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
    Sealodge G4

    Sealodge G4

    Princeville, HI

    Sealodge G4 is the perfect choice for honeymoons, anniversaries, or other romantic occasions. With its expansive views of the sea, waves breaking, and lush green coastline visible from the large bedroom picture window, you won't even need to get...

    Pool
    FREE CANCELLATION

    $226 to $257/night

  2. CONDOMINIUM
    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua Bay Villa 21G4 Gold Beach Front

    Kapalua, HI

    The name 'Kapa' 'lua' means above waters edge. This ocean front beauty is uniquely perched above the waters edge along the most desirable stretch of Maui coastline just steps from the sand. Quiet coves make for excellent snorkeling and swimming,...

    Pool

    $625 to $844/night

  3. CONDOMINIUM
    Kealia Resort Unit #304

    Kealia Resort Unit #304

    Kihei, HI

    Unit #304 at Kealia Resort is a nicely decorated third-floor oceanfront unit that comes equipped with a queen bed, 2 twin beds, sofa sleeper, DVD player, VCR and CD/Stereo. Kealia Resort is a tranquil beachfront condominium resort located in North...

    Pool

    $223 to $321/night

  4. CONDOMINIUM
    Kihei Beach Unit #110

    Kihei Beach Unit #110

    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

  5. CONDOMINIUM
    Kihei Surfside, #411

    Kihei Surfside, #411

    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

  6. CONDOMINIUM
    Waiohuli Beach Hale #D-221

    Waiohuli Beach Hale #D-221

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii along a long walking beach and near the bus route. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is...

    Pool
    FREE CANCELLATION

    $157 to $277/night

  7. CONDOMINIUM
    Kona Makai 3-302

    Kona Makai 3-302

    Kailua Kona, HI

    Kona Makai 3-302 is a gorgeous top floor, spacious condo that's been recently updated! Great showmanship of pride in property. Nice ocean view. Loft! Essentially a 2 bedroom for the price of 1!The Kona Makai is a beautiful sunny highly sought after...

    Pool Hot Tub
    FREE CANCELLATION

    $465 to $485/night

  8. 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

  9. 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

  10. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Enjoy our tropical paradise – Feel tension melt away when take your first look from our unit and see an unobstructed, breath-taking views of Lana'i, Molokai'i and the vast expanse of ocean. It is magnificent at all times of day. Relax to the...

    Pool
    FREE CANCELLATION

    $178 to $263/night

  11. HOUSE
    Turtle Rock

    Turtle Rock

    Kailua Kona, HI

    Direct Ocean Front Cottage where you can watch whales and surfers while relaxing on the large sunning deck, literally hanging over the oceans edge. Features two master suites and private pool, and located just 5 miles from Kailua Village at 78-6658...

    Pool
    FREE CANCELLATION

    $432 to $934/night

  12. CONDOMINIUM
    Luana Kai #A-103

    Luana Kai #A-103

    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

    $267 to $418/night

  13. 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

  14. HOUSE
    Indo Lotus Beach House

    Indo Lotus Beach House

    Wailea, HI

    The Indo Lotus Beach House is one of the few vacation homes on Maui that has a legal grandfathered rental history, combined with a beachfront location. Set on Kamaole One Beach at the 'Charley Young' end, Indo Lotus has direct access to a popular...

    Hot Tub

    $1,234 to $2,694/night

  15. CONDOMINIUM
    Sugar Beach Resort, #418

    Sugar Beach Resort, #418

    Kihei, HI

    Sugar Beach Resort is the Winner of Building of the Year and Manager of the Year Awards from the Institute of Real Estate Management (IREM®) Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping...

    Pool

    $202 to $387/night

  16. CONDOMINIUM
    Luana Kai #C-203

    Luana Kai #C-203

    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 five gas grills for your use. There is an expansive lawn between the...

    Pool
    FREE CANCELLATION

    $128 to $219/night

  17. CONDOMINIUM
    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua Bay Villa 22G2 Gold Ocean Front

    Kapalua, HI

    This 5 star property is perfectly situated above the waves in the most pristine and highly desired locations in Kapalua! Building 22, just steps from the stairs that lead down to the white sands of Oneloa Bay.This unique floor plan is the only...

    Pool

    $813 to $1,219/night

  18. CONDOMINIUM
    Waiohuli Beach Hale #C-110

    Waiohuli Beach Hale #C-110

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $208 to $347/night