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
    Island Surf 409

    Island Surf 409

    Kihei, HI

    This adorable new 1bd/1ba condo sits across from Kalama Park in the heart of beautiful Kihei. You'll get to enjoy stunning ocean and mountain views, AC, and all the comforts of home! If you're looking for a place to relax and enjoy Maui, look no...

    Pool
    FREE CANCELLATION

    $190 to $861/night

  2. CONDOMINIUM
    Kauhale Makai 529

    Kauhale Makai 529

    Kihei, HI

    Come stay and relax at this newly renovated 1bd/1ba condo. This unit offers all the comforts of home with its WiFi, Cable, DVD Player, AC in the living room, and Ceiling Fans throughout. You'll also get to enjoy the fully-stocked kitchen, on-site...

    Pool Hot Tub
    FREE CANCELLATION

    $190 to $861/night

  3. CONDOMINIUM
    PuaMana 175-2

    PuaMana 175-2

    Lahaina, HI

    ~Book today and fall in LOVE with "T175-2 Puamana" You will feel like you have gone back in time to the true Hawaiian experience and all that Puamana has to offer... 175-2 Welcomes you with so much Some of the many owner-supplied extras are: •...

    Pool
    FREE CANCELLATION

    $187 to $324/night

  4. CONDOMINIUM
    Ilikai Marina Condo 1786

    Ilikai Marina Condo 1786

    Honolulu, HI

    If you are looking for a fully equipped unit with 180 degree of ocean and beautiful Hawaiian scenery, then your search is over and you have found your home away from home in paradise. The location cant be beat and the peaceful ambiance and tranquil...

    FREE CANCELLATION

    $186 to $309/night

  5. CONDOMINIUM
    78-6800 Alii Drive Condo Unit 4-303

    78-6800 Alii Drive Condo Unit 4-303

    Kailua Kona, HI

    Discover laid-back luxury at this tropical oceanfront paradise. Your 2BR/2BA condo is part of an exclusive gated community with an array of resort-style amenities. Make a splash in the shared pool or play a round of tennis on the well-kept courts....

    Pool
    FREE CANCELLATION

    $185 to $499/night

  6. VILLA
    Fairway Villas Waikoloa N21

    Fairway Villas Waikoloa N21

    Waikoloa, HI

    Stay in our lovely 2 Bedroom 2 Bath villa overlooking the lake located in the Waikoloa Resort area. Just painted and furnished with new appliances and furniture. Master bedroom has a king bed, on suite full bathroom, master closet and a flat screen...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $407/night

  7. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-202

    Keauhou Kona Surf & Racquet Club #5-202

    Kailua Kona, HI

    Brand New Vacation Rental With Brand New Ownership. Welcome to #5-202 at the Keauhou Kona Surf & Racquet Club. The new owners are excited to have their new property that's never been rented before be placed as a new Vacation Rental. Direct...

    Pool
    FREE CANCELLATION

    $181 to $459/night

  8. CONDOMINIUM
    Hale Pineapple

    Hale Pineapple

    Lahaina, HI

    Welcome to Hau'oli Hala Kahiki, a hidden gem in Honokowai on Maui's beautiful west shore. Located in the quiet, low-density Kaleialoha building, this sweet 1 bedroom/1 bath condo sits on the ground floor, so no stairs to climb or having to wait for...

    FREE CANCELLATION

    $180 to $239/night

  9. CONDOMINIUM
    Fairway Villas Penthouse Condo Unit B32

    Fairway Villas Penthouse Condo Unit B32

    Waikoloa, HI

    Our two bedroom, two bath plus loft, Hawaii home, features a unique and comfortable décor. It is located on the third (top) floor and is easily accessible by stair or elevator. Vaulted ceilings lend a feeling of openness and light. Our lovely...

    Pool Hot Tub
    FREE CANCELLATION

    $178 to $329/night

  10. CONDOMINIUM
    Sea Village 3-317

    Sea Village 3-317

    Kailua Kona, HI

    Sea Village#3-317 is an Amazing Vacation Rental Property. Sitting Directly on top of the water. You can't get closer to the water than this. Phenomenal Price For The Value. Sea Village Resort reflects the tranquil beauty of the Big Island. The...

