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
    My Hilo Home

    My Hilo Home

    Hilo, HI

    Prices Discounted through June 15 Enter the home onto the grand lanai (porch) which is fully screened in and offers a view of the manicured acre with Hilo Bay views in the distance. Through the front doors you'll be greeted by our huge living room....

    $321 to $626/night

  2. HOUSE
    3BD Estate Home at Puako Bay (10D)

    3BD Estate Home at Puako Bay (10D)

    Kamuela, HI

    This oceanfront Kohala Coast home with breathtaking coastline views offers the ultimate setting for a once-in-a-lifetime escape to paradise. Decorated in a tranquil, elegant island style, it features two master suites, central air conditioning, and...

    $1,077 to $3,580/night

  3. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 11I Pack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the 9th hole of the beautiful Kiahuna Golf Course, this exceptionally beautiful,...

    Pool Hot Tub

    $470 to $1,150/night

  4. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    This spectacular 3 bedroom- 3 bath single-level cottage is located within Kamilo, which is nestled near the heart of the Mauna Lani Resort area. Upon entering Mauna Lani KaMilo Home (424) enjoy the vaulted ceilings and open floor plan which allows...

    Pool Hot Tub

    $482 to $1,197/night

  5. CONDOMINIUM
    Palekaiko (Paradise)

    Palekaiko (Paradise)

    Kailua Kona, HI

    This quiet beautifully remodeled 1400sf 2 bedroom condo is located at a comfortable 900 feet elevation right on the 9th Fairway of the Robert Trent Jones Jr. designed Golf Course in Waikoloa Village. The Waikoloa Villas complex is surrounded by lush...

    Pool

    $158 to $210/night

  6. CONDOMINIUM
    Wailea Ekolu #103

    Wailea Ekolu #103

    Wailea, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool
    FREE CANCELLATION

    $240 to $521/night

  7. CONDOMINIUM
    Hale Kamaole #249

    Hale Kamaole #249

    Kihei, HI

    Welcome to our home away from home. Enjoy this awsome ocean/garden/pool view. The bar high lanai furniture with swivel chairs is great to enjoy the views while sipping cocktails or enjoying meals or snacks anytime of the day. Four centrally located...

    Pool
    FREE CANCELLATION

    $245 to $379/night

  8. CONDOMINIUM
    Mahana Resort Unit #304

    Mahana Resort Unit #304

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this remodeled Deluxe unit. Remodel includes new flooring, kitchen with new cabinets and granite counter tops, new bathroom vanity, sinks & granite top and...

    Pool
    FREE CANCELLATION

    $336 to $606/night

  9. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 1912

    Waikiki Banyan Tower 1 Suite 1912

    Honolulu, HI

    Upgraded Ocean View Condo Enjoy the view on the lanai overlooking the ocean. There is a fully-equipped kitchen with plenty of counter space, and comfortable seating in the living room with a flat screen TV and floral furnishings. The eat-in...

    Pool Hot Tub

    $146 to $281/night

  10. CONDOMINIUM
    Bird of Paradise Condo

    Bird of Paradise Condo

    Kahuku, HI

    Light, airy, remodeled end unit. Screened lanai on first fairway, close to club house and restaurant. Flat screen TV with VCR/DVD/CD/tape. Jacuzzi tub. Air conditioned bedrooms. WIFI Welcome to Kuilima Estates, the condo property located on the...

    Pool
    FREE CANCELLATION

    $283 to $312/night

  11. CONDOMINIUM
    Sealodge B6

    Sealodge B6

    Princeville, HI

    Sealodge B6 is a second floor private condo located near the Sealodge Beach trail. Enjoy this 1br/1ba, with ocean views from the living room, lanai, and bedroom. The sound of the surf will lull you to sleep each night. Four sleep comfortably with...

    Pool
    FREE CANCELLATION

    $127 to $461/night

  12. CONDOMINIUM
    Wai'ula'ula A202 Condominium

    Wai'ula'ula A202 Condominium

    Kamuela, 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 is located on the Hapuna Golf Course. This recently built luxury development...

    Pool
    FREE CANCELLATION

    $525 to $1,205/night

  13. ESTATE
    Mauna Kea Resort Bluffs 22- The Beach House

    Mauna Kea Resort Bluffs 22- The Beach House

    Kamuela, HI

    This 8,000-square foot luxury estate with 2,750 square feet of outdoor living space is situated on a private, secure cul-de-sac in the Bluffs area of the Kohala Coast. The Beach House at the Bluffs features an award-winning green design, original...

    Pool Hot Tub

    $3,695 to $6,075/night

  14. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1204

    Waikiki Banyan Tower 2 Suite 1204

    Honolulu, HI

    Partial Ocean View Condo Enjoy the comforts of home at an affordable price in this Waikiki Banyon deluxe condo on the 12th floor in tower 2. Fully-equipped kitchen with standard kitchen wares. Great counter space and seating for 4 on the eat-in...

