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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. Hale Kamaole #311

    Hale Kamaole #311

    Kihei, HI

    This two bedroom condo without a loft, has a good Ocean and Garden View. Master bedroom has king bed. Down stairs bedroom has king bed. Hide a bed couch in the living room. Spacious kitchen cabinets. Wood and tile floor including lanai no carpet....

    Pool
    FREE CANCELLATION

    $237 to $320/night

  2. Hale Kamaole #156

    Hale Kamaole #156

    Kihei, HI

    Very nice Ocean and Garden View, overlooking tennis court, close to pool and BBQ. Well appointed living room, with couch and two lazy boys providing comfortable viewing of the very large flat screen TV . Bedroom has king bed, dresser and two nights...

    Pool
    FREE CANCELLATION

    $190 to $261/night

  3. Hale Kamaole #130

    Hale Kamaole #130

    Kihei, HI

    Kitchen has lots of beautiful kitchen cabinets. Bathroom has shower and tub enclosure. King bed in bedroom, living room has queen hide-a-bed. Large flat screen in living room, and small flat screen in bedroom. Condo is close to pool and parking....

    Pool
    FREE CANCELLATION

    $190 to $261/night

  4. Kona Makai #2101

    Kona Makai #2101

    Kailua Kona, HI

    Great location! Ground floor 2 bedroom 2 bath unit close to the ocean and pool within the desirable Kona Makai! Enjoy the easy access, and spacious open floor plan this lovely unit offers! Equipped with window A/C in the living room and both...

    Pool

    $178 to $385/night

  5. Pomaikai Place

    Pomaikai Place

    Honolulu, HI

    This boutique Waikiki condo faces the Hilton Hawaiian Village, it is close to bus stops, shopping, restaurants, & beaches. With a beautiful city view, and partial ocean view. Laminate wood flooring with crown molding elevates this home. The...

    Pool

    $125 to $220/night

  6. Hono Kai # B3

    Hono Kai # B3

    Wailuku, HI

    On the southern edge of the isthmus that forms Maui’s Central Valley, lies a thriving yet tranquil community: Ma’alaea, population 352, plus or minus. This intriguing corner of Maui includes a bustling boat harbor offering excursions that range...

    Pool

    $162 to $214/night

  7. Hale Kamaole #144

    Hale Kamaole #144

    Kihei, HI

    This lovely bright condo features an extra window which brings in plenty of light. Tropical style furniture, comfortable queen hide a bed, easy chair with ottoman, and large flat screen TV in living room. Kitchen fully stocked with all new dinner...

    Pool

    $190 to $261/night

  8. Hale Kamaole #218

    Hale Kamaole #218

    Kihei, HI

    Good Ocean View and mountain View. Very updated condo with extra spacious kitchen cabinets. New walk-in shower with remodeled bathroom cabinets. King bed in bedroom and queen hide-a-bed in living room. Rattan bedroom furniture. Comfy furniture in...

    Pool

    $190 to $261/night

  9. Hale Kamaole #266

    Hale Kamaole #266

    Kihei, HI

    Beautiful Ocean & mountain views and just steps away from the family friendly Kamaole Beach III. This top floor condo with two bedrooms and loft, has recently been updated with new carpeting and new paint. Master bedroom has a new king bed,...

    Pool

    $261 to $344/night

  10. Hale Kamaole #273

    Hale Kamaole #273

    Kihei, HI

    Unit 273 a two bedroom with a loft has a Ocean/garden & pool view. Modern style furniture with king bed in master bedroom, 2 twins in downstairs bedroom. Queen hide-a-bed in loft area. Large flat screen in living area. Spacious kitchen cabinets and...

    Pool

    $261 to $344/night

  11. Kanai A Nalu # 407

    Kanai A Nalu # 407

    Wailuku, HI

    On the southern edge of the isthmus that forms Maui’s Central Valley, lies a thriving yet tranquil community: Ma’alaea, population 352, plus or minus. This intriguing corner of Maui includes a bustling boat harbor offering excursions that range...

    Pool

    $202 to $271/night

  12. Kona Alii 701

    Kona Alii 701

    Kailua Kona, HI

    This 2 bedroom 2 bath at Kona Alii is a penthouse unit. Fully equiped to also include a sun deck! Star gaze or get a serious tan! The Ocean Front Lanai looks over the sea wall in down town Kailua Kona. Unit has a full kitchen. Both bedrooms have...

    Pool

    $176 to $221/night

  13. Haleakala Shores #B-201

    Haleakala Shores #B-201

    Kihei, HI

    Haleakala Shores is a four story development located directly across Kihei’s coastal road from popular Kamaole Beach III. Kamaole Beach III offers a large open park area with small play ground and a protected sandy beach which is great for...

    Pool

    $203 to $438/night

  14. Makani A Kai # B3

    Makani A Kai # B3

    Wailuku, HI

    On the southern edge of the isthmus that forms Maui’s Central Valley, lies a thriving yet tranquil community: Ma’alaea, population 352, plus or minus. This intriguing corner of Maui includes a bustling boat harbor offering excursions that range...

