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. 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

  3. CONDOMINIUM
    Maui Kamaole 2BR w/ Lanais & 2 Pools

    Maui Kamaole 2BR w/ Lanais & 2 Pools

    Kihei, HI

    Commanding a prime location in south Kihei, this 2BR condo offers a ground-level tropical retreat with two private lanais and upscale interior upgrades including a chef’s kitchen and stylish Hawaiian decor. Enjoy access to two pools, a hot tub,...

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $556/night

  4. CONDOMINIUM
    Lokelani A203

    Lokelani A203

    Lahaina, HI

    Brand New A/C sytem installed. Now the entire unit has A/C! One of the very few units at Lokelani with 3 zones of A/C! No Resort Fees!Lokelani is a gorgeous 2 -floor oceanfront condo that has been completed renovated. It has 2 bedrooms and 2 full...

    Pool
    FREE CANCELLATION

    $328 to $813/night

  5. CONDOMINIUM
    Aina Nalu C 203

    Aina Nalu C 203

    lahaina, HI

    AINA NALU C-203 Welcomes you with Aloha...C-203 is decorated with a touch of ALOHA! This is an amazing location and quality unit.Included in our fabulous price are many owner-supplied extras such as:• Beach chairs (2)• Beach umbrella• Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $371/night

  6. CONDOMINIUM
    Honua Kai Konea 508

    Honua Kai Konea 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 umbrella•...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $608/night

  7. CONDOMINIUM
    Kaleialoha #215

    Kaleialoha #215

    Lahaina, HI

    Nice corner unit offers privacy and expanded views. Cal King bed, New carpet and appliances. AC, washer/dryer, free wireless internet, local phone and basic cable.Flat screen TV. All basic amenities included including linens, beach supplies and...

    Pool
    FREE CANCELLATION

    $183 to $325/night

  8. 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'sAcross the street from the ocean and above the small town of Kahana you can...

    Pool
    FREE CANCELLATION

    $204 to $370/night

  9. CONDOMINIUM
    3BR w/ Infinity Pool & Spa, Near Snorkeling Beach

    3BR w/ Infinity Pool & Spa, Near Snorkeling Beach

    Kailua Kona, HI

    Set right across the street from Kahalu’u Beach, this 3BR/2BA condo is within steps of one of the best beaches in Hawaii for surfing. Your prime locale is also close to Kona Town and Keauhou.Perched on the second-floor, this corner unit boasts...

    Pool Hot Tub
    FREE CANCELLATION

    $216 to $493/night

  10. CONDOMINIUM
    Honua kai- Luana Garden Villa 3C

    Honua kai- Luana Garden Villa 3C

    Kaanapali, HI

    Luana Garden Villas is the newest offering at the beautiful Honua kai Resort & Spa.  These spacious 3 bedroom Villas are located in 3 private enclaves and include large lanai's, private outdoor kitchens and a private garage. Each Enclave boasts a...

    Pool Hot Tub

    $844 to $2,843/night

  11. HOUSE
    Tranquil 4BR Home by Private Beach

    Tranquil 4BR Home by Private Beach

    Kahuku, HI

    Your charming 4BR/2BA home is just a short walk from a hidden Kahuku beach. From the updated granite kitchen to the spacious back deck and yard, this tranquil retreat offers seamless indoor and outdoor living, plus extras like boogie boards and...

    FREE CANCELLATION

    $353 to $494/night

  12. CONDOMINIUM
    Kaleialoha #312

    Kaleialoha #312

    Lahaina, HI

    Newly upgraded with stainless steel appliances, tile throughout and new bathroom with tiled walkin shower.Brand new Queen bed, AC in living area, washer/dryer in unit. Extra tall lanai seating!Near Shopping, Restaurants and all beach activities....

    Pool
    FREE CANCELLATION

    $195 to $348/night

  13. 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 muchSome of the many...

    Pool
    FREE CANCELLATION

    $187 to $312/night

  14. 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

  15. CONDOMINIUM
    Honua Kai Konea 224

    Honua Kai Konea 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

    $217 to $401/night

  16. 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

    $216 to $401/night

  17. CONDOMINIUM
    Kaleialoha #304

    Kaleialoha #304

    Lahaina, HI

    Third floor corner unit with one side all windows! View the ocean from your new queen size bed. Lovely upgrades include new furnishings, carpet and kitchen with all stainless steel appliances!Near Shopping, Restaurants and all beach activities....

