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. VILLA
    Golf Villa 25T4

    Golf Villa 25T4

    Kapalua, HI

    This lovely Villa has the feeling of casual island elegance with it's open style kitchen and living-dining area. Featuring a luxury gourmet kitchen with quality stainless steel appliances, surrounded by natural stone and warm exotic woods. It will...

    Pool

    $294 to $563/night

  2. CONDOMINIUM
    Kaleialoha #115

    Kaleialoha #115

    Lahaina, HI

    Lovely corner unit with all one side louvered windows to let the outside in! Recently upgraded with gorgeous granite counter, all new appliances and tile through out! Unit has unique four poster bed, walk in tiled shower, AC in living area, in suite...

    Pool
    FREE CANCELLATION

    $207 to $336/night

  3. CONDOMINIUM
    Lahaina Roads #201

    Lahaina Roads #201

    Lahaina, HI

    It is all about the views (oh and the location)! This remodeled 2nd floor two bedroom, one bath Maui vacation rentals has Direct Ocean Front Views. Located at Lahaina Roads on Front Street is one of the best kept secrets in Old Lahaina Town!...

    Pool
    FREE CANCELLATION

    $290 to $867/night

  4. CONDOMINIUM
    Kuleana 706 Condominium

    Kuleana 706 Condominium

    Lahaina, HI

    Enjoy the luxury of this beautiful oceanfront condo including all brand new furniture! You will find travertine floors, granite counter tops in the kitchen, an island bar, and bathroom with a custom walk in shower. There is a heavenly King Bed in...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $448/night

  5. CONDOMINIUM
    Papakea #E401

    Papakea #E401

    Lahaina, HI

    Ocean views in North Ka'anapali. New living room furniture including upgraded sofa bed mattress as of Nov '17. Ceiling fans and a split A/C system in living room, master bedroom and loft help to keep the condo cool. This condo features a downstairs...

    Pool
    FREE CANCELLATION

    $284 to $619/night

  6. CONDOMINIUM
    Hale Kamaole #311

    Hale Kamaole #311

    Kihei, HI

    This two bedroom condo without a loft, has a good Ocean and Garden View. Master bedroom has king bed. Down stairs bedroom has king bed. Hide a bed couch in the living room. Spacious kitchen cabinets. Wood and tile floor including lanai no carpet....

    Pool
    FREE CANCELLATION

    $245 to $355/night

  7. CONDOMINIUM
    G9-2 Bedroom Oceanfront Townhouse

    G9-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit G9 is a townhouse unit situated on the second floor which offers our guest total privacy. This unit has stunning ocean views and overlooks the large pool. This elegant unit features a fully furnished gorgeous kitchen and is...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  8. CONDOMINIUM
    Valley Isle #1203

    Valley Isle #1203

    Lahaina, HI

    Remodeled ocean views in this condo on Kahana Bay. 4 guests maximum please. Enjoy ocean front views on the 12th floor, penthouse level lanai just off of the living room and master bedroom. Watch your DVD's from home on the 46 inch flat screen TV...

    Pool
    FREE CANCELLATION

    $232 to $800/night

  9. CONDOMINIUM
    Cliffs 5205

    Cliffs 5205

    Princeville, HI

    Ocean view, with 1172 sq. ft. of living space, including one bedroom and two full baths at Cliffs 5205. Enjoy private ocean view lanai. Bedroom with king bed, additional queen sleeper sofa, it accommodates 4 people comfortably. Full kitchen,...

    Pool Hot Tub
    FREE CANCELLATION

    $107 to $408/night

  10. CONDOMINIUM
    Pakalana Turtle Bay Condo

    Pakalana Turtle Bay Condo

    Kahuku, HI

    Lovely ground floor condo , closest to the beach and hotel. Ceramic tile floor, new kitchen cabinets and counters. WIFI Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by...

    Pool
    FREE CANCELLATION

    $237 to $261/night

  11. CONDOMINIUM
    19th Hole Turtle Bay Condo

    19th Hole Turtle Bay Condo

    Kahuku, HI

    Comfy ground floor end unit. A/C in the bedroom. Screened-in lanai with table and chairs. TV has VCR. WiFi Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two...

    Pool
    FREE CANCELLATION

    $161 to $177/night

  12. CONDOMINIUM
    Hale Kamaole #217

    Hale Kamaole #217

    Kihei, HI

    Great Garden and Ocean view. New living room furniture, two lazy boy chairs along with queen hide-a-bed. King bed bought in 2013 in bedroom with rattan furniture. Nice, spacious, updated kitchen and appliances. 42 inch flat screen TV, safe in unit...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  13. CONDOMINIUM
    Kanaloa 202 (2-Bedroom Condo)

    Kanaloa 202 (2-Bedroom Condo)

    Keauhou, HI

    Historic and Charming Keauhou Bay is just steps away from Kanaloa at Kona. The premier resort in Keauhou Resort area. The location is perfect. Close to supermarket, restaurants, shopping, golf, beaches, sport fishing, and other vacation activities....

    Pool

    $169 to $230/night

  14. CONDOMINIUM
    Lahaina Shores #531

    Lahaina Shores #531

    Lahaina, HI

    5th floor direct ocean front views from our studio unit #531 at the Beach Front Resort: Lahaina Shores. Brand new to our program! Full size kitchen, tiled walk-in shower and a cozy king size bed. Did I mention the views? Breathtaking! Central AC...

    Pool
    FREE CANCELLATION

    $273 to $447/night

  15. CONDOMINIUM
    Lokelani #C205

    Lokelani #C205

    Lahaina, HI

    Remodeled in 2009 complete with updated kitchen appliances, granite and tile throughout. A split A/C system with units in both bedrooms keeps you cool to sleep in the warmer months. Flat screen TV's and DVD players in living room and master bedroom...

