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
    HiiLani-204

    HiiLani-204

    Lahaina, HI

    Book today and Fall in LOVE with "HiiLani" (In the arms of Heaven)... You will feel like you have gone back in time to the true Hawaiian experience in this condo just 15 FT from the water's edge! 204 Pohailani Welcomes you with so much ALOHA.....

    Pool
    FREE CANCELLATION

    $199 to $264/night

  2. CONDOMINIUM
    Aina Nalu A 201

    Aina Nalu A 201

    Lahaina, HI

    AINA NALU A-201 Welcomes you with Aloha... This unique condo in the heart of Old Lahaina Town is a perfect vacation spot! A-201 was completely remodeled with the touch of ALOHA in 2016. Included in our fabulous price are many owner-supplied extras...

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $371/night

  3. CONDOMINIUM
    Lil Grass Shack-103

    Lil Grass Shack-103

    Lahaina, HI

    Book today and Fall in LOVE with "THE LIL GRASS SHACK" You will feel like you have gone back in time to the true Hawaiian experience in this condo, just 10 FT from the water's edge! 103 Pohailani Welcomes you with so much Included in our fabulous...

    Pool
    FREE CANCELLATION

    $199 to $235/night

  4. CONDOMINIUM
    Honua Kai 322

    Honua Kai 322

    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

    $264 to $370/night

  5. CONDOMINIUM
    Hale Lelea Ko Olina Beach Villa (B310)

    Hale Lelea Ko Olina Beach Villa (B310)

    Kapolei, HI

    This vacation home has been registered as a Transient Accommodation with the State of Hawaii – HAWAII TAX ID TA-083-717-4272-01 #groundfloor #view #oceanview #whitewater #group  #wedding #KoOlina #resort #luxury #villa #Kapolei #Oahu #Hawaii...

    Pool Hot Tub

    $833 to $2,016/night

  6. CONDOMINIUM
    Kaleialoha #113

    Kaleialoha #113

    LAHAINA, HI

    You will not be disappointed in this completely remodeled, ground floor unit. All the amenities of an upscale home including Granite counters, Travertine tile throughout and over sized walk in, glass block shower. King bed, In suite washer/ dryer...

    Pool
    FREE CANCELLATION

    $207 to $336/night

  7. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    This beautiful 1-bedroom, 1-bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular views of the ocean from the 8th floor and a spanning view of the beautiful resort, you can’t beat the view...

    Pool
    FREE CANCELLATION

    $206 to $406/night

  8. CONDOMINIUM
    Honua Kai Konea 1026

    Honua Kai Konea 1026

    Lahaina, 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. This beautiful...

    Pool Hot Tub

    $375 to $1,332/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

    $161 to $616/night

  10. TOWNHOUSE
    Puamana 15-3

    Puamana 15-3

    Lahaina, HI

    Come stay in our cute beach town home in this beautiful quiet and gated shoreline community! Our 2 bedroom 2.5 bathroom property is the perfect getaway for families, friends, and couples alike. Just a 1 minute walk to the shore you can't beat the...

    Pool
    FREE CANCELLATION

    $224 to $436/night

  11. CONDOMINIUM
    Kaleialoha 202

    Kaleialoha 202

    Lahaina, HI

    Come stay with us at the beautiful Kaleialoha Oceanfront Resort!! This spacious studio condominium has all of the comforts of home. This condo is perfect for an active family vacation or a couple looking for a romantic getaway. The living area has...

    Pool
    FREE CANCELLATION

    $154 to $533/night

  12. 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

    $190 to $866/night

  13. 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
    FREE CANCELLATION

    $374 to $1,205/night

  14. CONDOMINIUM
    Kahana Reef 103

    Kahana Reef 103

    Lahaina, HI

    Come see the whales with us this winter! Imagine yourself sitting on the lanai, sipping on a Mai Tai and watching the sun fall into the Pacific Ocean right in between Lanai & Molokai. Kahana Reef sits right on the ocean in Kahana in between Kapalua...

    Pool
    FREE CANCELLATION

    $139 to $631/night

  15. CONDOMINIUM
    Kulakane 307

    Kulakane 307

    Lahaina, HI

    You can't get closer to the ocean than this unless your on a boat. The property is beautiful and well kept. Watch the whales December through April from your lanai. Sunsets every night. Conch blowing at sunset. Swimming, snorkeling and relaxing in...

    Pool
    FREE CANCELLATION

    $214 to $906/night

  16. 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

  17. CONDOMINIUM
    Aina Nalu Premier E102 Last Minute Special

    Aina Nalu Premier E102 Last Minute Special

    Lahaina, HI

    Enveloped by serene gardens and detailed with stylish Asian-inspired decor, your 1BR condo combines all the comforts of home with the luxe amenities of a boutique resort. As part of the small, exclusive community at Aina Nalu, you’ll enjoy access...

    Pool Hot Tub
    FREE CANCELLATION

    $154 to $480/night

  18. HOUSE
    Aniani Hale

    Aniani Hale

    Kailua Kona, HI

    Known as ‘Aniani Hale,’ or Glass House, this stunning 4BR/4.5BA home is situated just above the heart of Kailua-Kona. Elevated 700 feet above sea level, your beautiful island getaway boasts refreshing trade winds from the west and mountain...

    Pool Hot Tub
    FREE CANCELLATION

    $565 to $826/night

  19. 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

    $138 to $545/night

  20. 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

  21. 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 the availability for booking 1604...

    Pool
    FREE CANCELLATION

    $281 to $874/night

  22. CONDOMINIUM
    Kaanapali Royal J202

    Kaanapali Royal J202

    Lahaina, HI

    A luxury condo in the heart of the Kaanapali Beach Resort.  This beautiful two bedroom two bathroom condominium, surrounded by lush, tropical landscaping makes Kaanapali Royal a beautiful retreat in paradise.  It is located in a gated community...

    Pool
    FREE CANCELLATION

    $375 to $1,105/night

  23. 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 sand...

    Pool Hot Tub
    FREE CANCELLATION

    $249 to $1,013/night

  24. CONDOMINIUM
    Keauhou Akahi 210

    Keauhou Akahi 210

    Kailua Kona, HI

    This Keauhou Akahi condo with beautiful sweeping ocean views overlooks the newly resurfaced Akahi swimming pool and 9th tee of the famous Kona Country Club Golf Course. Accommodated with flat-screen HD Cable TV, high-speed internet, Tempur-Pedic...

    Pool
    FREE CANCELLATION

    $288 to $299/night

  25. 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...

    Pool Hot Tub
    FREE CANCELLATION

    $246 to $845/night

  26. 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...

    Pool
    FREE CANCELLATION

    $113 to $516/night

  27. CONDOMINIUM
    Kapaula Golf Villa 16P7&8

    Kapaula Golf Villa 16P7&8

    Lahaina, HI

    Your home away from home is perfectly situated on the Kapalua Golf Villa resort property. Expansive golf views with Molokai drawing your eyes straight out over the Pacific and across the fairways of the Bay Golf Course. This condo is nicely...

    Pool
    FREE CANCELLATION

    $236 to $915/night

  28. CONDOMINIUM
    Kaleialoha 401

    Kaleialoha 401

    Lahaina, HI

    Great Location! This spacious studio condominium has all of the comforts of home. This condo is perfect for an active family vacation or a couple looking for a romantic getaway. The living area has a new Queen Sofa Sleeper with a Flat Screen TV,...

    Pool
    FREE CANCELLATION

    $149 to $306/night

  29. 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

    $309 to $1,426/night

  30. 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 play...

    Pool
    FREE CANCELLATION

    $228 to $313/night