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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. CONDOMINIUM
    Ilikai 1418

    Ilikai 1418

    Waikiki, HI

    OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Kg bed, 2 double beds, Qn sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks. The...

    Pool
    FREE CANCELLATION

    $373 to $576/night

  2. CONDOMINIUM
    Ilikai 404

    Ilikai 404

    Waikiki, HI

    OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki. The iconic Ilikai Suites are...

    Pool
    FREE CANCELLATION

    $143 to $250/night

  3. CONDOMINIUM
    Ilikai 1102

    Ilikai 1102

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to...

    FREE CANCELLATION

    $143 to $262/night

  4. CONDOMINIUM
    Ilikai 1904

    Ilikai 1904

    Waikiki, HI

    OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals on the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki....

    Pool
    FREE CANCELLATION

    $153 to $275/night

  5. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    This bay view 2br/2ba (Hanalei Bay Resort 8133/4) includes one king bed in the first bedroom and two double beds in the second bedroom. Sleeps 6. Air conditioning (in living room and guest bedroom)! Included are two full baths, full kitchen,...

    Pool Hot Tub
    FREE CANCELLATION

    $266 to $964/night

  6. CONDOMINIUM
    Keauhou Surf & Racquet Townhouse #36

    Keauhou Surf & Racquet Townhouse #36

    Kailua Kona, HI

    Townhouse living at it's finest. 3 bedroom property at an amazing value. sleeps 8. New appliances, furniture, granite counter tops; TV in the living room & in all the bedrooms. There are 2 queen beds upstairs with a window A/C unit in the...

    Pool
    FREE CANCELLATION
  7. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club 2103

    Keauhou Kona Surf & Racquet Club 2103

    Kailua Kona, HI

    Welcome to Paradise. You found the perfect condo for your Hawaiian Vacation. 2-103 at the Surf & Racquet Club is a gorgeous, 2 bedroom, 2 bath DIRECT oceanfront ground floor property. This property has EVERYTHING you'll need. Wifi, Tennis Racquets,...

    Pool
    FREE CANCELLATION
  8. CONDOMINIUM
    Sea Village 4-205

    Sea Village 4-205

    Kailua Kona, HI

    This amazing 2 bedroom direct oceanfront condo is the perfect spot for your Vacation. Completely remodeled, extremely clean, the owners have done a beautiful job with this property. Wifi, Direct oceanfront views, excellent complex, close to town,...

    Pool Hot Tub
    FREE CANCELLATION
  9. CONDOMINIUM
    Royal Sea Cliff #704

    Royal Sea Cliff #704

    Kailua Kona, HI

    Enjoy upscale penthouse living at this fully furnished ocean front luxury resort condominium complex in Kona. Breathtaking white water views, marble floors, soaring ceilings, spacious tiled lanai with wet bar, upgraded cabinetry and countertops...

    Pool Hot Tub
    FREE CANCELLATION
  10. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #6-104

    Keauhou Kona Surf & Racquet Club #6-104

    Kailua Kona, HI

    **Brand New Property In Our Inventory. Air Conditioning Installed As Of September 2018.** Unit#6-104 is a well-maintained 2BR/2BA ground floor unit in a 15-acre, gated oceanfront complex at the Keauhou Kona Surf & Racquet Club. It's also an end...

    Pool
    FREE CANCELLATION
  11. CONDOMINIUM
    Kihei Akahi Resort- Unit DG16

    Kihei Akahi Resort- Unit DG16

    Kihei, HI

    Garden view ground floor studio tucked in the corner for privacy. This ground floor studio home is a comfortable, spacious 429 square feet located in the corner of building D. This corner unit is tucked away from it all and private. Priced well...

    FREE CANCELLATION

    $122 to $230/night

  12. CONDOMINIUM
    Kihei Akahi Resort- Unit C516

    Kihei Akahi Resort- Unit C516

    Kihei, HI

    Beautiful remodeled condo Hawaiian decor. Great ocean and garden view 5th floor. C516 is located on the 5th floor of building C at the Kihei Resort. Enjoy wonderful views of the Pacific Ocean, Mount Haleakala, tropical gardens, and glowing sunset...

    FREE CANCELLATION

    $148 to $328/night

  13. CONDOMINIUM
    Kanai A Nalu 315

    Kanai A Nalu 315

    Wailuku, HI

    Ocean front condo on third floor with beautiful ocean views! Gorgeous upgraded property. Quiet home listen to the sounds of the sea. Welcome to Kana'i A Nalu a quiet resort that sits on the ocean away from the road. This complex sits directly on a...

    Pool
    FREE CANCELLATION

    $212 to $443/night

  14. CONDOMINIUM
    Kihei Akahi Resort- Unit C313

    Kihei Akahi Resort- Unit C313

    Kihei, HI

    Beautiful garden and partial ocean view upgraded condo. Very comfortable attracts repeat visitors!. This lovely third floor one bedroom, one bath 655 square foot home at the popular Kihei Akahi Resort is renovated, inviting, clean and comfortable....

