CONDOMINIUM
    Kahala 123

    Kahala 123

    Koloa, HI

    Take advantage of the resort's pools, Jacuzzi, tennis courts, barbecue grills, and easy beach access. Kahala is part of the beautiful Poipu Kai Resort, which spans seventy acres of lush tropical landscaping and is bounded by sandy beaches on both...

    Pool Hot Tub
    FREE CANCELLATION

    $97 to $466/night

  29. CONDOMINIUM
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Makai Club Oversized flora, from hibiscus to plumeria bloom, sets the scene at the stunning Makai Club resort. This lush, tropical resort is situated in the Princeville community, with golf greens winding between magnificent towering Norfolk pines....

    Pool Hot Tub

    $191/night

  30. CONDOMINIUM
    Sealodge J3

    Sealodge J3

    Princeville, HI

    Absolutely spectacular unobstructed reef and white-water ocean views from the living room and bedroom of this cozy 1 BR corner unit in the end building of Sealodge II. This ground floor unit (Sealodge J3) gives you immediate outdoor access to the...

    Pool
    FREE CANCELLATION

    $139 to $511/night