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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters

Search results

  1. HOUSE
    Hawaii Happy Healthy House

    Hawaii Happy Healthy House

    Waimea, HI

    Hawaii Happy Healthy House is a five bedroom, five bathroom (plus powder room) located in the exclusive, gated Kohala Ranch community on the Big island of Hawaii. The Kohala Coast is one of the sunniest destinations in Hawaii with a unique blend of...

    Pool Hot Tub

    $1,089 to $1,513/night

  2. CONDOMINIUM
    Whaler at Kaanapali Beach 852

    Whaler at Kaanapali Beach 852

    Lahaina, HI

    Sweeping Ocean Views from Molokai to Lanai from this 8th floor Ocean Front condo. Floor to ceiling windows and doors bring the ocean views into the living area and the bedrooms. Ocean views can be enjoyed from the king bed in the master bedroom. The...

    Pool Hot Tub
    FREE CANCELLATION

    $1,089 to $1,445/night

  3. 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

    $856 to $2,016/night

  4. CONDOMINIUM
    Hale Ili Ili #A

    Hale Ili Ili #A

    Kihei, HI

    Hale Ili Ili is an oceanfront gated 4 plex.This property is steps from Kamaole Beach #1 and Charley Young's Cove. Panoramic ocean views and magnificent sunsets can be seen daily from this property. This property has an oceanfront pool, hot tub and...

    Pool Hot Tub
    FREE CANCELLATION

    $695 to $1,043/night

  5. CONDOMINIUM
    Wailea Point #3401

    Wailea Point #3401

    Wailea, HI

    Wailea Point is a luxury condominium village located on the beach in Wailea. Every residence has a view of the ocean. It offers 3 heated swimming pools, a 25 meter lap pool, 2 hot tubs, pickle ball, paddle board and tennis courts, and a fitness...

    Pool Hot Tub
    FREE CANCELLATION
  6. CONDOMINIUM
    B-109: Hale Nani Ikena Kai Ko Olina Beach Villa

    B-109: Hale Nani Ikena Kai Ko Olina Beach Villa

    Kapolei, HI

    The Hale Nani Ikena Kai beach villa at Ko Olina offers exactly what its name suggests; a home with a “Beautiful Ocean View”. Spectacular direct whitewater ocean and beach views will be what greets you at this upscale, luxurious ground floor...

    Pool Hot Tub

    $682 to $2,016/night

  7. CONDOMINIUM
    B-110: Hale Papakea Ko Olina Beach Villa

    B-110: Hale Papakea Ko Olina Beach Villa

    Kapolei, HI

    One of only two ground floor beachfront 2 bedroom 2 bathroom condos that are closer to the beach than any other Ko'Olina Resort residence. Experience the ultimate oceanfront experience with family and friends. We manage both beachfront units, which...

    Pool Hot Tub

    $682 to $2,016/night

  8. CONDOMINIUM
    Ko Olina Beach Villa (O121)

    Ko Olina Beach Villa (O121)

    Kapolei, HI

    Celebrities want privacy and quick exit routes, but so does everyone else! You deserve this one-of-a-kind Ko Olina Beach Villa, unlike any other located within the resort. It boasts over 1600 sq.ft of living space, 3 ground floor private lanais, no...

    Pool Hot Tub

    $682 to $1,668/night

  9. CONDOMINIUM
    Whaler at Kaanapali Beach 912

    Whaler at Kaanapali Beach 912

    Lahaina, HI

    Completely Remodeled and well-appointed one (1) bedroom, two (2) bath condo. Custom cabinetry, granite counter tops, built-in wine cooler and stainless steel appliances greet you as you walk in. Quality furnishings inspire luxury in this...

    Pool Hot Tub
    FREE CANCELLATION

    $634 to $824/night

  10. CONDOMINIUM
    Wailea Elua #2303

    Wailea Elua #2303

    Kihei, HI

    Wailea Elua is the premier ocean front property in Wailea. A gated property situated right on picturesque Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean. In addition, the...

    Pool Hot Tub
    FREE CANCELLATION

    $609 to $1,073/night

  11. CONDOMINIUM
    Papakea K-402

    Papakea K-402

    Lahaina, HI

    The Ultimate Island getaway awaits you at our luxury 3 bedroom, 2-1/2 bath split level condo in West Maui!  Our beautifully furnished condo has spectacular views of the ocean making it the perfect place to whale watch (during season) and sip...

    Pool Hot Tub
    FREE CANCELLATION

    $603 to $860/night

  12. CONDOMINIUM
    Mahana 501

    Mahana 501

    LAHAINA, HI

    This brand-new beautiful new 5th floor listing at the Mahana at Kaanapali boasts gorgeous views of both the tranquil blue Pacific Ocean AND the lush West Maui Mountains. This property is extremely close to the water, you can literally sit in the 5th...

    Pool Hot Tub
    FREE CANCELLATION

    $583 to $1,861/night

  13. 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

  14. CONDOMINIUM
    Hale Ili Ili #D

    Hale Ili Ili #D

    Kihei, HI

    Hale Ili Ili is an oceanfront gated four-plex in Kihei Maui Hawaii. The property lends itself to a very private and relaxed atmosphere with breathtaking sunsets, sounds of the ocean and rustling palm trees. Many whales, turtles, dolphins and rays...

    Pool Hot Tub
    FREE CANCELLATION

    $556 to $927/night

  15. CONDOMINIUM
    B-904: Hale Kai Ko Olina Beach Villa

    B-904: Hale Kai Ko Olina Beach Villa

    Kapolei, HI

    Beachfront Living at its finest! This 3 bedroom, 3 bath Villa is located in the beautiful Ko Olina Resort on the quiet West side of Oahu. The Beach Villas are the newest, and only, beachfront condominiums available on the island in 25 years....

