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
    Villas of Kamalii 37

    Villas of Kamalii 37

    Princeville, HI

    The elegant vacation rentals at the Villas of Kamalii are located on the scenic north shore, within a secure gated community in Princevillea. These 1800sf condos are just across the road from the clubhouse of the world class Makai golf course and...

    Pool
    FREE CANCELLATION

    $275 to $336/night

  2. CONDOMINIUM
    The Plantation #1

    The Plantation #1

    Lahaina, HI

    This condo is new to our rental program and we are excited about it. Recently updated: new beds, flooring, paint, lanai furniture, and kitchen appliances! Three bedrooms and three full baths. Located right down the road from all of the excitement...

    FREE CANCELLATION

    $329 to $437/night

  3. CONDOMINIUM
    Lahaina Condo J209

    Lahaina Condo J209

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  4. 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

    $273 to $435/night

  5. APARTMENT
    Aloha Surf 610 Apartment

    Aloha Surf 610 Apartment

    Honolulu, HI

    Affordable Studio overlooks the famous Ala Wai canal. Close to shops & nightlife Enjoy awesome mountain and city views from this 6th floor corner unit - only corner units have the extra windows to truly enjoy the views. Suite 610 includes a queen...

    Pool
    FREE CANCELLATION
  6. APARTMENT
    Diamond Head Beach Hotel 1105

    Diamond Head Beach Hotel 1105

    Honolulu, HI

    King Bed Studio with full Kitchen & Private Balcony Diamond Head Beach Hotel & Residences - Full Kitchen With King Bed Private Lanai And Amazing Views 11th Floor Diamond Head Beach Hotel Ocean View Studio with King Bed & Full Kitchen A bright and...

    FREE CANCELLATION

    $160 to $197/night

  7. CONDOMINIUM
    Casa Bella Kai 330 at Kon Tiki An

    Casa Bella Kai 330 at Kon Tiki An

    Honolulu, HI

    An affordable, romantic Hideaway in the Heart of Waikiki Our adorable unit was featured on the FYI network’s Tiny House Hunting, check out a synopsis of the show on YouTube by searching “Tiny Layover Spot in Honolulu.” :) The suite is...

    Pool
    FREE CANCELLATION

    $155 to $208/night

  8. COTTAGE
    International Colony Club #18

    International Colony Club #18

    Lahaina, HI

    Amazing 1300 sq ft 2 bedroom 2 bath cottage located on 10 tropical acres and right by one of the two pools on this property. Great place to relax after a fun day on Maui. Enjoy the beautiful sunsets from the private lanai.The owners haven taken...

    Pool
    FREE CANCELLATION

    $296 to $493/night

  9. CONDOMINIUM
    Aloha Surf 504

    Aloha Surf 504

    Honolulu, HI

    Immerse yourself in the Hawaiian Lifestyle. The boutique-style accommodation is located on the quiet side of the building with free wifi property wide, pool and just three blocks from the beach!    Beautifully decorated and well maintained studio...

    Pool
    FREE CANCELLATION

    $90 to $208/night

  10. CONDOMINIUM
    Puu Poa 309

    Puu Poa 309

    Princeville, HI

    Puu Poa 309 offers 1800 Square feet of living space, two huge lanais, 2 bedrooms, 2 baths. All marble and glass-block master bath with dual shower heads and jacuzzi tub. Solid Teak Furniture, Beautiful Tile Floors throughout, Classic Plantation...

    Pool
    FREE CANCELLATION

    $402 to $998/night

  11. CONDOMINIUM
    Makahuena 2202

    Makahuena 2202

    Koloa, HI

    The Poipu vacation rentals at Makahuena Point are located in the most southern point on the island, from which you can watch both the sunrise and sunset. Makahuena Point has crashing waves and beautiful splashing surf, with only a short walk to...

