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
    Napili Shores F147

    Napili Shores F147

    Lahaina, HI

    We invite you to experience a relaxing and beautiful stay at our ground floor Napili Shores condo! This  recently renovated space is located next to one of the most incredible beaches for snorkeling, swimming, and truly capturing the quintessential...

    Pool
    FREE CANCELLATION

    $196 to $510/night

  2. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 6

    Lahaina, HI

    Here at Serenity By the Sea all of your senses will be delighted…starting with the picturesque ocean/sunset views from the living room, kitchen & both bedrooms… to the music of the sound of the waves… to the smell of the fresh ocean air…. to...

    Pool
    FREE CANCELLATION

    $330 to $379/night

  3. CONDOMINIUM
    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lower Honoapiilani Condo 2 Bedrooms Sleeps 4

    Lahaina, HI

    Lower Honoapiilani Condo is one of the 56 condos on the property. It is a true hidden gem on the west side of Maui and just minutes from golfing, surfing, snorkeling, hiking, markets and white sand beaches with plenty of activities. Our condo is...

    FREE CANCELLATION

    $242 to $280/night

  4. 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

  5. CONDOMINIUM
    Maui Vista #2-423

    Maui Vista #2-423

    Kihei, HI

    Maui Vista is a lovely complex located across the street from the famous Kamaole Beach and is 100 yards from Charley Young's Beach. Enjoy miles of sandy beach, snorkeling, surfing and stand-up paddle boarding a short walk away. These beaches have...

    Pool
    FREE CANCELLATION

    $173 to $347/night

  6. CONDOMINIUM
    Hale Kamaole #254

    Hale Kamaole #254

    Kihei, HI

    Beautifully renovated, top floor condo on the cooler South side of the complex , away from the street noise and close to the upper pool, tennis court and BBQ area. Our condo comfortably sleeps 6 with a king bed in the master bedroom, queen bed in...

    Pool
    FREE CANCELLATION

    $269 to $410/night

  7. CONDOMINIUM
    Hale Kamaole #266

    Hale Kamaole #266

    Kihei, HI

    Beautiful Ocean & mountain views and just steps away from the family friendly Kamaole Beach III. This top floor condo with two bedrooms and loft, has recently been updated with new carpeting and new paint. Master bedroom has a new king bed,...

    Pool
    FREE CANCELLATION

    $269 to $381/night

  8. CONDOMINIUM
    Hale Kamaole #340

    Hale Kamaole #340

    Kihei, HI

    Ocean and Garden Views. This two bedroom with loft has been remodeled with tile installed from the entrance to the lanai. Tile walk-in shower in downstairs bathroom. Both Bathrooms’ cabinets and counter tops have been recently remodeled. Master...

    Pool
    FREE CANCELLATION

    $269 to $381/night

  9. CONDOMINIUM
    Hale Kamaole #221

    Hale Kamaole #221

    Kihei, HI

    Two bedroom with a great Ocean View. Large clay tiles from front door to lanai. Decorated by interior designer, color and style pleasing to the eye. Beautiful furniture, comfy sofa with queen hide-a-bed. Bedroom decor very Hawaiian with dark wood...

    Pool
    FREE CANCELLATION

    $269 to $381/night

  10. CONDOMINIUM
    The Mauna Lani Golf Villas B5

    The Mauna Lani Golf Villas B5

    Kamuela, HI

    Book our villa and spend your vacation in complete luxury!! The Golf Villas of the Mauna Lani is private and serene. Not only is the Mauna Lani referred to as the "Beverly Hills of the Big Island" but you only 7 minutes away from the 2 of the...

    Pool
    FREE CANCELLATION

    $320 to $741/night

  11. CONDOMINIUM
    Kihei Garden Estates #H-203

    Kihei Garden Estates #H-203

    Kihei, HI

    Kihei Garden Estates is a lovely property right across the street from Waiohuli Beach. Kihei Garden Estates boasts a family friendly gathering area, seating up to 25 people to your barbecue feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub

    $157 to $290/night

  12. CONDOMINIUM
    Kulakane 304

    Kulakane 304

    Lahaina, HI

    The Kulakane is the most distinctive condominium building on the beautiful West Maui shore. Picturesque views of neighboring islands and spectacular sunsets. Watch the whales, dolphins and sea turtles up close while relaxing at our oceanside pool or...

