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
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    HoloHolo Ku is the most charming neighborhood. It's like living in a storybook with huge ranch lands, horses and the view of beautiful Mauna Kea. Walk to town and walk to one of the most famous farmer's markets in Waimea. Minimum 30 Day Rental The...

    FREE CANCELLATION

    $193 to $255/night

  2. CONDOMINIUM
    Kuhio Village Condominium 502A

    Kuhio Village Condominium 502A

    Honolulu, HI

    Newly Remodeled/Listed! New Listing! Tranquility in Waikiki...newly remodeled unit has all you need in Waikiki and just 2 short blocks from the beach! Within our Clean private unit, our guests will enjoy:• Queen bed to comfortably sleep two, with...

    FREE CANCELLATION

    $111 to $563/night

  3. CONDOMINIUM
    Kuhio Village Condominium 505A

    Kuhio Village Condominium 505A

    Honolulu, HI

    This nice private apartment is located just two short blocks from the beach. Queen bed, free WIFI and kitchenette are featured. Located just two short blocks from the beach, shopping and restaurants surround the property. Within our clean private...

    FREE CANCELLATION

    $111 to $563/night

  4. APARTMENT
    Waikiki Banyan 2206B

    Waikiki Banyan 2206B

    Honolulu, HI

    Large one bedroom Apartment has nice peeks of the Ocean & Diamond Head views from balcony, bedroom & living room. FREE PARKING for one vehicle with this unit, Pool, BBQ and other perks on site makes this a great singles, couples and family...

    Pool
    FREE CANCELLATION

    $208 to $731/night

  5. CONDOMINIUM
    Kuhio Village Condominium 1002A

    Kuhio Village Condominium 1002A

    Honolulu, HI

    This jewel by the sea has it all! From tranquil ocean views and tropical breezes, your Hawaiian vacation starts here! Located just two short blocks from the shoreline, this private unit features a queen sized bed, kitchenette and balcony. Within...

    FREE CANCELLATION

    $124 to $596/night

  6. CONDOMINIUM
    Kuhio Village Condominium 1201A

    Kuhio Village Condominium 1201A

    Honolulu, HI

    This rare top floor 1 bedroom apartment jewel is located in the heart of Waikiki. With a large balcony which faces and has ocean views, soaking up the sun and enjoying tropical breezes during the day. This will be your private Tropical entertainment...

    FREE CANCELLATION

    $146 to $619/night

  7. CONDOMINIUM
    Kuhio Village Condominium 1005A

    Kuhio Village Condominium 1005A

    Honolulu, HI

    Located just two short blocks from the shoreline, this unit features a comfy queen sized bed, free wifi, a kitchenette, private bathroom and a private covered balcony from which you are able to enjoy mountain views and tropical breezes. Within our...

    FREE CANCELLATION

    $111 to $563/night

  8. APARTMENT
    Kahana Reef 201

    Kahana Reef 201

    Lahaina, HI

    Whales and dolphins frolic in our clear, warm water and you can watch surfers, windsurfers, and kite surfers playing in our waves. The occasional sea turtle (Honu) pops his head up for a quick peek at our visitors. Snorkeling and kayaking are also a...

    Pool
    FREE CANCELLATION

    $169/night

  9. CONDOMINIUM
    Kaleialoha 406

    Kaleialoha 406

    Lahaina, HI

    A direct Beach/Oceanfront condo with an amazing view. Beach and ocean access for swimming, snorkeling, whale watching and relaxing in the sun. You can't get closer to the ocean than this unless you're on a boat. Watch the whales December through...

    Pool
    FREE CANCELLATION

    $194 to $331/night

  10. CONDOMINIUM
    Eldorado J109

    Eldorado J109

    Lahaina, HI

    The weather is ideal in Maui year round. MAUI ELDORADO HAS THE ONLY PRIVATE BEACH CABANA ON KAANAPALI BEACH FOR MAUI ELDORADO GUESTS ONLY. Experience Maui Eldorado in the Heart of Kaanapali - an affordable vacation in paradise. Maui Eldorado is...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $299/night

  11. CONDOMINIUM
    Kaanapali Shores 527

    Kaanapali Shores 527

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 527 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $781/night

  12. CONDOMINIUM
    Hale Ono Loa 109

    Hale Ono Loa 109

    Lahaina, HI

    Our ground floor "Beach House" is uniquely situated on waters edge! Comfortably furnished in an uncluttered "island style," the master bedroom has a King bed with new Sealey Posturepedic firm mattress. The guest bedroom has new queen bed. The...

