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
    Deep Blue Turtle Bay Condo

    Deep Blue Turtle Bay Condo

    Kahuku, HI

    Nice, partially upgraded upstairs condo with air conditioning in the bedroom. WiFi. Golf course view. Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully...

    Pool
    FREE CANCELLATION

    $229 to $266/night

  2. CONDOMINIUM
    Hoyochi Nikko #109

    Hoyochi Nikko #109

    Lahaina, HI

    One bedroom condo located in beautiful west Maui. For those wishing additional solitude, this is an end unit with a new queen bed and bedroom air conditioning. All units are fully equipped with Cable TV, DVD, CD player, washer/dryer, and...

    Pool
    FREE CANCELLATION

    $201 to $296/night

  3. CONDOMINIUM
    Kuleana #305

    Kuleana #305

    Lahaina, HI

    Book today to see this beautiful Kuleana Unit 305. This one bed/one bath unit was very tastefully renovated just last year and it looks amazing. From new porcelain travertino tile flooring throughout, tumbled travertine shower floor, Moen fixtures...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  4. CONDOMINIUM
    Plantation 1111

    Plantation 1111

    Princeville, HI

    This new Plantation at Princeville located on the north shore is perfect for a family. This 2 bedroom (king and 2 twins plus a queen sofa sleeper) 2 bath ground floor condo is decorated with Hawaiian Plantation style furnishings and has a fully...

    Pool Hot Tub

    $241 to $271/night

  5. VILLA
    Golf Villa 15P78 Gold Ocean View

    Golf Villa 15P78 Gold Ocean View

    Lahaina, HI

    If you enjoy the serene and tranquil feel of the Golf Villas but want to be close to the beach, you will be delighted with this little gem. It is the best of both worlds! Just steps from 3 gorgeous pools and a short walk to 4 world class beaches and...

    Pool

    $344 to $719/night

  6. CONDOMINIUM
    On The Green Turtle Bay Condo

    On The Green Turtle Bay Condo

    Kahuku, HI

    Air conditioning in the living room. Screened-in lanai with table and 4 chairs. TV in living room with 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

    $199 to $225/night

  7. CONDOMINIUM
    Hale Kamaole #127

    Hale Kamaole #127

    kihei, HI

    Ultra modern condo has been completely remodeled. Kitchen has beautiful wood cabinets with granite counter tops. Granite top is used as a dining set with tall comfortable rattan chairs, and storage underneath. Bathroom has walk-in tile shower....

    Pool
    FREE CANCELLATION

    $196 to $281/night

  8. CONDOMINIUM
    Kamaole Sands #7-304

    Kamaole Sands #7-304

    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

    $173 to $365/night

  9. CONDOMINIUM
    Kamaole Sands #8-208

    Kamaole Sands #8-208

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III.  A 2 minute walk from the beach park and a 2 minute drive to Shops at Wailea, golf courses and dining makes Kamaole Sands a great 'destination'...

    Pool
    FREE CANCELLATION

    $174 to $289/night

  10. CONDOMINIUM
    L Honoapiilani Condo #120990

    L Honoapiilani Condo #120990

    Lahaina, HI

    Your Maui vacation can be enjoyed in one of our beachfront one-or-two bedroom condos which come fully furnished and equipped for your vacation. L Honoapiilani Condo #120990 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $173 to $261/night

  11. HOUSE
    Sands Of Kahana 356

    Sands Of Kahana 356

    Kahana, HI

    Grasp the beautiful sunsets and rainbows from this very spacious three bedroom condominium This unit is one of the few 3 bedroom units at the Sands of Kahana that has air conditioning. Ocean views and vivid rainbow skies are visible from every...

    Pool Hot Tub

    $501 to $557/night

  12. CONDOMINIUM
    B-708: Hale Leilani Ko Olina Beach Villa

    B-708: Hale Leilani Ko Olina Beach Villa

    Kapolei, HI

    This 2bd, 2ba luxury oceanfront villa sleeps 4-6 and is located steps away from the pristine and relaxing beaches, lagoons, pools and jacuzzis. Close to shops, dining, golf and a variety of outdoor activities. Why ko olina? If you haven't been to...

    Pool

    $508 to $1,384/night

  13. CONDOMINIUM
    Alea Kahuku Turtle Bay Condo

    Alea Kahuku Turtle Bay Condo

    Kahuku, HI

    Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf courses, and are the only condos on the North Shore. This is a great place to relax,...

    Pool
    FREE CANCELLATION

    $274 to $312/night

  14. CONDOMINIUM
    Kona Makai 1-204

    Kona Makai 1-204

    Kailua Kona, HI

    This 2 bedroom 2 bath condo has everything you need to relax in paradise! Enjoy ocean views and gorgeous kona sunsets from your private lanai. The well appointed kitchen is fully equipped to comfortably prepare meals/drinks and the spacious living...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $389/night

  15. CONDOMINIUM
    Grand Champion 124

    Grand Champion 124

    Kihei, HI

    This completely remodeled 3 bedroom and 2 bath second-floor condo is the perfect place for your next family vacation. Your private oasis awaits you in the Master suite. It has a plush Queen sized bed and flat screen TV. Start your day the perfect...

