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
    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

  2. CONDOMINIUM
    Kapalua Bay Villas 34B-4

    Kapalua Bay Villas 34B-4

    Lahaina, HI

    The Breathtaking views from this fabulous villa is just one of the reason Kapalua is the premier spot for your Hawaiian holiday. The white sand beaches, championship golf course, award winning restaurants are just a few things to dream of before you...

    Pool
    FREE CANCELLATION

    $384 to $803/night

  3. CONDOMINIUM
    Papakea #D304

    Papakea #D304

    Lahaina, HI

    Ocean views overlooking the koi ponds from the 3rd floor in North Ka'anapali. Relax on the lanai (balcony) nestled above the tranquil koi pond, the peaceful sound of its fountain drifting sleepily in the air, you look out over one of the two pools...

    Pool
    FREE CANCELLATION

    $162 to $510/night

  4. CONDOMINIUM
    Waikoloa Beach Villas G2

    Waikoloa Beach Villas G2

    Waikoloa, HI

    Luxurious top of the line golf vacation home! Away from it all and central to everywhere! Located on the fabulous Kohala Coast of the Big Island – Hawaii. This secluded unit overlooks the third green of the Waikoloa Beach Golf Course.If you golf,...

    Pool Hot Tub
    FREE CANCELLATION

    $258 to $476/night

  5. CONDOMINIUM
    Mahana Resort #304

    Mahana Resort #304

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this remodeled Deluxe unit. Remodel includes new flooring, kitchen with new cabinets and granite counter tops, new bathroom vanity, sinks & granite top and...

    Pool
    FREE CANCELLATION

    $336 to $606/night

  6. CONDOMINIUM
    Royal Kahana 702

    Royal Kahana 702

    Lahaina, HI

    Aloha from paradise! We are excited to offer our beautiful 7th floor studio suite at this popular West Maui resort! The condo has all of the amenities you would want on a tropical vacation (including AC and a washer and dryer in the unit)! The...

    Pool
    FREE CANCELLATION

    $179 to $346/night

  7. CONDOMINIUM
    Kihei Alii Kai A101

    Kihei Alii Kai A101

    Kihei, HI

    This spacious 2 bedroom, 2 bathroom condo is fully furnished with WiFi, Cable, and A/C in the living area and master bedroom! There are also ceiling fans and floor fans throughout to help keep everything cool in the hot summer months.This unit has a...

    Pool Hot Tub
    FREE CANCELLATION

    $165 to $519/night

  8. CONDOMINIUM
    Kona Reef D32

    Kona Reef D32

    Kailua Kona, HI

    Private, top floor, absolute oceanfront, lovely one bedroom condo at the highly acclaimed Kona Reef Resort!Why Kona Reef:• Conveniently located along the prestigious Alii Drive in the heart of Kona town.• It’s a 5 minute walk in your...

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $292/night

  9. CONDOMINIUM
    Sea Village 4-205

    Sea Village 4-205

    Kailua Kona, HI

    This amazing 2 bedroom direct oceanfront condo is the PERFECT spot for your Vacation. Completely remodeled, extremely clean, the owners have done a beautiful job with this property. Wifi, Direct oceanfront views, excellent complex, close to town,...

    Pool Hot Tub
    FREE CANCELLATION

    $421 to $467/night

  10. CONDOMINIUM
    Kona Pacific B511

    Kona Pacific B511

    Kailua Kona, HI

    Kona Pacific B-511 is a brand new Vacation Rental that Knutson & Associates Property Management is proud to represent as a new addition in August 2017!There are magnificent ocean views from the Main Lanai & Bedroom Lanai for your viewing...

    Pool
    FREE CANCELLATION

    $158 to $215/night

  11. CONDOMINIUM
    Mahana Resort #1106

    Mahana Resort #1106

    Lahaina, HI

    Welcome to Mahana 1106! Located on the eleventh-floor, this recently remodeled one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai....

    Pool
    FREE CANCELLATION

    $325 to $638/night

  12. HOUSE
    Ono Hale

    Ono Hale

    Kailua Kona, HI

    We welcome you to stay at our private luxury home (Ono Hale) in the lush hills above historic Kailua Kona. Located just minutes from town and Kona’s beautiful sandy beaches.Cool and quiet. Ono Hale is situated on a very private lot on a quiet...

    Pool
    FREE CANCELLATION

    $523 to $525/night

  13. CONDOMINIUM
    Kapalua Bay Villas 23G-2

    Kapalua Bay Villas 23G-2

    Lahaina, HI

    Hear the ocean just steps away as you enjoy the view from your vacation villa.23g2 is a luxury villa, fully furnished and beautifully renovated in 2005. Expansive, unobstructed ocean views facing Moloka'i. 1 bedroom, 1 bathroom, 1247 sq ft of living...

    Pool
    FREE CANCELLATION

    $308 to $750/night

  14. CONDOMINIUM
    Honua Kai- Hokulani 414- One bedroom Ocean view! 1b/1b

    Honua Kai- Hokulani 414- One bedroom Ocean view! 1b/1b

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing.OCEAN VIEW - HOKULANI 414 1 BD/1BA ON THE QUIET SOUTH SIDE!Best one bedroom...