    Pool
    FREE CANCELLATION

    $278 to $640/night

  16. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    This spectacular 3 bedroom- 3 bath single-level cottage is located within Kamilo, which is nestled near the heart of the Mauna Lani Resort area. Upon entering Mauna Lani KaMilo Home (424) enjoy the vaulted ceilings and open floor plan which allows...

    Pool Hot Tub

    $482 to $1,176/night

  17. 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
    FREE CANCELLATION

    $173 to $261/night

  18. CONDOMINIUM
    Hale Kamaole #209

    Hale Kamaole #209

    Kihei, HI

    Beautiful wood flooring through entire condo, tropical decor. Good Ocean View. Features large flat screen TV in living room, flat screen in bedroom. There is a king bed in the bedroom and a pull down queen Murphy bed in the living room. It has...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  19. CONDOMINIUM
    Ali'i Kai 4303

    Ali'i Kai 4303

    Princeville, HI

    A Million Dollar View! Take in the phenomenal Hawaiian wildlife from this 20 ft. lanai - whales, spinner dolphins and more. View the ~180 degree coastline from the beacon of the Kilauea lighthouse to sunsets over Bali Hai on the West. With the...

    Pool
    FREE CANCELLATION

    $122 to $516/night

  20. CONDOMINIUM
    Cliffs 4209

    Cliffs 4209

    Princeville, HI

    Ocean view, with 1172 sq. ft. of living space, including 2 full baths. Enjoy private ocean view lanai. Bedroom with king bed, additional queen sleeper sofa, it accommodates 4 people comfortably. Full kitchen. Cliffs 4209 truly feels like a home....

    Pool Hot Tub
    FREE CANCELLATION

    $116 to $413/night

  21. CONDOMINIUM
    Hololani #B-802

    Hololani #B-802

    Lahaina, HI

    See https://www.westmauicondos.com/maintenance-and-construction-schedule for resort improvement projects starting July 2019 Ocean front penthouse location with 2 bedrooms on the beach in Kahana. NEW as of July '14: Living room furniture, 47" Flat...

    Pool
    FREE CANCELLATION

    $220 to $532/night

  22. CONDOMINIUM
    Maui Kaanapali Villas #B242

    Maui Kaanapali Villas #B242

    Lahaina, HI

    Garden views in North Ka'anapali. This remodeled second floor condo has stairs to its entrance, no elevators. Bring your laptop and enjoy free wireless internet access from anywhere in the condo. Bring your CD's from home and listen on the player...

    Pool
    FREE CANCELLATION

    $180 to $331/night

  23. CONDOMINIUM
    Royal Kahana #319

    Royal Kahana #319

    Lahaina, HI

    3rd floor vacation rental on Kahana Bay with ocean views at The Royal Kahana Resort. This condo has a king size bed and twin sofa sleeper for your comfort. It is a fully equipped condo with a complete kitchen. Enjoy a new flat screen LCD TV and DVD...

    Pool
    FREE CANCELLATION

    $122 to $406/night

  24. CONDOMINIUM
    Royal Kahana #911

    Royal Kahana #911

    Lahaina, HI

    Stunning ocean front views from the 9th floor in this beautifully remodeled & tastefully furnished condo on Kahana Bay. A large wrap-around lanai, accessible from the living room and master bedroom, adds to the view. In addition to the HD TV &...

    Pool
    FREE CANCELLATION

    $354 to $1,133/night

  25. CONDOMINIUM
    Kaanapali Shores #916

    Kaanapali Shores #916

    Lahaina, HI

    Remodeled with ocean views in Ka'anapali, this condo is well equipped, thoughtfully decorated and a perfect place for a family. Bring your DVD's from home and watch them in the living room and guest bedroom. There's also a TV in the master bedroom....

    Pool
    FREE CANCELLATION

    $348 to $706/night

  26. CONDOMINIUM
    Papakea #D402

    Papakea #D402

    Lahaina, HI

    Ocean views in North Ka'anapali. This 4th floor condo features 2 bedrooms with bathrooms downstairs plus a loft bedroom, with 2 twins beds, and a half bathroom. The living room has a 37" LCD HDTV & Blu-ray player with property HD signal to match....

    Pool
    FREE CANCELLATION

    $406 to $986/night

  27. HOUSE
    Kauai Gardens Estate TVNC# 1149

    Kauai Gardens Estate TVNC# 1149

    Anahola, HI

    TVNC# 1149 *** FREE $50 Grocery Gift Card for 7-Night Stays or more! Valid on bookings made from February 23, 2019 and onwards*** Peace and privacy await on this secluded property at the end of a cul-de-sac, overlooking the breathtaking blues of...

    $631 to $1,256/night

  28. CONDOMINIUM
    Lahaina Shores #501

    Lahaina Shores #501

    Lahaina, HI

    Lahaina Sunsets Suite: On the corner, ocean front in downtown Lahaina. European styling in kitchen and bathroom. Kitchen includes a cook-top stove and microwave/convection oven. Glass block walk-in shower, no tub. Bring your CD's from home and play...

    Pool
    FREE CANCELLATION

    $302 to $669/night

  29. CONDOMINIUM
    Papakea #G106

    Papakea #G106

    Lahaina, HI

    Ground floor in the "G" building with partial ocean views at The Papakea Beach Resort on N. Kaanapali Beach. This lovely 2 bedroom, 2 bath condo features tile floors, African mahogany cabinetry, granite counter tops, new appliances, and a large flat...

    Pool
    FREE CANCELLATION

    $290 to $600/night

  30. 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