    FREE CANCELLATION

    $148 to $289/night

  15. CONDOMINIUM
    Maui Vista 1209

    Maui Vista 1209

    KIHEI, HI

    One bedroom condo with a partial ocean view. This unit sleeps up to four people with a queen bed in the bedroom and a pull out sofa bed in the living room. The kitchen opens up to the dining and living areas creating a wide open living space. The...

    Pool
    FREE CANCELLATION

    $242 to $294/night

  16. CONDOMINIUM
    Hale Kamaole #164

    Hale Kamaole #164

    Kihei, HI

    Luxuriously updated one bedroom unit in excellent location, close to lower pools, bbq and office; with ocean view from the lanai. Furnished in Hawaiian style with beautiful wood cabinets in kitchen and bathroom, rattan in living room and bedroom,...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  17. 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

  18. CONDOMINIUM
    Eldorado E104

    Eldorado E104

    Lahaina, HI

    Come enjoy your own piece of paradise! The weather is ideal in Maui year round. MAUI ELDORADO HAS THE ONLY PRIVATE BEACH CABANA ON KAANAPALI BEACH FOR MAUI ELDORADO GUESTS ONLY. Experience Maui Eldorado in the Heart of Kaanapali - an affordable...

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $563/night

  19. CONDOMINIUM
    Aina Nalu K102

    Aina Nalu K102

    Lahaina, HI

    This 2 bedroom condo is extremely well furnished, with everything you need to make your stay wonderful, giving you maximum comfort. The unit is well lit, with an AC unit in each room. Stainless steel appliances, wireless internet, and flat screen...

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $723/night

  20. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 3508

    Waikiki Banyan Tower 1 Suite 3508

    Honolulu, HI

    Deluxe Ocean View Condo on 35th floor Bright and affordable Waikiki Banyan condo only one block from world famous Waikiki Beach! Sleeping arrangements include a queen-sized and a full-sized bed in the bedroom. If additional sleeping capacity is...

    Pool Hot Tub

    $146 to $259/night

  21. CONDOMINIUM
    Wai'ula'ula D201 Condominium

    Wai'ula'ula D201 Condominium

    Waimea, HI

    Welcome to Wai'ula'ula at the Mauna Kea Resort! Your vacation will truly be one to remember in this beautifully decorated condominium in the gated community of Wai'ula'ula, located on the Hapuna Golf Course. This recently built luxury development...

    Pool
    FREE CANCELLATION

    $481 to $1,174/night

  22. VILLA
    Fairway Villas Waikoloa N21

    Fairway Villas Waikoloa N21

    Waikoloa, HI

    Stay in our lovely 2 Bedroom 2 Bath villa overlooking the lake located in the Waikoloa Resort area. Just painted and furnished with new appliances and furniture. Master bedroom has a king bed, on suite full bathroom, master closet and a flat screen...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $407/night

  23. CONDOMINIUM
    Maui Eldorado D206

    Maui Eldorado D206

    Kaanapali, HI

    The Best of Maui Eldorado! This, spacious, remodeled one-bedroom two bath Maui Eldorado Resort condo offers comfortable accommodations for up to four. Newly renovated kitchen with stainless steel appliances, beautiful new cabinetry and granite...

    Pool

    $222 to $382/night

  24. HOUSE
    Keauhou Elima

    Keauhou Elima

    Kalilua Kona, HI

    What is better than a Hawaiian sunset over the ocean? A sunset over the ocean that you can take in from the privacy of your tropical home-away-from-home! With nearly 5,000 square feet of indoor/outdoor living space, including a lanai with a pool...

    Pool

    $689 to $1,678/night

  25. CONDOMINIUM
    Palm Leaf Condominium

    Palm Leaf Condominium

    Kamuela, HI

    Find outdoor living at its finest at the 2-bedroom, 2.5-bath Kulalani 104 at Mauna Lani. Several spacious, private lanais offer lush tropical views, including one with al fresco dining and a luxury outdoor kitchen with built-in stainless BBQ. With...

    Pool Hot Tub

    $238 to $598/night

  26. CONDOMINIUM
    Koa Lagoon #206

    Koa Lagoon #206

    Kihei, HI

    The Koa Lagoon is an ocean front condominium complex in North Kihei with spectacular panoramic views of the Pacific ocean and Mauna Kahalawai, also known as the West Maui Mountains. Situated just 15 minutes from Kahului Airport on Sugar Beach, Koa...

    Pool
    FREE CANCELLATION

    $208 to $348/night

  27. CONDOMINIUM
    Kalani Kai 105

    Kalani Kai 105

    Kailua Kona, HI

    This lovely ground floor condo located in downtown makes it easy to explore the sights and activities of historic Kailua-Kona, Hawaii. You may lounge at the pool and enjoy the BBQ/picnic area at the Kalani Kai complex. This affordable 'hale' is the...

    Pool
    FREE CANCELLATION
  28. 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 $379/night

  29. 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 $379/night

  30. CONDOMINIUM
    Hale Kamaole #131

    Hale Kamaole #131

    Kihei, HI

    This condo was professionally decorated by an interior decorator with Hawaiian style. Hawaiian patterns & artwork throughout condo. King bed in bedroom and queen hide bed in front room. Kitchen cabinets are spacious with an extra wrap around for...

    Pool
    FREE CANCELLATION

    $196 to $281/night