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. APARTMENT
    Kahana Reef 201

    Kahana Reef 201

    Lahaina, HI

    Whales and dolphins frolic in our clear, warm water and you can watch surfers, windsurfers, and kite surfers playing in our waves. The occasional sea turtle (Honu) pops his head up for a quick peek at our visitors. Snorkeling and kayaking are also a...

    Pool
    FREE CANCELLATION

    $169/night

  4. CONDOMINIUM
    Kaleialoha 406

    Kaleialoha 406

    Lahaina, HI

    A direct Beach/Oceanfront condo with an amazing view. Beach and ocean access for swimming, snorkeling, whale watching and relaxing in the sun. You can't get closer to the ocean than this unless you're on a boat. Watch the whales December through...

    Pool
    FREE CANCELLATION

    $194 to $331/night

  5. CONDOMINIUM
    Eldorado J109

    Eldorado J109

    Lahaina, HI

    The weather is ideal in Maui year round. MAUI ELDORADO HAS THE ONLY PRIVATE BEACH CABANA ON KAANAPALI BEACH FOR MAUI ELDORADO GUESTS ONLY. Experience Maui Eldorado in the Heart of Kaanapali - an affordable vacation in paradise. Maui Eldorado is...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $299/night

  6. CONDOMINIUM
    Kaanapali Shores 527

    Kaanapali Shores 527

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 527 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $781/night

  7. CONDOMINIUM
    Kaanapali Shores 515

    Kaanapali Shores 515

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 515 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $781/night

  8. CONDOMINIUM
    Kaanapali Shores 613

    Kaanapali Shores 613

    Lahaina, HI

    Relax on our 6th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 613 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $781/night

  9. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Watch breathtaking sunset at the edge of the water surrounded by the beautiful grounds. With a king size bed in the master bedroom, a queen sofa sleeper you can comfortably house 4 people. There is a fully equipped kitchen with dinner & cookware....

    Pool
    FREE CANCELLATION

    $219 to $249/night

  10. CONDOMINIUM
    Kuhio Village Condominium 1201A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 1201A *LEGAL VACATION RENTAL

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.   This rare top floor 1 bedroom apartment jewel is located in the heart of Waikiki. With a large balcony which faces and has ocean views, soaking up the sun...

    FREE CANCELLATION

    $146 to $619/night

  11. CONDOMINIUM
    Kuhio Village Condominium 502A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 502A *LEGAL VACATION RENTAL

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.     Newly Remodeled/Listed! New Listing! Tranquility in Waikiki...newly remodeled unit has all you need in Waikiki and just 2 short blocks from the beach!...

    FREE CANCELLATION

    $100 to $563/night

  12. CONDOMINIUM
    Kuhio Village Condominium 505A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 505A *LEGAL VACATION RENTAL

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.      This nice private apartment is located just two short blocks from the beach. Queen bed, free WIFI and kitchenette are featured. Located just two short...

    FREE CANCELLATION

    $100 to $563/night

  13. CONDOMINIUM
    Kuhio Village Condominium 701A *Legal Vacation Rental

    Kuhio Village Condominium 701A *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.      Awesome unit with some ocean views, two short blocks from the beach. This unit is a corner unit and has 2 balconies from which you are able to enjoy...

    FREE CANCELLATION

    $107 to $596/night

  14. CONDOMINIUM
    Kuhio Village Condominium 1005A *Legal Vacation Rental

    Kuhio Village Condominium 1005A *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.        Located just two short blocks from the shoreline, this unit features a comfy queen sized bed, free wifi, a kitchenette, private bathroom and a...

    FREE CANCELLATION

    $100 to $563/night

  15. CONDOMINIUM
    Papakea G301

    Papakea G301

    Lahaina, HI

    For those of you that love the sight and sound of the ocean the Papakea resort is perfectly located to all. We welcome fist time and return visitors alike! Upon awaking you can decide is you would like to enjoy breakfast right on your lanai or a...

    Pool Hot Tub
    FREE CANCELLATION

    $164 to $329/night

  16. CONDOMINIUM
    Eldorado K104

    Eldorado K104

    Lahaina, HI

    Our spacious, Air-Conditioned One Bedroom, sleeps 6 people., It has a 2 queen size beds and Queen size sofa sleeper, a full up graded kitchen, 2 bathrooms with separate vanity and washer and dryer. Nice living room furniture with a 50 inch Flat...

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $790/night

  17. CONDOMINIUM
    Mahana 307

    Mahana 307

    Lahaina, HI

    This beautifully appointed unit has tile and bamboo flooring throughout. The updated kitchen has cherry pecan cabinets with self-closing drawers/doors, gorgeous granite counter tops, stainless steel appliances including a French door refrigerator...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $869/night

  18. CONDOMINIUM
    Aina Nalu C201

    Aina Nalu C201

    Lahaina, HI

    The 2nd floor condos are desirable by guest as they offer a lanai. The condo offers a fully equipped kitchen as well as a washer and dryer for all the conveniences of home while you're on your Hawaiian Vacation. Beautiful tropical decore brings your...

