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
    S Kihei Condo #338

    S Kihei Condo #338

    Kihei, HI

    This Colorful two bedroom Maui condo features ocean, garden, and pool views! Kitchen has been remodeled with tile floors, new cabinets and is equip with all of your cooking essentials while visiting. Unit has a full washer/dryer. Living room has...

    Pool
    FREE CANCELLATION

    $245 to $355/night

  2. CONDOMINIUM
    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 pale green carpet in the center living...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  3. CONDOMINIUM
    Palms at Wailea #2205

    Palms at Wailea #2205

    Kihei, HI

    We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their website. These properties were chosen because of their superior quality and great rates! The fabulous...

    Pool Hot Tub
    FREE CANCELLATION

    $290 to $463/night

  4. CONDOMINIUM
    L Honoapiilani Condo #121073

    L Honoapiilani Condo #121073

    Lahaina, HI

    We fell in love with the Kulakane on our first visit in May of 2012. It quickly became a dream to own here and we were finally able to purchase this unit in July of 2015. Here are just a few things that we believe will make your stay at the Kulakane...

    Pool
    FREE CANCELLATION

    $282 to $331/night

  5. CONDOMINIUM
    Nohonani 405

    Nohonani 405

    Lahaina, HI

    Nohonani 405 is a beautiful two bedroom one and a half bath unit on the fourth floor, with vaulted ceilings and a breathtaking ocean view. Ocean views can be seen from the kitchen, dining areas, living room and master bedroom. As with all the...

    Pool
    FREE CANCELLATION

    $274 to $403/night

  6. 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
  7. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 3007

    Waikiki Banyan Tower 1 Suite 3007

    Honolulu, HI

    Diamond Head and Ocean View Condo High-level condo with a fantastic view of Diamond Head, the ocean and the recreation deck. Sleeping arrangements include a queen-sized bed and full-sized bed the bedroom, along with a sofa sleeper in the living...

    Pool Hot Tub

    $146 to $281/night

  8. HOUSE
    Alii Point Oceanfront

    Alii Point Oceanfront

    Kailua Kona, HI

    Private Oceanfront custom home with Asian influences located in a secluded and gated community set among tropical botanical gardens, and featuring a large community 3 lane lap pool & tennis court. Spacious oceanfront lanai with hot tub, BBQ, and...

    Pool

    $668 to $846/night

  9. CONDOMINIUM
    Surf & Racquet Club 4302

    Surf & Racquet Club 4302

    Keauhou, HI

    Recently upgraded and completely refurbished, our unique penthouse at Keauhou Surf & Racquet Club is a luxurious 3 bedroom / 2 bath unit with designer decorated furnishings , gourmet kitchen and unencumbered panoramic ocean views of the blue pacific...

    Pool

    $279 to $401/night

  10. CONDOMINIUM
    Junior Suite Oceanfront 607

    Junior Suite Oceanfront 607

    Lahaina, HI

    This beautiful sixth floor oceanfront condo has a perfect view of Molokai. The tropical décor and king murphy bed help make your stay comfortable and relaxing. The fully equipped kitchen is great for a quick bite or a full meal. You will find...

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $341/night

  11. HOUSE
    Kahana Sunset D2D

    Kahana Sunset D2D

    kahana, HI

    This is an original Kahana Sunset unit with an oceanview. It has a TV, dvd, vhs player & CD player, along with free internet access, and a wine cabinet. This unit is just a few steps to the pool and a short walk to the beach!Kahana Sunset sits on...

    Pool

    $186 to $214/night

  12. HOUSE
    Kahana Sunset B5B

    Kahana Sunset B5B

    kahana, HI

    This is a great one bedroom ocean view corner unit remodeled in Dec. 2015 with an all new kitchen, bathroom and new modern style furnishings. Just steps to the beach with easy access to the 60’ heated swimming pool and BBQs. Sleeps up to four...

    Pool

    $214 to $270/night

  13. HOUSE
    3BD Ke Kailani (1C) at Mauna Lani

    3BD Ke Kailani (1C) at Mauna Lani

    Kamuela, HI

    This golf course-adjacent luxury home in a gated oceanfront community is the premier destination for a once-in-a-lifetime Hawaiian getaway. Offering over 3,000 square feet of island elegance with stunning views, a private pool and hot tub, and...

    Pool Hot Tub

    $1,182 to $3,774/night

  14. CONDOMINIUM
    Sea Village 4-205

    Sea Village 4-205

    Kailua Kona, HI

    This amazing 2 bedroom direct oceanfront condo is the perfect spot for your Vacation. Completely remodeled, extremely clean, the owners have done a beautiful job with this property. Wifi, Direct oceanfront views, excellent complex, close to town,...

    Pool Hot Tub
    FREE CANCELLATION
  15. 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
  16. 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
  17. 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

  18. 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

  19. 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

  20. 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

  21. 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
  22. 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

  23. 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

  24. 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

  25. 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

  26. 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

  27. 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

  28. 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

  29. 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

  30. 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