    Pool Hot Tub

    $543 to $1,784/night

  16. CONDOMINIUM
    B-801: Hale Ohana Ko Olina Beach Villa

    B-801: Hale Ohana Ko Olina Beach Villa

    Kapolei, HI

    Experience the ultimate in oceanfront resort living in this beautiful and spacious vacation home located in the Beach Villas at Ko Olina! This 3 BR, 3 BA luxury villa on the 8th floor of the Beach Tower is conveniently located just 20 miles from...

    Pool Hot Tub

    $543 to $1,784/night

  17. 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

    $534 to $945/night

  18. CONDOMINIUM
    Wai'ula'ula A102 Condominium

    Wai'ula'ula A102 Condominium

    Kamuela, HI

    Your visit to our vacation home will capture the essence of Hawaii. We are located along the Big Island’s exclusive golden Kohala Coast. Play golf on the emerald fairways of the renowned Mauna Kea Resort courses. Experience Kauna’oa and Hapuna,...

    Pool Hot Tub
    FREE CANCELLATION

    $525 to $1,205/night

  19. CONDOMINIUM
    Ko Olina Beach Villa (O1105)

    Ko Olina Beach Villa (O1105)

    Kapolei, HI

    This 3BD Penthouse Beach Villa is located on the 11th floor of the Ocean Tower and is 1,734 sq ft of luxury. It features ocean views the kitchen and living/dining area. The master bedroom has a private lanai with views of the golf course and...

    Pool Hot Tub

    $520 to $1,668/night

  20. DUPLEX
    Terrace Duplex Unit #A

    Terrace Duplex Unit #A

    Honolulu, HI

    All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper products and...

    Hot Tub Pets OK
    FREE CANCELLATION

    $495 to $782/night

  21. CONDOMINIUM
    Whaler 859

    Whaler 859

    Lahaina, HI

    Spend your dream vacation on Maui at The Whaler on Kaanapali Beach.  Watch sunsets with colors so beautiful you will wish you were an artist to capture it on canvas.  Relax on the lanai with a cup of coffee or cocktail where you can see Mauka to...

    Pool Hot Tub
    FREE CANCELLATION

    $490 to $1,561/night

  22. CONDOMINIUM
    Ko Olina Beach Villa B806

    Ko Olina Beach Villa B806

    Kapolei, HI

    Beachfront Living at its finest! This 2 bedroom, 2 bath Villa is located in the beautiful Ko Olina Resort on the quiet West side of Oahu. The Beach Villas are the newest, and only, beachfront condominiums available on the island in 25 years. You...

    Pool Hot Tub

    $485 to $1,500/night

  23. HOUSE
    Sands Of Kahana 215

    Sands Of Kahana 215

    Kahana, HI

    A newly remodeled corner unit that is beautifully decorated and includes central air-conditioning. Relish and take in an amazing 180 degree view of the ocean stretching from Molokai to Lanai. With this condominium, you are steps from the sandy beach...

    Pool Hot Tub

    $478 to $531/night

  24. HOUSE
    Sands Of Kahana 315

    Sands Of Kahana 315

    Kahana, HI

    Take advantage of this opportunity to stay and indulge at a beachfront, luxury condominium with 100% ocean views from the living room, bedroom and lanai. Beautiful 2 bedroom, 2 bathroom, ocean front corner unit that provides stunning ocean views...

    Pool Hot Tub

    $478 to $531/night

  25. HOUSE
    Sands Of Kahana 234

    Sands Of Kahana 234

    Kahana, HI

    Enjoy views of Molokai and Lanai in one of nicest remodeled corner units in the Sands of Kahana. This air conditioned 2 bedroom 2 bath unit with two lanais is one of the most spacious waterfront units in Maui. From the front Lanai you’re so close...

    Pool Hot Tub

    $478 to $531/night

  26. HOUSE
    Sands Of Kahana 272

    Sands Of Kahana 272

    Kahana, HI

    This luxurious two bedroom, two bathroom is one of the best-remodeled units at the Sands of Kahana. This ocean front corner unit on the seventh floor has stunning panoramic views of Molokai and Lanai. There is a king bed in the master bedroom, two...

    Pool Hot Tub

    $478 to $531/night

  27. HOUSE
    Sands of Kahana 366

    Sands of Kahana 366

    Kahana, HI

    Sit on your lanai in the morning with your beverage of choice and watch the sea turtles feeding on the reef. This unit was enriched with new furniture and central air conditioning in June 2015. When in season, watch the whales in the channel between...

    Pool Hot Tub

    $473 to $584/night

  28. HOUSE
    Sands Of Kahana 356

    Sands Of Kahana 356

    Kahana, HI

    Grasp the beautiful sunsets and rainbows from this very spacious three bedroom condominium This unit is one of the few 3 bedroom units at the Sands of Kahana that has air conditioning. Ocean views and vivid rainbow skies are visible from every...

    Pool Hot Tub

    $473 to $526/night

  29. HOUSE
    Sands Of Kahana 474

    Sands Of Kahana 474

    Lahaina, HI

    Experience the good life 'Hawaiian style' as you sit on your private lanai watching the sunset and enjoying the balmy trade winds. This striking 3 bedroom, 3 bathroom penthouse has one-of-a kind views of Molokai and Lanai. It is a beautiful, newly...

    Pool Hot Tub

    $473 to $526/night

  30. CONDOMINIUM
    Wailea Elua Unit #0307

    Wailea Elua Unit #0307

    Wailea, HI

    A note from the owner: Welcome to Wailea Elua Village #307, our newly remodeled ground floor condo and our piece of paradise. With outstanding views, beach access through beautifully sculpted gardens, and Hawaiian-home class, it has everything you...

    Pool Hot Tub

    $459 to $953/night