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
    Keauhou Resort 104

    Keauhou Resort 104

    Kailua Kona, HI

    Relax and rejuvenate in the tranquility of this unique townhouse in Keauhou Resort. Located in a quiet area just south of Kailua-Kona, Keauhou Resort is nestled among a five acre tropical garden. This one bedroom, one bath unit sleeps 3-4 people....

    Pool

    $268 to $423/night

  2. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 2108

    Waikiki Banyan Tower 1 Suite 2108

    Honolulu, HI

    Ocean views and scenes of Waikiki from the lanai of this high-level condo. The fully-equipped kitchen features standard kitchen wares and a bar with seating for four people. This unit also has a dishwasher for your convenience! Convenient...

    Pool Hot Tub

    $146 to $281/night

  3. 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

  4. CONDOMINIUM
    Wailea Ekolu #804

    Wailea Ekolu #804

    Wailea, HI

    Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely...

    Pool
    FREE CANCELLATION

    $261 to $405/night

  5. CONDOMINIUM
    Kihei Bay Surf #213

    Kihei Bay Surf #213

    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, Cable TV and can sleep 2 people. In addition there is a large...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  6. CONDOMINIUM
    Ewa Hotel Waikiki #711

    Ewa Hotel Waikiki #711

    Honolulu, HI

    Affordable, island-style accommodations just steps to Waikiki’s diverse activities and entertainment including world-famous Waikiki Beach, Diamond Head, Kapiolani Park and the Honolulu Zoo. This charming property features an expansive rooftop...

    FREE CANCELLATION

    $200 to $593/night

  7. VILLA
    Fairway Villas Waikoloa A21

    Fairway Villas Waikoloa A21

    Waikoloa, HI

    Enjoy our 2 bedroom / 2 bath home for you and your family quietly tucked away along the Big Island's sunny Kohala Coast, Fairway Villas Waikoloa offers the crisp style, gracious elegance, and modern sophistication. The master bedroom has a king bed...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $407/night

  8. CONDOMINIUM
    Puu Poa 310

    Puu Poa 310

    Princeville, HI

    This spacious, upscale Kauai vacation rental offers verdant island beauty along with all of the amenities of home. Relaxation is in abundance inside or out on your lanai (patio). The ocean view master suite has a King size bed, TV/DVD, and private,...

    Pool

    $392 to $542/night

  9. CONDOMINIUM
    Cliffs 8205

    Cliffs 8205

    Princeville, HI

    Located in Princeville on the lush north shore of Kauai, Cliffs 8205 is the perfect home away from home (up to 4). This luxury condo has spectacular unobstructed ocean views, pleasant trade winds and a front row seat for whale watching. Relax in...

    Pool Hot Tub

    $253 to $301/night

  10. APARTMENT
    KV201A THLP-CTOM(SIYG)-02M-ACH

    KV201A THLP-CTOM(SIYG)-02M-ACH

    Honolulu, HI

    Enjoy this great studio on the quiet side of the building. Full size bed sleeps two. Kitchenette, private bath, cable TV and free WIFI. The kitchenette offers guest almost everything they need for preparing meals. Refrigerator, microwave, two-burner...

    FREE CANCELLATION

    $100 to $131/night

  11. CONDOMINIUM
    Sugar Beach Resort PH 40

    Sugar Beach Resort PH 40

    Kihei, HI

    The Sugar Beach Resort is the perfect destination for your tropical Hawaiian getaway! This oceanfront complex is just a few steps away from Maui's longest continual white sand beach, perfect for long strolls on the beach or enjoying postcard...

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $544/night

  12. CONDOMINIUM
    Waikiki Banyan Tower 2 Suite 1208

    Waikiki Banyan Tower 2 Suite 1208

    Honolulu, HI

    Standard Condo with Recreation Deck and Partial Diamond Head View Fantastic condo for a group or family and only one block from world famous Waikiki Beach. Sleeping arrangements include a queen-sized bed and a full-sized bed in the bedroom, and...

    Pool Hot Tub

    $146 to $236/night

  13. CONDOMINIUM
    Puamana 10A

    Puamana 10A

    Princeville, HI

    Come and relax in this cozy end unit at Puamana. 10A is a one bedroom unit, with the loft serving as a second bedroom, and two bathrooms. Enjoy the quaint tropical decor living space while enjoying the lush greenery that Puamana has to offer. On...

    Pool

    $229 to $301/night

  14. CONDOMINIUM
    Pali Ke Kua 238

    Pali Ke Kua 238

    Princeville, HI

    Pali Ke Kua #238 is a 1 Bedroom & Loft (1 King, 1 Queen) two-story condominium that features beautiful garden and ocean views. The condo has been recently updated with brand new appliances, furnishings, flat screen TV's, new bedroom furniture....

    Pool Hot Tub

    $259 to $355/night

  15. CONDOMINIUM
    Puu Poa 102

    Puu Poa 102

    Princeville, HI

    Pu’u Po’a 102 is located on the bluff of Princeville with spectacular ocean views. There are 2 tastefully decorated bedrooms and 2 bathrooms. Two private lanais for relaxing, dining, and barbequing. A large flat screen TV/DVD with a movie...

