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
    077 West Turtle Bay Condo

    077 West Turtle Bay Condo

    Kahuku, HI

    Ground Floor Unit. Light, bright, updated end unit-on first fairway. Two flat screen TVs. Maple kitchen. Tile floors. King bed. A/C in bedroom. DVD player, WIFI, computer desk. Enjoy beautiful sunsets from the lanai. 5 night minimum stay. Shower...

    Pool
    FREE CANCELLATION

    $191 to $237/night

  2. CONDOMINIUM
    1 Bedroom Corner Oceanfront 308

    1 Bedroom Corner Oceanfront 308

    Kaanapali, HI

    One Bedroom Corner - King Bed, NO sofa bed, Flat screen TV - hardwood floors; Livingroom is tiled in white. This condo will accommodate a maximum of two people. The unit has a fabulous panoramic view of the beach below and the neighboring islands....

    Pool Hot Tub
    FREE CANCELLATION

    $351 to $423/night

  3. CONDOMINIUM
    1 Bedroom Corner Oceanfront 701

    1 Bedroom Corner Oceanfront 701

    Kaanapali, HI

    Our One Bedroom Corner unit is spacious and well-appointed with a King Bed in the bedroom and a Queen sofa bed in the living room. There is seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and...

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  4. CONDOMINIUM
    1 Bedroom Corner Oceanfront 808

    1 Bedroom Corner Oceanfront 808

    Lahaina, HI

    Maui Kai unit #808 is a one Bedroom Corner - King bed; Flat screen TV; queen sofa sleeper; TV in bedroom. Beautiful one bedroom corner condo. The beach front location with its view of the ocean from our eighth floor lanai is very much like a cruise...

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  5. CONDOMINIUM
    1 Bedroom Corner Oceanfront 908

    1 Bedroom Corner Oceanfront 908

    Kaanapali, HI

    This beautiful One Bedroom Corner unit was recently renovated and has a breathtaking view! Featuring a King Bed, Queen Sofa Sleeper, full kitchen, all done in the warm island style. Wake up and have breakfast on your spacious open lanai while you...

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  6. CONDOMINIUM
    1 Bedroom Oceanfront 404

    1 Bedroom Oceanfront 404

    Kaanapali, HI

    One Bedroom - Flat screen TV ; King bed, 2 Twins on lanai. (No Sofa Bed) This unit located on the Kaanapali Beach less than one mile from the Kapalua West Maui Airport. This unit features an heated outdoor pool, a jacuzzi and free Wi-Fi. It...

    Pool
    FREE CANCELLATION

    $341 to $413/night

  7. CONDOMINIUM
    1 Bedroom Oceanfront 604

    1 Bedroom Oceanfront 604

    Lahaina, HI

    This is a beautiful one bedroom sixth floor unit, with expansive views of Molokai and Lanai. Decorated luxuriously with beige tile in the entryway, kitchen and bath, a french curve divides these areas from the front room, the colors emanate a...

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  8. CONDOMINIUM
    1 Bedroom Oceanfront 804

    1 Bedroom Oceanfront 804

    Lahaina, HI

    Our One Bedroom unit is spacious and well-appointed with a King Bed in the bedroom. This condo will accommodate only two persons as there is no sofa bed. You will find seating arrangements for relaxing and dining, and there is plenty of space to...

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  9. CONDOMINIUM
    101 Punahoa Condominium

    101 Punahoa Condominium

    Kihei, HI

    Oceanfront studio! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. Our studios feature a real pull down Queen...

    $114 to $287/night

  10. CABIN
    1075 Nanihoku Pl Cabin

    1075 Nanihoku Pl Cabin

    Haiku, HI

    Located in the lush rainforest in the upcountry of Haiku, this unique and luxurious 2BR Asian-style bamboo bungalow includes a private hot tub and a shared freshwater pool. Boasting a custom eco-design, this rental features 1,800 sq ft of covered...

    Pool Hot Tub
    FREE CANCELLATION

    $329 to $677/night

  11. TOWNHOUSE
    1085E Ko Olina Kai Townhome

    1085E Ko Olina Kai Townhome

    Kapolei, HI

    Lovely, developer upgraded unit overlooking the greenbelt close to the tropical pool area. You will feel like you are truly in paradise, when you relax in this tropical home. The home features rich wood cabinets, granite counters, all stainless...

    Pool Hot Tub
  12. CONDOMINIUM
    126 West Kuilima Dr Condo

    126 West Kuilima Dr Condo

    Kahuku, HI

    Cozy studio with loft condo. Recently remodeled full kitchen. A/C in the living room. TV with DVD. 10 minute walk from the hotel and the public beach. No WiFi. Why pay more? Welcome to Kuilima Estates, the condo property located on the grounds of...

    Pool
    FREE CANCELLATION

    $127 to $149/night

  13. HOUSE
    1332 Mokolea Dr Home

    1332 Mokolea Dr Home

    Kailua, HI

    Located in the upscale neighborhood of Lanikai, this 3BR/2BA ocean tree house is strolling distance to Lanikai Beach — regarded as one of the world's most beautiful top beaches, with its flour-soft white sands, cooling ocean breezes, and pristine...

