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. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    FREE CANCELLATION

    $485 to $652/night

  2. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    This Puako Beach Condo is one of the nicest remodels in the building. Granite floors throughout! Brand new furnishings, new appliances, whirl pool tub, nice flat screen TVs in 3 of the rooms. The living room TV is web enabled, plus a web enabled...

    Pool
    FREE CANCELLATION

    $235 to $367/night

  3. CONDOMINIUM
    Ilikai Hotel 803

    Ilikai Hotel 803

    Honolulu, HI

    A King Size Bed & Futon at the Ilikai - Close to Everything & 2 Great Pools! A fully equipped nicely spaced one bedroom suite at the Hawaii Five'O famed Ilikai Hotel - Relax by one of the two pools, sip cocktails at Cinnamon's Bar & Restaurant or...

    Pool
    FREE CANCELLATION

    $144 to $219/night

  4. 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

  5. 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

  6. CONDOMINIUM
    Aina Nalu K 205

    Aina Nalu K 205

    lahaina, HI

    AINA NALU K-205 Welcomes you with Aloha... This unique condo, in the heart of Old Lahaina Town, is a perfect vacation spot! K-205 was remodeled with the touch of ALOHA in 2017. Included in our fabulous price are many owner-supplied extras such...

    Pool Hot Tub
    FREE CANCELLATION

    $175 to $235/night

  7. 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

  8. 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

  9. CONDOMINIUM
    Ilikai Hotel 801

    Ilikai Hotel 801

    Honolulu, HI

    Be one if the first to enjoy our home, 2 Pools Full Kitchen & Sleeps Four Guests 2 Pools, Queen Bed Suite plus Futon & Full Kitchen A fully equipped nicely spaced queen bedroom suite (with extra futon for 2 additional guests) at the Hawaii Five'O...

    Pool
    FREE CANCELLATION

    $151 to $219/night

  10. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    This premium oceanfront Two Bedroom, Two Bath condo is conveniently located on the ground level. Master Bedroom has a King Bed with a private bathroom. Second Bedroom has a queen bed; and the living room has a queen sofa bed for the extra guests....

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  11. VILLA
    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua, HI

    Spectacular views of the Pacific and the neighboring island of Molokai. Magnificent painted sky at dusk and dawn will take your breath away! Perfectly positioned to allow warm tropical breezes and gentle sounds of surf fill every room. This...

    Pool

    $369 to $594/night

  12. VILLA
    Kapalua Ridge Villa 611 Ocean View 1 bed 2 bath

    Kapalua Ridge Villa 611 Ocean View 1 bed 2 bath

    Kapalua, HI

    Beauty surrounds you in this lovely 1 bedroom 2 bath split level villa. One of few with an ocean view from the master suite! New king size sealy posturepedic firm in the master suite 2017! While you will feel nestled in and pleasantly secluded,...

    Pool

    $269 to $494/night

  13. HOUSE
    Junior Suite Oceanfront #403

    Junior Suite Oceanfront #403

    Lahaina, HI

    Lovely Oceanfront Junior Suite that features one large room with fully equipped kitchen and bath. Queen-size bed (Sleeps 2). Can accommodate 3 people with added roll-away. Located on the shores of Ka‘anapali Beach in West Maui, Maui Kai is an...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  14. CONDOMINIUM
    Vista Waikoloa G-104

    Vista Waikoloa G-104

    Waikoloa, HI

    Aloha! Welcome to our 2 bedroom, 2.5 bathroom spacious Hawaiian retreat at the beautifully landscaped Vista Waikoloa. Conveniently located in a relaxing and peaceful gated community, our condo is situated on the ground floor near the 4th green of...

    Pool Hot Tub
    FREE CANCELLATION

    $221 to $464/night

  15. 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

  16. 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

    $261 to $500/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

    $211 to $287/night

  18. CONDOMINIUM
    Honua Kai- Konea 924- One Bedroom Ocean View! Renovated!

    Honua Kai- Konea 924- One Bedroom Ocean View! Renovated!...

    Kaanapali, 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. NOW FEATURING...

    Pool Hot Tub

    $305 to $1,003/night

  19. 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

    $276 to $905/night

  20. 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

    $219 to $608/night

  21. 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

  22. 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

    $211 to $700/night

  23. CONDOMINIUM
    Napili Point A8

    Napili Point A8

    Lahaina, HI

    Brand new tile throughout the entire condo! The bedroom has a comfortable King bed and TV to help you relax at the end of your day. The bathroom has a nice large vanity area separate from the toilet and walk-in shower area. The living room has a...

    Pool
    FREE CANCELLATION

    $298 to $469/night

  24. 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 remodeled...

    Pool
    FREE CANCELLATION

    $319 to $1,409/night

  25. 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

    $243 to $856/night

  26. 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 $543/night

  27. CONDOMINIUM
    Maui Kai 206

    Maui Kai 206

    Lahaina, HI

    Enjoy unbeatable panoramic views from this highly desirable 2nd floor oceanfront unit on the Kaanapali coast. You can’t get any closer to the ocean than this resort! Watch gorgeous sunsets over Molokai & Lanai every day from the comfort of your...

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $500/night

  28. 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

  29. 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

    $168 to $585/night

  30. 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

    $179 to $624/night