    Pool
    FREE CANCELLATION

    $444 to $1,685/night

  16. CONDOMINIUM
    Kamaole Sands 03-407

    Kamaole Sands 03-407

    Kihei, HI

    Large two bedroom loft, Garden view Condo. Feel right at home in this spacious condo overlooking the pool and beautifully manicured green way. There is a King bed in the loft bedroom, two twins in the second bedroom, and a sofa bed in the living...

    Pool
    FREE CANCELLATION

    $379 to $482/night

  17. CONDOMINIUM
    Maui Kamaole b-107

    Maui Kamaole b-107

    KIHEI, HI

    This Property does NOT accept Promo Codes - Please do not Book this property if you are using a discount or promotional code. Beautifully upgraded and renovated one bedroom condo. Renovated Kitchen and Bathrooms and new furniture throughout. Sleeps...

    Pool Hot Tub
    FREE CANCELLATION

    $313 to $411/night

  18. HOUSE
    Kahana Sunset D2D

    Kahana Sunset D2D

    kahana, HI

    This is an original Kahana Sunset unit with an oceanview. It has a TV, dvd, vhs player & CD player, along with free internet access, and a wine cabinet. This unit is just a few steps to the pool and a short walk to the beach!Kahana Sunset sits on...

    Pool

    $186 to $214/night

  19. CONDOMINIUM
    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
    FREE CANCELLATION

    $402 to $506/night

  20. VILLA
    Ridge 1214 Gold Ocean View

    Ridge 1214 Gold Ocean View

    Kapalua, HI

    This luxurious retreat will spoil you forever. You’ll feel like you’re on top of the world as you take in spectacular views of the Pacific Ocean and the lush green landscape that surrounds you. You’ll feel your last care melt away as the warm...

    Pool

    $494 to $856/night

  21. HOUSE
    Sands Of Kahana 344

    Sands Of Kahana 344

    Kahana, HI

    Whether you're snorkeling with the sea turtles, whale watching in the winter, surfing, boogey boarding or just kicking back on the lanai to enjoy a rainbow, it just doesn't get any better than this 2 bedroom, 2 bathroom unit at Sands of Kahana. This...

    Pool Hot Tub

    $332 to $388/night

  22. CONDOMINIUM
    L Honoapiilani Condo #121072

    L Honoapiilani Condo #121072

    Lahaina, HI

    Your Maui vacation can be enjoyed in one of our beachfront one-or-two bedroom condos which come fully furnished and equipped for your vacation. L Honoapiilani Condo #121072 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $346 to $406/night

  23. TOWNHOUSE
    Keauhou Kona Surf & Racket Club Townhouse #4

    Keauhou Kona Surf & Racket Club Townhouse #4

    Kailua Kona, HI

    ***Brand New Property In Vacation Rental Inventory*** Looking to stay direct oceanfront & within steps to the beach? Look no further, you've found the perfect property. Welcome to the page of our direct oceanfront, townhome#4 at the Keauhou Kona...

    Pool
    FREE CANCELLATION

    $453 to $478/night

  24. HOUSE
    Alii Point Oceanfront

    Alii Point Oceanfront

    Kailua Kona, HI

    Private Oceanfront custom home with Asian influences located in a secluded and gated community set among tropical botanical gardens, and featuring a large community 3 lane lap pool & tennis court. Spacious oceanfront lanai with hot tub, BBQ, and...

    Pool

    $668 to $846/night

  25. CONDOMINIUM
    Maui Kamaole f-208

    Maui Kamaole f-208

    KIHEI, HI

    There are two (2) bedrooms and two (2) bathrooms in this Garden View Condo. This unit sleeps up to 6 people with a King bed in the loft Master bedroom, a queen bed in the second bedroom and a pull out sofa bed in the living room. The kitchen is...

    Pool
    FREE CANCELLATION

    $404 to $514/night

  26. HOUSE
    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

    $428 to $484/night

  27. TOWNHOUSE
    Keauhou Kona Surf & Racquet Club #176

    Keauhou Kona Surf & Racquet Club #176

    Kailua Kona, HI

    **Brand new Property in our Vacation Rental Inventory, that we're proud to represent** This is a gorgeous ocean front townhouse corner unit. Being an end unit with additional side windows allows for additional light in the unit, and because it is...

    Pool
    FREE CANCELLATION

    $379 to $399/night

  28. CONDOMINIUM
    Sugar Beach 133

    Sugar Beach 133

    KIHEI, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month....

    Pool
    FREE CANCELLATION

    $335 to $449/night

  29. VILLA
    Waikoloa Beach Villas M2

    Waikoloa Beach Villas M2

    Waikoloa, HI

    Discover the spirit of Aloha! Tucked away next to one of the Aloha states largest and most luxurious resorts, this 2 bedroom 2 bathroom villa is a destination in itself. Located on the golf course, and only a few minutes walk from the beach, there...

    Pool
    FREE CANCELLATION

    $172 to $431/night

  30. CONDOMINIUM
    Kamaole Sands #7-403

    Kamaole Sands #7-403

    Kihei, HI

    Kamaole Sands Unit 7-403, a spacious fourth floor (top level), 2 bedroom, 2 bath unit with a partial ocean view. Located across the street from Kamaole Beach III, this unit is great for fun-filled days and quiet evenings. All the amenities from home...

    Pool
    FREE CANCELLATION

    $219 to $429/night