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
    Molokai Shores Condo 314

    Molokai Shores Condo 314

    Kaunakakai, HI

    Molokai Shores 314 is a lovely condo is located on the third floor.  This unit is in the A Building and it captures the trade winds as they cross the channel from Maui.  It over looks, the ground and has views of the Ancient Fishpond, Lanai and...

    Pool
    FREE CANCELLATION

    $197 to $1,322/night

  2. CONDOMINIUM
    Plantation 211

    Plantation 211

    Princeville, HI

    Few words can truly describe the beauty of Kaua’i! Why make a trip so far across the ocean unless you can enjoy every minute of it? From the magnificent Napali Coastline to the incredible Hanalei Bay sunset, our recently updated, 2 bedroom, 2...

    Pool Hot Tub

    $204 to $276/night

  3. HOUSE
    Junior Suite Oceanfront #706

    Junior Suite Oceanfront #706

    Kaanapali, HI

    Our Junior Suite is spacious and well-appointed with a Queen Bed; as well as a sofa bed for the occasional guest. There are seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  4. CONDOMINIUM
    Royal Kahana 1114 1 Bdrm

    Royal Kahana 1114 1 Bdrm

    Lahaina, HI

    Enjoy stunning views from this luxury oceanfront one-bedroom suite at Royal Kahana Beach Resort. The stunning ocean, Molokai, and Lanai views from the living room, dining area and master bedroom are sure to make your vacation unforgettable. Sip wine...

    Pool
    FREE CANCELLATION

    $199 to $423/night

  5. CONDOMINIUM
    Royal Kahana 807

    Royal Kahana 807

    Lahaina, HI

    Magnificent and spacious one bedroom, one bath ocean front suite has spectacular ocean views to the north, a private lanai, and a fully appointed upgraded kitchen with granite counter tops, glass cook stove top, and a stainless steel refrigerator....

    Pool
    FREE CANCELLATION

    $230 to $423/night

  6. CONDOMINIUM
    O-1104: Hale Lanikai Ko Olina Beach Villa

    O-1104: Hale Lanikai Ko Olina Beach Villa

    Kapolei, HI

    Experience the ultimate in oceanfront resort living in this beautiful and spacious vacation home located in the Beach Villas at Ko Olina! Overview: This 2 BR, 2 BA Penthouse luxury villa on the 11th floor of the Ocean Tower is conveniently located...

    Pool

    $508 to $1,384/night

  7. CONDOMINIUM
    Waipouli Beach Resort G103

    Waipouli Beach Resort G103

    Kapaa, HI

    Designated as the most outstanding resort in Hawaii by the Parade of Homes! The resort features breathtaking beach sunrises, a state-of-the-art lazy river saline pool complete with water slides, waterfalls, and hot tubs, beautiful landscaping, a...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  8. VILLA
    Kapalua Bay Villa 33B1

    Kapalua Bay Villa 33B1

    Kapalua, HI

    Recently and fully upgraded, this lovely villa offers every creature comfort and is easy on the eyes. So many high end upgrades, you will be tempted to stay in. Just a minute walk from Oneloa Bay and a short stroll along the coast to two world class...

    Pool

    $436 to $631/night

  9. CONDOMINIUM
    Kamaole Nalu Unit #102

    Kamaole Nalu Unit #102

    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

    $191 to $332/night

  10. CONDOMINIUM
    Kamaole Nalu Unit #204

    Kamaole Nalu Unit #204

    Kihei, HI

    A note from the owner: My beautiful two bedroom, two bathroom oceanfront condo is located between Kamaole 1 & 2 Beach Parks and is just steps away from the beach. Being on the 2nd floor allows for an incredible ocean view but is still close enough...

    Pool

    $246 to $394/night

  11. CONDOMINIUM
    Royal Mauian Unit #114

    Royal Mauian Unit #114

    Maui, 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

    $370 to $505/night

  12. CONDOMINIUM
    Sugar Beach Resort, #130

    Sugar Beach Resort, #130

    Kihei, HI

    Unit #130 at Sugar Beach Resort is a ground floor, oceanfront condo with a newly remodeled kitchen complete with granite counter tops. This unit comes equipped with a king bed, queen size sofa sleeper, VCR, CD player and FREE wireless broadband...

