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
    Kihei Beach Unit #406

    Kihei Beach Unit #406

    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

  2. CONDOMINIUM
    Sugar Beach Resort, #518

    Sugar Beach Resort, #518

    Kihei, HI

    700 Sq.Ft. A note from the owner: Looking for a tropical vacation? Sugar Beach #518 fulfills those desires by rounding out your Hawaiian Holiday with tropical accommodations. 518 is a one bedroom, one bath unit on miles of white sandy beach,...

    Pool Hot Tub

    $202 to $387/night

  3. CONDOMINIUM
    Wailea Elua Unit #1204

    Wailea Elua Unit #1204

    Wailea, HI

    Notes from the Owners: Wailea Elua Village #1204 is a beautiful two bedroom, two bath oceanfront condo that has been fully remodeled with top of the line appliances and the latest in furnishings. The large travertine flooring in the kitchen, dining,...

    Pool

    $785 to $1,347/night

  4. CONDOMINIUM
    Kihei Beach Unit #207

    Kihei Beach Unit #207

    Maui, 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

  5. CONDOMINIUM
    Royal Mauian Unit #315

    Royal Mauian Unit #315

    Kihei, HI

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

    Pool

    $437 to $605/night

  6. CONDOMINIUM
    WAILEA ELUA, #1601*

    WAILEA ELUA, #1601*

    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

  7. CONDOMINIUM
    Kamaole Nalu Unit #105

    Kamaole Nalu Unit #105

    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

    $302 to $526/night

  8. CONDOMINIUM
    Makena Surf Resort, #G-104

    Makena Surf Resort, #G-104

    Kihei, HI

    Makena Surf G-104 is a beautiful, ground floor condo that has a spacious lanai complete with its own BBQ. It opens to perfectly manicured grounds where you can enjoy the lawn and incredible views of the pacific ocean. Makena Surf Resort is a...

    Pool

    $775 to $1,094/night

  9. CONDOMINIUM
    Kihei Surfside Unit #211

    Kihei Surfside Unit #211

    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

    $208 to $448/night

  10. CONDOMINIUM
    Wailea Elua Unit #0702

    Wailea Elua Unit #0702

    Wailea, HI

    About this condo: Wailea Elua Village #702 is a spacious two bedroom, two bath oceanview condo with a king bed in the master bedroom, 2 twins in the guest bedroom and a sofa sleeper in the living room. It's located in the oceanfront area of the...

    Pool

    $425 to $953/night

  11. CONDOMINIUM
    Maalaea Surf Unit #G-7

    Maalaea Surf Unit #G-7

    Kihei, Maui, 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

    $280 to $526/night

  12. CONDOMINIUM
    Kamaole Nalu Unit #201

    Kamaole Nalu Unit #201

    Kihei, HI

    A Note from the Owner: Contemporary, comfortable and completely remodeled with quality furnishing and fixtures. Both the living room and master bedroom have new TVs and there is Wi-fi of course! The master bedroom has a very comfortable bed with...

    $191 to $332/night

  13. CONDOMINIUM
    KIHEI BEACH Unit #405

    KIHEI BEACH Unit #405

    Maui, HI

    Kihei Beach #405 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...

    Pool

    $212 to $309/night

  14. CONDOMINIUM
    Kihei Beach Unit #404

    Kihei Beach Unit #404

    Kihei, HI

    A note from the owner: After several years of visiting Maui and other Hawaiian Islands we found our perfect vacation destination at Kihei Beach! For us, one thing that sets Kihei Beach apart from other vacation spots is that our family has enjoyed...

    Pool

    $212 to $309/night

  15. CONDOMINIUM
    Kamaole Nalu Unit #503

    Kamaole Nalu Unit #503

    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

    $223 to $394/night

  16. CONDOMINIUM
    Wailea Elua, #2003

    Wailea Elua, #2003

    Wailea, HI

    A note from the owner: You will love the elegance of this remodeled one-bedroom, two-bath Elua condo. You can spread out, relax and truly enjoy your stay in paradise. Our large lanai, living room and master bedroom are ocean facing, with a...

    Pool Hot Tub

    $448 to $823/night

  17. CONDOMINIUM
    Wailea Elua Unit #1702

    Wailea Elua Unit #1702

    Wailea, HI

    About this condo: Wailea Elua Village #1702 is a newly remodeled, second floor, two bedroom- two bath condo designed with a living room, dining room and kitchen that openly flow together. New cabinets, granite counter tops, new living room carpet,...

    Pool

    $717 to $1,347/night

  18. CONDOMINIUM
    Wailea Elua Unit #1002

    Wailea Elua Unit #1002

    Wailea, HI

    Wailea Elua Village #1002 is in a prime location closest to the ocean, beach and pool. 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...

