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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Filter resultsGo Reset filtersReset Close
  1. CONDOMINIUM
    Kapalua Ridge Villa #311

    Kapalua Ridge Villa #311

    Lahaina, HI

    This enchanting villa is the quiet retreat you have been yearning for! Spectacular ocean views and the quiet serenity of the resort will be an experience to remember. The views from this property will send your spirits soaring! You’ll feel a sense...

    Pool Hot Tub
    FREE CANCELLATION

    $249 to $778/night

  2. CONDOMINIUM
    Hale Kamaole 109

    Hale Kamaole 109

    Kihei, HI

    Hale Kamaole is the perfect getaway location for couples or small families! Situated in South Kihei near shopping restaurants, and beautiful beaches, you'll have plenty of options to fully experience Maui.This is a spacious 1 bedroom/ 1 bathroom...

    Pool
    FREE CANCELLATION

    $134 to $461/night

  3. CONDOMINIUM
    Royal Kahana 202

    Royal Kahana 202

    Lahaina, HI

    SUMMER Special Prices! Ocean front studio with ocean views and central A/C to enjoy those hot summer days.Ready for an unforgettable vacation to Maui? Or is it time to just getaway for the weekend?This studio with a beautiful ocean view is the...

    Pool
    FREE CANCELLATION

    $156 to $373/night

  4. CONDOMINIUM
    Kahana Reef 103

    Kahana Reef 103

    Lahaina, HI

    Renovated and remodeled ocean front condo. This unit sleeps up to four people with a king bed in the bedroom and a pull out sofa bed in the living room. The kitchen has been renovated with all new cabinetry, granite counter tops, black appliances,...

    Pool
    FREE CANCELLATION

    $161 to $501/night

  5. CONDOMINIUM
    Napili Shores D127

    Napili Shores D127

    Lahaina, HI

    Ready for an unforgettable getaway? Come see what Napili has to offer!This spacious studio unit with a King bed and pull-out sofa sleeps 3 and offers AC, wifi, cable, a DVD player, and it's own walk-out lanai! Mix up some drinks and walk the...

    Pool
    FREE CANCELLATION

    $124 to $311/night

  6. CONDOMINIUM
    Hololani A303

    Hololani A303

    Lahaina, HI

    Stunning and Spectacular views from this West Maui oeachfront 2 bedroom 2 full bath condo. Just a short drive away from the famous Kaanapali Beach. Watch breaching whales just beyond the reef that protects the waters directly in front of the...

    Pool
    FREE CANCELLATION

    $199 to $508/night

  7. CONDOMINIUM
    Sands of Kahana 316

    Sands of Kahana 316

    Lahaina, HI

    The Sands of Kahana has something for everyone! With an ocean front pool that the whole family will love and a pool just for children where the little ones can enjoy. After a adventuring Maui, make your way and relax in the Jacuzzi. There is a...

    Pool Hot Tub
    FREE CANCELLATION

    $249 to $880/night

  8. CONDOMINIUM
    Papakea L108

    Papakea L108

    Lahaina, HI

    The condo is totally renovated and updated. From your private lanai you have a lovely area to sit and dine or just relax with nothing but the crystal blue ocean and the famous Maui sunsets in front, FRONT SEAT WHALE WATCHING from the lanai.Tile thru...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $841/night

  9. CONDOMINIUM
    Kamaole Sands 8-203

    Kamaole Sands 8-203

    Kihei, HI

    Your dream Maui vacation awaits! Kamaole Sands 8-203 is on the second floor of building 8 in one of the most sought-after complexes in South Maui. This unit has been newly updated and has a brand new sofa sleeper in the living area and King mattress...

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $374/night

  10. CONDOMINIUM
    Hale Ono Loa 409

    Hale Ono Loa 409

    Lahaina, HI

    Top 4th floor Corner Penthouse suite! "Beach House" is uniquely situated on waters edge! Breathtaking direct oceanfront 275 degree views from our 50'long wrap around lanai. Watch turtles, whales, Molokai and Lanai island sunsets.Completely...