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $868/night

  12. CONDOMINIUM
    Kanaloa at Kona 3304

    Kanaloa at Kona 3304

    Kailua Kona, HI

    Just a stone's throw from Heeia Bay, this private and spacious condo offers the ideal oceanfront setting for your Kona Resort getaway. Complete with huge ocean views, lovely Hawaiian décor, central air conditioning, wireless internet, cable, and a...

    Pool Hot Tub

    $423 to $1,084/night

  13. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    This Puako Beach Condo is one of the nicest remodels in the building. Granite floors throughout! Brand new furnishings, new appliances, whirl pool tub, nice flat screen TVs in 3 of the rooms. The living room TV is web enabled, plus a web enabled...

    Pool
    FREE CANCELLATION

    $235 to $367/night

  14. VILLA
    3BD Villas at Mauna Kea #39

    3BD Villas at Mauna Kea #39

    Kamuela, HI

    Relax in your own private pool and waterfall spa on a spacious deck while enjoying some of the best panoramic ocean, coastline, sunset, and Maui views in the entire Mauna Kea Resort. This exquisite luxury property, recently renovated and refreshed...

    Pool Hot Tub

    $1,191 to $3,993/night

  15. CONDOMINIUM
    Beach Level 3 Bed Direct Ocean Views Villa 106 Turtle Bay

    Beach Level 3 Bed Direct Ocean Views Villa 106 Turtle Ba...

    Kahuku, HI

    This beach level villa has beach and ocean views and is located just steps from the sandy beach with a lawn area before the sand starts. The Ocean Villas pool, jaccuzzi and BBQs are all just 20 yards to your right! It has a serene lanai where you...

    Pool Hot Tub

    $1,017 to $2,478/night

  16. CONDOMINIUM
    Ocean View and Beachfront Beach Level 3 Bedroom Villa 110

    Ocean View and Beachfront Beach Level 3 Bedroom Villa 11...

    Kahuku, HI

    This beach level villa is located just steps from the pool, BBQs, and the sandy beach! It has partial ocean views from the dining room, kitchen, living room, master bedroom and lanai. It has a serene lanai with Tiki torches lighting the grounds at...

    Pool Hot Tub

    $912 to $2,217/night

  17. CONDOMINIUM
    Villa 316

    Villa 316

    Kahuku, HI

    This penthouse villa is located in the most desirable location in the complex, on the third level just steps from the sandy beach with panoramic ocean views and a private serene lanai. This villa is only about 20 yards from the ocean! Photographs...

    Pool Hot Tub

    $1,069 to $2,609/night

  18. 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

  19. CONDOMINIUM
    Bamboo 505 Condominium

    Bamboo 505 Condominium

    Honolulu, HI

    Great Balcony, Mountain Views, 2 Queen Bds, Kitchenette Perfect location for everyone! Recently Renovated, Fresh And Clean. The Bamboo Hotel has a "Zen" atmosphere that you will enjoy and be able to relax in the middle of Waikiki. You will be able...

    FREE CANCELLATION
  20. CONDOMINIUM
    Hawaiian King 112 Condo

    Hawaiian King 112 Condo

    Honolulu, HI

    Center of Waikiki, Gr8 Suite at Gr8 Rate!! Pool, Free WiFi & BBQ area included Nestled into the corner of the property giving lots of privacy and nice quiet nights. Includes a large private patio. Hawaii King Hotel is a well maintained + charming...

    Pool
    FREE CANCELLATION

    $123 to $180/night

  21. APARTMENT
    Waikiki Grand 701 Studio

    Waikiki Grand 701 Studio

    Honolulu, HI

    Studio, 1 Bath, Sleeps 2 This is one place you can relax in comfort.... and it's one of the best locations in town! Need Parking? Not a problem we can reserve it on your behalf at the front desk (per night paid to front desk upon check-in &...

    Pool
    FREE CANCELLATION
  22. CONDOMINIUM
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Amazing oceanfront views from beautiful ground floor honeymoon hideaway. Beautiful comfortable furnishings, incredible view, great ground floor location with lots of room to sit outside and enjoy the wonderful Kauai weather. New kitchen appliances....

