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
    Junior Suite Oceanfront #702

    Junior Suite Oceanfront #702

    Lahaina, HI

    This Studio Unit offers a Magnificent ocean view; with the Islands of Lanai and Molokai off in the distance. The living area features a Queen sized bed in a tranquil earth-tone setting. The Sofa has a hidden pull-out bed for the occasional guest....

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  2. CONDOMINIUM
    Kapalua Bay Villa 30G4 Ocean Front

    Kapalua Bay Villa 30G4 Ocean Front

    Kapalua, HI

    Treat your senses to the majestic ocean views, the musical sound of a variety of exotic birds, the sweet scent of plumeria that fills the air around you and feel the sense of complete relaxation as the warm tropical breezes carress you and transport...

    Pool

    $563 to $969/night

  3. CONDOMINIUM
    Villages At Mauna Lani #621

    Villages At Mauna Lani #621

    Kamuela, HI

    AMAZING PROPERTY!! VERY PRIVATE & VERY SPACIOUS HOME, INCLUDES PASS TO PRIVATE BEACH CLUB.We invite you to escape to our beautiful Hawaiian hide-away. The luxurious deluxe townhome is located in a private gated community within the lush Mauna Lani...

    Pool Hot Tub
    FREE CANCELLATION

    $295 to $901/night

  4. CONDOMINIUM
    Vista Waikoloa E-105

    Vista Waikoloa E-105

    Waikoloa, HI

    Our beautiful 2 bedroom / 2 bath villa has a fully equipped kitchen to your convenience. The oversized flatscreen has cable and a DVD player. The outside Lanai has a sink, a dinner table with 4 chairs and 2 lounge chairs to catch some sun!!! This is...

    Pool Hot Tub
    FREE CANCELLATION

    $209 to $464/night

  5. CONDOMINIUM
    Waikoloa Beach Villas E32

    Waikoloa Beach Villas E32

    Waikoloa, HI

    ~Aloha~Our condo is located in the sunny Waikoloa Beach Resort on the Big Island of Hawaii. It's not nicknamed the Gold Coast by coincidence. It is the most sunny part of the island with the least amount of rainfall. The Waikoloa Beach Resort is 25...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $464/night

  6. CONDOMINIUM
    Casa De Emdeko 219

    Casa De Emdeko 219

    Kailua Kona, HI

    **NEWLY REMODELED KITCHEN AND MASTER BATHROOM AS OF SEPTEMBER 2018!!!**Casa#219 is a DIRECT oceanfront 2 bedroom. 2 bath property that sits right on the water. HUGE lanai!This unit has everything you will need to feel like you are royalty a great...

    Pool
    FREE CANCELLATION

    $467/night

  7. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club 3202

    Keauhou Kona Surf & Racquet Club 3202

    Kailua Kona, HI

    Welcome to Keauhou Kona Surf & Racquet Club, Unit #3-202! This beautiful, DIRECT oceanfront condo is Hawaiian Living at it's finest! Hear the ocean directly from the living room, lanai, and master bedroom. This condo is located on the 2nd floor of...

    Pool
    FREE CANCELLATION

    $350/night

  8. CONDOMINIUM
    Kona Makai 3-203

    Kona Makai 3-203

    Kailua Kona, HI

    Kona Makai 3-203 is a beautifully appointed 2nd floor condo with a partial ocean view. The owner has completely remodeled the bathroom with a walk in shower in 2015! This condo is fully equipped with everything you may need for your Vacation! Your...

    Pool Hot Tub
    FREE CANCELLATION

    $256 to $326/night

  9. CONDOMINIUM
    Holualoa Bay Villas#106

    Holualoa Bay Villas#106

    Kailua Kona, HI

    Holualoa Bay Villas#106 is a brand new rental in our inventory, that Knutson & Associates is proud to be representing as of June 2015! Come stay at this beautifully appointed 2 bedroom, 2 bath condo right on Alii Drive! Excellent Location. It's...

