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
    Hale Mahina B401

    Hale Mahina B401

    Lahaina, HI

    Enjoy your Maui vacation from the Hale Mahina Resort!This gorgeous 2 bedroom, 2 bath, lush ocean view condo is the perfect place for couples or families looking to experience and explore the island. Equipped with a full kitchen with stainless steel...

    Pool Hot Tub
    FREE CANCELLATION

    $331 to $686/night

  2. HOUSE
    Papaua Paradise 43

    Papaua Paradise 43

    Lahaina, HI

    APPROVED MAUI SHORT TERM RENTAL HOUSE #STWM 2104/0003.You and your family and friends will love your stay here for a vacation filled with Aloha!If you are looking for location, luxury and Hawaiian life style, you have found it. Perhaps the most...

    Hot Tub
    FREE CANCELLATION

    $1,869 to $3,125/night

  3. HOUSE
    Ho'o Maluhia

    Ho'o Maluhia

    Kailua Kona, HI

    This beautiful home features luxury and artistic touches to add a splash of sophistication to your vacation. The beautiful layout, wood floors and cool tiles fill the house.The master bedroom is located on the upper level. This room includes a...

    Pool

    $444 to $730/night

  4. APARTMENT
    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    WS2105 229 Paoakalani Ave Honolulu RFRF-CTOQ(RM)-00-ACH

    Honolulu, HI

    World Famous Waikiki White Sandy Beaches only one block away,Incredible Views. Relax and enjoy all the fabulous amenities, New Gym onsite Sapphire Blue Tiled Pool, Tennis and Basketball Court, Sauna and Showers on the 6th floor, Bar-B-Que Picnic...

    Pool
    FREE CANCELLATION

    $211 to $374/night

  5. HOUSE
    Junior Suite Oceanfront #1006

    Junior Suite Oceanfront #1006

    Lahaina, HI

    {Jr. Suite (Studio) - King bed; Flat screen TV; extended lanai} MAUI KAI 1006 This oceanfront junior suite is a bright, airy unit decorated in light tones, pale off-white tile in the kitchen and bath, with carpet in the center living area of the...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  6. CONDOMINIUM
    Maui Kamaole #J-110

    Maui Kamaole #J-110

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $327/night

  7. 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

    $90 to $437/night

  8. APARTMENT
    SS41 2450 Koa Ave Honolulu THTH-PTO-01-ACH

    SS41 2450 Koa Ave Honolulu THTH-PTO-01-ACH

    Honolulu, HI

    Waikiki beach only one minute away and the Famous Duke Statue. This spacious studio features a New Queen Bed and seating area for two. Large wardrobe to hang clothing for a long stay. Kitchenette includes microwave, built-in two-burner cooktop,...

    FREE CANCELLATION

    $113 to $174/night

  9. CONDOMINIUM
    Bamboo 906 Condominium

    Bamboo 906 Condominium

    Honolulu, HI

     Legally permitted vacation rental -    2425 Kuhio Ave. Suite #906  Brand New split A/C - High efficiency ‘Super-cooling’ Air Conditioning system and New, quiet, double insulated sliding windows installed August 2019Great New Studio Suite...

    FREE CANCELLATION

    $140/night

  10. CONDOMINIUM
    Bamboo 1001 Condominium

    Bamboo 1001 Condominium

    Honolulu, HI

       Legally permitted vacation rental -    2425 Kuhio Ave. Suite #1001   Brand New split A/C - High efficiency ‘Super-cooling’ Air Conditioning system and New, quiet, double insulated sliding windows installed.Mid Waikiki, Great Pool...

    Pool
    FREE CANCELLATION

    $142 to $197/night

  11. CONDOMINIUM
    Wai'ula'ula A202

    Wai'ula'ula A202

    Kamuela, HI

    Welcome to Wai'ula'ula at the Mauna Kea Resort! Your vacation will truly be one to remember in this beautifully decorated condominium in the gated community of Wai'ula'ula is located on the Hapuna Golf Course. This recently built luxury development...

    Pool Hot Tub
    FREE CANCELLATION

    $525 to $1,205/night

  12. CONDOMINIUM
    Mahina Surf 220

    Mahina Surf 220

    Lahaina, HI

    The Mahina Surf was established in 1969 as a condominium complex that featured individual owned units ideal for vacation rental. A well maintained, beautiful, peaceful and relaxing atmosphere for our rental guests and feature all non-smoking rental...

    Pool
    FREE CANCELLATION

    $175 to $574/night

  13. CONDOMINIUM
    Kapalua Ridge Villa 1214 Gold Ocean View

    Kapalua Ridge Villa 1214 Gold Ocean View

    Kapalua, HI

    Contact Manager about last minute Christmas Special for 2018!This luxurious retreat will spoil you forever. You’ll feel like you’re on top of the world as you take in spectacular views of the Pacific Ocean and the lush green landscape that...

    Pool

    $481 to $856/night

  14. CONDOMINIUM
    Diamond Head Beach Hotel 1002

    Diamond Head Beach Hotel 1002

    Honolulu, HI

    Legal vacation rental -  2947 Kalakaua Ave, #1002   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...

    FREE CANCELLATION

    $178 to $248/night

  15. APARTMENT
    Diamond Head Beach Hotel 1104

    Diamond Head Beach Hotel 1104

    Honolulu, HI

    Legal vacation rental -  2947 Kalakaua Ave, #1104High Floor Ocean Views Studio with Queen Bed, +Futon, Microwave & Fridge. Our Suite is located on the 11th floor of the Diamond Head Hotel, this studio suite with full bathroom and kitchenette area...

