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
    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...

    FREE CANCELLATION

    $199 to $235/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 has been remodeled with a decor that speaks "ALOHA" Included in our fabulous price are many owner-supplied extras such...

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $371/night

  3. 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

  4. 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

    $286 to $299/night

  5. 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

  6. HOUSE
    Hale Nui

    Hale Nui

    Kaanapali, HI

    Thoughtfully designed with your comfort in mind, Hale Nui will exceed your expectations! After a long, arduous flight, each guest will feel embraced upon entering this exquisite, spacious home and everyone will immediately marvel at the panoramic...

    Pool Hot Tub
    FREE CANCELLATION

    $2,000 to $4,750/night

  7. 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

  8. CONDOMINIUM
    Hoyochi Nikko #201

    Hoyochi Nikko #201

    Lahaina, HI

    One bedroom with high vaulted ceilings (additional sleeping capacity on sofa bed in living room). Brand new memory foam mattress. This unit has air conditioning in the bedroom along with a comfortable queen size bed. This condo is fully equipped...

    Pool
    FREE CANCELLATION

    $218 to $369/night

  9. 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 $313/night

  10. CONDOMINIUM
    Pohailani #223

    Pohailani #223

    Lahaina, HI

    Guests are sure to enjoy a memorable family vacation in this fully furnished, 2 bedroom/1 bath condo. The main bedroom has a queen sized bed, while the other bedroom is furnished with 2 Twins. It is perfect for a family as it can sleep 4 people....

    Pool
    FREE CANCELLATION

    $183 to $353/night

  11. CONDOMINIUM
    Nohonani #300

    Nohonani #300

    Lahaina, HI

    Nohonani 300 has recently completed a brand new renovation. Improvements include new carpeting and beautiful furnishings. This is an end unit on the third floor giving added privacy and a spectacular crows nest view of the outer islands and golden...

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $403/night

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

    Hale Lalea Ko Olina Beach Villa (B310)

    Kapolei, HI

    LIVE CALENDAR: If the calendar shows as available, the property IS available and can be booked INSTANTLY online 24/7. This listing and availability are updated in real-time. Contact us should you have any questions prior to booking. LOCATION: This...

    Pool Hot Tub

    $833 to $2,016/night

  13. 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

  14. CONDOMINIUM
    Aina Nalu C204

    Aina Nalu C204

    Lahaina, HI

    In the heart of historic Lahaina Town, Aina Nalu sits on a 9 acre OASIS of lush and tropical gardens with two swimming pools, spa, private Balinese bungalows at poolside, large pavilion and gas-fired BBQs. Unit 204 in building C is a beautiful two...

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $410/night

  15. CONDOMINIUM
    Kuleana 713 1 Bdrm

    Kuleana 713 1 Bdrm

    Lahaina, HI

    Kuleana 713 is the ultimate island home away from home! Here, you can relax and enjoy the beautiful Pacific Ocean and stunning West Maui sunsets from your living room and private lanai! You will find yourself staring at the hues of the ocean blues...

    Pool
    FREE CANCELLATION

    $230 to $346/night

  16. CONDOMINIUM
    Kaleialoha #204

    Kaleialoha #204

    Lahaina, HI

    Closest condo to the Beach! Remodeled kitchen with stainless steel appliances, quartz counter tops and ceramic stove top. Remodeled bath with walk in shower. King Bed with all new Bali inspired furniture.40" wall mounted flat screen! Free WIFI,...

    Pool
    FREE CANCELLATION

    $218 to $348/night

  17. CONDOMINIUM
    Kaleialoha #114

    Kaleialoha #114

    Lahaina, HI

    Completely Upgraded ground floor unit. Beautiful granite countertops in kitchen, ceramic stove top and new travertine tile throughout. Cal King bed, built in vanity, 2nd flat screen TV, in suite washer/dryer and A/C. Free internet, basic cable,...

    Pool
    FREE CANCELLATION

    $207 to $336/night

  18. CONDOMINIUM
    HOL 311

    HOL 311

    Lahaina, HI

    Flat screen TV, Cal King bed, HUGE lanai, onsite laundry facilities. All tile flooring! Tastefully remodeled! Swim in the large in ground pool and snorkel with turtles right in front of property! Weekly Farmers Market, health food store, coffee shop...

    Pool
    FREE CANCELLATION

    $171 to $325/night

  19. CONDOMINIUM
    Kaleialoha #109

    Kaleialoha #109

    Lahaina, HI

    Kaleialoha #109 This DIRECT oceanfront unit has Queen bed and is fully equipped with all basic amenities. AC in living area! New 55" flat screen in living room and 2nd TV in bedroom. Open and airy living area and open kitchen with recent upgrades...

    Pool
    FREE CANCELLATION

    $183 to $336/night

  20. CONDOMINIUM
    HOL #216

    HOL #216

    Lahaina, HI

    Relax in luxury at your newly remodeled direct oceanfront condo. Watch gorgeous sunsets from your large private lanai! See whales jumping in season! Condo has King size four poster bed. Ceiling fans in every room! Very nice sectional sofa! Condo...

    Pool
    FREE CANCELLATION

    $152 to $317/night

  21. CONDOMINIUM
    Kaleialoha #413

    Kaleialoha #413

    Lahaina, HI

    Lovely top floor direct oceanfront. Remodeled bath with glass block shower. Recently remodeled kitchen with new granite counters. A/C in living area, 2 Flat screen TV'S. New King bed with plush bedding! Close to shopping, restaurants and all beach...

    Pool
    FREE CANCELLATION

    $195 to $336/night

  22. 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!! Puamana, the best kept secret in West Maui!! This 30 acre ocean front town home community awaits you for a vacation full of relaxation and fun! Our 2...

    Pool
    FREE CANCELLATION

    $224 to $436/night

  23. 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

    $224 to $500/night

  24. 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

    $274 to $576/night

  25. 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

    $251 to $370/night

  26. CONDOMINIUM
    AV 302

    AV 302

    Kailua Kona, HI

    Description: Perched above tropical flora and fauna, this one-bedroom, top-floor couple’s retreat in Alii Villa offers plenty of space for two, plus all the classic Kona personality you seek from a Hawaiian resort. Glimpse ocean views as you relax...

    Pool

    $102 to $162/night

  27. 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

    $230 to $668/night

  28. CONDOMINIUM
    Kaleialoha 309

    Kaleialoha 309

    Lahaina, HI

    Come stay at the Kaleialoha Oceanfront Codominium!! This great direct oceanfront 1 bedroom, 1 bathroom condo offers the best of Hawaiian style living just a stones throw away from the beautiful blue pacific ocean! Enjoy the sounds of the waves right...

    Pool
    FREE CANCELLATION

    $174 to $299/night

  29. 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 for...

    Pool Hot Tub
    FREE CANCELLATION

    $374 to $1,105/night

  30. CONDOMINIUM
    Royal Kahana 202

    Royal Kahana 202

    Lahaina, HI

    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 perfect choice! It comes fully furnished with air conditioning, a California King bed, a Twin sofa sleeper,...

    Pool
    FREE CANCELLATION

    $136 to $534/night