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
    Honua Kai 1024

    Honua Kai 1024

    Lahaina, HI

    Oceanfront Honua Kai, Maui’s newest full service resort in over 25 years, can be your next vacation choice! Located on world famous Kaanapali Beach, Honua Kai offers a true luxurious Hawaiian vacation. Its’ multiple amenities (3 distinct pool...

    Pool
    FREE CANCELLATION

    $260 to $855/night

  2. CONDOMINIUM
    Kaleialoha 211

    Kaleialoha 211

    Lahaina, HI

    This beautiful 1 bedroom, 1 bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular panoramic views over Maui’s neighbor islands, Lanai and Molokai, you can’t beat watching the whales and...

    Pool
    FREE CANCELLATION

    $174 to $349/night

  3. CONDOMINIUM
    Paki Maui 414

    Paki Maui 414

    Lahaina, HI

    Come enjoy the Paki Maui Oceanfront Resort! This 1 bedroom, 1 bath, lush garden view condo is the perfect place for couples, small families and adventurers looking to experience and explore the island for all the wondrous places and memories it...

    Pool
    FREE CANCELLATION

    $154 to $503/night

  4. APARTMENT
    KV603 THTH-PTO-00-CHK

    KV603 THTH-PTO-00-CHK

    Honolulu, HI

    Free Wifi!! NEW fridge! Enjoy this studio with a KING size bed, Cable TV is available on large 32" flatscreen TV, mounted on wall for easy viewing. The kitchenette includes all cooking utensils, Pots/Pans/Toaster/Coffee Maker/2 burner...

    FREE CANCELLATION

    $111 to $149/night

  5. CONDOMINIUM
    998 S Kihei Rd Condo Unit 303

    998 S Kihei Rd Condo Unit 303

    Kihei, HI

    Book a memorable Maui vacation at this third-floor 1BR condo in central Kihei. With open-concept living and an additional sleeper sofa, there’s plenty of room for four people. Step out to your private lanai with retractable net enclosure and take...

    Pool
    FREE CANCELLATION

    $131 to $295/night

  6. CONDOMINIUM
    Maui Sunset #A-509

    Maui Sunset #A-509

    Kihei, HI

    Maui Sunset – 1BR Oceanfront Condo with a Whale-Watching Lanai There’s a reason many of our lovely guests return year after year to our oceanfront Maui condo. Actually, there are lots of reasons. The condo community’s sparkling pool which is...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $231/night

  7. CONDOMINIUM
    Honua Kai Konea 1019

    Honua Kai Konea 1019

    Kaanapali, HI

    Unbelievable KONEA 10th FLOOR CORNER PENTHOUSE -PANORAMIC VIEWS above the resort not looking into the courtyard. The 180 degree view of the blue pacific ocean, the islands of lanai and molokai, Black Rock and Maui Mountains! One of only four homes...

    Pool Hot Tub

    $853 to $3,313/night

  8. CONDOMINIUM
    Honua Kai Hokulani 509

    Honua Kai Hokulani 509

    Kaanapali, HI

    Hokulani #509 is located in one of the most desirable stacks on the entire property. Forward facing interior corner view location for catching the whales or just watching the SUNSET. This fabulous 2 bedroom/2 bath upgraded condo is in the Hokulani...

    Pool Hot Tub

    $495 to $1,790/night

  9. CONDOMINIUM
    Kihei Bay Surf #109

    Kihei Bay Surf #109

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen and Cable TV. In addition there is a large pool, hot tub, tennis...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  10. CONDOMINIUM
    Maui Kamaole #J-120

    Maui Kamaole #J-120

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool
    FREE CANCELLATION

    $191 to $347/night

  11. CONDOMINIUM
    Maui Eldorado: Maui Condo F204

    Maui Eldorado: Maui Condo F204

    Kaanapali, HI

    Located in the heart of Kaanapali, this Maui Eldorado vacation rental with ocean views overlooking main pool. Bright corner unit for additional privacy and 1700 sq ft big. Large lanai extends from bedroom to living room and wraps around. BBQ on your...

    Pool
    FREE CANCELLATION

    $370 to $816/night

  12. CONDOMINIUM
    3823 Lower Honoa'apilani Road Condo Unit 111

    3823 Lower Honoa'apilani Road Condo Unit 111

    Lahaina, HI

    Welcome to Hale Ono Loa Napili! Relaxation comes easy at this ground-floor 1BR Lahaina condo, featuring a private ocean-view lanai and access to a shared pool. When you stay at Hale Ono Loa, you’ll have access to gas grills and a sundeck offering...

    Pool
    FREE CANCELLATION

    $142 to $249/night

  13. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 1507

    Waikiki Banyan Tower 1 Suite 1507

    Honolulu, HI

    Remodeled Pool view condo in tower 1 of the Waikiki Banyon. Sleeping arrangements include a queen size bed and full bed in the bedroom and a sofa sleeper in the living room.Tile floors throughout the condo. Full kitchen, free covered parking, TV...

    Pool Hot Tub

    $146 to $259/night

  14. 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 $379/night

  15. CONDOMINIUM
    Hale Kamaole #156

    Hale Kamaole #156

    Kihei, HI

    Very nice Ocean and Garden View, overlooking tennis court, close to pool and BBQ. Well appointed living room, with couch and two lazy boys providing comfortable viewing of the very large flat screen TV . Bedroom has king bed, dresser and two nights...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  16. CONDOMINIUM
    Hale Kamaole #107

    Hale Kamaole #107

    Kihei, HI

    Great Garden View, located close to the pool & office. A brand new kitchen was installed with beautiful granite countertops in 2015. Two lazy boy recliners & comfortable rattan couch with queen hide-a-bed in living room. Bathroom has a tub & shower...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  17. HOUSE
    Kahana Sunset E8

    Kahana Sunset E8

    Kahana, HI

    E8 is our 2 bedroom/2 bath condo and has been completely remodeled and redecorated.The furnishings are beautiful and comfortable. Kahana Sunset is a small oceanfront property offering an amazing private beach, beautiful pool and gorgeous grounds....

