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
    Ilikai Tower 1137

    Ilikai Tower 1137

    Honolulu, HI

    1 Bedroom Deluxe Yacht Harbor View on the 11th Floor! This unit features 2-full beds, which is perfect when traveling with a friend! With a gorgeous view of the yacht harbor, you'll always want to relax with a cocktail and enjoy the beautiful...

    FREE CANCELLATION

    $192/night

  2. CONDOMINIUM
    Puako Beach Penthouse 405

    Puako Beach Penthouse 405

    Waimea, HI

    Fantastic panoramic ocean views. You can see the whales splashing their tales in the winter from the lanai! You can see the white sand at Hapuna Beach! Gorgeous sunsets, too! Watch the sunset while you BBQ and dine outdoors. This fabulous 3...

    Pool
    FREE CANCELLATION

    $322 to $435/night

  3. 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

  4. CONDOMINIUM
    Leinaala Oceanfront #405

    Leinaala Oceanfront #405

    Kihei, HI

    Leinaala is a small 24 unit oceanfront property with panoramic views. Each unit faces the ocean. Leinaala has a relaxed and private atmosphere with a great feeling of the aloha spirit. There is an oceanfront pool, gas barbecue for your use, and...

    Pool
    FREE CANCELLATION

    $347 to $698/night

  5. CONDOMINIUM
    Leinaala Oceanfront #301

    Leinaala Oceanfront #301

    Kihei, HI

    Leinaala Oceanfront Unit 301 is a 1 bedroom 1 bath fully furnished condo. This property has a panoramic view of the ocean, mountains and sunsets. Watch the whales from your lanai while you have your morning coffee. In addition,this property offers...

    Pool
    FREE CANCELLATION

    $217 to $465/night

  6. CONDOMINIUM
    New! Updated! Modern, Maui Beachfront with Central A/C

    New! Updated! Modern, Maui Beachfront with Central A/C

    Lahaina, HI

    Most frequently asked questions re: payments, cancellations, our home, and the area, can be answered in the property info, guest reviews, and pictures, below. We kindly ask that you read all of these details, as we offer a lot of amenities that...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $731/night

  7. CONDOMINIUM
    Turtle Bay Lanikai***NUC 90-TVU-0572

    Turtle Bay Lanikai***NUC 90-TVU-0572

    Kahuku, HI

    Ground Floor Unit. Great location directly across from the pool. Lanai has a glass table with 4 chairs. A/C in the bedroom. WIFI. 46" flat screen TV with smart Blueray / DVD player, Netflix streaming. Recent upgrades. ( 2014)Welcome to Kuilima...

    Pool
    FREE CANCELLATION

    $225 to $260/night

  8. CONDOMINIUM
    Maui Kamaole #L-202

    Maui Kamaole #L-202

    Kihei, HI

    The famous 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...

    Pool Hot Tub
    FREE CANCELLATION

    $282 to $568/night

  9. CONDOMINIUM
    Wailea Ekolu #805

    Wailea Ekolu #805

    Wailea, HI

    Aloha! Wailea Ekolu 805, a 2-bedroom, 2-bathroom, ground floor unit has new living room furnishings, new window coverings, with a newly painted interior.Beginning in January 2019, the new owners have been updating and making improvements to their...

    Pool
    FREE CANCELLATION

    $249 to $481/night

  10. 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

  11. 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

  12. CONDOMINIUM
    Leinaala Oceanfront #104

    Leinaala Oceanfront #104

    Kihei, HI

    Leinaala Condo - 1BR with the Ocean in Your BackyardSalty breezes and gentle waves remind you that the ocean is right in your backyard at our one-bed, one-bath condo at Leinaala. Our ground-floor lanai lets guests walk directly onto the beach, or...

    Pool
    FREE CANCELLATION

    $232 to $465/night

  13. CONDOMINIUM
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    Special discount for open August dates! Villas of Kamalii 37 offers elegance, convenience, and amenities. This upscale 1800sf townhouse is a golfer's paradise, adjacent to the Makai course and just a couple minutes walk to the clubhouse. Beautifully...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $336/night

  14. CONDOMINIUM
    Kamaole Sands #8-310

    Kamaole Sands #8-310

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $157 to $289/night

  15. CONDOMINIUM
    Kauhale Makai #330

    Kauhale Makai #330

    Kihei, HI

    Hawaiian for "Village By The Sea," the Kauhale Makai complex is an oceanfront property located in Kihei. This is one of a few buildings in the area with central air conditioning - not window units. This condo stays as cool as you like it. Kihei is...

