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
    Bamboo Waikiki #1104

    Bamboo Waikiki #1104

    Honolulu, HI

    Relaxing tropical retreat in the courtyard of the Bamboo Waikiki hotel. Rest your head at night on the King bed in this one bedroom condo. Just outside the bedroom is the living area which features a futon sofa bed and mini bar area. Options are...

    Pool
    FREE CANCELLATION

    $225 to $278/night

  2. CONDOMINIUM
    Nani Kai Hale # 405

    Nani Kai Hale # 405

    Kihei, HI

    405 is a 1 bedroom, 2 bath elegant yet casual condo that’s awaiting you. Enjoy your stay in this remodeled condo. Custom tile throughout, fully-stocked kitchen with blue pearl granite, unique desk area with internet, and flat screen TV / DVD...

    $164 to $237/night

  3. CONDOMINIUM
    Nani Kai Hale # 308

    Nani Kai Hale # 308

    Kihei, HI

    308 is a luxurious 1 bedroom, 2 bath condo, steps from the beach, that has been professionally remodeled with modern, tropical, top of the line furnishings. The open floor plan lets you see and hear the ocean from the living room, kitchen, bedroom...

    Pool

    $219 to $286/night

  4. CONDOMINIUM
    Kaleialoha #207

    Kaleialoha #207

    Lahaina, HI

    Completely remodeled condo. Two 55' Flat Screen TV's, A/C, Bosch washer Dryer, wine cooler. Granite and marble throughout. King bed. Free internet/ basic cable, onsite parking and local phone. Near Shopping, Restaurants and all beach activities....

    Pool
    FREE CANCELLATION

    $218 to $348/night

  5. CONDOMINIUM
     Hale Ono Loa #119

    Hale Ono Loa #119

    Lahaina, HI

    Beautifully updated ground floor unit. Private and unique! Enter through your own private entrance and enjoy the distinctive qualities of this exceptional condo! Large lanai with direct ocean views! A/C in both bedrooms. All stainless steel...

    Pool
    FREE CANCELLATION

    $277 to $502/night

  6. CONDOMINIUM
    Kaleialoha #214

    Kaleialoha #214

    Lahaina, HI

    Beautiful, newly remodeled 2nd floor. All new furnishings including King Bed. Brand new carpeting! Upgraded bath has tub/shower combo. Brand new queen size sofa sleeper. Ceramic stove top in open kitchen. 2nd floor on end offers privacy and gorgeous...

    Pool
    FREE CANCELLATION

    $195 to $336/night

  7. CONDOMINIUM
    Eldorado K203

    Eldorado K203

    Lahaina, HI

    This 2nd floor, spacious, air-conditioned condo is a single bedroom and a studio all in one, to basically make an incredible 2 bedroom 2 Bathroom home! The two rooms are completely separated with their own private lockable doors, and each has its...

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $499/night

  8. CONDOMINIUM
    Keauhou Punahele E-102

    Keauhou Punahele E-102

    Kailua Kona, HI

    Keauhou Punahele#E-102 is a beautiful ground floor 2 bedroom, 2 bathroom condo with approximately 1200 interior sq feet. It sits right on Keauhou Country Club golf course. Enjoy an expansive lanai that reaches from living room to the master bedroom....

    Pool Hot Tub
    FREE CANCELLATION

    $134 to $378/night

  9. CONDOMINIUM
    Kona Makai 1-301

    Kona Makai 1-301

    Kailua Kona, HI

    Kona Makai #1-301 is arguably the best condo in the entire complex. Being the top floor corner in building 1, the location is undeniably too perfect. Private & upgraded, this is direct oceanfront condo living at its finest. You can't get a better...

    Pool Hot Tub
    FREE CANCELLATION

    $298 to $740/night

  10. APARTMENT
    SS75 THTH-PTO-00-ACH

    SS75 THTH-PTO-00-ACH

    Honolulu, HI

    Perfect vacation rental one minute to famous Waikiki Beach by Duke's statue.....so close to the beach, you won't have to search for a bathroom when your on the beach! This large studio features a Queen "pillow-top" bed, seating area with an ottoman...

    FREE CANCELLATION

    $118 to $169/night

  11. HOUSE
    Hale Grace Aloha

    Hale Grace Aloha

    Kailua Kona, HI

    Searching for vacation rentals with a private pool? Look no further because this is one of the best vacation rentals with a private pool on the Big Island. Nestled in an enclosed tropical garden across the way from the Ali’i outdoor marketplace...

    Pool

    $876 to $1,284/night

  12. APARTMENT
    KV1009 THTH-PTO-00-ACH

    KV1009 THTH-PTO-00-ACH

    Honolulu, HI

    Over-sized upgraded studio with 2 balconies, facing mountains! Ceramic tile flooring with luminous lighting throughout the dwelling. This unit sleeps up to 3 with the King bed and Single day bed. Kitchenette includes granite counter tops and of...

    FREE CANCELLATION

    $113 to $181/night

  13. CONDOMINIUM
    Kaleialoha 211

    Kaleialoha 211

    Lahaina, HI

    This beautiful 1 bedroom, 1 bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular panoramic views over Maui’s neighbor islands, Lanai and Molokai, you can’t beat watching the whales and...