    Pool Hot Tub
    FREE CANCELLATION

    $248 to $326/night

  10. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-104

    Keauhou Kona Surf & Racquet Club #5-104

    Kailua Kona, HI

    Keauhou Kona Surf & Racquet Club#5-104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED!AMAZING PROPERTYAIR CONDITIONING INSTALLED AS OF NOVEMBER 2017!! BRAND NEW SPLIT AC UNITS INSTALLED IN LIVING ROOM, & BOTH BEDROOMS!! RARE & PHENOMENAL...

    Pool
    FREE CANCELLATION

    $453 to $467/night

  11. CONDOMINIUM
    Sea Village 3-317

    Sea Village 3-317

    Kailua Kona, HI

    Sea Village#3-317 is an AMAZING Vacation Rental Property. Sitting DIRECTLY on top of the water. You can't get closer to the water than this. PHENOMENAL PRICE FOR THE VALUE!Sea Village Resort reflects the tranquil beauty of the Big Island. The resort...

    Pool Hot Tub
    FREE CANCELLATION

    $256 to $258/night

  12. CONDOMINIUM
    Keauhou Kona Surf and Racquet Club 2-204

    Keauhou Kona Surf and Racquet Club 2-204

    Kailua Kona, HI

    Welcome to the page of our gorgeous Keauhou Kona Surf & Racquet Club#2-204! DIRECT OCEANFRONT CORNER units are extra special here. The lanai is extended for extra space. 2nd floor, so only 1 flight of stairs! This property is absolutely spectacular....

    Pool
    FREE CANCELLATION

    $311 to $350/night

  13. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club#7-102 "Honu Hale"

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Ha...

    Kailua Kona, HI

    Honu Hale (turtle house) is our dream come true and could be your dream vacation home when you stay with us. Located in a prime area at the gated Keauhou Kona Surf and Racquet Club, this first floor 2 BD, 2 BA is spacious and recently decorated to...

    Pool
    FREE CANCELLATION

    $197 to $292/night

  14. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    'Kona Bubbles' is a absolute spectacular property that Knutson & Associates is extremely proud to be newly representing as of November 2018. A gorgeous home in gated Meilani View Estates with ocean views just above Kailua Kona. Recently finished in...

    Pool
    FREE CANCELLATION

    $1,320 to $1,395/night

  15. CONDOMINIUM
    Kona Makai 1304

    Kona Makai 1304

    Kailua Kona, HI

    Great Views of the ocean from the Lanai. Watch whales during the season or dolphins all year around. Sip your Kona Coffee in the morning looking at the lush tropical landscaping of this community.Kona Makai is an oceanfront condominium complex of...

    Pool Hot Tub

    $146 to $228/night

  16. CONDOMINIUM
    Shores at Waikoloa #234 at Bo Tree Tower

    Shores at Waikoloa #234 at Bo Tree Tower

    Waikoloa, HI

    This second floor unit has partial ocean and golf course views. We have a large wrap around lanai to enjoy the great views with table, chairs and patio recliners.Kitchen has everything you need, Master bedroom has a king bed, guest bedroom has 2...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $464/night

  17. CONDOMINIUM
    Kona Makai 2303

    Kona Makai 2303

    Kailua Kona, HI

    Unit is fully redecorated and updated in Hawaiian decor to enhance your vacation. This beautifully maintained complex is very quaint, peaceful and private in a gated community. The unit is on the top floor and you can hear the ocean waves from all...

    Pool

    $163 to $251/night

  18. CONDOMINIUM
    Hale Ikena Ko Olina Beach Villa (O1406)

    Hale Ikena Ko Olina Beach Villa (O1406)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89.LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $432 to $1,384/night

  19. CONDOMINIUM
    Casa De Emdeko 338

    Casa De Emdeko 338

    Kailua-Kona, HI

    Casa De Emdeko, an oceanfront condominium complex, is located on famous Alii Drive just 1.5 miles south of Kailua Kona Village. This is a no-smoking property.Hale Makana O Ke Akua (Casa de Emdeko 338), "House of Gods Gifts", a two bedroom, two bath...