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $266/night

  16. CONDOMINIUM
    Kihei Bay Surf #136

    Kihei Bay Surf #136

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen and Cable TV. In addition there is a large pool, hot tub, tennis...

    Pool Hot Tub
    FREE CANCELLATION

    $99 to $173/night

  17. CONDOMINIUM
    Shores of Maui #124

    Shores of Maui #124

    Kihei, HI

    Shores of Maui is located across the street from Cove Park in Kihei, a popular surfing and stand-up paddling spot. It features a tennis court, barbecue grills, swimming pool, and hot tub.Same day bookings (meaning arrival is within 24 hours of...

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $209/night

  18. 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

  19. 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

    $270 to $583/night

  20. CONDOMINIUM
    Pacific Shores #A-303

    Pacific Shores #A-303

    Kihei, HI

    Located in in the Heart of South Kihei, the Pacific Shores is central to the best activities South Maui has to offer. Just a quick stroll in any direction will take you to nearby shopping, popular restaurants, and world famous beaches. Take...

    Pool Hot Tub
    FREE CANCELLATION

    $173 to $300/night

  21. CONDOMINIUM
    Kapalua Bay Villa 29B2 Ocean Front

    Kapalua Bay Villa 29B2 Ocean Front

    Lahaina, HI

    Kapalua Bay Villa at its best! This oceanfront property represents the best of Kapalua! Currently undergoing a beautiful renovation. New pics on the way!The owner spares no expense in this high end renovation Exotic Acacia Wood floors and a...

    Pool

    $563 to $1,031/night

  22. CONDOMINIUM
    Maui Vista #2-402

    Maui Vista #2-402

    Kihei, HI

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

    Pool
    FREE CANCELLATION

    $173 to $348/night

  23. CONDOMINIUM
    Wailea Ekolu #407

    Wailea Ekolu #407

    Wailea, HI

    Wailea Ekolu Unit 407 is a fabulous ocean view 1 bedroom 2 bath condo with a fully equipped kitchen, granite countertops, and GE Profile appliances. There are panoramic ocean views from the living room, kitchen and the master bedroom. The condo is...

    Pool
    FREE CANCELLATION

    $261 to $347/night

  24. CONDOMINIUM
    Maui Hill #I-99

    Maui Hill #I-99

    Kihei, HI

    Maui Hill Resort is located minutes from the premier resort area of Wailea. Keawakapu and Kamaole beaches are within walking distance. The resort features a swimming pool, barbecue grills, tennis, a putting green, and shuffleboard. Enjoy free...

    Pool Hot Tub
    FREE CANCELLATION

    $347 to $695/night

  25. CONDOMINIUM
    Wailea Ekolu #1207

    Wailea Ekolu #1207

    Wailea, HI

    Welcome to Wailea Ekolu Village on beautiful Maui, Hawaii. Ekolu Village is located on the southern end of the Island offering endless sandy beaches, peaceful surroundings, short walks to the beaches, excellent restaurants, your choice of 2 swimming...

    Pool
    FREE CANCELLATION

    $261 to $463/night

  26. CONDOMINIUM
    Hale Ili Ili #D

    Hale Ili Ili #D

    Kihei, HI

    Hale Ili Ili is an oceanfront gated four-plex in Kihei Maui Hawaii. The property lends itself to a very private and relaxed atmosphere with breathtaking sunsets, sounds of the ocean and rustling palm trees. Many whales, turtles, dolphins and rays...

    Pool Hot Tub
    FREE CANCELLATION

    $556 to $927/night

  27. CONDOMINIUM
    Maui Kamaole #H-211

    Maui Kamaole #H-211

    Kihei, HI

    Kamaole Beach Park 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...

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $405/night

  28. CONDOMINIUM
    Waiohuli Beach Hale #B-206

    Waiohuli Beach Hale #B-206

    Kihei, HI

    Waiohuli Beach Hale #B-206 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

  29. CONDOMINIUM
    Wailea Elua #2303

    Wailea Elua #2303

    Kihei, HI

    Wailea Elua is the premier ocean front property in Wailea. A gated property situated right on picturesque Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean. In addition, the...

    Pool Hot Tub
    FREE CANCELLATION

    $609 to $1,015/night

  30. CONDOMINIUM
    Kanai A Nalu #311

    Kanai A Nalu #311

    Maalaea, HI

    The Kanai A Nalu is an oceanfront property located right in the heart of Ma'alaea Bay. From your lanai you will enjoy the an unobstructed ocean view, with postcard sunsets. In the winter you will enjoy amazing shows put on by the Humpback Whales...

    Pool
    FREE CANCELLATION

    $162 to $324/night