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
    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features a full kitchen and dining table. The master bedroom has a king size bed. The guest room also features a king...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  2. CONDOMINIUM
    H4-2 Bedroom Beachfront

    H4-2 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H4 is deluxe in every sense. H4 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This exceptional unit features a full kitchen, second bedroom and bath. Enjoy the ocean views and Maui's...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  3. CONDOMINIUM
    Lokelani A203

    Lokelani A203

    Lahaina, HI

    Lokelani is a gorgeous 2 -floor oceanfront condo that has been completed renovated. It has 2 bedrooms and 2 full bathrooms. The master suite has a king bed and it's own private lani, the second bedroom has 2 twins that can be converted into a King...

    Pool
    FREE CANCELLATION

    $413 to $813/night

  4. CONDOMINIUM
    Sea Village 3-317

    Sea Village 3-317

    Kailua Kona, HI

    Sea Village#3-317 is an Amazing Vacation Rental Property. Sitting Directly on top of the water. You can't get closer to the water than this. Phenomenal Price For The Value. Sea Village Resort reflects the tranquil beauty of the Big Island. The...

    Pool Hot Tub
    FREE CANCELLATION
  5. TOWNHOUSE
    Keauhou Kona Surf & Racquet Club #176

    Keauhou Kona Surf & Racquet Club #176

    Kailua Kona, HI

    **Brand new Property in our Vacation Rental Inventory, that we're proud to represent** This is a gorgeous ocean front townhouse corner unit. Being an end unit with additional side windows allows for additional light in the unit, and because it is...

    Pool
    FREE CANCELLATION
  6. 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
  7. TOWNHOUSE
    Keauhou Kona Surf & Racket Club Townhouse #3

    Keauhou Kona Surf & Racket Club Townhouse #3

    Kailua Kona, HI

    This oceanfront townhouse is beautifullly furnished, very clean, and cozy. It has Wifi, HD Television & DVR. Have a bigger group? We manage Townhome#4 right next door. This property sleeps 4, and next door sleeps 6. A great option for 10 to be right...

    Pool
    FREE CANCELLATION
  8. CONDOMINIUM
    Kona Plaza 217

    Kona Plaza 217

    Kailua Kona, HI

    Welcome to the listing page of Kona Plaza#217. Brand new Vacation Rental as of January 2019. It's amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village....

    Pool
    FREE CANCELLATION
  9. CONDOMINIUM
    Grand Champions #72

    Grand Champions #72

    Wailea, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools,...

    Pool
    FREE CANCELLATION

    $406 to $696/night

  10. CONDOMINIUM
    Makena Surf Resort, #A-101

    Makena Surf Resort, #A-101

    Kihei, HI

    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and...

    Pool

    $403 to $785/night

  11. CONDOMINIUM
    Kapalua Golf VIlla 14p7&8

    Kapalua Golf VIlla 14p7&8

    Lahaina, HI

    our home away from home is perfectly situated on the Kapalua Golf Villa resort property. Expansive golf views with Molokai drawing your eyes straight out over the Pacific and across the fairways of the Bay Golf Course. Some of the best views from...

    Pool
    FREE CANCELLATION

    $403 to $1,368/night

  12. TOWNHOUSE
    Kulalani at Mauna Lani 405

    Kulalani at Mauna Lani 405

    Kamuela, HI

    Welcome to our beautifully appointed town home at Kulalani, located at the prestigious Mauna Lani Resort on the Big Island of Hawaii. Kulalani is one of the newest developments in Mauna Lani and boasts the largest and best pools and workout center...

    Pool

    $401 to $731/night

  13. CONDOMINIUM
    Papakea L106

    Papakea L106

    Lahaina, HI

    Highly upgraded West Maui Kaanapali Papakea 2 bedroom, 2 full bathrooms, ground floor condo 25 feet from the oceans edge. Watch the whales, sunsets, and the ocean from the kitchen, living room and lanai. Sleep to the sound of the waves. This condo...

    Pool

    $400 to $491/night

  14. CONDOMINIUM
    Kapalua Bay Villas 17B3

    Kapalua Bay Villas 17B3

    Lahaina, HI

    Luxury Ocean front Bay Villa in breath taking Kapalua. Perfectly updated, every window perfectly frames your view of the amazing scenery. Slide open the lanai doors and invite the warm pacific breeze into your living space. Hear the ocean just steps...

    Pool
    FREE CANCELLATION

    $394 to $1,000/night

  15. CONDOMINIUM
    Kona Magic Sands 313

    Kona Magic Sands 313

    Kailua Kona, HI

    Kona Magic Sands#313 is a direct oceanfront, top floor condo that is meticulously maintained, beautifully furnished, and has absolutely anything any guest could dream of. Wifi, Air Conditioning, beach gear, you name it, the condo most likely has it!...

    FREE CANCELLATION
  16. CONDOMINIUM
    Royal Mauian Unit #614

    Royal Mauian Unit #614

    Kihei, HI

    Royal Mauian is a unique six story oceanfront property located in South Kihei offering unobstructed views of the clear blue Pacific. The property and adjacent Kamaole Beach together provide excellent locations for stunning sunsets, snorkeling,...

