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
    Casa De Emdeko 111

    Casa De Emdeko 111

    Kailua Kona, HI

    Casa#111 is an excellent ground floor unit, that's VERY spacious. Nearly 1300 square feet. Close to the pool for easy access. There are new owners who own the property. Wifi. Casa De Emdeko offers owners and guests the perfect blend of Hawaiian...

    Pool
    FREE CANCELLATION
  2. CONDOMINIUM
    Kahana Villa F-410

    Kahana Villa F-410

    Lahaina, HI

    F-410 is the newest, most beautifully upgraded unit around - and the prices are FANTASTIC! There is literally nothing more you could ask for in a vacation rental condo. Everything is available to you. Upgraded kitchen, granite counter tops, amazing...

    Pool
    FREE CANCELLATION
  3. CONDOMINIUM
    Sugar Beach Resort PH 40

    Sugar Beach Resort PH 40

    Kihei, HI

    The Sugar Beach Resort is the perfect destination for your tropical Hawaiian getaway! This oceanfront complex is just a few steps away from Maui's longest continual white sand beach, perfect for long strolls on the beach or enjoying postcard...

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $544/night

  4. CONDOMINIUM
    Aina-Nalu B204

    Aina-Nalu B204

    Lahaina, HI

    Relax and unwind at our beautiful 2 bedroom, 2 bathroom luxury condo at Aina-Nalu.  This elegant unit features high vaulted ceilings and sky lights to create a bright, beautiful, open environment. There is an ultra comfortable King bed in the...

    Pool
    FREE CANCELLATION

    $230 to $410/night

  5. CONDOMINIUM
    Papakea K-402

    Papakea K-402

    Lahaina, HI

    The Ultimate Island getaway awaits you at our luxury 3 bedroom, 2-1/2 bath split level condo in West Maui!  Our beautifully furnished condo has spectacular views of the ocean making it the perfect place to whale watch (during season) and sip...

    Pool Hot Tub
    FREE CANCELLATION

    $538 to $860/night

  6. APARTMENT
    Waikiki Banyan Tower 1 Suite 3608

    Waikiki Banyan Tower 1 Suite 3608

    Honolulu, HI

    Standard Condo with Ocean View Clean and comfortable with a view of the ocean and Waikiki beach. Enjoy many comforts of home at an affordable price! Plus, this unit is only one block from world-famous Waikiki Beach. Cabinets are white and modern....

    Pool Hot Tub

    $146 to $281/night

  7. CONDOMINIUM
    Hale Ko Olina Beach Villa (O222)

    Hale Ko Olina Beach Villa (O222)

    Kapolei, HI

    Are you ready to experience the balmy tranquility of the Beach Villas at Ko Olina? This luxury 2nd floor Beach Villa in the Ocean Tower is ideally situated next to the Lap/Quiet Pool and a short walk to the beach, pool areas, fitness center, dry...

    Pool

    $427 to $1,500/night

  8. 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
  9. HOUSE
    Kahana Sunset F1

    Kahana Sunset F1

    Kahana, HI

    Kahana Sunset Unit F-1 is an ocean front 2-bedroom, 2 1/2 bath unit situated on the ground floor. The ocean views from the master bedroom, kitchen, and living room is outstanding. The unit has been recently remodeled, with a modern kitchen, tile...

    Pool

    $428 to $484/night

  10. CONDOMINIUM
    Kahana Sunset C5

    Kahana Sunset C5

    Lahaina, HI

    Ocean view C Building. Standard CDE rates. Two Bed Two Bath K/QT/QS. A/C throughout condo, Awning on lower lanai … Flat screen TV's throughout condo. Two sofas in living room. Tiled flooring downstairs, carpets on stairs and bedrooms. Bath tub in...

    Pool

    $276 to $332/night

  11. HOUSE
    Alii Point- Almost Oceanfront

    Alii Point- Almost Oceanfront

    Kailua Kona, HI

    Almost Oceanfront. Spend your vacation in a luxurious single family home within a private, gated, enclave of 16 seaside homes. This Alii Point subdivision of fine, luxury residences is a tropical paradise surrounded by a botanical garden with beach...

    Pool

    $608 to $791/night

  12. CONDOMINIUM
    Maui Parkshore #212

    Maui Parkshore #212

    Kihei, HI

    Kamaole III Beach Park is tropical paradise. The white sand, crystal clear water, grass park, and snorkeling make this beach experience unique and exciting. The complex is centrally located and within walking distance to nearby shopping,...

    Pool
    FREE CANCELLATION

    $179 to $341/night

  13. 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

  14. CONDOMINIUM
    Grand Champions 089

    Grand Champions 089

    Wailea, HI

    Remodeled two bedroom condo at Wailea Grand Champions with fabulous views of the golf course. This condo completed renovations in November 2016 and features a completely renovated Kitchen and bathrooms and new furnishings. The Kitchen has new...

    Pool Hot Tub
    FREE CANCELLATION

    $469 to $688/night

  15. CONDOMINIUM
    Puu Poa 310

    Puu Poa 310

    Princeville, HI

    This spacious, upscale Kauai vacation rental offers verdant island beauty along with all of the amenities of home. Relaxation is in abundance inside or out on your lanai (patio). The ocean view master suite has a King size bed, TV/DVD, and private,...

