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
    Ali’i Honu Kai House

    Ali’i Honu Kai House

    Kailua-Kona, HI

    Perfectly located on the Kona “Gold Coast” of the Big Island between the charming village of Kailua~Kona and Keahou Bay, this home offers you your own personal paradise. From the moment you drive up to this dramatic gated, Ocean Front Estate you...

    Pool

    $3025 to $4840/night

  2. CONDOMINIUM
    Shores at Waikoloa Condo #135

    Shores at Waikoloa Condo #135

    Waikoloa Village, HI

    Shores at Waikoloa Near The Prestigious Hilton Waikoloa at Waikoloa Beach Resorts ~ 2 Bedroom, 2 Bath Private Garden Setting ~ Sleeps 6 with additional single bed in the smaller bedroom and the rollaway ~ Master BDRM-King Bed, Guest BDRM-Queen Bed...

    Pool

    $224 to $466/night

  3. CONDOMINIUM
    Menehune Shores, #623

    Menehune Shores, #623

    Kihei, HI

    Amazing Remodel Completed August 2016! New Kitchen and Bathrooms and Split-Duct Air Conditioning! See for yourself the new Menehune Shores #623! Note from the Owner: Unit 623 is on the top floor, and is referred to as a "penthouse" unit. Because...

    Pool

    $223 to $313/night

  4. CONDOMINIUM
    Royal Mauian #416

    Royal Mauian #416

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering unobstructed views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling,...

    Pool

    $370 to $505/night

  5. CONDOMINIUM
    Ilikai Tower 1233

    Ilikai Tower 1233

    Honolulu, HI

    1 Bedroom Deluxe Yacht Harbor View on the 12th Floor! This great condo is located with a beautiful view of the ocean overlooking the yacht harbor at the Ilikai Hotel. You'll be able to wake up to the beautiful and calming view of the ocean and...

    Pool
    FREE CANCELLATION

    $192 to $192/night

  6. CONDOMINIUM
    Ilikai Tower 525

    Ilikai Tower 525

    Honolulu, HI

    This unit has a king bed, two twin bed, a pull out sofa bed, and updated furnishings. Added bonus, this unit comes with a washer + dryer! This unit is on the 5th floor. If you're looking for a modern unit in an excellent location this is it. The...

    FREE CANCELLATION

    $368 to $368/night

  7. CONDOMINIUM
    Ilikai Tower 1725

    Ilikai Tower 1725

    Honolulu, HI

    No need to look any further, you've found your perfect condo in Waikiki. Don't delay, as there are others looking to book this condo and they might take your dates! The condo was recently renovated and decorated for your comfort and enjoyment. This...

    FREE CANCELLATION

    $384 to $384/night

  8. CONDOMINIUM
    Ilikai Tower 1837

    Ilikai Tower 1837

    Honolulu, HI

    1 Bedroom Yacht Harbor View on the 18th Floor! This condo will be fully-renovated, all new appliances, flooring, kitchen, bathroom, the works!! This great condo is located on the most desirable yacht harbor ocean view side of the Ilikai Hotel....

    Pool
    FREE CANCELLATION

    $204 to $204/night

  9. CONDOMINIUM
    Island Colony 3712

    Island Colony 3712

    Honolulu, HI

    Deluxe Ocean Studio on the 37th floor! Located in the heart of Waikiki and a short walk to world famous Waikiki beach and the newly renovated International Market Place The Island Colony is perfect for your Hawaiian getaway. Aside from amazing...

    Pool
    FREE CANCELLATION

    $108 to $108/night

  10. CONDOMINIUM
    Royal Mauian Unit #302

    Royal Mauian Unit #302

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering unobstructed views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling,...

    Pool

    $589 to $702/night

  11. CONDOMINIUM
    Wailea Elua Unit #807

    Wailea Elua Unit #807

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $329 to $528/night

  12. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    A note from the owner: Tropical bliss welcomes you from the moment you walk through the door and past the gorgeous island artwork hanging on the wall. As you step into the main living area of the condo, prepare yourself to see one of the most...

    Pool

    $202 to $387/night

  13. CONDOMINIUM
    Wailea Elua Unit #1309

    Wailea Elua Unit #1309

    Wailea, HI

    Our condo has been in our family for 25 years. The grandparents recognized the gorgeous views that Elua represented, snorkeling among the turtles, abundant sea life, great diving, fishing, and the opportunities to bike down the side of Mt....