    Pool
    FREE CANCELLATION

    $318 to $1,240/night

  11. TOWNHOUSE
    Puamana 24-3

    Puamana 24-3

    Lahaina, HI

    This bright 1 bedroom, 2 bath "Beach House "has an ideal location in Puamana on quiet Puamelia Place, steps to the beach access or the footbridge leading to the Club house. It even has a peek of the ocean.This Maui vacation rental has a very...

    Pool
    FREE CANCELLATION

    $176 to $660/night

  12. CONDOMINIUM
    Kahana Reef 106

    Kahana Reef 106

    Lahaina, HI

    Ground Level, ocean front condo with expansive views of the Pacific Ocean and the neighboring islands, Lanai and Molokai. This 1 bedroom , 1 bathroom offers you a home away from home. The master bedroom offers a queen size bed and the kitchen is...

    FREE CANCELLATION

    $130 to $480/night

  13. CONDOMINIUM
    Kaanapali Shores 936

    Kaanapali Shores 936

    Lahaina, HI

    Wonderful ocean views from this spacious penthouse level studio. The owners have completed a beautiful remodel featuring tile floors and a new sofa-sleeper. The full kitchen was recently re-done with new appliances, granite counter tops, new...

    Pool Hot Tub
    FREE CANCELLATION

    $185 to $625/night

  14. CONDOMINIUM
    Wailea Ekolu 1606

    Wailea Ekolu 1606

    Kihei, HI

    Located in beautiful Wailea, this 2bd 2ba condo is on the top floor and boasts high ceilings and a gorgeous ocean view.Visting with a larger group? We have another unit in the same building! Make sure to ask us availability for booking 1604 and 1606...

    Pool
    FREE CANCELLATION

    $294 to $686/night

  15. CONDOMINIUM
    Maui Kai 605

    Maui Kai 605

    Lahaina, HI

    New listing from happy new owners! Remodel Scheduled For Spring 2020!! April 23rd - June 30th."E komo mai" (welcome) to spectacular Maui Kai 605! We have named this little slice of paradise "Ka Moe" (the dream) as this has been our dream come...

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $299/night

  16. CONDOMINIUM
    Kahana Reef 303

    Kahana Reef 303

    Lahaina, HI

    **CONSTRUCTION SPECIAL!** $125The complex will be repairing the seawall starting beginning of June 2019. Expect construction to be active between June 1st through possibly September 1st. *The seawall repair will most likely be loud work with heavy...

    Pool
    FREE CANCELLATION

    $144 to $336/night

  17. CONDOMINIUM
    Kahana Sunset E4

    Kahana Sunset E4

    Lahaina, HI

    Come and enjoy the amazing views and sunsets at Kahana Sunset Oceanfront Condos!!This beautiful 2-bedroom, 2-bathroom condo with breathtaking views of the ocean provides everything you need for your vacation in paradise. With a fully equipped...

    Pool Hot Tub
    FREE CANCELLATION

    $211 to $411/night

  18. CONDOMINIUM
    Kaanapali Royal B303

    Kaanapali Royal B303

    Lahaina, HI

    Come and enjoy the Kaanapali Royal B303 2 bedroom, 2 bath condo!This beautiful and very spacious 2-bedroom condo, located in the famous Kaanapali Beach Resort area is the perfect getaway for your next Maui vacation! Just walking distance to the...

    Pool Hot Tub
    FREE CANCELLATION

    $236 to $601/night

  19. CONDOMINIUM
    Maui Kai 602

    Maui Kai 602

    Lahaina, HI

    Enjoy unbeatable panoramic views from this highly desirable 6th floor oceanfront unit on the Kaanapali coast. You can’t get any closer to the ocean than this resort! Watch gorgeous sunsets over Molokai and Lanai every day from the comfort of your...