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $411/night

  11. CONDOMINIUM
    Aina Nalu K 205

    Aina Nalu K 205

    Lahaina, HI

    AINA NALU K-205 Welcomes you with Aloha... This unique condo, in the heart of Old Lahaina Town, is a perfect vacation spot! K-205 was remodeled with the touch of ALOHA in 2017. Included in our fabulous price are many owner-supplied extras such...

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $235/night

  12. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #3-101

    Keauhou Kona Surf & Racquet Club #3-101

    Kailua Kona, HI

    Welcome to Hale Malama Pono, a temporary home base for you to enjoy what Hawaii has to offer you as a visitor while treading as lightly as you can. Your hosts are long time visitors to the Island and now new owners. This home away from home is named...

    Pool
    FREE CANCELLATION

    $170 to $350/night

  13. CONDOMINIUM
    Ilikai Marina Condo 1290

    Ilikai Marina Condo 1290

    Honolulu, HI

    If you are looking for a fully equipped unit with 180 degree of ocean and beautiful Hawaiian scenery, then your search is over and you have found your home away from home in paradise. The location cant be beat and the peaceful ambiance and tranquil...

    FREE CANCELLATION

    $168 to $309/night

  14. TOWNHOUSE
    Keauhou Kona Surf & Racket Club Townhouse #3

    Keauhou Kona Surf & Racket Club Townhouse #3

    Kailua Kona, HI

    This oceanfront townhouse is beautifullly furnished, very clean, and cozy. It has Wifi, HD Television & DVR. Have a bigger group? We manage Townhome#4 right next door. This property sleeps 4, and next door sleeps 6. A great option for 10 to be right...

    Pool
    FREE CANCELLATION

    $165 to $411/night

  15. APARTMENT
    Waikiki Banyan 2206B

    Waikiki Banyan 2206B

    Honolulu, HI

    Large one bedroom unit has nice peeks of the Ocean & Diamond Head from balcony, bedroom & living room. Pool, BBQ other perks on site makes this a great singles and family destination within Waikiki with only one block separating you from the beach!...

    Pool
    FREE CANCELLATION

    $163 to $309/night

  16. CONDOMINIUM
    Valley Isle 204

    Valley Isle 204

    Lahaina, HI

    Ocean front 1 bedroom condo on Kahana Bay. Enjoy ocean front views from the lanai and the living room. Wake up each morning and enjoy the fresh ocean breeze from the comfort of your private lanai as you listen to the rhythm of the Pacific...

    Pool
    FREE CANCELLATION

    $161 to $299/night

  17. CONDOMINIUM
    Casa De Emdeko 317

    Casa De Emdeko 317

    Kailua Kona, HI

    Casa#317 is an amazing addition to our Vacation Rental Inventory that Knutson & Associates is proud to be newly representing. **Hard Wood Floors And Kitchen Remodel Completed In May 2018. Living room & Bedrooms have gorgeous brand new hard wood...

    Pool
    FREE CANCELLATION

    $158 to $337/night

  18. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Ko Olina Kai is a peaceful gated community that offers all the tranquil privacy you could desire! The interior is spacious and homey with 2 bedrooms, 2 baths, a living room with an adjacent dining space, and a kitchen. This outstanding villa offers...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $163/night

  19. TOWNHOUSE
    Keauhou Kona Surf & Racquet Club#37

    Keauhou Kona Surf & Racquet Club#37

    Kailua Kona, HI

    Knutson & Associates Property Management is proud to newly represent this wonderful 3 bedroom townhome that sleeps 6. Have a larger group? We manage the 3 bedroom townhome right next door. Townhome#36 is available within our inventory as well....

    Pool
    FREE CANCELLATION

    $151 to $444/night

  20. CONDOMINIUM
    Keauhou Punahele E-102

    Keauhou Punahele E-102

    Kailua Kona, HI

    Keauhou Punahele#E-102 is a beautiful ground floor 2 bedroom, 2 bathroom condo with approximately 1200 interior sq feet. It sits right on Keauhou Country Club golf course. Enjoy an expansive lanai that reaches from living room to the master bedroom....