    Pool

    $634 to $896/night

  14. CONDOMINIUM
    Wailea Elua Unit #0908

    Wailea Elua Unit #0908

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $724 to $1065/night

  15. COTTAGE
    Paniau Surf Cottage 163

    Paniau Surf Cottage 163

    Waimea, HI

    Discover the pleasure of an authentic Old Hawaii Puako Beach House with modern day quality of granite counter tops, beautifully tiled floors throughout in the privacy of your very own cottage. The private outdoor garden shower offers highly desired...

    $303 to $545/night

  16. CONDOMINIUM
    Sugar Beach Resort, #418

    Sugar Beach Resort, #418

    Kihei, HI

    Sugar Beach Resort is the Winner of Building of the Year and Manager of the Year Awards from the Institute of Real Estate Management (IREM®) Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping...

    Pool

    $202 to $387/night

  17. HOUSE
    Hanu Kai (3-Bedroom Home)

    Hanu Kai (3-Bedroom Home)

    Waimea, HI

    Tastefully designed by the Owners to create a carefree island lifestyle with beautiful sunsets year round, star gazing at its best and Whale Watching from about November through April each year.  This home offers great privacy, peaceful living and...

    $223 to $238/night

  18. CONDOMINIUM
    Waikiki Grand Condominium 905

    Waikiki Grand Condominium 905

    Honolulu, HI

    Location is key and this unit is in the middle of it all! Shops, restaurants, THE BEACH tropical breezes with Diamond Head as a backdrop, this well equipped unit has it all! Within our clean private unit, our guests will enjoy: • Queen bed to...

    Pool
    FREE CANCELLATION

    $102 to $209/night

  19. CONDOMINIUM
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Makai Club Oversized flora, from hibiscus to plumeria bloom, sets the scene at the stunning Makai Club resort. This lush, tropical resort is situated in the Princeville community, with golf greens winding between magnificent towering Norfolk pines....

    Pool Hot Tub

    $155 to $155/night

  20. CONDOMINIUM
    Wailea Ekahi Unit #04C

    Wailea Ekahi Unit #04C

    Wailea, HI

    Wailea Ekahi is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical landscaping....

    Pool

    $264 to $377/night

  21. APARTMENT
    Diamond Head Beach Hotel 1104

    Diamond Head Beach Hotel 1104

    Honolulu, HI

    High 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 offers great views of the ocean. The neighborhood...

    FREE CANCELLATION

    $145 to $181/night

  22. TOWNHOUSE
    Alii Townhome #570707

    Alii Townhome #570707

    Kailua-Kona, HI

    Newly Remodeled!! This non-smoking well-appointed 2 bedroom unit is located in the Na Hale O Keauhou complex. The community has great views with large swimming area and hot tub. BBQ and a gym also located in this gated community. King, Queen and a...

    Pool Hot Tub

    $221 to $482/night

  23. CONDOMINIUM
    Poolside Aina Nalu Condo D102

    Poolside Aina Nalu Condo D102

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui. Just around the corner from both the Makai and Mauka pool areas!  846 sq. ft. for...

    Pool

    $217 to $604/night

  24. CONDOMINIUM
    Poolside Aina Nalu Condo D107

    Poolside Aina Nalu Condo D107

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Poolside Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui.  Walk out your back door to a green space and the beautiful Makai...

    Pool

    $256 to $642/night

  25. CONDOMINIUM
    Aina Nalu Condo D201

    Aina Nalu Condo D201

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui.  Corner-end condo with a wonderful lanai overlooking the Mauka pool! 846...

    Pool

    $231 to $618/night

  26. CONDOMINIUM
    Aina Nalu Condo D210

    Aina Nalu Condo D210

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui.  846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool

    $231 to $618/night

  27. CONDOMINIUM
    Lahaina Condo K106

    Lahaina Condo K106

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier 1bd/1ba Aina Nalu condo in Lahaina, Maui. Nalu condo in Lahaina, Maui. 515 sq. ft. for spacious living for up to 4 adults (king...

    Pool

    $166 to $553/night

  28. CONDOMINIUM
    Aina Nalu Condo B202

    Aina Nalu Condo B202

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool

    $231 to $618/night

  29. CONDOMINIUM
    Aina Nalu Premier Platinum Condo A110

    Aina Nalu Premier Platinum Condo A110

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo, A110 in the Malia building, in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6...

    Pool

    $231 to $618/night

  30. CONDOMINIUM
    Aina Nalu Premier Platinum Condo K101

    Aina Nalu Premier Platinum Condo K101

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool

    $231 to $618/night