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
    Mahana 307

    Mahana 307

    Lahaina, HI

    This beautifully appointed unit has tile and bamboo flooring throughout. The updated kitchen has cherry pecan cabinets with self-closing drawers/doors, gorgeous granite counter tops, stainless steel appliances including a French door refrigerator...

    Pool Hot Tub
    FREE CANCELLATION

    $300 to $869/night

  2. CONDOMINIUM
    Honua Kai 224

    Honua Kai 224

    Lahaina, HI

    This luxury Honua Kai one bedroom located in the 'Konea Tower' features everything you need to make your Hawaiian vacation truly enjoyable! We provide you with those extra amenities that make a difference, including comfortable beach chairs, beach...

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $401/night

  3. CONDOMINIUM
    Sugar Beach #406

    Sugar Beach #406

    Kihei, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month....

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $412/night

  4. CONDOMINIUM
    Sugar Beach 308

    Sugar Beach 308

    Kihei, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month....

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $465/night

  5. CONDOMINIUM
    Maui Banyan #G-105

    Maui Banyan #G-105

    KIHEI, HI

    The Elevator for G & H building will be closed for Elevator Modernization starting at 10:00 am Monday September 10, 2018. We will have a bellman to help with luggage. Beautifully furnished one bedroom Garden view Condo. The bedroom has a king bed...

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $360/night

  6. HOUSE
    Sands Of Kahana 134

    Sands Of Kahana 134

    Kahana, HI

    Coconut palms outline your views of the Pacific and the nearby islands of Lanai and Molokai. The sounds of rustling palms, tropical birds, and gentle surf relax and comfort you. Simply said, the ocean view from this 2 bedroom, 2 bath condominium is...

    Pool Hot Tub

    $298 to $354/night

  7. CONDOMINIUM
    Papakea Unit #H103 Condo

    Papakea Unit #H103 Condo

    Lahaina, HI

    Welcome to: "Tranquility Maui Condo" This charming 2 bedroom Papakea condominium is located in "H" building near ponds and gardens. Great views from the beach and off to the neighbor islands of Lanai and Molokai. Tastefully decorated with Hawaiian...

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $580/night

  8. CONDOMINIUM
    Kamaole Sands 05-107

    Kamaole Sands 05-107

    Kihei, HI

    Beauty and The Beach ~ Unit 5-107 is a fully remodeled, fully air conditioned ground level Condo in a lush tropical setting with a level of privacy rarely found in vacation Condo living ~ This premier Condominium home is close to all property...

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $350/night

  9. CONDOMINIUM
    Noelani #110

    Noelani #110

    Lahaina, HI

    Not one, but two oceanfront pools and a Jacuzzi, what more can you ask for? Unit 110 is a ground floor unit with washer and dryer and air conditioning. You'll love just walking out from your private lanai right into the swimming pool. Turtles play...

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $426/night

  10. VILLA
    Hali'i Kai 18G Villa

    Hali'i Kai 18G Villa

    Waikoloa, HI

    Come and stay in our Beautiful Furnished Villa and the Hawaiian-themed artwork attitude shine in this gorgeous villa via air-conditioned living spaces, open stainless steel kitchen, the master has a king bed with a private bath and lanai, the 1st...

    Pool Hot Tub
    FREE CANCELLATION

    $295 to $741/night

  11. CONDOMINIUM
    Honua Kai Konea 606

    Honua Kai Konea 606

    Kaanapali, HI

    NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua kai. There may be noise and dust on work days during construction hours from 8am to 5pm. Konea 606 is a large 945 square foot (plus 180 sq ft Lanai)...

    Pool Hot Tub

    $293 to $1,211/night

  12. VILLA
    Waikoloa Colony Villas 403

    Waikoloa Colony Villas 403

    Waikoloa, HI

    Spring Special - 10% off from April 1-June 15 This beautiful two bedroom townhome style property is in the prime location of Colony Villas in the desirable Waikoloa Beach Resort area. Colony Villas is an ideal vacation destination with two...

    Pool Hot Tub

    $292 to $615/night

  13. CONDOMINIUM
    Honua Kai Konea 144

    Honua Kai Konea 144

    Kaanapali, HI

    Beautiful Ground Floor One Bedroom at Honua kai! This great North Facing Ground Floor unit provides easy access to all Honua kai has to offer. With its private large lawn there is ample room for the kids to play or to just relax and enjoy the day....

    Pool Hot Tub

    $292 to $1,033/night

  14. CONDOMINIUM
    Waikiki Dream Vacation

    Waikiki Dream Vacation

    Honolulu, HI

    Beautifully remodeled 2 bedroom 2 bath with large lanai facing Diamond Head with Ocean and Mountain Views. free assigned, covered and secure parking. One queen bed in master bedroom. 2 twins in the view suite can be put together. Located centrally...

    Pool Hot Tub

    $292 to $352/night

  15. CONDOMINIUM
    Valley Isle Resort #901 (MAUI)

    Valley Isle Resort #901 (MAUI)

    Lahaina, HI

    Welcome to Paradise. This is a unique property, right after Kaanapali Beach, featuring this outstanding oceanfront unit with panoramic views of the Pacific Ocean and the islands of Lanai and Molokai. The unit has a fully equipped kitchen, a...