    Pool
    FREE CANCELLATION

    $174 to $319/night

  14. CONDOMINIUM
    Sealodge J9 Condo

    Sealodge J9 Condo

    Princeville, HI

    Sealodge J9 gives you dramatic and uninterrupted oceanfront views, top floor privacy, and your own furnished oceanfront lanai. With a full kitchen, this charming sea view rental gives you the option to stay in and enjoy a romantic al fresco dinner...

    Pool

    $238 to $275/night

  15. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    With a private oceanfront lanai and spacious expanse of lawn in front, you'll enjoy sitting outside admiring the view and the passing chickens and nene. Take along the provided binoculars and get an up close view of the surfers, or watch for...

    Pool

    $238 to $275/night

  16. CONDOMINIUM
    Hanalei Bay Resort 8133/4

    Hanalei Bay Resort 8133/4

    Princeville, HI

    This bay view 2br/2ba (Hanalei Bay Resort 8133/4) includes one king bed in the first bedroom and two double beds in the second bedroom. Sleeps 6. Air conditioning (in living room and guest bedroom)! Included are two full baths, full kitchen,...

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $966/night

  17. CONDOMINIUM
    Maui Eldorado: Maui Condo G105

    Maui Eldorado: Maui Condo G105

    Kaanapali, HI

    Walk or ride in a golf cart to one of the most beautiful white sand beaches in the world, Kaanapali Beach! Enjoy the privacy of your spacious over 900 sq ft one-bedroom suite with a large lanai for outdoor dining, lounging, and entertaining. This...

    Pool
    FREE CANCELLATION

    $237 to $533/night

  18. CONDOMINIUM
    Honua Kai Hokulani 930

    Honua Kai Hokulani 930

    Kaanapali, HI

    NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua kai. This condo overlooks the construction site. There may be noise and dust on work days during construction hours from 8am to 5pm. SPACIOUS 765sf 1...

    Pool Hot Tub

    $274 to $1,003/night

  19. CONDOMINIUM
    South Kihei Condo H2-1

    South Kihei Condo H2-1

    Kihei, HI

    Beautifully appointed, H2 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This comfortable unit features a contemporary kitchen and a large living area that looks out on the ocean. Enjoy the ocean views and...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  20. CONDOMINIUM
    Hale Kamaole #254

    Hale Kamaole #254

    Kihei, HI

    Beautifully renovated, top floor condo on the cooler South side of the complex , away from the street noise and close to the upper pool, tennis court and BBQ area. Our condo comfortably sleeps 6 with a king bed in the master bedroom, queen bed in...

    Pool
    FREE CANCELLATION

    $269 to $410/night

  21. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Sandpiper 121B is a perfect choice for couples seeking a romantic getaway on a budget. This charming studio has a private bath bathroom and a kitchenette suitable for preparing casual meals. The kitchenette includes a hotel-size fridge, microwave,...

    Pool Hot Tub

    $121 to $153/night

  22. CONDOMINIUM
    Valley Isle #1106

    Valley Isle #1106

    Lahaina, HI

    From the time you open your front door a magnet pulls you across the room directly to the balcony. It takes a few swallows to get that lump cleared from your throat. This is the view you see on the travel channel, travel books, magazines, and post...

    Pool
    FREE CANCELLATION

    $156 to $251/night

  23. CONDOMINIUM
    Kihei Bay Surf #110

    Kihei Bay Surf #110

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary, Kalepolepo Beach, and an ancient Hawaiian fishpond. Kihei Bay Surf has a large pool, hot tub, tennis court, gas grills, and a coin-operated common laundry area....

    Pool
    FREE CANCELLATION

    $115 to $186/night

  24. CONDOMINIUM
    Maui Kamaole #J-103

    Maui Kamaole #J-103

    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
    FREE CANCELLATION

    $196 to $342/night

  25. CONDOMINIUM
    Maui Sunset #A-407

    Maui Sunset #A-407

    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, work out room and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $219/night

  26. CONDOMINIUM
    Kihei Garden Estates #E-204

    Kihei Garden Estates #E-204

    Kihei, HI

    Kihei Garden Estates is a lovely property right across the street from Waiohuli Beach. Kihei Garden Estates boasts a family friendly gathering area, seating up to 25 people to your Bar-B-Q feast under the covered pavilion. Enjoy this full outdoor...

    Pool Hot Tub
    FREE CANCELLATION

    $128 to $226/night

  27. CONDOMINIUM
    Maui Kamaole #G-101

    Maui Kamaole #G-101

    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

    $174 to $370/night

  28. CONDOMINIUM
    Waiohuli Beach Hale #D-124

    Waiohuli Beach Hale #D-124

    Kihei, HI

    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 is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $139 to $277/night

  29. CONDOMINIUM
    Palms at Wailea #1204

    Palms at Wailea #1204

    Wailea, HI

    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. Keawakapu Beach is world famous for its long sandy beach, great snorkeling, and the most magnificent sunsets imaginable. In the winter the whales can be seen...

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $376/night

  30. CONDOMINIUM
    Royal Mauian #410

    Royal Mauian #410

    Kihei, HI

    The Royal Mauian is one of the premier properties of Kihei Maui. This Maui beachfront rental is located right on the beach between Kamaole Beach Park I and II. Featuring an oceanfront pool perched right at the water's edge. The lush landscaped...

    Pool
    FREE CANCELLATION

    $335 to $522/night