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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. CONDOMINIUM
    Villa 317

    Villa 317

    Kahuku, HI

    This villa is in a private location on the third floor with dramatic panoramic ocean views, just 20 yards from the ocean and just 80 yards from the sandy beach! Watch the whales swim past while in your living room during migration season! The Pool...

    Pool Hot Tub

    $515 to $920/night

  2. 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 $158/night

  3. CONDOMINIUM
    Lahaina Condo I205

    Lahaina Condo I205

    St. Lahaina, HI

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

    Pool
    FREE CANCELLATION

    $166 to $553/night

  4. CONDOMINIUM
    Aina Nalu Premier Condo I207

    Aina Nalu Premier Condo I207

    Lahaina, HI

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

    FREE CANCELLATION

    $217 to $604/night

  5. CONDOMINIUM
    Wailea Elua Unit #0106

    Wailea Elua Unit #0106

    Wailea, HI

    About this condo: Wailea Elua Village #106 is a second floor, two bedroom-two bath, ocean view condo with a large lanai complete with a sun shade screen. It has a king bed in the master bedroom and a queen bed in the guest bedroom. This unit can be...

    Pool

    $299 to $488/night

  6. CONDOMINIUM
    Wailea Elua Unit #0202

    Wailea Elua Unit #0202

    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

    $494 to $1,065/night

  7. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

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

    Pool
    FREE CANCELLATION

    $231 to $618/night

  8. CONDOMINIUM
    Poolside Aina Nalu Condo D109

    Poolside Aina Nalu Condo D109

    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 the back door to the beautiful Balinese-inspired infinity...

    Pool
    FREE CANCELLATION

    $256 to $642/night

  9. CONDOMINIUM
    Honua Kai 520

    Honua Kai 520

    Lahaina, HI

    What sounds better than waking up to a hot cup of delicious coffee on a lanai that opens up to sweeping views of the majestic West Maui mountains? We invite you to indulge in the authentic Maui lifestyle, making our Honua Kai 520K your home away...

    Pool Hot Tub
    FREE CANCELLATION

    $358 to $1,075/night

  10. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    We invite you to stay in our gorgeous ocean view 1 bedroom/1 bathroom condo at Honua Kai! Enjoy the sparkling blue water views from the open lanai and the bedroom, bringing a total sense of relaxation to your time in Maui. Honua Kai 346 is one of...

    Pool Hot Tub
    FREE CANCELLATION

    $338 to $919/night

  11. CONDOMINIUM
    Napili Shores F147

    Napili Shores F147

    Lahaina, HI

    We invite you to experience a relaxing and beautiful stay at our ground floor Napili Shores condo! This  recently renovated space is located next to one of the most incredible beaches for snorkeling, swimming, and truly capturing the quintessential...

    Pool
    FREE CANCELLATION

    $236 to $510/night

  12. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Special discount for open August dates! Sandpiper 121B is a perfect choice for couples seeking a romantic getaway on a budget! The private garden-level lanai is surrounded by tropical foliage and flowers. This charming studio has a private bathroom...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $153/night

  13. CONDOMINIUM
    Sealodge J1

    Sealodge J1

    Princeville, HI

    Sealodge J1: Private, quiet and serene with oceanfront views all the way down the Anini Reef to the Kilauea lighthouse. On the edge of the bluff between the trees and the ocean, this condo sits alone like a separate little house, facing the sea....

    Pool
    FREE CANCELLATION

    $238 to $275/night

  14. CONDOMINIUM
    Kona Bali Kai 223- Oceanfront

    Kona Bali Kai 223- Oceanfront

    Kailua Kona, HI

    Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several...

    Pool
    FREE CANCELLATION

    $181 to $242/night

  15. 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
    FREE CANCELLATION

    $256 to $642/night

  16. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Remaining August 2019 dates now discounted!! Air-conditioned, awesome view, and newly renovated inside, in sunny Poipu with the beach just a short walk away! This comfortable 1200sf one bedroom condo is absolutely perfect for a couple looking for...

    Pool
    FREE CANCELLATION

    $260 to $361/night

  17. 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

    $363 to $747/night

  18. CONDOMINIUM
    A5-1 Beachfront Loft Suite

    A5-1 Beachfront Loft Suite

    Kihei, HI

    Maalaea Surf, Unit A5 is a townhouse unit on the second floor which offers our guest total privacy and is located beach front on the property. This loft suite with 2 baths is very well furnished.Enjoy ocean front outdoor living on your spacious...

    FREE CANCELLATION

    $304 to $467/night

  19. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    BRAND NEW LISTING! Stunning remodel, this modern 'euro styled' 7th floor suite comfortably accommodates two adults and is located steps from the Waikiki Marina, Dukes Beach and the Hilton Lagoon. Our place is ideal for couples or business people...

    Pool
    FREE CANCELLATION

    $168 to $197/night

  20. CONDOMINIUM
    Kamaole Sands #10-205

    Kamaole Sands #10-205

    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

    $213 to $383/night

  21. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lahaina, HI

    Lower Honoapiilani Condo is one of the 56 condos on the property. It is a true hidden gem on the west side of Maui and just minutes from golfing, surfing, snorkeling, hiking, markets and white sand beaches with plenty of activities. Our condo is...

    FREE CANCELLATION

    $242 to $280/night

  22. CONDOMINIUM
    Kona Bali Kai Studio w/ Pool & Spa

    Kona Bali Kai Studio w/ Pool & Spa

    Kailua Kona, HI

    As part of the exclusive Kona Bali Kai Resort, this updated studio features a private balcony. Take a dip in the sparkling shared pool or soak in the spa.A prime location just steps from the popular Banyan Surf Beach; spend sun-filled days...

    Pool Hot Tub
    FREE CANCELLATION

    $110 to $241/night

  23. CONDOMINIUM
    1BR w/ Ocean View Lanai & Pool

    1BR w/ Ocean View Lanai & Pool

    Lahaina, HI

    Welcome to Hale Ono Loa! Relaxation comes easy at this ground-floor 1BR Lahaina condo, featuring a private ocean-view lanai and access to a shared pool.When you stay at Hale Ono Loa, you’ll have access to gas grills and a sundeck offering...

    Pool
    FREE CANCELLATION

    $142 to $275/night

  24. CONDOMINIUM
    Hale Kania Kai at Surf & Racquet 3302

    Hale Kania Kai at Surf & Racquet 3302

    Kailua-Kona,, HI

    The Surf & Racquet Club located just 5 miles South of Kona town is a beautiful condominium complex situated on 16 acres of impeccably landscaped grounds and boasts a large pool, 3 professional tennis courts, covered pavillions, a vollyball court,...

    Pool
    FREE CANCELLATION

    $279 to $401/night

  25. 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 $324/night

  26. 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

  27. 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,...

    Pool
    FREE CANCELLATION

    $206 to $291/night

  28. 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

  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
    FREE CANCELLATION

    $231 to $618/night

  30. 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
    FREE CANCELLATION

    $279 to $401/night