    Pool Hot Tub

    $246 to $1,033/night

  15. CONDOMINIUM
    Keauhou Surf & Racquet Townhouse #36

    Keauhou Surf & Racquet Townhouse #36

    Kailua Kona, HI

    Townhouse living at it's finest! 3 bedroom property at an AMAZING value. SLEEPS 8!New appliances, furniture, granite counter tops; TV in the living room & in all the bedrooms. There are 2 queen beds upstairs with a window A/C unit in the...

    Pool
    FREE CANCELLATION

    $269 to $399/night

  16. CONDOMINIUM
    Kaanapali Shores #825

    Kaanapali Shores #825

    Lahaina, HI

    Fall 2016 remodel included Brand new kitchen with all new appliances and renovated bathroom, 3 new flat screen TV's, lighting and sofa sleeper ). Carpet was replaced 2017. Settle into your Hawaiian vacation in this ocean view condo in Ka'anapali....

    Pool
    FREE CANCELLATION

    $336 to $706/night

  17. CONDOMINIUM
    Maui Kaanapali Villas #B233

    Maui Kaanapali Villas #B233

    Lahaina, HI

    Remodeled! Garden and resort views at this 1 bedroom-loft style condo in the Banyan Building at the beautiful Ocean front resort of Maui Kaanapali Villas. Our condo is nicely updated and furnished. Watch your favorite DVD on the 42 flat screen TV...

    Pool
    FREE CANCELLATION

    $296 to $447/night

  18. CONDOMINIUM
    D3-1 Bedroom Beachfront

    D3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D3 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This well-appointed unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  19. CONDOMINIUM
    A3-1 Bedroom Beachfront

    A3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit A3 is a conveniently located ground floor condo, just steps from Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive views and a flat...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  20. CONDOMINIUM
    E6-2 Bedroom Oceanfront Townhouse

    E6-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit E6 - WHAT A VIEW! Sunsets on the lanai….Stunning views of the ocean and the West Maui Mountains…This 2 bedroom 2 bath second floor private condo sleeps 4 on comfortable Cal King beds, and is on a property built in the unique...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  21. CONDOMINIUM
    H3-1 Bedroom Beachfront

    H3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H3 is a conveniently located ground floor condo, just steps from our large pool and Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  22. 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

    $383 to $986/night

  23. CONDOMINIUM
    Napili Shores D230

    Napili Shores D230

    Lahaina, HI

    Come Stay at the famous Napili Shores in this spacious remodeled garden view studio!Beautiful Plumeria trees just off of your private lanai line the interior of this very popular vacation property. This studio comes with a wonderful fully stocked...

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $299/night

  24. CONDOMINIUM
    Napili Shores E240

    Napili Shores E240

    Lahaina, HI

    Come stay with us at the Napili Shores!This fully renovated and newly furnished in February of 2016, amazing Napili Shores unit is Hawaii at it's best. There is a new King bed in the bedroom plus a new pull out sectional bed in the living room. We...

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $361/night

  25. CONDOMINIUM
    Sunny 1BR w/ Pool & Balcony- Walk 5 Minutes to Beach

    Sunny 1BR w/ Pool & Balcony- Walk 5 Minutes to Beach...

    Kihei, HI

    The glittering ocean is at your fingertips at this tropical 1BR Kihei condo. Walk 5 minutes to the wide sands of Kamaole Beach or the waves at The Cove (one of the most popular surf breaks in South Maui) for a day of fun in the sun.Later, head back...

    Pool
    FREE CANCELLATION

    $110 to $363/night

  26. HOUSE
    Junior Suite Oceanfront #1006

    Junior Suite Oceanfront #1006

    Lahaina, HI

    {Jr. Suite (Studio) - King bed; Flat screen TV; extended lanai} MAUI KAI 1006 This oceanfront junior suite is a bright, airy unit decorated in light tones, pale off-white tile in the kitchen and bath, with carpet in the center living area of the...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  27. CONDOMINIUM
    Kona Isle B31

    Kona Isle B31

    Kailua Kona, HI

    B31 at the Kona Isle is an amazing top floor condo in building B at the Kona Isle.Comfortable Queen Sized bed, and pull out sofa that can sleep 2! Comfortably sleep 4 in the property.Being on the top floor gives you a beautiful view of the grounds....

    Pool
    FREE CANCELLATION

    $152 to $280/night

  28. CONDOMINIUM
    Valley Isle #1103

    Valley Isle #1103

    Lahaina, HI

    11th Floor Ocean Views from this remodeled 2 bedroom, 2 bath Maui vacation rental. Perfect for a family of 6. Private bedrooms with ensuite bathrooms. Master suite features a king size bed (new as of March '17), a 50 in. Vizio TV (photos coming...

    Pool
    FREE CANCELLATION

    $220 to $800/night

  29. CONDOMINIUM
    Pacific Shores B406

    Pacific Shores B406

    Kihei, HI

    **Elevator replacement March-April. NO elevator will be available during March and April**Please Note: The pool will be closed from June 17th to June 23rdSpend your perfect beach vacation at this 2 bedroom, 2 bathroom, forth floor unit. The entire...

    Pool
    FREE CANCELLATION

    $163 to $508/night

  30. CONDOMINIUM
    Honua Kai 1024

    Honua Kai 1024

    Lahaina, HI

    Oceanfront Honua Kai, Maui’s newest full service resort in over 25 years, can be your next vacation choice! Located on world famous Kaanapali Beach, Honua Kai offers a true luxurious Hawaiian vacation. Its’ multiple amenities (3 distinct pool...

    Pool Hot Tub
    FREE CANCELLATION

    $248 to $726/night