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
    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Ilikai Marina Condominiums,  1765 Ala Moana Blvd.   If you are looking for a fully equipped unit with 180 degree of ocean and beautiful Hawaiian scenery, then your search is over and you have found...

    FREE CANCELLATION

    $219 to $731/night

  2. CONDOMINIUM
    Waikiki Grand 308

    Waikiki Grand 308

    Honolulu, HI

    Awesome Price Great Location - a Real Fun Place above Hulas Bar & Lei Stand Suite 308 just above The World famous Hulas Bar & Lei Stand at The Waikiki Grand Hotel. This Ocean and Diamond Head view suite at the Waikiki Grand - Kitchenette with...

    Pool
    FREE CANCELLATION

    $107 to $156/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
    Kona Isle C28

    Kona Isle C28

    Kailua Kona, HI

    Kona Isle C-28 is a fantastic new addition to Knutson & Associates Property Management as of January 2019! We're proud to represent this wonderful second floor, corner end unit in highly desirable Building C at the Kona Isle!These second floor units...

    Pool
    FREE CANCELLATION

    $243 to $253/night

  5. CONDOMINIUM
    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 1 bed 1.5 bath 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...

    Pool

    $625 to $844/night

  6. CONDOMINIUM
    Eldorado K102

    Eldorado K102

    Lahaina, HI

    Maui Eldorado located in the beautiful Kaanapali Resort is a Golf and beach lovers delight. If you like a quiet beach, go to The Maui Eldorado cabana which is to the right of Black Rock and is the only \"on the beach\" private cabana in Maui. The...

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $725/night

  7. CONDOMINIUM
    Napili Shores C116

    Napili Shores C116

    Lahaina, HI

    Come Stay at the famous Napili Shores in this spacious garden view studio! The new owners are in the middle of updating and the unit with new decor! New photos to come soon!Beautiful Plumeria trees just off of your private lanai line the interior of...

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $286/night

  8. 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

    $374 to $999/night

  9. CONDOMINIUM
    Sands of Kahana 354

    Sands of Kahana 354

    Lahaina, HI

    - Direct Oceanfront 2 BR/2 BA- Spectacular Views from unit- Long Sandy Beach- High Speed Internet in unit- Full Kitchen- Washer & Dryer in unitThis fully equipped condominium is beautifully maintained and decorated in island decor, totally remodeled...

    Pool Hot Tub
    FREE CANCELLATION

    $384 to $1,188/night

  10. TOWNHOUSE
    Puamana 35-2

    Puamana 35-2

    Lahaina, HI

    Come stay with us in Puamana, the best kept secret in West Maui!! This 30 acre ocean front town home community awaits you for a vacation full of relaxation and fun! 35-2 is a 2 BR with 3 full baths and in unit laundry. There is a split AC unit in...

    Pool
    FREE CANCELLATION

    $249 to $611/night

  11. CONDOMINIUM
    Nohonani #402

    Nohonani #402

    Lahaina, HI

    Nohonani 402 is a beautiful two bedroom one and a half bath unit on the fourth floor, with vaulted ceilings and a breathtaking ocean view. Ocean views can be seen from the kitchen, dining areas, living room and master bedroom. As with all the...

    Pool
    FREE CANCELLATION

    $274 to $403/night

  12. CONDOMINIUM
    Kaleialoha #313

    Kaleialoha #313

    Lahaina, HI

    Nicely updated 3rd floor unit with stunning ocean views! New Cal King bed! Washer/dryer in unit! Near Shopping, Restaurants and all beach activities. Eclectic neighborhood with walking and jogging trails along the ocean! Farmer's Market, coffee...

    Pool
    FREE CANCELLATION

    $195 to $348/night

  13. CONDOMINIUM
    Kaanapali Royal H303

    Kaanapali Royal H303

    Lahaina, HI

    Come and enjoy the Kaanapali Royal H303 2 bedroom, 2 bath condo!This beautiful and very spacious 2-bedroom condo, located in the famous Kaanapali Beach Resort area is the perfect getaway for your next Maui vacation! Just walking distance to the...

    Pool Hot Tub
    FREE CANCELLATION

    $265 to $625/night

  14. 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 $1,215/night

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

    Honua kai- Konea 301 Frontline with BBQ!

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.One of the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex.Konea...

