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 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

  2. CONDOMINIUM
    Wailea Elua Unit #807

    Wailea Elua Unit #807

    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

    $302 to $528/night

  3. CONDOMINIUM
    WAILEA ELUA, #1402^

    WAILEA ELUA, #1402^

    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

    $471 to $896/night

  4. CONDOMINIUM
    Wailea Elua Unit #0908

    Wailea Elua Unit #0908

    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

    $724 to $1,065/night

  5. 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

  6. 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

  7. 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

  8. CONDOMINIUM
    Kihei Beach Unit #303

    Kihei Beach Unit #303

    Kihei, HI

    A Note from the Owners: #303 is owned by Maui-lovers, and you can tell. Their unit is warm and comfortable, with a newly-remodeled kitchen equipped for the owners themselves, newly-remodeled living room and bathroom, a mosaic underwater scene from a...

    Pool

    $190 to $309/night

  9. CONDOMINIUM
    Royal Mauia Unit #317

    Royal Mauia Unit #317

    Kihei, HI

    A note from the owner: Welcome to our tropical paradise! After staying in many different condominiums over the years, we have tried to incorporate everything important to us into this new remodel. There is now air conditioning for added comfort,...

    Pool

    $370 to $505/night

  10. CONDOMINIUM
    Menehune Shores Unit #427

    Menehune Shores Unit #427

    Maui, HI

    A note from the owner: Our unit was completely remodeled in 2006. It is great for families or couples traveling together. This ocean front condo has spectacular outer island views. The condo is well appointed with all you will need for a comfortable...

    Pool

    $223 to $336/night

  11. 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

  12. 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

  13. 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

    $135 to $289/night

  14. CONDOMINIUM
    Kihei Akahi Resort- Unit C405

    Kihei Akahi Resort- Unit C405

    Kihei, HI

    Nice ocean and garden views! 4th Floor comfortable beach home - Building C. Kihei Akahi Resort C405 - Ocean View One Bedroom One Bath 655 sq. ft. located on the 4th floor, in building C. Enjoy great views from your lanai (balcony) of the Pacific...

    Pool
    FREE CANCELLATION

    $148 to $353/night

  15. 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

  16. CONDOMINIUM
    Kanai A Nalu 318

    Kanai A Nalu 318

    Wailuku, HI

    Oceanfront condo on third floor with beautiful ocean and beach views! Upgraded property. Quiet home listen to the sounds of the sea. Spectacular ocean front condo with amazing views! Three Way Split AC in the living room, master bedroom and second...

    Pool
    FREE CANCELLATION

    $251 to $461/night

  17. 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

  18. 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

  19. 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

  20. APARTMENT
    KV804A THTH-PTO-00-ACH

    KV804A THTH-PTO-00-ACH

    Honolulu, HI

    Walk into a comfortable and quiet studio with all the essentials that will give you a home like feeling. Enjoy a night's rest in a queen bed with linens provided after a fun day of soaking that Hawaiian Sun and lounging in the clear blue ocean...

    FREE CANCELLATION

    $105 to $143/night

  21. CONDOMINIUM
    Royal Mauian #410

    Royal Mauian #410

    Kihei, HI

    The Royal Mauian is one of the premier properties of Kihei Maui. This Maui beachfront rental is located right on the beach between Kamaole Beach Park I and II. Featuring an oceanfront pool perched right at the water's edge. The lush landscaped...

    Pool
    FREE CANCELLATION

    $335 to $522/night

  22. 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

  23. 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

  24. 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

    $223 to $398/night

  25. CONDOMINIUM
    Grand Champions #45

    Grand Champions #45

    Kihei, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the 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...

    Pool
    FREE CANCELLATION

    $261 to $400/night

  26. HOUSE
    Kahana Sunset F1

    Kahana Sunset F1

    Kahana, HI

    Kahana Sunset Unit F-1 is an ocean front 2-bedroom, 2 1/2 bath unit situated on the ground floor. The ocean views from the master bedroom, kitchen, and living room is outstanding. The unit has been recently remodeled, with a modern kitchen, tile...

    Pool

    $428 to $484/night

  27. HOUSE
    Sands Of Kahana 356

    Sands Of Kahana 356

    Kahana, HI

    Grasp the beautiful sunsets and rainbows from this very spacious three bedroom condominium This unit is one of the few 3 bedroom units at the Sands of Kahana that has air conditioning. Ocean views and vivid rainbow skies are visible from every...

    Pool Hot Tub

    $501 to $557/night

  28. HOUSE
    Kahana Sunset D2D

    Kahana Sunset D2D

    kahana, HI

    This is an original Kahana Sunset unit with an oceanview. It has a TV, dvd, vhs player & CD player, along with free internet access, and a wine cabinet. This unit is just a few steps to the pool and a short walk to the beach!Kahana Sunset sits on...

    Pool

    $186 to $214/night

  29. 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

  30. HOUSE
    Sands Of Kahana 336

    Sands Of Kahana 336

    Kahana, HI

    Nestled on the pristine coastline of Kahana, located approximately halfway between Kaanapali and Kapalua, the beachfront condominium community known as the Sands of Kahana is the perfect family resort. With 2 bedrooms and two baths, this unit...

    Pool Hot Tub

    $332 to $388/night