    Pool Hot Tub

    $190 to $387/night

  13. CONDOMINIUM
    Makena Surf Resort, #G-304

    Makena Surf Resort, #G-304

    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

    $898 to $1,235/night

  14. CONDOMINIUM
    Wailea Elua Unit #2107

    Wailea Elua Unit #2107

    Wailea, HI

    A Note From the Owner: You will love the extra space in this remodeled supersized two-bedroom, two-bath Elua condo. With nearly 300 square feet more than the typical Elua two-bedroom unit, you can spread out, relax and truly enjoy your stay in...

    Pool Hot Tub

    $448 to $897/night

  15. CONDOMINIUM
    Kihei Beach Unit #509

    Kihei Beach Unit #509

    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

    $263 to $421/night

  16. CONDOMINIUM
    Makena Surf Resort, #B-204

    Makena Surf Resort, #B-204

    Makena, HI

    A note from the owner: Welcome to our piece of paradise. We love time at our Makena Surf unit. Uniquely located on the second floor of B building, we see the spectacular beach and ocean view up-close-and-personal from the privacy of the second...

    Pool

    $773 to $1,319/night

  17. CONDOMINIUM
    Kamaole Nalu Unit #404

    Kamaole Nalu Unit #404

    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

    $246 to $394/night

  18. CONDOMINIUM
    Royal Mauian Unit #606

    Royal Mauian Unit #606

    Maui, HI

    A note from the owner: This unit has been remodeled and has central air conditioning, LCD flat screen TVs in each room, luxury linens, kitchen supplies and more.Walks directly out to Kamaole Beach Park 1. Snorkeling is great, right in front of the...

    Pool

    $370 to $505/night

  19. 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

  20. CONDOMINIUM
    Kihei Beach Unit #508

    Kihei Beach Unit #508

    Kihei, Maui, HI

    Enjoy stunning views from this peaceful 5th floor condo - look out to over Sugar Beach to Maalaea Bay to views of Molokini, Lanai and Kahoolawe and regularly see whales from the lanai during whale season! This open-plan one bedroom, one bathroom...

    $185 to $309/night

  21. CONDOMINIUM
    Wailea Elua Unit #1503

    Wailea Elua Unit #1503

    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

    $459 to $953/night

  22. CONDOMINIUM
    Sugar Beach Resort Unit #540

    Sugar Beach Resort Unit #540

    Maui, HI

    Unit #540 at Sugar Beach Resort is a nicely decorated fifth floor oceanfront unit that comes equipped with a king bed, 1 queen, DVD player, VCR and CD/Stereo. Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei...

    Pool

    $365 to $627/night

  23. CONDOMINIUM
    Maalaea Surf Unit #f-2

    Maalaea Surf Unit #f-2

    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...

    $201 to $393/night

  24. CONDOMINIUM
    Royal Mauian Unit #202

    Royal Mauian Unit #202

    Maui, HI

    Welcome to this perfect island retreat! You will be greeted by a stunning ocean view, a spacious great room complete with two cozy couches, a reading corner and 50 inch flat screen TV and DVD player. The wall of glass offers access to the huge lanai...

    Pool

    $538 to $702/night

  25. CONDOMINIUM
    Kihei Surfside, #311

    Kihei Surfside, #311

    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

    $163 to $427/night

  26. CONDOMINIUM
    Makena Surf Resort, #G-201

    Makena Surf Resort, #G-201

    Kihei, HI

    akena 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 rocky...

    Pool Hot Tub

    $775 to $1,094/night

  27. CONDOMINIUM
    Wailea Elua Unit #0909

    Wailea Elua Unit #0909

    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

    $358 to $661/night

  28. CONDOMINIUM
    Kihei Beach Unit #504

    Kihei Beach Unit #504

    Kihei, HI

    Comfort, convenience and located right on the beach - welcome to our Maui condo. This one bedroom, two bath condo is fully equipped with everything you will need for a memorable vacation. Wake up to coffee on the lanai while viewing the local canoe...

    Pool

    $190 to $309/night

  29. CONDOMINIUM
    Wailea Ekolu Unit #914

    Wailea Ekolu Unit #914

    Wailea, HI

    Wailea Ekolu Village is a tranquil terraced property located on the Wailea Blue Golf Course offering distant panoramic views of the Pacific. This quiet low-density village consists of eighteen two-story buildings spread out over 18 acres of tropical...

    Pool

    $328 to $584/night

  30. CONDOMINIUM
    Makena Surf Resort #F-209

    Makena Surf Resort #F-209

    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

    $515 to $1,094/night