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
    Luana Kai #A-205

    Luana Kai #A-205

    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

    $180 to $342/night

  2. 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

  3. CONDOMINIUM
    Maui Sunset #A-509

    Maui Sunset #A-509

    Kihei, HI

    Maui Sunset – 1BR Oceanfront Condo with a Whale-Watching Lanai There’s a reason many of our lovely guests return year after year to our oceanfront Maui condo. Actually, there are lots of reasons. The condo community’s sparkling pool which is...

    Pool Hot Tub
    FREE CANCELLATION

    $155 to $231/night

  4. CONDOMINIUM
    Kamaole Sands #4-105

    Kamaole Sands #4-105

    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
    FREE CANCELLATION

    $186 to $365/night

  5. CONDOMINIUM
    Maui Vista 1322

    Maui Vista 1322

    Kihei, HI

    Remodeled kitchen, bathroom and new flooring completed in Summer 2014. This one bedroom, one bathroom, garden view condo offers the simplicity of home in a tropical paradise. The master bedroom has a queen bed and the living room has a sofa bed,...

    Pool
    FREE CANCELLATION

    $240 to $286/night

  6. CONDOMINIUM
    Maui Parkshore 306

    Maui Parkshore 306

    Kihei, HI

    Completely remodeled two bedroom, partial ocean view condo at the Maui Parkshore. From a new kitchen and bathrooms to new furnishings, new flooring and painted walls, this condo has been extra touches that make it the perfect Maui retreat. The...

    Pool
    FREE CANCELLATION

    $303 to $360/night

  7. CONDOMINIUM
    Maui Vista #3202

    Maui Vista #3202

    Kihei, HI

    Remodeled one-bedroom condo at the Maui Vista in South Kihei. A 100% remodel was done in summer 2018. This complete remodel features top of the line materials and has a modern look with tropical accents. The kitchen features bamboo cabinets, granite...

    Pool
    FREE CANCELLATION

    $240 to $286/night

  8. CONDOMINIUM
    Maui Vista #2-423

    Maui Vista #2-423

    Kihei, HI

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

    Pool
    FREE CANCELLATION

    $208 to $347/night

  9. CONDOMINIUM
    Palms at Wailea #2205

    Palms at Wailea #2205

    Kihei, HI

    We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their website. These properties were chosen because of their superior quality and great rates! The fabulous...

    Pool Hot Tub
    FREE CANCELLATION

    $290 to $463/night

  10. CONDOMINIUM
    Maui Sunset #A-117

    Maui Sunset #A-117

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, workout room, and tennis courts out on the beach for your use. Guests return here...

    Pool
    FREE CANCELLATION

    $144 to $231/night

  11. CONDOMINIUM
    Maui Vista #1-319

    Maui Vista #1-319

    Kihei, HI

    Maui Vista is a lovely complex located across the street and literally a 3-minute walk from this unit to Charley Young Beach - voted one of the most beautiful beaches in the world. Connected to Charlie Young Beach is the famous Kamaole Beach #1....

    Pool
    FREE CANCELLATION

    $184 to $242/night

  12. CONDOMINIUM
    Kihei Bay Vista #A-205

    Kihei Bay Vista #A-205

    Kihei, HI

    Kihei Bay Vista is just across the street from the Whale Sanctuary and a very long stretch of beach. Windsurf, Whale watch, walk the beach and enjoy unbelievable sunsets. The Kihei Bay Vista is centrally located to shops, restaurants, activities and...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $219/night

  13. CONDOMINIUM
    Maui Kamaole #J-217

    Maui Kamaole #J-217

    Kihei, HI

    Peace, Tranquility and Ocean Views abound from this gorgeous 2 Bd 2 Bath upstairs unit at the Maui Kamaole. Enjoy panoramic ocean views as you dine outside on your own private lanai. J217 features a fully equipped kitchen, washer and dryer, AC in...

    Pool Hot Tub
    FREE CANCELLATION

    $226 to $371/night

  14. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 1507

    Waikiki Banyan Tower 1 Suite 1507

    Waikiki, HI

    Recently Remodeled Pool View Condo This beautiful condo is a treat. Brand new cabinets, appliances, bathroom and furnishing really make your stay relaxing and comfortable.  You even get a bird's eye view of the swimming pool and recreation deck...

    Pool Hot Tub

    $191 to $259/night

  15. CONDOMINIUM
    L Honoapiilani Condo #120772

    L Honoapiilani Condo #120772

    Lahaina, HI

    Many resorts are on the ocean, but fewer units are ocean front, meaning that there's nothing between your home and the ocean but a few steps across the lawn. Check out our pictures and we promise it will be even better once you arrive. The first...

    Pool

    $173 to $261/night

  16. CONDOMINIUM
    Maalaea Banyans #403

    Maalaea Banyans #403

    Wailuku, HI

    Maalaea Banyans is an ocean front condominium complex located on Maalaea Beach. Maalaea Banyans features panoramic ocean views from every unit, a swimming pool, hot tub, barbecue area, and a large oceanside lawn for sunning and relaxing. The town of...

    Pool Hot Tub
    FREE CANCELLATION

    $220 to $348/night

  17. HOUSE
    Mana Alana at Poipu

    Mana Alana at Poipu

    Koloa, HI

    This stunning Poipu home boasts over 3,300 square feet of elegant living space, along with sweeping views from the coastline up the sloping hills of Kalaheo. An open floor plan provides guests with the perfect setting for quality time together,...