    Pool

    $398 to $398/night

  15. Makana Kai

    Makana Kai

    Kailua Kona, HI

    Watch some of the most breathtaking sunsets on this vacation rental's private wooden lanai perched on the water's edge of the beautiful Kona Coast. This 2 bedroom/2 bathroom Hawaiian home is perfect for family and friends as it can house up to 5...

    Pool

    $196 to $616/night

  16. 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

    $393 to $445/night

  17. 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

    $254 to $305/night

  18. Keauhou Surf & Racquet 3201

    Keauhou Surf & Racquet 3201

    Kailua Kona, HI

    Beautiful and very ocean front 2 bedroom 2 bath condo located on the second floor of the Keauhou Surf and Racquet Club! Open floor plan offers lots of space, upgraded amenities and it comes fully stocked with everything to make your Hawaii vacation...

    Pool

    $196 to $568/night

  19. Hale Kamaole #107

    Hale Kamaole #107

    Kihei, HI

    Great Garden View, located close to the pool & office. A brand new kitchen was installed with beautiful granite countertops in 2015. Two lazy boy recliners & comfortable rattan couch with queen hide-a-bed in living room. Bathroom has a tub & shower...

    Pool

    $190 to $261/night

  20. Kanaloa At Kona 1102

    Kanaloa At Kona 1102

    Kailua Kona, HI

    Kanaloa at Kona Resort is an oceanfront resort with 17 acres of tropical landscaping. Surrounded by the Kona Country Club and dramatic coastline. You'll never tire of walking out to see those spectacular Kona Sunsets. Guest can enjoy the heat...

    $206 to $525/night

  21. Kamaole Sands 10-410

    Kamaole Sands 10-410

    KIHEI, HI

    Enjoy ocean views from this fourth floor, two bedroom condo. This unit sleeps up to six (6) people with a King Bed with a Simmons Beauty Rest mattress in the master bedroom loft, two twins that can convert into a King in the second bedroom and a...

    Pool

    $390 to $482/night

  22. Kona Makai 6301

    Kona Makai 6301

    Kailua Kona, HI

    One of the best ocean front locations along the Kona Coast; top level corner unit with panoramic ocean views. These oceanfront units are the most prized units in the complex.Completely remodeled 2 bedroom, 2 bath condo with an amazing wrap around...

    Pool

    $278 to $355/night

  23. Hale Ko'aniani (Sea Village 4107)

    Hale Ko'aniani (Sea Village 4107)

    Kailua-Kona, HI

    This unit sets the stage for casual vacation fun! Two bedrooms, two bath condo sleeps 4 comfortably. This truly oceanfront unit features a bright and cheery atmosphere. Cook dinner while watching the Pacific! Beautiful wood flooring throughout...

    Pool

    $175 to $227/night

  24. Kona Alii 302

    Kona Alii 302

    Kailua-Kona, HI

    The Kona Alii complex is situated in one of the best locations on Alii drive, directly across the street from the Pacific Ocean! This upgraded 1 bedroom 2 bath unit is located on the third floor with spectacular direct ocean views. Relax with a...

    Pool

    $187 to $227/night

  25. Hale Kamaole #308

    Hale Kamaole #308

    Kihei, HI

    Fantastic ocean & mountain view in this Maui Vacation Rental. New Carpet and down tile shower installed in 2014. Master bedroom and loft area have queen beds. Downstairs bedroom has two twins. Queen hide-a-bed in the living room, along with 2...

    Pool

    $261 to $344/night

  26. Sands Of Kahana 384

    Sands Of Kahana 384

    Kahana, HI

    Enjoy all that a Hawaiian Paradise has to offer. This large, air-conditioned oceanfront penthouse features 2,700 square feet of living space with panoramic views of the ocean and neighboring Hawaiian Islands, Lanai and Molokai. Relax with family and...

    Pool Hot Tub

    $699 to $699/night

  27. Whaler at Kaanapali Beach 514

    Whaler at Kaanapali Beach 514

    Lahaina, HI

    Completely Renovated and well-appointed Studio, Ocean view condo. Attention to detail and fine finishes make this condo a great choice. Wake up to ocean views from the comfort of your king bed or enjoy your morning coffee on the lanai over-looking...

    Pool Hot Tub

    $431 to $587/night

  28. Island Colony Condo 3715

    Island Colony Condo 3715

    Honolulu, HI

    Island Colony is located in the heart of Waikiki. It is close to everything; world famous Waikiki beach, world class shopping, romantic dining and dancing. We offer a wide variety of units within this property: studios with kitchenettes; one...

    Pool

    $135 to $159/night

  29. Kamaole Sands 10-110

    Kamaole Sands 10-110

    KIHEI, HI

    Recently Remodeled Ocean view condo located on the Ground Floor at the Kamaole Sands. This One bedroom, Two Bath condo has a Queen bed in bedroom and a pull out Sofa Bed in the living room allowing this unit to sleep up to four people. Upgrades in...

    Pool

    $317 to $359/night

  30. Kolea 14F

    Kolea 14F

    Waikoloa Village, HI

    Kolea 14F is nestled along tranquil blue waters and soft sand beaches of Anaeho'omalu Bay (A-BAY). Ideal for families or for individuals who enjoy gracious, exclusive vacation residences, Kolea Villas offers luxurious accommodations for discerning...

    Pool

    $270 to $826/night