    Pool

    $392 to $542/night

  16. CONDOMINIUM
    Sealodge E4

    Sealodge E4

    Princeville, HI

    Sealodge is located on Kauai’s most spectacular coastline, overlooking the majestic Pacific ocean. This 1 bedroom 1 bath condo is incredibly affordable considering the amazing views it provides of the ocean and Kilauea lighthouse. Enjoy the...

    Pool

    $235 to $301/night

  17. APARTMENT
    Waikiki Grand View Penthouse

    Waikiki Grand View Penthouse

    Honolulu, HI

    Gateway to World Famous Waikiki! This luxury 38th floor Penthouse is in Honolulu's prestigious Waikiki Landmark, presenting exquisite and classical finishes and orchestra views of the finest beaches, shops, and restaurants of Waikiki. Relish in...

    Pool

    $3,398 to $7,265/night

  18. 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
  19. HOUSE
    Ono Oasis

    Ono Oasis

    Kailua Kona, HI

    True to its name, Ono Oasis offers a unique tropical retreat for a dream Big Island vacation, with distant ocean and sunset views, a heated saltwater pool, and over 2,800 square feet of luxury living space. This extraordinary home provides the...

    Pool

    $512 to $957/night

  20. CONDOMINIUM
    Kamaole Sands #7-305

    Kamaole Sands #7-305

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III.  Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $365/night

  21. HOUSE
    Kahana Sunset B1

    Kahana Sunset B1

    Kahana, HI

    Come join us at the Kahana Sunset resort located on the world famous West coast of Maui hidden between the action packed Kaanapali resort and exclusive Kapalua. The Kahana Sunset is a beachfront property with only 72 units spread between 5 low-rise...

    Pool

    $253 to $309/night

  22. HOUSE
    Sands Of Kahana 336

    Sands Of Kahana 336

    Kahana, HI

    Nestled on the pristine coastline of Kahana, located approximately halfway between Kaanapali and Kapalua, the beachfront condominium community known as the Sands of Kahana is the perfect family resort. With 2 bedrooms and two baths, this unit...

    Pool Hot Tub

    $332 to $388/night

  23. CONDOMINIUM
    Pali Ke Kua 238

    Pali Ke Kua 238

    Princeville, HI

    Pali Ke Kua #238 is a 1 Bedroom & Loft (1 King, 1 Queen) two-story condominium that features beautiful garden and ocean views. The condo has been recently updated with brand new appliances, furnishings, flat screen TV's, new bedroom furniture....

    Pool Hot Tub

    $259 to $355/night

  24. CONDOMINIUM
    Kamaole Sands #8-208

    Kamaole Sands #8-208

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III.  A 2 minute walk from the beach park and a 2 minute drive to Shops at Wailea, golf courses and dining makes Kamaole Sands a great 'destination'...

    Pool
    FREE CANCELLATION

    $174 to $289/night

  25. CONDOMINIUM
    Maui Vista #2-423

    Maui Vista #2-423

    Kihei, HI

    Maui Vista is a lovely complex located across the street from the famous Kamaole Beach and is 100 yards from Charley Young's Beach. Enjoy miles of sandy beach, snorkeling, surfing and stand-up paddle boarding a short walk away. These beaches have...

    Pool
    FREE CANCELLATION

    $173 to $347/night

  26. CONDOMINIUM
    Koa Lagoon #505

    Koa Lagoon #505

    Kihei, HI

    The Koa Lagoon is an ocean front condominium complex in North Kihei with spectacular panoramic views of the Pacific ocean and Mauna Kahalawai, also known as the West Maui Mountains. Situated just 15 minutes from Kahului Airport on Sugar Beach, Koa...

    Pool
    FREE CANCELLATION

    $208 to $296/night

  27. CONDOMINIUM
    Mauna Kai 7B

    Mauna Kai 7B

    Princeville, HI

    Dream. Believe. Discover. These are the words imprinted on several walls of Mauna Kai #7B, and this architecturally bold villa lends itself to all three activities quite nicely. It’s a two level unit with a large lanai facing the Makai Golf Course...

    Pool Hot Tub

    $301 to $482/night

  28. CONDOMINIUM
    Pali Ke Kua 10

    Pali Ke Kua 10

    Princeville, HI

    Enjoy Paradise at Pali Ke Kua 10. Take-in extraordinary views from you lanai of the Hanalei mountains or take a stroll down to Pali Ke Kua's secret beach via a private, paved path. Newly remodeled bathrooms and kitchen. One king and a loft with two...

    Pool Hot Tub

    $241 to $283/night

  29. CONDOMINIUM
    Plantation 1111

    Plantation 1111

    Princeville, HI

    This new Plantation at Princeville located on the north shore is perfect for a family. This 2 bedroom (king and 2 twins plus a queen sofa sleeper) 2 bath ground floor condo is decorated with Hawaiian Plantation style furnishings and has a fully...

    Pool Hot Tub

    $241 to $271/night

  30. CONDOMINIUM
    Puamana 10A

    Puamana 10A

    Princeville, HI

    Come and relax in this cozy end unit at Puamana. 10A is a one bedroom unit, with the loft serving as a second bedroom, and two bathrooms. Enjoy the quaint tropical decor living space while enjoying the lush greenery that Puamana has to offer. On...

    Pool

    $229 to $301/night