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
    Valley Isle 110

    Valley Isle 110

    Lahaina, HI

    ~Book today and Fall in LOVE with 110 Valley iIsle The"Aloha House" You will feel like you have gone back in time to the true Hawaiian experience in this condo just STEPS from the water's edge! 110 Valley Isle Welcomes you with so much Some of the...

    Pool
    FREE CANCELLATION

    $235 to $312/night

  2. CONDOMINIUM
    Aina Nalu C 203

    Aina Nalu C 203

    lahaina, HI

    AINA NALU C-203 Welcomes you with Aloha... This unique condo in the heart of Old Lahaina Town is a perfect vacation spot! C-203 was completely remodeled with the touch of ALOHA in 2016. Included in our fabulous price are many owner-supplied extras...

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $371/night

  3. CONDOMINIUM
    PentHouse 701

    PentHouse 701

    Lahaina, HI

    Kahana Manor Penthouse~ Experience "roof top" living at this unique rental. This space is like no other on Maui~ Our Penthouse sits atop the Kahana Manor with a floor of it's Across the street from the ocean and above the small town of Kahana you...

    Pool
    FREE CANCELLATION

    $228 to $370/night

  4. CONDOMINIUM
    Kahana Sunset C 3

    Kahana Sunset C 3

    Lahaina, HI

    The Kahana Sunset Welcomes you with This unique condo is a beachfront property on the world famous West Coast of Maui between Kaanapali and Kapalua. C-3 was completely remodeled with loads of ALOHA in 2017. Included in our fabulous price are many...

    Pool
    FREE CANCELLATION

    $287 to $406/night

  5. CONDOMINIUM
    Hula Hideaway-303

    Hula Hideaway-303

    Lahaina, HI

    ~Book today and Fall in LOVE with "THE HULA HIDEAWAY" You will feel like you have gone back in time to the true Hawaiian experience in this condo just 10 FT from the water's edge! 303 Hula Hideaway Welcomes you with so much Some of the many...

    Pool
    FREE CANCELLATION

    $241 to $282/night

  6. CONDOMINIUM
    Honua Kai 210

    Honua Kai 210

    Lahaina, HI

    Come stay in our amazing Honua Kai Suite, new new sofa, new furniture and a new 49" Sam Sung ultra high DEF 4 K TV... Our beautiful one bedroom home, located on the 2nd floor of the newer, Konea building, is one of the larger 1 bedroom units at...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $401/night

  7. CONDOMINIUM
    Honua Kai 508

    Honua Kai 508

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 508 Welcomes you... This spacious one bedroom one bath plus den can accommodate up to six (6) guests … Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $608/night

  8. CONDOMINIUM
    Honua Kai 224

    Honua Kai 224

    Lahaina, HI

    This luxury Honua Kai one bedroom located in the 'Konea Tower' features everything you need to make your Hawaiian vacation truly enjoyable! We provide you with those extra amenities that make a difference, including comfortable beach chairs, beach...

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $401/night

  9. 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

  10. CONDOMINIUM
    Waipouli Beach Resort E106

    Waipouli Beach Resort E106

    Kapaa, HI

    New Listing! Beautiful Luxury Inner Courtyard Garden View, One bedroom, Two bath Condominium at the Beachfront Waipouli Beach Resort on Kauai. This Beautiful Luxury Condominium features luxury furnishings for your comfort by International interior...

    Pool
    FREE CANCELLATION

    $271 to $428/night

  11. HOUSE
    Hale Kohola

    Hale Kohola

    Hilo, HI

    Hale Kohola “The House of the Whale” is situated on 3 acres in an ideal location on the Kohala Coast, with panoramic views of the ocean and coastline. The master bedroom has a stunning ocean view that you can enjoy by just lifting your head off...

    FREE CANCELLATION

    $347 to $466/night

  12. CONDOMINIUM
    Hoyochi Nikko #202

    Hoyochi Nikko #202

    Lahaina, HI

    Hoyochi Nikko 202 is a two bedroom unit boasts a master bedroom on the main level with a king-size bed and a spiral staircase that leads you to a large lofted second bedroom with a queen-size bed. It sleeps 4 guests comfortably. This unit is...

    Pool
    FREE CANCELLATION

    $240 to $274/night

  13. 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 everything...

    Pool
    FREE CANCELLATION

    $178 to $296/night

  14. VILLA
    Kapalua Bay Villa 21g5 Gold Beach Front

    Kapalua Bay Villa 21g5 Gold Beach Front

    kapalua, HI

    Located in the most desirable area of the resort, (building 21), this beach front villa is just steps from the white sand beach of Oneloa Bay, and a short walk to Kapalua Bay, this little jewel offers expansive ocean views from every room! As you...

    Pool

    $625 to $844/night

  15. HOUSE
    Newly Remodeled Kailua Gem- Walk to Beach

    Newly Remodeled Kailua Gem- Walk to Beach

    Kailua, HI

    Just an 11-minute walk from the brilliant blue waters of the Pacific Ocean, this spacious 5BR/3BA home has recently undergone a massive remodel. Inside, you’ll find elegant tile floors, modern appliances, new furnishings, and stylish decor....

    FREE CANCELLATION

    $631 to $1,321/night

  16. APARTMENT
    67-011 Kaimanu Place Apartment

    67-011 Kaimanu Place Apartment

    Waialua, HI

    Located in Oahu’s North Shore, this oceanfront 1BR apartment offers a lush tropical oasis. Highlights include Balinese wood accents, craftsman details, and custom flooring. Walk through the backyard and enjoy immediate private access to Waialua...

    FREE CANCELLATION

    $414 to $615/night

  17. 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

    $186 to $331/night

  18. 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

  19. 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

  20. 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

  21. CONDOMINIUM
    Hoyochi Nikko #102

    Hoyochi Nikko #102

    Lahaina, HI

    Large one bedroom, custom tile throughout, glass block shower, new appliances and new cabinetry all make for a beautiful unit that flows from the living room onto the lanai and oceanfront garden area. King size bed allows total comfort. The lanai...

    Pool
    FREE CANCELLATION

    $240 to $308/night

  22. CONDOMINIUM
    Tropical Breeze

    Tropical Breeze

    Waikoloa, HI

    Never forget you’re in paradise, not even for a moment at this 2-bedroom, 2-bath vacation condo in the prestigious Hali’i Kai at Waikoloa Beach Resort. Fill your utopian vacation with walks along Waikoloa Beach, ocean-view golf, rejuvenating...

    Pool Hot Tub

    $238 to $478/night

  23. 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

  24. 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

  25. 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

  26. 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

  27. CONDOMINIUM
    Valley Isle #1104

    Valley Isle #1104

    Lahaina, HI

    Perched on the 11th floor of the beautiful, lush, ocean-front Valley Isle Resort, this 1-Bedroom/1-Bath condo boasts panoramic views of the ocean and the islands of Molokai'i and Lana'i. The best sunsets you can imagine. Whale-watching at its best....

    Pool
    FREE CANCELLATION

    $195 to $291/night

  28. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club#7-102 "Honu Hale"

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Ha...

    Kailua Kona, HI

    Honu Hale (turtle house) is our dream come true and could be your dream vacation home when you stay with us. Located in a prime area at the gated Keauhou Kona Surf and Racquet Club, this first floor 2 BD, 2 BA is spacious and recently decorated to...

    Pool
    FREE CANCELLATION

    $197 to $292/night

  29. 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

  30. 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

    $177 to $373/night