    Pool Hot Tub

    $146 to $259/night

  15. CONDOMINIUM
    Maui Kamaole #G-107

    Maui Kamaole #G-107

    Kihei, HI

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

    Pool
    FREE CANCELLATION

    $186 to $348/night

  16. CONDOMINIUM
    Kamaole Nalu Unit #106

    Kamaole Nalu Unit #106

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for it’s romantic...

    Pool

    $331 to $526/night

  17. CONDOMINIUM
    Kamaole Nalu Unit #301

    Kamaole Nalu Unit #301

    Kihei, HI

    Kamaole Nalu Resort is a six story oceanfront property located in South Kihei. It offers time stopping views of the dazzling Pacific Ocean and a friendly casual atmosphere. Adjacent the property is Kamaole Beach, well known for its romantic sunsets,...

    Pool

    $191 to $332/night

  18. CONDOMINIUM
    KIHEI BEACH Unit #306

    KIHEI BEACH Unit #306

    Maui, HI

    Breathtaking ocean views do not get better than this! You will see the second you walk into this unit that this is not your average condo. Upgraded kitchen with granite counter tops, stainless steel appliances, and high quality cabinetry. Kihei...

    Pool

    $212 to $309/night

  19. CONDOMINIUM
    Kihei Beach Unit #305

    Kihei Beach Unit #305

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $212 to $309/night

  20. CONDOMINIUM
    Hale Kamaole #130

    Hale Kamaole #130

    Kihei, HI

    Kitchen has lots of beautiful kitchen cabinets. Bathroom has shower and tub enclosure. King bed in bedroom, living room has queen hide-a-bed. Large flat screen in living room, and small flat screen in bedroom. Condo is close to pool and parking....

    Pool
    FREE CANCELLATION

    $196 to $281/night

  21. CONDOMINIUM
    Kihei Akahi #DG06

    Kihei Akahi #DG06

    Kihei, HI

    Kihei Akahi is just across from Kamaole Beach #2 and it is moderately priced. Each unit has a private lanai, washer and dryer, AC in the living room and ceiling fans throughout. It also has Cable TV/DVD players and high speed internet service. The...

    Pool
    FREE CANCELLATION

    $126 to $231/night

  22. CONDOMINIUM
    Wailea Ekolu #804

    Wailea Ekolu #804

    Wailea, HI

    Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely...

    Pool
    FREE CANCELLATION

    $261 to $405/night

  23. 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

  24. CONDOMINIUM
    Ko Olina Beach Villa (O425)

    Ko Olina Beach Villa (O425)

    Kapolei, HI

    LIVE CALENDAR If the calendar shows as available, the property is not reserved and can be booked instantly online. This listing is updated in real-time. Please click the calendar tab to see availability. This Villa requires a minimum 6 night stay....

    Pool

    $485 to $1,204/night

  25. CONDOMINIUM
    Mauna Lani Golf Villas C1

    Mauna Lani Golf Villas C1

    Kamuela, HI

    Our 2-story villa is the best unit in the Golf Villas! C1 is situated in a superior end villa location on the 10th fairway of the famed championship Francis H. I'I Brown South Course at Mauna Lani. The course was the former home to the annual Senior...

    Pool

    $364 to $720/night

  26. BUNGALOW
    He'eia Bay Beach Bungalow (Big Island)

    He'eia Bay Beach Bungalow (Big Island)

    Kailua Kona, HI

    Located in a very desirable neighborhood, the Keauhou subdivision, this beautifully remodeled home sits right on the Kona Country Club Golf Course and offers exceptional golf course views! This home is surrounded by beauty and is directly across...

    $304 to $702/night

  27. HOUSE
    Ohana Kamalani

    Ohana Kamalani

    Princeville, HI

    Situated in the heart of Princeville on the renowned Makai Golf Course, this luxury vacation rental with Bali Hai and ocean views offers ample space to comfortably accommodate eight guests. Complete with a private pool and air conditioning...

    Pool

    $571 to $1,426/night

  28. 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 $379/night

  29. CONDOMINIUM
    Poipu Shores B201

    Poipu Shores B201

    Koloa, HI

    This newly remodeled 2br/1.5ba has one of the best oceanfront views on the island. With full kitchen, washer/dryer, phone, and free wifi, you'll have all the comforts of home at Poipu Shores B201...plus walk to Brennecke's Beach and the Poipu Beach...

    Pool
    FREE CANCELLATION

    $342 to $1,099/night

  30. CONDOMINIUM
    Kamaole Beach Royale #612

    Kamaole Beach Royale #612

    Kihei, HI

    Kamaole Beach Royale is centrally located across the street from Kamaole Beach Park #1--a white sandy beach in South Kihei, Maui, Hawaii. It has lush tropical landscaping, a swimming pool, covered assigned parking, and a rooftop pavilion to barbecue...

    Pool
    FREE CANCELLATION

    $347 to $440/night