    Pool
    FREE CANCELLATION

    $214 to $257/night

  23. CONDOMINIUM
    Hale Ono Loa #216

    Hale Ono Loa #216

    Lahaina, HI

    Relax in luxury at your newly remodeled direct oceanfront condo. Watch gorgeous sunsets from your large private lanai! See whales jumping in season! Condo has King size four poster bed. Ceiling fans in every room! Very nice sectional sofa! Condo...

    Pool
    FREE CANCELLATION

    $152 to $317/night

  24. CONDOMINIUM
    Aloha Surf Condominium 1412

    Aloha Surf Condominium 1412

    Honolulu, HI

    Immerse yourself in the Hawaiian Lifestyle. The boutique-style accommodation features views from the mountains to the ocean! Free wifi, pool, fitness center and just three blocks from the beach. Within our clean private unit, guests will enjoy: •...

    Pool
    FREE CANCELLATION

    $90 to $197/night

  25. CONDOMINIUM
    Valley Isle Unit #905

    Valley Isle Unit #905

    Kahana, HI

    Oceanfront 1 bedroom unit with spacious kitchen and tile floors throughout, overlooking the ocean in Kahana. Entertain yourself with the iPhone dock, 42" TV, and free WiFi, while enjoying the evening sunset views and lanai dining. Condo features Cal...

    Pool
    FREE CANCELLATION

    $157 to $574/night

  26. CONDOMINIUM
    Papakea Unit #F105 Condo

    Papakea Unit #F105 Condo

    Lahaina, HI

    Ground floor one bedroom condo with direct ocean front views from the F building at the Papakea Beach Resort in beautiful N. Kaanapali. Remodeled and tastefully furnished this Maui vacation rental is the perfect choice for couples traveling together...

    Pool
    FREE CANCELLATION

    $226 to $491/night

  27. CONDOMINIUM
    Kahana Villas Unit #F507

    Kahana Villas Unit #F507

    Lahaina, HI

    Ocean view townhouse style condo across the street from the beach in Kahana. Remodeled as Fall of 2014- Both master and guest bedrooms and bathrooms are upstairs. Master bathroom has a tub. The guest bathroom features a large walk-in shower, no tub....

    Pool
    FREE CANCELLATION

    $290 to $532/night

  28. CONDOMINIUM
    Aina Nalu I104

    Aina Nalu I104

    Lahaina, HI

    Enjoy this Beautiful 2 bd/2 ba condo that is just Steps to the Pool and Pavilion TROPICIAL LUXURY, ELEGANCE AND CHARM best describe this splendid 2 bedroom / 2 bath Aina Nalu condominium. Abundant comforts await your arrival at this award winning...

    Pool
    FREE CANCELLATION

    $206 to $725/night

  29. CONDOMINIUM
    077 West Turtle Bay Condo

    077 West Turtle Bay Condo

    Kahuku, HI

    Ground Floor Unit. Light, bright, updated end unit-on first fairway. Two flat screen TVs. Maple kitchen. Tile floors. King bed. A/C in bedroom. DVD player, WIFI, computer desk. Enjoy beautiful sunsets from the lanai. 5 night minimum stay. Shower...

    Pool
    FREE CANCELLATION

    $191 to $237/night

  30. CONDOMINIUM
    Honua Kai Hokulani 306

    Honua Kai Hokulani 306

    Kaanapali, HI

    UPGRADED OCEAN/MOUNTAIN VIEW 2 bed/2 bath - GREAT VALUE! *This condo is so close to the beach you can hear the waves crashing! This 1240 sq ft OCEAN VIEW condo has been upgraded with new DESIGNER FURNISHINGS, SMART TV and TRAVERTINE FLOORING...

    Pool Hot Tub

    $406 to $1,455/night