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
    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

  2. 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

    $459 to $953/night

  3. CONDOMINIUM
    Wailea Ekahi Unit #33B

    Wailea Ekahi Unit #33B

    Kihei, 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

    $280 to $414/night

  4. 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

  5. CONDOMINIUM
    Waiohuli Beach Hale #D-122

    Waiohuli Beach Hale #D-122

    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

    $157 to $277/night

  6. CONDOMINIUM
    Maui Kamaole #J-219

    Maui Kamaole #J-219

    Kihei, HI

    Kamaole Beach III is just across the street from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and tennis...

    Pool Hot Tub
    FREE CANCELLATION

    $324 to $486/night

  7. CONDOMINIUM
    Waiohuli Beach Hale #D-121

    Waiohuli Beach Hale #D-121

    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

    $157 to $277/night

  8. 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...

    Pool Hot Tub
    FREE CANCELLATION

    $465 to $485/night

  9. 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

  10. CONDOMINIUM
    Maui Vista #2-418

    Maui Vista #2-418

    Kihei, HI

    Maui Vista is a lovely complex located across the street from the famous Kamaole Beach and is 100 yards from Charley Young Beach. Enjoy miles of sandy beach, snorkeling, surfing and stand-up paddle boarding a short walk away. These beaches have...

    Pool
    FREE CANCELLATION

    $202 to $289/night

  11. CONDOMINIUM
    Waiohuli Beach Hale #B-108

    Waiohuli Beach Hale #B-108

    Kihei, HI

    Waiohuli Beach Hale #B-108 is a 1 Bd that sleeps 4. 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...

    Pool
    FREE CANCELLATION

    $157 to $277/night

  12. CONDOMINIUM
    Maui Kamaole #F-207

    Maui Kamaole #F-207

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and tennis courts...

    Pool Hot Tub
    FREE CANCELLATION

    $302 to $418/night

  13. CONDOMINIUM
    Kihei Akahi #C-217

    Kihei Akahi #C-217

    Kihei, HI

    Kihei Akahi is just across from Kamaole Beach #1 and it is moderately priced. Each unit has a private lanai, washer and dryer, AC in the living room and ceiling fans throughout. It also has Cable TV/DVD players and high speed internet service. The...

    Pool
    FREE CANCELLATION

    $150 to $242/night

  14. CONDOMINIUM
    Palms at Wailea #1101

    Palms at Wailea #1101

    Wailea, HI

    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is...

    Pool Hot Tub
    FREE CANCELLATION

    $289 to $493/night

  15. CONDOMINIUM
    Sandpiper 120A

    Sandpiper 120A

    Princeville, HI

    Sandpiper 120A: Enjoy a quiet retreat in this attractively decorated, ground floor condo in Sandpiper Village. This Kauai vacation rental has a fully equipped kitchen for home cooked meals, a large tiled lanai to enjoy a cool drink amidst tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $159 to $182/night

  16. 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

  17. CONDOMINIUM
    Grand Champions #48

    Grand Champions #48

    Wailea, 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 Hot Tub
    FREE CANCELLATION

    $255 to $400/night

  18. 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

    $934/night

  19. CONDOMINIUM
    Maui Kamaole #I-109

    Maui Kamaole #I-109

    Kihei, HI

    Kamaole Beach Park #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $347/night

  20. VILLA
    Kapalua Bay Villa 20G2 Gold Beach Front

    Kapalua Bay Villa 20G2 Gold Beach Front

    Kapalua, HI

    Paint to exterior of building scheduled between April 21st and June 15th. This is a rare opportunity to experience this 5 star property for a fraction of the cost!! Contact manager for special rates and details! We invite you to be carried away...

    Pool

    $781 to $1,219/night

  21. CONDOMINIUM
    309

    309

    Kihei, HI

    Beautiful Ocean Views from this two bedroom condo with loft from living room, kitchen and both bedrooms. Ocean, pool and mountain views from lanai. Light and bright condo offers all the updates you can think of. New living room furniture, including...

    Pool
    FREE CANCELLATION

    $258 to $393/night

  22. CONDOMINIUM
    Waiohuli Beach Hale #D-117

    Waiohuli Beach Hale #D-117

    Kihei, HI

    Unit D-117 at Waiohuli Beach Hale is a ground floor, 1 bedroom, 1 bath unit with a partial ocean view. This very clean, nicely furnished unit features a walk out lanai to beautiful tropical gardens and the large ocean front, solar heated pool. A...

    Pool
    FREE CANCELLATION

    $157 to $277/night

  23. CONDOMINIUM
    Wailea Ekolu #205

    Wailea Ekolu #205

    Wailea, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool
    FREE CANCELLATION

    $307 to $522/night

  24. CONDOMINIUM
    Maui Kamaole #K-108

    Maui Kamaole #K-108

    Kihei, HI

    Kamaole Beach #3 is just across the street from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and tennis...

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $413/night

  25. CONDOMINIUM
    Wai'ula'ula A102

    Wai'ula'ula A102

    Kamuela, HI

    Your visit to our vacation home will capture the essence of Hawaii. We are located along the Big Island’s exclusive golden Kohala Coast. Play golf on the emerald fairways of the renowned Mauna Kea Resort courses. Experience Kauna’oa and Hapuna,...

    Pool Hot Tub
    FREE CANCELLATION

    $525 to $1,205/night

  26. CONDOMINIUM
    Hanalei***TA-147868876801 Available for 2-30 night rentals

    Hanalei***TA-147868876801 Available for 2-30 night renta...

    Kahuku, HI

    Upgraded end unit on 1st tee of the Fazio Course. A/C and TV/DVD/CD in bdrms and l.r. Porcelain tile and granite in MB. Wireless Access, I-Pod dock. Main area tiled, except for new carpet in bdrms and loft. Furnished lanai. Flat screen TV....

    Pool
    FREE CANCELLATION

    $329 to $363/night

  27. CONDOMINIUM
    Kihei Beach Unit #603

    Kihei Beach Unit #603

    Kihei, HI

    A note from the owner: Unit 603 is a Top Floor Waterfront suite with additional spacious terraces to enjoy the breathtaking ocean and beach views. The suite is a beautifully updated Open Plan, with sandstone flooring, granite counters and fully...

    Pool

    $223 to $309/night

  28. CONDOMINIUM
    Kihei Surfside, #612

    Kihei Surfside, #612

    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

    $185 to $427/night

  29. CONDOMINIUM
    Maui Kamaole #I-215

    Maui Kamaole #I-215

    Kihei, HI

    \Kamaole Beach Park #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $377/night

  30. CONDOMINIUM
    Keawakapu Views #206

    Keawakapu Views #206

    Kihei, HI

    This is not your typical vacation rental—across the street from the most beautiful beach on Maui, Keawakapu. Constantly being updated. Furnished with unique contemporary and Asian furniture, original art and ethnic artifacts. Comfortable and...

    FREE CANCELLATION

    $157 to $261/night