    FREE CANCELLATION

    $144 to $180/night

  16. CONDOMINIUM
    Pikake A-4

    Pikake A-4

    Lahaina, HI

    An incredibly comfortable unit! This renovated one bedroom unit fronts directly on a beautiful white sand beach. You'll have just enough lawn area to stretch out and shake the sand off before stepping directly into your beautiful ocean side living...

    FREE CANCELLATION

    $195 to $308/night

  17. CONDOMINIUM
    Eldorado E104

    Eldorado E104

    Lahaina, HI

    Come enjoy your own piece of paradise!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...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $554/night

  18. CONDOMINIUM
    Ilikai 1418

    Ilikai 1418

    Waikiki, HI

    OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Kg bed, 2 double beds, Qn sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.The...

    Pool
    FREE CANCELLATION

    $360 to $576/night

  19. CONDOMINIUM
    Ilikai Marina 1384

    Ilikai Marina 1384

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Parking available. No smoking room, Washer/Dryer.The Ilikai Marina is loctated at...

    FREE CANCELLATION

    $166 to $262/night

  20. APARTMENT
    KV403A 2450 Prince Edward St Honolulu THTH-PTO-00-CHK

    KV403A 2450 Prince Edward St Honolulu THTH-PTO-00-CHK

    Honolulu, HI

    Enjoy this studio with plenty of sleeping room for your guests!! There is a Queen size bed and Futon Couch, air conditioner, Cable TV is available on large 32" flat screen TV, mounted on wall for easy viewing. The kitchenette includes all cooking...

    FREE CANCELLATION

    $113 to $161/night

  21. CONDOMINIUM
    Valley Isle #1106

    Valley Isle #1106

    Lahaina, HI

    From the time you open your front door a magnet pulls you across the room directly to the balcony. It takes a few swallows to get that lump cleared from your throat. This is the view you see on the travel channel, travel books, magazines, and post...

    Pool
    FREE CANCELLATION

    $156 to $251/night

  22. CONDOMINIUM
    Kaleialoha 203

    Kaleialoha 203

    Lahaina, HI

    Come stay with us at the beautiful Kaleialoha Oceanfront Resort!!This spacious One Bedroom one Bath condominium has all of the comforts of home. It's the perfect place for an active family vacation or a couple looking for a romantic getaway. The...

    Pool
    FREE CANCELLATION

    $171 to $570/night

  23. CONDOMINIUM
    Mauna Kai 5A

    Mauna Kai 5A

    Princeville, HI

    Walk to beach, shopping, and dining from this updated and very spacious condo with pool and BBQ grill.Mauna Kai is a charming townhome complex in central Princeville. The walk to north shore Anini Beach - a beautiful, uncrowded, white-sand beach -...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  24. HOUSE
    Pu'uwai Hale

    Pu'uwai Hale

    Princeville, HI

    The heart of the home is the modern kitchen with its ocean views, African mahogany and koa cabinetry, granite counter tops and stainless appliances. High vaulted open beam ceilings, plentiful windows with light galore invite you to enjoy the essence...

    $1,152 to $1,645/night

  25. CONDOMINIUM
    Grand Champions #45

    Grand Champions #45

    Wailea, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming...

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $525/night

  26. CONDOMINIUM
    Unit 113

    Unit 113

    Lahaina, HI

    Kulakane Resort is a West Maui vacation rental property, located just a few miles north of historic Lahaina Town. Each vacation rental property is professionally managed and superbly maintained to the highest standards. Your Maui vacation can be...

    FREE CANCELLATION

    $196 to $284/night

  27. CONDOMINIUM
    Ali'i Kai 4303

    Ali'i Kai 4303

    Princeville, HI

    A Million Dollar View! Take in the phenomenal Hawaiian wildlife from this 20 ft. lanai - whales, spinner dolphins and more. View the ~180 degree coastline from the beacon of the Kilauea lighthouse to sunsets over Bali Hai on the West. With the...

    Pool
    FREE CANCELLATION

    $120 to $566/night

  28. CONDOMINIUM
    Paki Maui 316

    Paki Maui 316

    Lahaina, HI

    Enjoy your Maui vacation from the Paki Maui Oceanfront Resort!This gorgeous 1 bedroom, 1 bath, lush garden view condo is the perfect place for singles, couples or small families looking to experience and explore the island. Equipped with a...

    Pool Hot Tub
    FREE CANCELLATION

    $118 to $411/night

  29. CONDOMINIUM
    Diamond Head Beach Hotel 1401

    Diamond Head Beach Hotel 1401

    Honolulu, HI

    Legal vacation rental -  2947 Kalakaua Ave, #1401Oceanfront - Spacious 1 Bed Penthouse With Large Living Area And Full Kitchen. Rooftop Penthouse - Sitting above the Pacific Ocean and nestled under Hawaii's iconic Diamond Head crater. Beautifully...

    FREE CANCELLATION

    $360 to $557/night

  30. APARTMENT
    Diamond Head Beach Hotel 303

    Diamond Head Beach Hotel 303

    Honolulu, HI

     Legal vacation rental -  2947 Kalakaua Ave, #303 Whether for business or pleasure the delightful attention to detail Wins! Located at the foot of the iconic Diamond Head crater, this home away from home has everything you need for either...

    FREE CANCELLATION

    $153 to $219/night