    Pool

    $841 to $1,515/night

  19. CONDOMINIUM
    Sugar Beach Resort, #329

    Sugar Beach Resort, #329

    Kihei, HI

    A Note from the Owner: After renting 4 different Sugar Beach units on 3 different floors for six years, we were fortunate enough to purchase 329 in 2013. We feel Sugar Beach 329 is in the best building with easy access from the covered parking and...

    Pool Hot Tub

    $202 to $387/night

  20. CONDOMINIUM
    Wailea Elua Unit #2101

    Wailea Elua Unit #2101

    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

    $299 to $488/night

  21. CONDOMINIUM
    Mokuleia Sands #308

    Mokuleia Sands #308

    Waialua, HI

    Queen bed, 3rd Floor, Partial Ocean view, Elevator, Steps to Beach, Free Wifi, Laundry, Parking, Non-smoking. Aloha! If you're looking for the perfect Hawaiian condo rental, we have just the place! This large 1 bedroom, 1 bath (with A/C) on the...

  22. CONDOMINIUM
    Ilikai 804

    Ilikai 804

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Beautiful high end recent remodel. Fully equipped and...

    Pool
    FREE CANCELLATION

    $138 to $275/night

  23. CONDOMINIUM
    Ilikai 2002

    Ilikai 2002

    Waikiki, HI

    STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to...

    FREE CANCELLATION

    $153 to $287/night

  24. CONDOMINIUM
    Aina-Nalu C204

    Aina-Nalu C204

    Lahaina, HI

    In the heart of historic Lahaina Town, Aina Nalu sits on a 9 acre Oasis of lush and tropical gardens with two swimming pools, spa, private Balinese bungalows at poolside, large pavilion and gas-fired BBQs. Unit 204 in building C is a beautiful two...

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $410/night

  25. CONDOMINIUM
    Kihei Akahi Resort- Unit D506

    Kihei Akahi Resort- Unit D506

    Kihei, HI

    Panoramic ocean views! 5th Floor comfortable beach home - Building D. Kihei Akahi Resort D506 - Ocean View One Bedroom One Bath 655 sq. ft. located on the 5th floor, in building D. Enjoy spectacular 180 degree PANORAMIC views from your living...

    FREE CANCELLATION

    $153 to $341/night

  26. CONDOMINIUM
    Island Sands 206

    Island Sands 206

    Wailuku, HI

    Direct Oceanfront Condo with Ocean and Mountain Views on Beautiful Ma`alaea Bay. Welcome to Island Sands Unit 206, an oceanfront community that sits on the waterfront away from the road. Spectacular ocean, island, and Mount Haleakala views! This...

    Pool
    FREE CANCELLATION

    $199 to $430/night

  27. CONDOMINIUM
    Kihei Holiday Unit 120

    Kihei Holiday Unit 120

    Kihei, HI

    Partial ocean views from first floor - Pets Considered. Kihei Holiday Unit 120 - Partial Ocean View Twe Bedroom One Bath 900 sq. ft. located on the 1st floor - 1 Dog Considered. This is a low density two story resort. Unit 120 has partial ocean...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $173 to $366/night

  28. CONDOMINIUM
    Kanai A Nalu 406

    Kanai A Nalu 406

    Wailuku, HI

    Ocean front condo on top and 4th floor. Experience the moon and sunrise over Mount Haleakala and ocean! Clean, beautiful condo with all the comforts of home!. Spectacular ocean front condo with amazing views! Split AC in the living room, master...

    Pool
    FREE CANCELLATION

    $212 to $448/night

  29. CONDOMINIUM
    Kihei Akahi Resort- Unit C505

    Kihei Akahi Resort- Unit C505

    Kihei, HI

    Nice ocean and garden views! 5th Floor comfortable beach home - Building C. Kihei Akahi Resort C505 - Ocean View One Bedroom One Bath 655 sq. ft. located on the 5th floor, in building C. Enjoy great views from your lanai (balcony) of the Pacific...

    Pool
    FREE CANCELLATION

    $135 to $341/night

  30. CONDOMINIUM
    Kihei Akahi Resort- Unit C213

    Kihei Akahi Resort- Unit C213

    Kihei, HI

    Kihei Akahi Resort unit C213 Gorgeous High-end Remodel with Beautiful Garden Views. Steps to Kamaole Beach Park II and swimming pool. Gorgeous high-end remodel property! Everything is new as of 2018. This one bedroom and one bath is 655 square...

    FREE CANCELLATION

    $161 to $379/night