    Pool

    $362 to $512/night

  16. CONDOMINIUM
    Pali Ke Kua 203

    Pali Ke Kua 203

    Princeville, HI

    This spacious two bedroom vacation rental is the perfect home away from home for traveling families and friends. Relax in Paradise at Pali Ke Kua 203. Enjoy magnificent views from your unit or lanai of the ocean or stroll down to Pali Ke Kua's...

    Pool Hot Tub

    $362 to $422/night

  17. CONDOMINIUM
    Kahana Sunset E 11

    Kahana Sunset E 11

    Lahaina, HI

    The Kahana Sunset Welcomes you with This unique condo is a beachfront property on the world famous West Coast of Maui between Kaanapali and Kapalua. Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) •...

    Pool
    FREE CANCELLATION

    $239 to $389/night

  18. CONDOMINIUM
    Villas of Kamalii 10

    Villas of Kamalii 10

    Princeville, HI

    Villas of Kamalii 10 is beautifully located at the end of the Villas of Kamalii between the beautiful Makai golf course and the mountains with waterfall views. This is a very private quiet location yet the front door is near the pool and spa. Three...

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $524/night

  19. CONDOMINIUM
    Nani Kai Hale # 301

    Nani Kai Hale # 301

    Kihei, HI

    Welcome to NKH 301, a wonderful 1 bedroom 2 full bath condo right on the Pacific Ocean! Enjoy views of both Haleakala and Molokini from the comfort of the air conditioned living room. Relax and dine in the fully remodeled kitchen and living room...

    $152 to $213/night

  20. CONDOMINIUM
    Kihei Surfside 210

    Kihei Surfside 210

    KIHEI, HI

    Kihei Surfside 210 is your home away from home. From the moment you walk in the door, you know you are going to enjoy your stay. This unit has recently been upgraded with new carpet throughout, a new sofa-bed and new window treatments. The hallway...

    Pool
    FREE CANCELLATION

    $363 to $485/night

  21. CONDOMINIUM
    Pohailani Maui 115

    Pohailani Maui 115

    Lahaina, HI

    Our remodeled villa has all of the modern amenities of home! It is situated half way between Kaanapali and Kapalua Bay with plenty of shopping and restaurants near by. This beautifully furnished 2 bedroom 1 bath condo sleeps up to 6 people and has a...

    Pool
    FREE CANCELLATION

    $199 to $281/night

  22. HOUSE
    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    Kailua Kona, HI

    ***Please note there is a 7 night minimum during the holidays. Christmas reservations must check out by 10AM on Dec. 27 and New Year's reservations can check in on Dec. 27 or after for a week. There is a 14 night minimum to book both Christmas and...

    Pool

    $482 to $720/night

  23. CONDOMINIUM
    Nani Kai Hale # 609

    Nani Kai Hale # 609

    Kihei, HI

    609 is the ONLY top floor condo at the Nani Kai Hale that is perched right at the edge of the Pacific. This serene one of a kind gem offers everything needed for the perfect Maui R&R. Light and bright with lots of windows, the gorgeous, panoramic...

    Pool

    $286 to $323/night

  24. TOWNHOUSE
    1085E Ko Olina Kai Townhome

    1085E Ko Olina Kai Townhome

    Kapolei, HI

    Lovely, developer upgraded unit overlooking the greenbelt close to the tropical pool area. You will feel like you are truly in paradise, when you relax in this tropical home. The home features rich wood cabinets, granite counters, all stainless...

    Pool Hot Tub
  25. 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

    $204 to $371/night

  26. CONDOMINIUM
    Wailea Ekolu #103

    Wailea Ekolu #103

    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

    $240 to $521/night

  27. CONDOMINIUM
    Maui Kamaole #J-110

    Maui Kamaole #J-110

    Kihei, HI

    Kamaole Beach #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
    FREE CANCELLATION

    $204 to $327/night

  28. HOUSE
    Kauhale Pilialoha

    Kauhale Pilialoha

    Kamuela, HI

    Kauhale Pilialoha Indulge yourself in the ultimate in island style luxury, at the Big Island of Hawaii’s most exclusive retreat – Kauhale Pilialoha.  Experience breathtaking sunsets and enjoy the natural beauty of Hawaii from the ultimate...

    Pool Hot Tub

    $17,975 to $27,561/night

  29. 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
    FREE CANCELLATION

    $458 to $890/night

  30. CONDOMINIUM
    Hali'i Kai 2B Condominium

    Hali'i Kai 2B Condominium

    Waikoloa, HI

    Luxurious and spacious, two bedroom, two bathroom, with lanai, overlooking the golf course at the Waikoloa Beach Resort. Completed just two years ago the condo boasts a modern designer kitchen, a large private master bedroom and ensuite bath, 2 twin...

    Pool
    FREE CANCELLATION

    $197 to $617/night