    Pool Hot Tub

    $850 to $2512/night

  18. HOUSE
    Sands Of Kahana 356

    Sands Of Kahana 356

    Kahana, HI

    Grasp the beautiful sunsets and rainbows from this very spacious three bedroom condominium This unit is one of the few 3 bedroom units at the Sands of Kahana that has air conditioning. Ocean views and vivid rainbow skies are visible from every...

    Pool Hot Tub

    $501 to $557/night

  19. HOUSE
    Sands Of Kahana 344

    Sands Of Kahana 344

    Kahana, HI

    Whether you're snorkeling with the sea turtles, whale watching in the winter, surfing, boogey boarding or just kicking back on the lanai to enjoy a rainbow, it just doesn't get any better than this 2 bedroom, 2 bathroom unit at Sands of Kahana. This...

    Pool Hot Tub

    $332 to $388/night

  20. CONDOMINIUM
    Molokai Shores Condominium 214

    Molokai Shores Condominium 214

    Kaunakakai, HI

    Molokai Shores 214. One Bedroom One Bath Oceanview condo located in Kaunakakai. One has views of the Pacific Ocean, Molokai's ancient fishponds and the island of Lanai from the lanai. Wintertime has the whales breaching in the channel and sunsetting...

    Pool
    FREE CANCELLATION

    $169 to $197/night

  21. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1204

    Waikiki Banyan Tower 2 Suite 1204

    Waikiki, HI

    Deluxe Condo With Partial Ocean View This deluxe vacation condo comes with a bonus. In addition to the beautiful ocean view, you get to overlook the facilities location on the recreation deck. Save money and enjoy the convenience of a full...

    Pool Hot Tub

    $191 to $259/night

  22. APARTMENT
    Waikiki Banyan Tower 2 Suite 3714

    Waikiki Banyan Tower 2 Suite 3714

    Waikiki, HI

    Deluxe Ocean View Tower 2 Unit! High-level condo available on the 37th floor of Tower 2 at the Waikiki Banyan! Enjoy sweeping views of the ocean and Diamond head. This condo has stainless steel appliances in the kitchen and plenty of storage space....

    Pool Hot Tub

    $191 to $259/night

  23. CONDOMINIUM
    Nani Kai Hale # 307

    Nani Kai Hale # 307

    Kihei, HI

    Nani Kai Hale 307 has an open floor plan that features a modern galley style kitchen and a spacious living room decorated with a tropical flair and with a queen sofa bed and LARGE flat panel screen tv. There are two full bright and airy bathrooms-...

    Pool

    $164 to $237/night

  24. APARTMENT
    Waikiki Banyan #2206

    Waikiki Banyan #2206

    Honolulu, HI

    Enjoy this one bedroom suite located on the 22nd floor facing South with awesome Ocean Views. This is a large one bedroom corner unit that has been beautifully remodeled including ceramic tile and wood flooring, paint, kitchen cabinets, bathroom...

    FREE CANCELLATION

    $1291 to $1291/night

  25. APARTMENT
    Waikiki Sunset #2105

    Waikiki Sunset #2105

    Honolulu, HI

    Let us welcome you to this Completely Remodeled 1 Bedroom Suite "Majestic Views that will Awe you"  in the Waikiki Sunset.  World Famous White Sandy Beaches only one  block away, Relax and enjoy all the fabulous amenities, Sapphire Blue Tiled...

    Pool
    FREE CANCELLATION

    $218 to $322/night

  26. APARTMENT
    Kuhio Village Apartment #804A

    Kuhio Village Apartment #804A

    Honolulu, HI

    This unit features a queen sized bed with linens, private balcony and bath with towels and complimentary sample soap and shampoo. Also included are an HDTV and free in room WIFI. The kitchenette offers guest almost everything they need for preparing...

    FREE CANCELLATION

    $109 to $134/night

  27. CONDOMINIUM
    Waikiki Banyan #1909

    Waikiki Banyan #1909

    Honolulu, HI

    Beautiful Views of Ocean & Diamond Head, Relax on the Lanai with a tropical drink and enjoy this Beautiful view's and Recreation deck with Pool Loaded in Lounge Chairs, 2 Jucuzzi's Tennis and Basket Ball Court, Create your own master piece at the...

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $231/night

  28. APARTMENT
    Waikoloa Village Condominiums #D-207

    Waikoloa Village Condominiums #D-207

    Waikoloa, HI

    This unit is located in the Village Condos, right across the street from the community pool, tennis courts, and the golf clubhouse. The unit has an amazing view of the coast line from the Lanai and is right on the Golf Course. Perfect for relaxing,...

    Pool
    FREE CANCELLATION

    $152 to $183/night

  29. HOUSE
    Hale Kai #68-1609

    Hale Kai #68-1609

    Waikoloa Village, HI

    This beautifully cared for family home is the perfect home base for either a vacation or longer term stay on the Big Island.  Turnkey furnished and just waiting for you,  you'll love the quiet yet convenient location of this spacious and...

    Pool
    FREE CANCELLATION

    $231 to $304/night

  30. VILLA
    Waipouli Beach Resort G101

    Waipouli Beach Resort G101

    Kapaa, HI

    Newest Listing! Royal Oceanfront G101, an Exquisite Ground Floor Oceanfront Villa! Privacy, "Expansive Lawn" Great for Golfers".  Only 5 minutes from this Oceanfront Condo is Wailua Golf Course.  You can literally play 18 holes and be back to...

    Pool

    $458 to $890/night