    Pool
    FREE CANCELLATION

    $319 to $686/night

  13. CONDOMINIUM
    Kaanapali Shores 515

    Kaanapali Shores 515

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 515 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $781/night

  14. CONDOMINIUM
    Kaanapali Shores 613

    Kaanapali Shores 613

    Lahaina, HI

    Relax on our 6th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 613 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $781/night

  15. HOUSE
    Junior Suite Oceanfront #702

    Junior Suite Oceanfront #702

    Lahaina, HI

    This Studio Unit offers a Magnificent ocean view; with the Islands of Lanai and Molokai off in the distance. The living area features a Queen sized bed in a tranquil earth-tone setting. The Sofa has a hidden pull-out bed for the occasional guest....

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  16. HOUSE
    1 Bedroom Oceanfront #604

    1 Bedroom Oceanfront #604

    Lahaina, HI

    Maui Kai #604. One Bedroom- Flat screen TV, King Bed, Queen sofabed; TV in bedroom. 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...

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  17. HOUSE
    Junior Suite Oceanfront #707

    Junior Suite Oceanfront #707

    Kaanapali, HI

    Our 7th floor Junior Suite is spacious and well-appointed with a Queen Bed; as well as a queen sofa sleeper for the occasional guest. There are seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and...

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $309/night

  18. HOUSE
    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 ocean front location with its view of the water from our eighth floor lanai is very much like a cruise...

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  19. HOUSE
    Junior Suite Oceanfront #303

    Junior Suite Oceanfront #303

    Lahaina, HI

    Jr. Suite - Bright and Easy Island Style. Queen bed (no sofa bed), tiled entryway, Flat Screen TV, light furnishings throughout. Put away your groceries and make yourself at home. Enjoy your private lanai with your favorite beverage. Watch the...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  20. HOUSE
    Junior Suite Oceanfront #706

    Junior Suite Oceanfront #706

    Kaanapali, HI

    Our Junior Suite is spacious and well-appointed with a Queen Bed; as well as a sofa bed for the occasional guest. There are seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  21. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    'Kona Bubbles' is a absolute spectacular property that Knutson & Associates is extremely proud to be newly representing as of November 2018. A gorgeous home in gated Meilani View Estates with ocean views just above Kailua Kona. Recently finished in...

    Pool
    FREE CANCELLATION

    $1,320 to $1,395/night

  22. CONDOMINIUM
    Colony Villas at Waikoloa Beach Resort #2204

    Colony Villas at Waikoloa Beach Resort #2204

    Waikoloa, HI

    Aloha and welcome to our Big Island getaway. Our Villa was purchased in March of 2011 and is a part of the Waikoloa Colony Villas located within the exclusive Waikoloa Beach Resort. Located just eighteen miles north of the Kona Airport, this...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $464/night

  23. CONDOMINIUM
    Hale Ka Wailele Malu Ko Olina Beach Villa (O226)

    Hale Ka Wailele Malu Ko Olina Beach Villa (O226)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $717 to $1,668/night

  24. CONDOMINIUM
    Hale Moana Ko Olina Beach Villa (B305)

    Hale Moana Ko Olina Beach Villa (B305)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $508 to $1,268/night

  25. CONDOMINIUM
    Hale Alii Ko Olina Beach Villa (O924)

    Hale Alii Ko Olina Beach Villa (O924)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $485 to $1,204/night

  26. CONDOMINIUM
    Hale Lanikai Ko Olina Beach Villa (O1104)

    Hale Lanikai Ko Olina Beach Villa (O1104)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR If the calendar shows as available, the property is not reserved and can...

    Pool Hot Tub

    $508 to $1,384/night

  27. CONDOMINIUM
    Hale Papakea Ko Olina Beach Villa (B110)

    Hale Papakea Ko Olina Beach Villa (B110)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $926 to $2,016/night

  28. CONDOMINIUM
    Hale Ono Loa 205

    Hale Ono Loa 205

    Lahaina, HI

    Best Deal for oceanfront 1 bedroom condo newly remodeled island decor in tropical quiet and private setting at HALE ONO LOA. Look straight out from this condo and large private lanai at a sparkling ocean and the island of LANAI! Close to...

    Pool
    FREE CANCELLATION

    $144 to $274/night

  29. VILLA
    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua, HI

    The name 'Kapa' 'lua' means above waters edge. This ocean front beauty is uniquely perched above the waters edge along the most desirable stretch of Maui coastline just steps from the sand. Quiet coves make for excellent snorkeling and swimming,...

    Pool

    $625 to $844/night

  30. CONDOMINIUM
    Kona Makai 4104

    Kona Makai 4104

    Kailua Kona, HI

    Kona Makai is an oceanfront condominium complex of about 100 one and two bedroom units located one mile from the beautiful town of Kailua-Kona. This completely remodeled condo is open, airy and modern with amazing ocean views. Amenities include an...

    Pool Hot Tub

    $134 to $222/night