    $392 to $561/night

  17. CONDOMINIUM
    Puu Poa 310

    Puu Poa 310

    Princeville, HI

    This spacious, upscale Kauai vacation rental offers verdant island beauty along with all of the amenities of home. Relaxation is in abundance inside or out on your lanai (patio). The ocean view master suite has a King size bed, TV/DVD, and private,...

    Pool

    $392 to $542/night

  18. CONDOMINIUM
    C1-2 Bedroom Oceanfront

    C1-2 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit C1 is deluxe in every sense. C1 is a conveniently located ground floor unit, just steps from the small pool. This unit is splendidly furnished. Enjoy ocean front outdoor living on your large private lanai with enough seating for...

    Pool
    FREE CANCELLATION

    $377 to $591/night

  19. CONDOMINIUM
    E4-2 Bedroom Oceanfront

    E4-2 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit E4, is conveniently located on the ground floor, just steps away from the large pool. It was completely remodeled October 2015. This unit is well furnished, features a full kitchen and a second bedroom and bath. Enjoy ocean...

    Pool
    FREE CANCELLATION

    $377 to $591/night

  20. CONDOMINIUM
    Kulakane 301

    Kulakane 301

    Lahaina, HI

    Incredible ocean 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 totally...

    Pool
    FREE CANCELLATION

    $375 to $895/night

  21. CONDOMINIUM
    Kapalua Bay Villa 34B-4

    Kapalua Bay Villa 34B-4

    Lahaina, HI

    The Breathtaking views from this fabulous villa is just one of the reason Kapalua is the premier spot for your Hawaiian holiday. The white sand beaches, championship golf course, award winning restaurants are just a few things to dream of before you...

    Pool
    FREE CANCELLATION

    $374 to $1,063/night

  22. CONDOMINIUM
    Kaanapali Shores 403

    Kaanapali Shores 403

    Lahaina, HI

    Relax on our 4th 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 403 lanai has views of the ocean,spectacular sunsets, and whales in...

    Pool
    FREE CANCELLATION

    $374 to $1,205/night

  23. HOUSE
    Kahana Sunset F12

    Kahana Sunset F12

    Lahaina, HI

    This unit is an ocean front condo just right off the white sand beach and the Keonenui Bay that front Kahana Sunset. Two bedrooms two and a half bathrooms. No sofa sleeper. The kitchen and master bath have been recently remodeled. There is tile...

    Pool

    $371 to $428/night

  24. CONDOMINIUM
    Maui Eldorado: Maui Condo D108

    Maui Eldorado: Maui Condo D108

    Kaanapali, HI

    Maui Eldorado Resort D108, privately-owned remodeled condo. Enjoy spacious, 1700 sq ft Maui Eldorado condo affords ocean view from this two bedroom two bath Maui vacation rental. Enjoy 2 QUEEN BEDS and 1 KING BED - 3 BEDS TOTAL, much more...

    Pool
    FREE CANCELLATION

    $370 to $816/night

  25. CONDOMINIUM
    Maui Eldorado: Maui Condo K200

    Maui Eldorado: Maui Condo K200

    Kaanapali, HI

    New to MKVR rental pool, Maui Eldorado Resort K200, top floor ocean view remodeled condo. Centrally located in the heart of Kaanapali, short walk to Whaler's Village shops, restaurant and walk to Kaanapali Beach. This spacious almost 1500 sq ft Maui...

    Pool
    FREE CANCELLATION

    $370 to $816/night

  26. CONDOMINIUM
    Maui Eldorado: Maui Condo J100

    Maui Eldorado: Maui Condo J100

    Kaanapali, HI

    Relax in this two bedroom two bath spacious 1700 square foot Maui condo. Situated in the heart of Kaanapali. 10 min walk to whalers. Enjoy unobstructed views of the ocean at this prime location. Desirable unit due to its J location. Closest unit to...

    Pool
    FREE CANCELLATION

    $370 to $816/night

  27. CONDOMINIUM
    Maui Eldorado: Maui Condo L200

    Maui Eldorado: Maui Condo L200

    Kaanapali, HI

    Maui Eldorado Resort L200, top floor ocean view remodeled condo. Enjoy spacious, 1700 sq ft Maui Eldorado bright condo affords ocean view from this two bedroom two bath Maui vacation rental. Enjoy 3 King beds (photos will reflect 3 beds June 3,...

    Pool
    FREE CANCELLATION

    $370 to $816/night

  28. 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

  29. 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 unit This fully equipped condominium is beautifully maintained and decorated in island decor. \ The 2 BR...

    Pool
    FREE CANCELLATION

    $369 to $1,188/night

  30. CONDOMINIUM
    Ko Olina Beach Villa O701

    Ko Olina Beach Villa O701

    Kapolei, HI

    LOCATION: This Villa is located on the 7th floor of the Ocean Tower at the Beach Villas at Ko Olina right on Lagoon 2. Leave the world behind as you’re greeted by the warm blue expansive ocean views from the living area and spacious lanai...

    Pool

    $369 to $1,204/night