    FREE CANCELLATION

    $488 to $803/night

  14. CONDOMINIUM
    150 Puukolii Condo Unit 16

    150 Puukolii Condo Unit 16

    Lahaina, HI

    Property Overview  Overlooking both Lanai and Molokai, this 3BR/2.5BA condo offers the ultimate tropical getaway. Enjoy al fresco meals paired with ocean views on the private lanai or recline on lounge chairs with a refreshing beverage. Ensuring...

    Pool
    FREE CANCELLATION

    $187 to $592/night

  15. CONDOMINIUM
    155 Wailea Ike Pl Condo Unit 123

    155 Wailea Ike Pl Condo Unit 123

    Kihei, HI

    Property Overview Situated in an exclusive gated enclave, this 3BR/2BA condo boasts $100,000 of recent upgrades. Enjoy a prime location, just seven minutes from some of the island’s best beaches. Spend days snorkeling the clear waters, or simply...

    Pool
    FREE CANCELLATION

    $260 to $772/night

  16. CONDOMINIUM
    19th Hole Turtle Bay Condo

    19th Hole Turtle Bay Condo

    Kahuku, HI

    Comfy ground floor end unit. A/C in the bedroom. Screened-in lanai with table and chairs. TV has VCR. WiFi Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two...

    Pool
    FREE CANCELLATION

    $161 to $177/night

  17. COTTAGE
    2 Charming Cottages on the Ocean

    2 Charming Cottages on the Ocean

    Kamuela, HI

    Offering an idyllic oceanfront setting in the town of Puako, this rental sleeps up to six guests between the 1BR cottage and a separate studio. Perfect for groups seeking extra privacy, this charming seaside compound boasts unobstructed views of the...

    FREE CANCELLATION

    $526 to $1,515/night

  18. CONDOMINIUM
    201 Punahoa Condominium

    201 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $144 to $382/night

  19. CONDOMINIUM
    203 Punahoa Condominium

    203 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $144 to $382/night

  20. CONDOMINIUM
    204 Punahoa Condominium

    204 Punahoa Condominium

    Kihei, HI

    Oceanfront studio! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. Our studios feature a real pull down Queen...

    $114 to $287/night

  21. CONDOMINIUM
    205 Punahoa Condominium

    205 Punahoa Condominium

    Kihei, HI

    2 Bedroom Corner unit on the ocean! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are...

    $202 to $400/night

  22. COTTAGE
    22 Puako Beach Drive Cottage

    22 Puako Beach Drive Cottage

    Kamuela, HI

    Immerse yourself in island life at this unique 1BR oceanfront cottage. Surrounded by lush coconut palms, your rental provides unparalleled access to the turquoise water of Puako Bay and incredible ocean views from the bedroom and living area. Spend...

    FREE CANCELLATION

    $403 to $1,196/night

  23. CONDOMINIUM
    2385 S Kihei Road Condo Unit 410

    2385 S Kihei Road Condo Unit 410

    Kihei, HI

    Discover the meaning of true relaxation at this fourth-floor 2BR/2BA Kamaole Beach Royale Resort condo. Your spacious island getaway boasts incredible indoor/outdoor living space with an ocean-view lanai, as well as upscale finishes including...

    Pool
    FREE CANCELLATION

    $165 to $356/night

  24. CONDOMINIUM
    2737 S Kihei Rd Condo Unit # 4-230

    2737 S Kihei Rd Condo Unit # 4-230

    Kihei, HI

    Property Overview Situated directly across from famous Kamaole Beach III, this charming 1BR condo affords a peek-a-boo ocean view and the perfect Maui location - walking distance to excellent restaurants and a short drive to more fantastic dining...

    Pool
    FREE CANCELLATION

    $112 to $364/night

  25. CONDOMINIUM
    2960 S Kihei Rd Condo Unit 207

    2960 S Kihei Rd Condo Unit 207

    Kihei, HI

    Perched on one of Maui’s most picturesque beaches, this 2BR/2BA condo is the closet unit to the shore. With direct beach access and an oceanfront pool, you’ll be soaking up sunshine in no time. Cooled by ocean breezes and ceiling fans...

    Pool
    FREE CANCELLATION

    $314 to $746/night

  26. CONDOMINIUM
    2BD Hainoa Villa (2901B) at Four Seasons Resort Hualalai

    2BD Hainoa Villa (2901B) at Four Seasons Resort Hualalai...

    Kailua Kona, HI

    An upstairs residence at Four Seasons Resort Hualalai, 2901B offers the ultimate in Big Island luxury. With amazing ocean and sunset views, central air conditioning, stylish décor, and use of a golf cart included in every rental, this villa...

    Pool

    $720 to $2,118/night

  27. CONDOMINIUM
    301 Punahoa Condominium

    301 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $144 to $382/night

  28. CONDOMINIUM
    302 Punahoa Condominium

    302 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 bedroom condo! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $144 to $382/night

  29. CONDOMINIUM
    303 Punahoa Condominium

    303 Punahoa Condominium

    Kihei, HI

    Oceanfront 1 Bedroom unit! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. "All Units Are Non-smoking"...

    $144 to $382/night

  30. CONDOMINIUM
    304 Punahoa Condominium

    304 Punahoa Condominium

    Kihei, HI

    Oceanfront studio! Since all Punahoa Beach condos are individually owned, each is decorated in its own island-style and all have an ocean front lanai perfect for your own outdoor dining above the Pacific. Our studios feature a real pull down Queen...

    $114 to $287/night