    Pool
    FREE CANCELLATION

    $207 to $384/night

  18. 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

    $1,322 to $1,395/night

  19. CONDOMINIUM
    Sea Village 1-203

    Sea Village 1-203

    Kailua-Kona, HI

    Sea Village Resort sits right on the sea wall. Located on prestigious Alii Drive. The well kept grounds surround a newly renovated pool, spa, and barbeque . Walk to town for a morning cup of the famous Kona coffee, shopping and evening ocean front...

    Pool Hot Tub
    FREE CANCELLATION

    $164 to $231/night

  20. COTTAGE
    Upgraded 2BR w/ Diamond Head Views- Walk to Beach

    Upgraded 2BR w/ Diamond Head Views- Walk to Beach

    Honolulu, HI

    Vintage Hawaiian décor—including lovely teak furniture and vibrant pops of color—welcomes you to an authentic Honolulu vacation. The 2BR configuration is perfect for a small family or friends traveling together. Within walking distance to many...

    FREE CANCELLATION

    $120 to $187/night

  21. 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 muchSome of the many...

    Pool
    FREE CANCELLATION

    $229 to $282/night

  22. CONDOMINIUM
    Honua Kai- Hokulani 709- Best Ocean Views! 2b/2.5b

    Honua Kai- Hokulani 709- Best Ocean Views! 2b/2.5b

    Kaanapali, HI

    Honua Kai Hokulani 709 is clearly the best 2 bedroom condo available in the Hokulani Building. Top of the highly desirable "09" stack, it just doesn't get any better than this.The best Ocean views from INSIDE the condo from this top floor home....

    Pool Hot Tub

    $501 to $2,020/night

  23. CONDOMINIUM
    Honua kai- Konea 301 Frontline with BBQ!

    Honua kai- Konea 301 Frontline with BBQ!

    Kaanapali, HI

    One of the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex.Konea 301 is one of only 5 TWO BEDROOM ALI'I SUITES with DIRECT OCEAN VIEWS and private OUTDOOR KITCHENS. At 1620 Sq ft with a HUGE 415 Sq ft lanai this gorgeous home has...

    Pool Hot Tub

    $602 to $2,287/night

  24. CONDOMINIUM
    Honua Kai- Hokulani 409- Amazing Ocean Views! 2b/2b

    Honua Kai- Hokulani 409- Amazing Ocean Views! 2b/2b

    Kaanapali, HI

    WOW!! WRAP AROUND LANAI AND GREAT OCEAN VIEWSThis Beautiful Condo is in the Hokulani Enclave here at the beautiful Honua Kai Resort & Spa. This unique 2 bedroom/2 bath condo is an interior unit with a large lanai that wraps around the front of the...

    Pool Hot Tub

    $495 to $1,694/night

  25. 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

  26. COTTAGE
    2BR Garden Cottage- Walk to Beach!

    2BR Garden Cottage- Walk to Beach!

    Honolulu, HI

    Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find yourself just down the street from the Honolulu Zoo and Aquarium and right at the edge Kapiolani Park—the largest park on Oahu.Adventurous vacationers will...

    FREE CANCELLATION

    $167 to $224/night

  27. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    FREE CANCELLATION

    $485 to $652/night

  28. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    This Puako Beach Condo is one of the nicest remodels in the building. Granite floors throughout! Brand new furnishings, new appliances, whirl pool tub, nice flat screen TVs in 3 of the rooms. The living room TV is web enabled, plus a web enabled...

    Pool
    FREE CANCELLATION

    $235 to $367/night

  29. HOUSE
    Hale Lokahi

    Hale Lokahi

    Waialua, HI

    Hale Lokahi - House of Peace and Serenity - This home is located in one of the best kept, secret neighborhoods on the north shore. Right on a white sand beach, this family-owned house is perfect for your vacation in paradise.. This 4 bedroom, 2...

    FREE CANCELLATION

    $683 to $992/night

  30. TOWNHOUSE
    3BR Pacific Paradise w/ Pool- 5 Minutes to Beach

    3BR Pacific Paradise w/ Pool- 5 Minutes to Beach

    Kamuela, HI

    Located in the gated Kulalani community, this spacious 3BR/2.5BA is your Pacific paradise. Interiors include updated floors and towering ceilings throughout. Your rental offers prime outdoor living space with a lanai, as well as access to a shared...

    Pool Hot Tub
    FREE CANCELLATION

    $234 to $677/night