    Pool
    FREE CANCELLATION

    $219 to $894/night

  13. CONDOMINIUM
    Hale Kamaole #326

    Hale Kamaole #326

    Kihei, HI

    Beautifully updated condo with partial Ocean View! Upstairs master bedroom has island style King bed and furniture. Remodeled master bath has walk-in tiled shower, new vanity and granite top. Downstairs bedroom has island style furniture with 2 Twin...

    Pool
    FREE CANCELLATION

    $269 to $381/night

  14. CONDOMINIUM
    Kona Makai 6305

    Kona Makai 6305

    Kailua Kona, HI

    Kona Makai 1 bedroom with loft in an Ocean Front Community. Community includes a nightly gates entry, wireless internet, tennis courts a pool and hot tub. From this lanai you can see dolphins and whales when in season. Kona Makai is an oceanfront...

    Pool

    $163 to $292/night

  15. CONDOMINIUM
    The Darrolee Turtle Bay Condo

    The Darrolee Turtle Bay Condo

    Kahuku, HI

    Second story condo. Newly remodeled kitchen cabinets, ceramic tile on main level. Window a/c in bedroom. NO INTERNET OR WIFI Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are...

    Pool
    FREE CANCELLATION

    $241 to $266/night

  16. CONDOMINIUM
    Hale Kamaole #273

    Hale Kamaole #273

    Kihei, HI

    Unit 273 a two bedroom with a loft has a Ocean/garden & pool view. Modern style furniture with king bed in master bedroom, 2 twins in downstairs bedroom. Queen hide-a-bed in loft area. Large flat screen in living area. Spacious kitchen cabinets and...

    Pool
    FREE CANCELLATION

    $269 to $381/night

  17. TOWNHOUSE
    Waikoloa Beach Villas O4

    Waikoloa Beach Villas O4

    Waikoloa, HI

    Come and relax in our unique 3 bedroom, 3 bath floor plan. Amazing views with the beautiful ocean breeze. This property is one of a kind. It is a corner unit with lot's of space including 3 lanai's. We are located in the Waikoloa Beach Resort, just...

    Pool
    FREE CANCELLATION

    $333 to $703/night

  18. CONDOMINIUM
    Hale Kamaole #308

    Hale Kamaole #308

    Kihei, HI

    Fantastic ocean & mountain view in this Maui Vacation Rental. New Carpet and down tile shower installed in 2014. Master bedroom and loft area have queen beds. Downstairs bedroom has two twins. Queen hide-a-bed in the living room, along with 2...

    Pool
    FREE CANCELLATION

    $269 to $381/night

  19. CONDOMINIUM
    Haupia Kahuku Condo

    Haupia Kahuku Condo

    Kahuku, HI

    Cool condo that sleeps 8. One of the few units with brand new split AC in living /dining/kitchen areas and loft sleeping area. Plus, window AC units in all bedrooms will keep you cool and comfortable when it's hot outside. Nice new full size sofa...

    Pool
    FREE CANCELLATION

    $306 to $337/night

  20. CONDOMINIUM
    Hale Kamaole #264

    Hale Kamaole #264

    Kihei, HI

    Great Ocean and mountain Views. Two bedroom with loft. Upstairs master bedroom has king bed, downstairs bedroom has two twin beds, with queen hide-a-bed in living room. Loft has twin bed. Kitchen and Bathrooms have new cabinets. Bathrooms provide...

    Pool
    FREE CANCELLATION

    $269 to $381/night

  21. TOWNHOUSE
    Puamana Premier Platinum Townhouse 8-1

    Puamana Premier Platinum Townhouse 8-1

    Lahaina, HI

    Come stay with us and enjoy island living Puamana-style! Sip your morning tea on the lanai and watch the sun come up over the majestic West Maui Mountains. Play tennis, swim and surf at the beach, soak up the sun and cool off in the oceanfront...

