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
    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

  2. CONDOMINIUM
    Kulakane 307

    Kulakane 307

    Lahaina, HI

    You can't get closer to the ocean than this unless you're on a boat. The property is beautiful and well kept. Watch the whales December through April from your lanai and sunsets every night all year long. Enjoy a moment of Hawaiian culture with the...

    Pool
    FREE CANCELLATION

    $234 to $531/night

  3. 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

  4. CONDOMINIUM
    Maui Kai 108

    Maui Kai 108

    Lahaina, HI

    Enjoy unbeatable panoramic views from this coveted first floor oceanfront unit on the Kaanapali coast. This very special unit is one of only 2 that have a door on your lanai to access the ocean side of the condo directly! You can’t get any closer...

    Pool
    FREE CANCELLATION

    $180 to $499/night

  5. 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

  6. 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

  7. 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

  8. 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

  9. 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

  10. 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

  11. CONDOMINIUM
    Hale Akala Falls Ko Olina Beach Villa (O121)

    Hale Akala Falls Ko Olina Beach Villa (O121)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89.LIVE CALENDARIf the calendar shows as available, the Villa is not reserved and can be...

    Pool Hot Tub

    $845 to $1,668/night

  12. CONDOMINIUM
    Hale Lalea Ko Olina Beach Villa (B310)

    Hale Lalea Ko Olina Beach Villa (B310)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89.LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $833 to $2,016/night

  13. CONDOMINIUM
    Hale Ohana Ko Olina Beach Villa (B801)

    Hale Ohana Ko Olina Beach Villa (B801)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89.LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $548 to $1,784/night

  14. CONDOMINIUM
    E5-2 Bedroom Oceanfront Townhouse

    E5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit E5, the most glorious and romantic sunset views at is why the architect who designed Ma'alaea Surf chose this unit for his home. Steps away from the wonderful walking beach and pool. This fully equipped unit features flat screen...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  15. CONDOMINIUM
    Kapalua Ridge Villa 1511 Gold Ocean View

    Kapalua Ridge Villa 1511 Gold Ocean View

    Kapalua, HI

    This lovely villa is a feast for the eyes. You will feel the weight of the world dissolve as you enter this island paradise.This is a true 5 star experience! You'll be tempted not to leave the luxury of this well appointed villa. Every creature...

    Pool

    $294 to $494/night

  16. CONDOMINIUM
    New! Updated! Modern, Maui Beachfront with Central A/C

    New! Updated! Modern, Maui Beachfront with Central A/C

    Lahaina, HI

    Most frequently asked questions re: payments, cancellations, our home, and the area, can be answered in the property info, guest reviews, and pictures, below. We kindly ask that you read all of these details, as we offer a lot of amenities that...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $731/night

  17. CONDOMINIUM
    Casa De Emdeko 332

    Casa De Emdeko 332

    Kailua Kona, HI

    Casa#332 is a wonderful 1 bedroom 1 bath with a beautiful ocean view! New Ownership! You can't beat this view at this price!!Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the...

    Pool
    FREE CANCELLATION

    $195 to $239/night

  18. 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

  19. 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

    $130 to $474/night

  20. CONDOMINIUM
    Eldorado J111

    Eldorado J111

    Lahaina, HI

    The weather is ideal in Maui year round. MAUI ELDORADO HAS THE ONLY PRIVATE BEACH CABANA ON KAANAPALI BEACH FOR MAUI ELDORADO GUESTS ONLY. Experience Maui Eldorado in the Heart of Kaanapali - an affordable vacation in paradise. Maui Eldorado is...

    Pool
    FREE CANCELLATION

    $174 to $299/night

  21. 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

  22. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Enjoy our tropical paradise – Feel tension melt away when take your first look from our unit and see an unobstructed, breath-taking views of Lana'i, Molokai'i and the vast expanse of ocean. It is magnificent at all times of day. Relax to the...

    Pool
    FREE CANCELLATION

    $178 to $263/night

  23. CONDOMINIUM
    Nohonani #202

    Nohonani #202

    Lahaina, HI

    Unit 202 is a beautiful two bedroom 2 bath unit on the 2nd floor with breathtaking ocean views from the kitchen, dining areas, living room and master bedroom. As with all the Nohonani units, the master bedroom is ocean side and has a sliding door...

    Pool
    FREE CANCELLATION

    $274 to $403/night

  24. 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

  25. 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

  26. 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. New kitchen cabinets and counter tops. You'll love to just walking out from your private lanai right into the...

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $437/night

  27. CONDOMINIUM
    Hale Mahina #B403

    Hale Mahina #B403

    Lahaina, HI

    Beautiful views in a relaxed setting! Kitchen remodeled in Dec 2015. Tastefully redecorated with a “contemporary native” flare, this 2 bedroom has a semi-private master bedroom with high ceilings and a full bath. Guest bedroom features either...

    Pool
    FREE CANCELLATION

    $278 to $600/night

  28. CONDOMINIUM
    Mahana Resort #906

    Mahana Resort #906

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this nicely appointed Standard unit. Watch TV in the living room or in the bedroom. Full bathroom remodeled with large walk-in shower and tile flooring was...

    Pool
    FREE CANCELLATION

    $267 to $554/night

  29. CONDOMINIUM
    Maui Kaanapali Villas #D275

    Maui Kaanapali Villas #D275

    Lahaina, HI

    Ocean views in North Ka'anapali. This remodeled second floor loft style condo has stairs to its entrance, no elevators. The king size bed is in the loft bedroom. Be entertained by the TV in the living room or flat screen TV in the loft bedroom....

    Pool
    FREE CANCELLATION

    $319 to $510/night

  30. CONDOMINIUM
    Kaanapali Royal #M302

    Kaanapali Royal #M302

    Lahaina, HI

    This well-equipped, sleekly decorated Hawaiian style unit is remodeled with ocean and golf course views on the Kaanapali golf course. The master bedroom and bathroom are upstairs with ocean views as well. Enjoy a nice soak in the bathtub to unwind...

    Pool
    FREE CANCELLATION

    $302 to $1,096/night