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
    Makena Surf Resort, #G-101

    Makena Surf Resort, #G-101

    Makena, HI

    A note from the owner. Welcome to our Maui ohana. Our unit is special because of the extra space and privacy, including the cool, shady side lanai we call our grotto - the perfect place to curl up with a good book, and a lovely respite from the...

    Pool

    $775 to $1,094/night

  2. CONDOMINIUM
    Waikiki Grand 605 Condo

    Waikiki Grand 605 Condo

    Honolulu, HI

    Studio 605 at the Waikiki Grand Hotel Hawaii The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly remodeled and tropically decorated unit features a queen size bed and full kitchen with standard size...

    Pets OK
    FREE CANCELLATION
  3. CONDOMINIUM
    Palms Waikiki 720

    Palms Waikiki 720

    Honolulu, HI

    BRAND NEW LISTING! Stunning remodel, this modern 'euro styled' 7th floor suite comfortably accommodates two adults and is located steps from the Waikiki Marina, Dukes Beach and the Hilton Lagoon. Our place is ideal for couples or business people...

    Pool
    FREE CANCELLATION

    $144 to $197/night

  4. CONDOMINIUM
    Grand Champions #51

    Grand Champions #51

    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 Hot Tub
    FREE CANCELLATION

    $244 to $358/night

  5. CONDOMINIUM
    Shores of Maui #105

    Shores of Maui #105

    Kihei, HI

    Shores of Maui is located across the street from Cove Park in Kihei, a popular surfing and stand-up paddling spot. It features a tennis court, barbecue grills, swimming pool, and hot tub. Unit #105 is a ground floor 2 bedroom, 2 bath ocean view...

    Pool
    FREE CANCELLATION

    $220 to $348/night

  6. CONDOMINIUM
    Luana Kai #A-205

    Luana Kai #A-205

    Kihei, HI

    Luana Kai is a large oceanfront complex in Kihei. It is centrally located to shops, activities, and restaurants. It features a large oceanfront pool, hot tub, shuffleboard, and gas grills for your use. There is an expansive lawn between the...

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $342/night

  7. CONDOMINIUM
    Kihei Surfside, #309

    Kihei Surfside, #309

    Kihei, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180 degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool

    $167 to $427/night

  8. 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

  9. CONDOMINIUM
    Kihei Surfside Unit #214

    Kihei Surfside Unit #214

    Maui, HI

    A note from the owner: Come enjoy our newly renovated ocean front condo. We did a complete renovation in December of 2006 and it is nicely appointed with granite counter tops in the kitchen and bathrooms. You can enjoy great sunsets from the lanai...

    Pool

    $280 to $526/night

  10. CONDOMINIUM
    Sugar Beach Resort Unit #531

    Sugar Beach Resort Unit #531

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $202 to $387/night

  11. CONDOMINIUM
    Makena Surf Resort Unit #f-212

    Makena Surf Resort Unit #f-212

    Maui, 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

    $775 to $1,094/night

  12. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    A note from the owner: Tropical bliss welcomes you from the moment you walk through the door and past the gorgeous island artwork hanging on the wall. As you step into the main living area of the condo, prepare yourself to see one of the most...

    Pool

    $202 to $387/night

  13. CONDOMINIUM
    Menehune Shores, #422

    Menehune Shores, #422

    Kihei, HI

    Menehune Shores is a beautiful six story oceanfront property located in North Kihei and offers unobstructed views of the clear blue Pacific. The property features an immaculately kept lawn area, a shuffleboard court, an on-site restaurant (Monsoon...

    Pool

    $223 to $336/night

  14. CONDOMINIUM
    Makena Surf Resort Unit #C-103

    Makena Surf Resort Unit #C-103

    Maui, 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

    $504 to $926/night

  15. CONDOMINIUM
    Wailea Ekahi Unit #22D

    Wailea Ekahi Unit #22D

    Wailea, HI

    Wailea Ekahi Village is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical...

    Pool

    $313 to $432/night

  16. CONDOMINIUM
    Sugar Beach Resort #PH23

    Sugar Beach Resort #PH23

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool Hot Tub

    $202 to $387/night

  17. CONDOMINIUM
    Kihei Beach Unit #103

    Kihei Beach Unit #103

    Kihei, HI

    A note from the owner: We love relaxing on our sunny ground level lanai with its spectacular view of the ocean, West Maui Mountains and the Islands of Kaho'olawe, Molokini and Lanai. It feels like it is our front yard! Just a few steps across the...

    Pool

    $223 to $309/night

  18. CONDOMINIUM
    Menehune Shores Unit #218

    Menehune Shores Unit #218

    Maui, HI

    A note from the owner: Unit 218 has been completely remodeled in 2006. It is a spacious 3 bedroom condo and is great for larger families or couples traveling together. This ocean front condo has spectacular outer island views. The condo is well...

    Pool

    $477 to $533/night

  19. 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

  20. CONDOMINIUM
    Ma'alaea Surf Unit #C-8

    Ma'alaea Surf Unit #C-8

    Kihei, HI

    Maalaea Surf Resort is an exceptional beachfront property located in North Kihei offering spectacular ocean views. This property consists of eight two story buildings spread out over five acres of immaculate tropical landscaping. It lies on the...

    Pool

    $257 to $526/night

  21. CONDOMINIUM
    Kamaole Nalu Unit #604

    Kamaole Nalu Unit #604

    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...

    $223 to $394/night

  22. CONDOMINIUM
    Sugar Beach Resort, #430

    Sugar Beach Resort, #430

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool

    $202 to $387/night

  23. CONDOMINIUM
    Makena Surf Resort, #C-102

    Makena Surf Resort, #C-102

    Makena, 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

    $538 to $926/night

  24. CONDOMINIUM
    Royal Mauian #416

    Royal Mauian #416

    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,...

    Pool

    $291 to $505/night

  25. CONDOMINIUM
    Kihei Beach #403

    Kihei Beach #403

    Kihei, Maui, HI

    #403 completed renovations in 2010 and now features granite counter tops, custom cabinets, new tile flooring and HDTV (TV and HDTV service). Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping...

    Pool

    $212 to $309/night

  26. CONDOMINIUM
    Wailea Ekolu Unit #401

    Wailea Ekolu Unit #401

    Wailea, HI

    A Note from the Owner: We chose Maui as the prefect location for our second home based on year around outstanding weather. Every day has highs in the 80s and generally bright sunshine. Our favorite hobby is golf. There are 5 courses within a few...

    Pool

    $235 to $431/night

  27. CONDOMINIUM
    Kihei Surfside Unit #111

    Kihei Surfside Unit #111

    Kihei, Maui, HI

    Kihei Surfside Resort is a unique six story oceanfront property located in South Kihei offering 180 degree views of the clear blue Pacific. The property and adjacent Keawekapu Beach together provide excellent locations for stunning sunsets,...

    Pool Pets OK

    $185 to $427/night

  28. CONDOMINIUM
    Wailea Elua Unit #0202

    Wailea Elua Unit #0202

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $494 to $1,065/night

  29. CONDOMINIUM
    Royal Mauian Unit #302

    Royal Mauian Unit #302

    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,...

    Pool

    $515 to $702/night

  30. 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