    Pool
    FREE CANCELLATION

    $291 to $596/night

  22. CONDOMINIUM
    Maui Vista #2-402

    Maui Vista #2-402

    Kihei, HI

    Maui Vista is a lovely complex located across the street from Charley Young Beach and near Kamaole Beach Park I. Enjoy miles of sandy beach, snorkeling, surfing and stand-up paddle boarding a short walk away. These beaches have life guards, showers,...

    Pool
    FREE CANCELLATION

    $173 to $348/night

  23. CONDOMINIUM
    Morning Glory Fazio Condo

    Morning Glory Fazio Condo

    Kahuku, HI

    Lovely, second floor breezy, second story end unit on the 18th hole of the Fazio Golf Course.Fully equipped chef kitchen, exceptional beds and linens. Oversized washer/dryer, 3 TV's with DVD player,and A/C in living room, bedroom. WiFi. Screened in...

    Pool
    FREE CANCELLATION

    $271 to $299/night

  24. CONDOMINIUM
    Napili Point C-12

    Napili Point C-12

    Lahaina, HI

    Napili Point is a meticulously maintained low rise building and grounds that nest on Honokeana Cove home to some of the best snorkeling, diving, swimming, and surfing that Maui has to offer. The elegant and understated classic Hawaiian architecture...

    Pool
    FREE CANCELLATION

    $418 to $641/night

  25. CONDOMINIUM
    Hale Kamaole #309

    Hale Kamaole #309

    Kihei, HI

    Beautiful Ocean Views from this two bedroom condo with loft from living room, kitchen and both bedrooms. Ocean, pool and mountain views from lanai. Light and bright condo offers all the updates you can think of. New living room furniture, including...

    Pool
    FREE CANCELLATION

    $269 to $410/night

  26. CONDOMINIUM
    Hale Kamaole #330

    Hale Kamaole #330

    Kihei, HI

    Our ocean view unit is ideal for families or couples. This spacious tropical unit has two bedrooms and 2 bathrooms as well as a loft. The main floor bedroom has a queen bed, air conditioner, and ceiling fan. The main floor bathroom has a walk-in...

    Pool
    FREE CANCELLATION

    $269 to $381/night

  27. CONDOMINIUM
    Hale Kamaole #344

    Hale Kamaole #344

    Kihei, HI

    Bright, airy corner unit with breathtaking ocean views and relaxing breezes – Enjoy an early morning cup of coffee with the native birds while overlooking the lush green vegetation complex and the sapphire ocean beyond. Our Maui Vacation condo...

    Pool
    FREE CANCELLATION

    $269 to $381/night

  28. CONDOMINIUM
    Hale Kamaole #252

    Hale Kamaole #252

    Kihei, HI

    Spacious Maui rental, with a spectacular view from the living room. The upstairs master bath has new tile shower and new bath vanity. Master bedroom has a King bed with tropical rattan dresser and night stands. Loft area has two twin beds. Down bed...

    Pool
    FREE CANCELLATION

    $269 to $381/night

  29. CONDOMINIUM
    Hale Kamaole #336

    Hale Kamaole #336

    Kihei, HI

    This beautiful Maui Vacation rental unit 336, has a fantastic view of both Haleakala and the Ocean. Living room has nice bamboo & rattan island style furniture, including a rattan queen hide a bed. Upstairs master bedroom has queen size bed rattan...

    Pool
    FREE CANCELLATION

    $269 to $381/night

  30. VILLA
    Waikoloa Beach Villas B22

    Waikoloa Beach Villas B22

    Waikoloa, HI

    Come share the enjoyment of our home away from home in Hawaii!? We fell in love with the Big Island 30 plus years ago on our honeymoon and have been vacationing here ever since. We love bringing our children and grandchildren because this island...

    Pool
    FREE CANCELLATION

    $234 to $464/night