    Pool Hot Tub

    $290 to $481/night

  16. CONDOMINIUM
    Palms at Wailea #704

    Palms at Wailea #704

    Wailea, HI

    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling, whale watching and strolling. The Palms at Wailea is a gorgeous property; lush with tropical landscaping....

    Pool Hot Tub
    FREE CANCELLATION

    $290 to $463/night

  17. 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

  18. CONDOMINIUM
    Palms at Wailea #2303

    Palms at Wailea #2303

    Wailea, 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

  19. CONDOMINIUM
    Royal Kahana 409

    Royal Kahana 409

    lahaina, HI

    Enjoy endless spectacular views from this 4th floor oceanfront, luxury suite. Royal Kahana #409 offers stunning ocean and sunset views and features comfortable high-end designer décor throughout.  The kitchen and bathroom are newly remodeled and...

    Pool Hot Tub
    FREE CANCELLATION

    $289 to $551/night

  20. CONDOMINIUM
    Maui Kamaole #A-202

    Maui Kamaole #A-202

    Kihei, HI

    Unit A-202 has been completely renovated. This renovation includes: the kitchen cabinets, granite countertops, new kitchen appliances; lighting, carpeting and new tile everywhere; redesigned bathrooms with walk-in showers, new bathroom cabinets and...

    Pool Hot Tub
    FREE CANCELLATION

    $289 to $405/night

  21. CONDOMINIUM
    Palms at Wailea #1101

    Palms at Wailea #1101

    Wailea, HI

    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is...

    Pool Hot Tub
    FREE CANCELLATION

    $289 to $493/night

  22. CONDOMINIUM
    Honua Kai 215

    Honua Kai 215

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 215 welcomes you with so much This spacious studio, 1 bath can accommodate up to 4 guests. Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach umbrella • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $287 to $413/night

  23. DUPLEX
    Diamond Head Duplex Unit #B

    Diamond Head Duplex Unit #B

    Honolulu, HI

    Your Manoa Valley crew of five will adore this lovely 2BR duplex. Unique Craftsman touches include captivating stained glass windows, while an outdoor shower provides added convenience. Find another full living room on the enclosed lanai and views...

    Hot Tub Pets OK
    FREE CANCELLATION

    $287 to $381/night

  24. CONDOMINIUM
    Surfs Up (3-Bedroom Condo)

    Surfs Up (3-Bedroom Condo)

    Waikoloa, HI

    Stunning mountain and garden views surround you in this newly renovated, well-appointed end unit ground floor Villa, our second home. A spacious 3 bedroom, 1407 sq ft offers room for everyone. The Villa sleeps up to six people (king, queen and two...

    Pool Hot Tub

    $286 to $586/night

  25. CONDOMINIUM
    Honua Kai Hokulani 414

    Honua Kai Hokulani 414

    Kaanapali, HI

    Best one bedroom plan available with bright southern exposure. Only steps to the water and beach from this prime unit. Enjoy partial ocean and sunset views from the Lanai on this beautifully relaxing vacation home. Best yet, as you are on a green...

    Pool Hot Tub

    $286 to $1,033/night

  26. CONDOMINIUM
    Honua Kai Konea 924

    Honua Kai Konea 924

    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. NOW FEATURING HIGH...

    Pool Hot Tub

    $286 to $1,003/night

  27. CONDOMINIUM
    Hale Ohana Aloha

    Hale Ohana Aloha

    Waikoloa, HI

    Big Island dreams begin at Hali'i Kai 7D, an ocean-view vacation condominium at renowned Waikoloa Beach Resort. Ideal for group getaways of up to six people, this 2-bedroom, 2-bath condo features an updated interior, access to impeccable resort...

    Pool Hot Tub

    $286 to $478/night

  28. CONDOMINIUM
    Palms at Wailea #1902

    Palms at Wailea #1902

    Wailea, HI

    Enjoy your stay in paradise at The Palms at Wailea, a gorgeous property with lush, tropical landscaping and expansive lawn areas. The complex is conveniently located within short walking distance of popular restaurants, shops, and a spectacular...

    Pool Hot Tub
    FREE CANCELLATION

    $284 to $458/night

  29. CONDOMINIUM
    Palms at Wailea #305

    Palms at Wailea #305

    Wailea, HI

    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long white sandy shoreline. The Palms at Wailea is a gorgeous property; lush with tropical landscaping....

    Pool Hot Tub
    FREE CANCELLATION

    $284 to $429/night

  30. CONDOMINIUM
    Kaanapali Shores 725

    Kaanapali Shores 725

    Lahaina, HI

    Wonderful ocean and garden views from this spacious 2 bedroom unit . The owners have completed a beautiful remodel featuring carpeting, kitchen and bath upgrades and new furniture. The full kitchen was recently re-done with new appliances, granite...

    Pool Hot Tub
    FREE CANCELLATION

    $281 to $1,233/night