    Pool

    $276 to $332/night

  18. HOUSE
    Sands Of Kahana 373

    Sands Of Kahana 373

    Kahana, HI

    With spectacular views of Lanai, Molokai and the West Maui coastline, this ocean front two bedroom, two bath condominium offers unique photo opportunities. Create your perfect vacation memories with sunsets, surfers, sailboats, and whales....

    Pool Hot Tub

    $332 to $388/night

  19. CONDOMINIUM
    O-805: Hale Makai Ko Olina Beach Villa

    O-805: Hale Makai Ko Olina Beach Villa

    Kapolei, HI

    Overview: This 3 BD, 2.5 BA luxury villa on the 8th floor of the Ocean Tower has stunning direct ocean views and is conveniently located just 20 miles from Honolulu International Airport on the beautiful southwestern shores of Oahu. The four...

    Pool Hot Tub

    $439 to $1,668/night

  20. APARTMENT
    Blue Oasis

    Blue Oasis

    Kamuela, HI

    Located in the prestigious Champion Ridge gated community at Mauna Lani, The Oasis provides the ultimate spacious vacation destination, with over 5,500 square feet, five large king bedrooms, and five bathrooms. For family reunions, wedding parties,...

    $1,434 to $3,267/night

  21. CONDOMINIUM
    H3-1 Bedroom Beachfront

    H3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H3 is a conveniently located ground floor condo, just steps from our large pool and Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  22. HOUSE
    Ono Hale

    Ono Hale

    Kailua Kona, HI

    We welcome you to stay at our private luxury home (Ono Hale) in the lush hills above historic Kailua Kona. Located just minutes from town and Kona’s beautiful sandy beaches. Cool and quiet. Ono Hale is situated on a very private lot on a quiet...

    Pool
    FREE CANCELLATION
  23. CONDOMINIUM
    Maui Eldorado: Maui Condo C101

    Maui Eldorado: Maui Condo C101

    Kaanapali, HI

    Situated in the Kaanapali Beach Resort area, enjoy this spacious ground floor studio at #1 Kaanapali Beach, Maui Eldorado Resort C101, located in the heart of Kaanapali. Conveniently walk to Whaler's Village shops and restaurants, Kaanapali beach or...

    Pool
    FREE CANCELLATION

    $176 to $377/night

  24. CONDOMINIUM
    B-904: Hale Kai Ko Olina Beach Villa

    B-904: Hale Kai Ko Olina Beach Villa

    Kapolei, HI

    Beachfront Living at its finest! This 3 bedroom, 3 bath Villa is located in the beautiful Ko Olina Resort on the quiet West side of Oahu. The Beach Villas are the newest, and only, beachfront condominiums available on the island in 25 years....

    Pool Hot Tub

    $485 to $1,784/night

  25. CONDOMINIUM
    B-903 Beach Villa

    B-903 Beach Villa

    Kapolei, HI

    Beachfront Living at its finest! This 3 bedroom, 3 bath Villa is located in the beautiful Ko Olina Resort on the quiet West side of Oahu. The Beach Villas are the newest, and only, beachfront condominiums available on the island in 25 years....

    Pool

    $485 to $1,784/night

  26. CONDOMINIUM
    Hilo Lagoon Center #526

    Hilo Lagoon Center #526

    Hilo, HI

    Hilo Lagoon Center #526 is a 2 bedroom, 2 bathroom, 5th floor condo in the heart of Hilo Town. The setting is so serene that you'll easily forget you're in the middle of one of Hawaii's largest towns! Views of Wailoa State Park lagoons and more! The...

    Pool

    $274 to $304/night

  27. CONDOMINIUM
    Maui Kaanapali Villas Unit #C255

    Maui Kaanapali Villas Unit #C255

    Lahaina, HI

    Partial Ocean View 2nd floor studio condo in the Coconut Bldg in the beautiful Maui Kaanapali Villas. Tastefully furnished with remodeled kitchen and bathroom include custom cabinetry and granite and wall mounted hair dryer. Stairs to entrance, no...

    Pool
    FREE CANCELLATION

    $209 to $354/night

  28. CONDOMINIUM
    O-704 Hale Lau Wai Ko Olina Beach Villa

    O-704 Hale Lau Wai Ko Olina Beach Villa

    Kapolei, HI

    Enjoy direct ocean-facing views and beautiful garden and pool area views from this luxury Beach Villa at Ko'Olina. This well-appointed 1,171 square foot 2 bedroom 2 bathroom 7th floor Beach Villa has direct ocean views overlooking the lap pool and...

    Pool

    $392 to $1,204/night

  29. CONDOMINIUM
    Papakea Unit #C108 Condo

    Papakea Unit #C108 Condo

    Kaanapali, HI

    Remodeled with garden views on the ground floor in North Ka'anapali. Walk out into green grass under your feet and take a short walk past koi ponds and putting greens to the pool and Jacuzz and the Ocean. A beautifully updated kitchen allows for...

    Pool
    FREE CANCELLATION

    $203 to $383/night

  30. CONDOMINIUM
    Kuleana 706 Condominium

    Kuleana 706 Condominium

    Lahaina, HI

    Enjoy the luxury of this beautiful oceanfront condo including all brand new furniture! You will find travertine floors, granite counter tops in the kitchen, an island bar, and bathroom with a custom walk in shower. There is a heavenly King Bed in...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $448/night