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $378/night

  21. CONDOMINIUM
    Maui Banyan- Walk to Beach

    Maui Banyan- Walk to Beach

    Kihei, HI

    Unit located right across the street from Kamaole Beach II. Kamaole Beach II is one of the best beach in Maui with beautiful sunsets, snorkeling, swimming, sun bathing, boogie boarding and tide pools. Great for kids. The refrigerator was recently...

    Pool
    FREE CANCELLATION

    $149 to $276/night

  22. CONDOMINIUM
    35 Walaka Street Condo Unit P207

    35 Walaka Street Condo Unit P207

    Kihei, HI

    The glittering ocean is at your fingertips at this tropical 1BR Kihei condo. Walk 5 minutes to the wide sands of Kamaole Beach or the waves at The Cove (one of the most popular surf breaks in South Maui) for a day of fun in the sun. Later, head back...

    Pool
    FREE CANCELLATION

    $147 to $346/night

  23. 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

  24. CONDOMINIUM
    Country Club Villas #115

    Country Club Villas #115

    Kailua Kona, HI

    Country Club Villas, Unit#115 is a remarkable NEW addition to the Vacation Rental Market that Knutson & Associates Property Management is proud to represent. Picture yourself living on the "Kona Country Club" golf course, be mesmerized by the...

    Pool Hot Tub
    FREE CANCELLATION

    $139 to $221/night

  25. CONDOMINIUM
    Holualoa Bay Villas #106

    Holualoa Bay Villas #106

    Kailua Kona, HI

    Holualoa Bay Villas#106 is a brand new rental in our inventory, that Knutson & Associates is proud to be representing as of June 2015  Come stay at this beautifully appointed 2 bedroom, 2 bath condo right on Alii Drive! Excellent Location. It's...

    Pool Hot Tub
    FREE CANCELLATION

    $134 to $326/night

  26. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #6-104

    Keauhou Kona Surf & Racquet Club #6-104

    Kailua Kona, HI

    **Brand New Property In Our Inventory. Air Conditioning Installed As Of September 2018.** Unit#6-104 is a well-maintained 2BR/2BA ground floor unit in a 15-acre, gated oceanfront complex at the Keauhou Kona Surf & Racquet Club. It's also an end...

    Pool
    FREE CANCELLATION

    $134 to $292/night

  27. CONDOMINIUM
    Kona Pacific B511

    Kona Pacific B511

    Kailua Kona, HI

    Kona Pacific B-511 is a brand new Vacation Rental that Knutson & Associates Property Management is proud to represent as a new addition in August 2017. There are magnificent ocean views from the Main Lanai & Bedroom Lanai for your viewing pleasure....

    Pool
    FREE CANCELLATION

    $127 to $497/night

  28. CONDOMINIUM
    Kona Alii 608

    Kona Alii 608

    Kailua Kona, HI

    Welcome to the listing page of our gorgeous Kona Alii, Unit#608. You are as close to the heart of Kona as it gets. Enjoy Hawaiian Living just above the excitement of Alii Drive. This complex is directly across from the ocean, & the unit is recently...

    Pool
    FREE CANCELLATION

    $127 to $584/night

  29. CONDOMINIUM
    Casa De Emdeko 204

    Casa De Emdeko 204

    Kailua Kona, HI

    Casa 204 is an excellent, affordable 2nd floor property that you will certainly love. Central AC, WIFI, Elevators, Beach gear. Look no further. Unit#204 is a comfortable 2nd floor unit that's offered at a great price. Casa De Emdeko offers owners...

    Pool
    FREE CANCELLATION

    $120 to $239/night

  30. CONDOMINIUM
    Kona Plaza#402

    Kona Plaza#402

    Kailua Kona, HI

    ***New Property In Vacation Rental Inventory As Of June 2018.*** Knutson & Associates Property Management is proud to be newly representing Kona Plaza#402. Welcome to the listing page of Kona Plaza#402. It's amazing location puts you right in...

    Pool
    FREE CANCELLATION

    $116 to $467/night