    Pool
    FREE CANCELLATION

    $161 to $403/night

  20. CONDOMINIUM
    Mahana 713

    Mahana 713

    Lahaina, HI

    Beautiful 7th floor studio condominium at The Mahana at Kaanapali provides everything you need for your vacation in paradise. Equipped with granite counter tops, beautiful tile floors, central A/C, WiFi, flat screen TV, stocked kitchen, and...

    Pool Hot Tub
    FREE CANCELLATION

    $200 to $724/night

  21. CONDOMINIUM
    Kaanapali Shores 403

    Kaanapali Shores 403

    Lahaina, HI

    Relax on our 4th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 403 lanai has views of the ocean,spectacular sunsets, and whales in...

    Pool Hot Tub
    FREE CANCELLATION

    $374 to $1,195/night

  22. CONDOMINIUM
    Royal Kahana 618

    Royal Kahana 618

    Lahaina, HI

    Aloha and welcome to our Maui paradise!This is a 6th floor studio with AC offers amazing views of the Pacific Ocean with views of our neighboring island.Enjoy your morning coffee and/or afternoon cocktails on the lanai while savoring the sparkling...

    Pool
    FREE CANCELLATION

    $116 to $431/night

  23. CONDOMINIUM
    Papakea K306

    Papakea K306

    Lahaina, HI

    A beautifully updated kitchen allows for cooking family meals in, saving money for activities and adventures. In addition to the flat screen TV and dvd player in the living room, there is also a TV in the bedroom.. Bring your electronic equipment...

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $688/night

  24. CONDOMINIUM
    Polynesian Shores 111

    Polynesian Shores 111

    Lahaina, HI

    It doesn't get much better than this! Come enjoy your amazing Maui Vacation here at the breathtaking Polynesian Shores!!The perfect place for a last minute summer vacation, an upcoming trip this fall or a great spot to watch the Humpback Whales this...

    Pool
    FREE CANCELLATION

    $138 to $474/night

  25. CONDOMINIUM
    Hololani A701

    Hololani A701

    Lahaina, HI

    Come and enjoy your Maui vacation at this beautiful 2 bedroom condo at the Hololani Oceanfront resort in wonderful West Maui!Bright blue is all you see as you enter this wonderful space! There is a perfect view of Maui’s majestic sister island of...

    Pool
    FREE CANCELLATION

    $249 to $474/night

  26. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    KS 941-SUMMER SPECIALS! Last Minute Summer Prices! Beautifully Remodeled Ocean Front Penthouse w A/CThis 9th floor condo has a spanning view of this beautiful resort you can’t beat the view from the comfort of your lanai. Spacious Living Room...

    Pool
    FREE CANCELLATION

    $171 to $469/night

  27. CONDOMINIUM
    Nohonani #105

    Nohonani #105

    Lahaina, HI

    Unit #105 is a two bedroom, two bath unit just steps away from the beach. The master bedroom has a king-size bed; and twin beds in the guest bedroom. Free parking and WiFi are provided as well.If you have ever dreamt of lying in bed and going to...

    Pool
    FREE CANCELLATION

    $274 to $353/night

  28. 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

  29. CONDOMINIUM
    Noelani # 115

    Noelani # 115

    Lahaina, HI

    Not one, but two oceanfront pools and a Jacuzzi, what more can you ask for? Unit 115 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...

    Pool Hot Tub
    FREE CANCELLATION

    $228 to $324/night

  30. COTTAGE
    2 Charming Cottages on the Ocean

    2 Charming Cottages on the Ocean

    Kamuela, HI

    Offering an idyllic oceanfront setting in the town of Puako, this 2BR/2BA property boasts unobstructed views of the Kohala coastline. Nestled on 1/3 acre of private tropical gardens that lead to a sand and lava rock beach, this seaside locale cannot...

    FREE CANCELLATION

    $526 to $1,369/night