    Pool Hot Tub

    $556 to $2,287/night

  16. CONDOMINIUM
    Honua Kai- Hokulani 108- Ground Floor & Huge Play Lawn! 1b/1b

    Honua Kai- Hokulani 108- Ground Floor & Huge Play La...

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.Beautiful Ground Floor One Bedroom at Honua Kai!This great Ground Floor unit...

    Pool Hot Tub

    $227 to $1,033/night

  17. 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

  18. CONDOMINIUM
    Honua Kai- Konea 606- Partial Ocean and Mountain Views! 2b/1b

    Honua Kai- Konea 606- Partial Ocean and Mountain Views! ...

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.OCEAN VIEW 2 PLUS ONE!!NOTE: As of 2/6/18 construction of 72 Townhomes has...

    Pool Hot Tub

    $335 to $1,211/night

  19. 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

  20. CONDOMINIUM
    Aina Nalu G102

    Aina Nalu G102

    Lahaina, HI

    TROPICAL LUXURY, ELEGANCE AND CHARM best describe this splendid 2 bedroom / 2 bath Aina Nalu condominium. Abundant comforts await your arrival at this award winning and highly sought after Lahaina resort. You will be greeted to this 9 acre island...

    Pool Hot Tub
    FREE CANCELLATION

    $238 to $540/night

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

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

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.Honua Kai Hokulani 709 is clearly the best 2 bedroom condo available in the...

    Pool Hot Tub

    $501 to $2,020/night

  22. CONDOMINIUM
    Hale Ono Loa 416

    Hale Ono Loa 416

    Lahaina, HI

    This beach house is furnished comfortably in an uncluttered "island style,". Spacious condo, one bedroom and one bath. Well organized Kitchen. High Definition TV, High Speed Internet. Swim, snorkel, 30 seconds away. Reef-protected, p/t...

    Pool
    FREE CANCELLATION

    $150 to $564/night

  23. CONDOMINIUM
    Kulakane 301

    Kulakane 301

    Lahaina, HI

    Incredible ocean views and sunset views from this west facing 2-story condo. Wrap around windows and lanai with one of the most expansive view on West Maui. Watch dolphins, sea turtles, and whales from the private lanai. Extra wide and spacious...

    Pool
    FREE CANCELLATION

    $283 to $725/night

  24. CONDOMINIUM
    Sugar Beach Resort PH 14

    Sugar Beach Resort PH 14

    Kihei, HI

    The Sugar Beach Resort is the perfect destination for your tropical Hawaiian getaway! This oceanfront complex is just a few steps away from Maui's longest continual white sand beach, perfect for long strolls on the beach or enjoying postcard...

    Pool Hot Tub
    FREE CANCELLATION

    $358 to $579/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. CONDOMINIUM
    The Mauna Lani Golf Villas K5

    The Mauna Lani Golf Villas K5

    Kamuela, HI

    Our newly renovated 3 bedroom, 3 bath, BBQ Kitchen villa is located at the private and beautiful - The Golf Villas of the Mauna Lani.The Golf Villas is a luxury gated community nestled on the famed South Course at Mauna Lani. Mauna Lani is one of...

    Pool Hot Tub
    FREE CANCELLATION

    $320 to $741/night

  27. 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

  28. CONDOMINIUM
    Kahana Sunset C 3

    Kahana Sunset C 3

    Lahaina, HI

    The Kahana Sunset Welcomes you withThis 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

    $263 to $394/night

  29. CONDOMINIUM
    Lahaina Roads 209

    Lahaina Roads 209

    Lahaina, HI

    This unit was recently remodeled, everything is fresh and new, with many details provided for your comfort. Lahaina Roads is located 50 feet from the ocean on Front Street in the historic town of Lahaina. The condominium overlooks a beautiful pool...

    Pool
    FREE CANCELLATION

    $213 to $438/night

  30. CONDOMINIUM
    Kona Makai 3-203

    Kona Makai 3-203

    Kailua Kona, HI

    Kona Makai 3-203 is a beautifully appointed 2nd floor condo with a partial ocean view. The owner has completely remodeled the bathroom with a walk in shower in 2015! This condo is fully equipped with everything you may need for your Vacation! Your...

    Pool Hot Tub
    FREE CANCELLATION

    $256 to $326/night