    Pool Hot Tub
    FREE CANCELLATION

    $201 to $723/night

  19. CONDOMINIUM
    Kahana Sunset E5

    Kahana Sunset E5

    Lahaina, HI

    Double ocean views, an undiscovered beach, and turtles! (2 bed/2 bath) With two large lanais overlooking Keoni Nu’I Bay, two bedrooms and two full baths, Kahana Sunset E5 is the perfect place to unwind and enjoy Maui. Enjoy the views from your...

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $486/night

  20. CONDOMINIUM
    Kaanapali Plantation #59

    Kaanapali Plantation #59

    Lahaina, HI

    Come spend your dream Maui vacation at the beautiful Kaanapali Plantation! Just minutes away from Kaanapali Beach , Conde Nast’s #1 rated beach, you will find this peaceful quiet Hawaiian getaway! The Kaanapali Plantation is located just north of...

    Pool
    FREE CANCELLATION

    $149 to $311/night

  21. CONDOMINIUM
    Kaanapali Royal Q101

    Kaanapali Royal Q101

    Lahaina, HI

    Newly redecorated! Spacious corner unit has 1,500 square foot with 500 square foot lanai 2 bedroom, 2 bathroom sleeps a maximum of 8 guests. Located in the gated condominium complex of Kaanapali Royal in the heart of the Kaanapali Resort, This...

    Pool Hot Tub
    FREE CANCELLATION

    $319 to $1,105/night

  22. CONDOMINIUM
    Hale Ono Loa 416

    Hale Ono Loa 416

    Lahaina, HI

    This beach house is furnished comfortably in an uncluttered "island style,". Spacious condo, one bedroom and one bath. Well organized Kitchen. High Definition TV, High Speed Internet. Swim, snorkel, 30 seconds away. Reef-protected, p/t...

    Pool
    FREE CANCELLATION

    $176 to $590/night

  23. CONDOMINIUM
    Lokelani A203

    Lokelani A203

    Lahaina, HI

    Brand New A/C sytem installed. Now the entire unit has A/C! One of the very few units at Lokelani with 3 zones of A/C! No Resort Fees! Lokelani is a gorgeous 2 -floor oceanfront condo that has been completed renovated. It has 2 bedrooms and 2 full...

    Pool
    FREE CANCELLATION

    $373 to $813/night

  24. CONDOMINIUM
    Kulakane 306

    Kulakane 306

    Lahaina, HI

    This direct oceanfront condo is just 50 feet from the ocean, with unobstructed ocean views from the living room, lanai, kitchen and the mater bed room. Access gates lead you to the very private sandy/rock beach where you can enjoy snorkeling with...

    Pool
    FREE CANCELLATION

    $243 to $813/night

  25. CONDOMINIUM
    Paki Maui 123

    Paki Maui 123

    LAHAINA, HI

    Located in the front of the building, as close to the pool and ocean as you can get. At over 1200 sq feet, there is enough room to bring the whole family. Sleep 6 comfortably in our 2 bedroom 2 bath unit with full kitchen. The ocean front master...

    Pool Hot Tub
    FREE CANCELLATION

    $236 to $815/night

  26. CONDOMINIUM
    Pohailani 131

    Pohailani 131

    Lahaina, HI

    Enjoy this 2 bedroom, 1 bathroom with a lanai that opens directly to a garden view, so you can fully enjoy the outdoors sleeps up to 4 people. It is a cozy getaway perfect for relaxing. Our property is located in Beautiful Kahana, with 2 pools and...

    Pool
    FREE CANCELLATION

    $204 to $684/night

  27. CONDOMINIUM
    Valley Isle 902

    Valley Isle 902

    Lahaina, HI

    The Valley Isle Resort offers amazing views of the pacific ocean. Sound of waves replace music and ocean breeze keeps the house cool. It is located 5-8 minutes away from Kaanapali, Napili and Kapalua beaches but secluded from the touristic sites....

    Pool
    FREE CANCELLATION

    $158 to $503/night

  28. CONDOMINIUM
    Paki Maui 207

    Paki Maui 207

    Lahaina, HI

    Maui is such a beautiful island that has a lot to offer. Whether you're celebrating your honeymoon, anniversary, birthday, or just in need of some relaxing vacation, this condo is going to add a special touch to your time in Maui. The view from this...

    FREE CANCELLATION

    $186 to $566/night

  29. CONDOMINIUM
    Kahana Reef 107

    Kahana Reef 107

    Lahaina, HI

    Kahana Reef 107 offers fantastic views of the neighboring islands of Lanai and Molokai, beautiful sunsets, and sea life such as Hawaiian Green Sea Turtles, Dolphins, and in the winter season Humpback Whales! \The location is perfect for access to...

    FREE CANCELLATION

    $161 to $539/night

  30. CONDOMINIUM
    Kaanapali Shores 725

    Kaanapali Shores 725

    Lahaina, HI

    Wonderful ocean and garden views from this spacious 2 bedroom unit . The owners have completed a beautiful remodel featuring carpeting, kitchen and bath upgrades and new furniture. The full kitchen was recently re-done with new appliances, granite...

    Pool Hot Tub
    FREE CANCELLATION

    $340 to $893/night