    Pool Hot Tub

    $251 to $409/night

  20. CONDOMINIUM
    Kaleialoha #208

    Kaleialoha #208

    Lahaina, HI

    Near Shopping, Restaurants and all beach activities. Farmer's Market, coffee shop and beach park 3 blks away. Swim and snorkel right in front of property within our protected outer reef. Observe a myriad of sea life including, sea turtles, dolphins...

    Pool
    FREE CANCELLATION

    $207 to $413/night

  21. CONDOMINIUM
    Kaleialoha #215

    Kaleialoha #215

    Lahaina, HI

    Nice corner unit offers privacy and expanded views. Cal King bed, New carpet and appliances. AC, washer/dryer, free wireless internet, local phone and basic cable.Flat screen TV. All basic amenities included including linens, beach supplies and...

    Pool
    FREE CANCELLATION

    $183 to $384/night

  22. CONDOMINIUM
    Kaleialoha #313

    Kaleialoha #313

    Lahaina, HI

    Nicely updated 3rd floor unit with stunning ocean views! New Cal King bed! Washer/dryer in unit! Near Shopping, Restaurants and all beach activities. Eclectic neighborhood with walking and jogging trails along the ocean! Farmer's Market, coffee...

    Pool
    FREE CANCELLATION

    $195 to $384/night

  23. CONDOMINIUM
    Kaleialoha #304

    Kaleialoha #304

    Lahaina, HI

    Third floor corner unit with one side all windows! View the ocean from your new queen size bed. Lovely upgrades include new furnishings, carpet and kitchen with all stainless steel appliances!Near Shopping, Restaurants and all beach activities....

    Pool
    FREE CANCELLATION

    $207 to $413/night

  24. CONDOMINIUM
    Sea Village 1-203

    Sea Village 1-203

    Kailua-Kona, HI

    Sea Village Resort sits right on the sea wall. Located on prestigious Alii Drive. The well kept grounds surround a newly renovated pool, spa, and barbeque . Walk to town for a morning cup of the famous Kona coffee, shopping and evening ocean front...

    Pool Hot Tub
    FREE CANCELLATION

    $164 to $231/night

  25. CONDOMINIUM
    Kaleialoha 406

    Kaleialoha 406

    Lahaina, HI

    A direct Beach/Oceanfront condo with an amazing view. Beach and ocean access for swimming, snorkeling, whale watching and relaxing in the sun.You can't get closer to the ocean than this unless you're on a boat. Watch the whales December through...

    Pool
    FREE CANCELLATION

    $194 to $331/night

  26. CONDOMINIUM
    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    Kamuela, HI

    MAUNA LANI TERRACE#D-201 Beachfront Location, Breathtaking Views, BEST VALUE!!!!AMAZING NEW PROPERTY BOOKING SPECIALS FOR LAST MINUTE VACANCIES!!Call/Text Blake Kessner, Property Manager at or email for any questions at all!!To get the BEST...

    Pool Hot Tub
    FREE CANCELLATION

    $708 to $759/night

  27. CONDOMINIUM
    Kona Isle C24

    Kona Isle C24

    Kailua Kona, HI

    Welcome to the page of the adorable Unit#C-24 at the Kona Isle! 2nd floor condo with an ocean view! A excellent option for 3, as the futon can certainly sleep 1, while the Queen Sized Bed sleeps 2.This condo is a comfortable spot for your Hawaiian...

    Pool
    FREE CANCELLATION

    $194 to $270/night

  28. CONDOMINIUM
    Kona Shores#130

    Kona Shores#130

    Kailua Kona, HI

    **All Reservation Requests/Online Reservations made must be approved by Knutson & Associates Management Broker In Charge**Kona Shores#130 is a spectacular ground floor condo at an Oceanfront Condominium Complex. Kona Shores is just a mile to all...

    Pool
    FREE CANCELLATION

    $219 to $230/night

  29. HOUSE
    Hale Lani

    Hale Lani

    Kailua Kona, HI

    Welcome to Hale Lani! This gorgeous house is a BRAND NEW VACATION RENTAL that Knutson & Associates Management is proud to represent. Hale Lani is the perfect spot to host a unforgettable Hawaii Vacation. With 4 bedrooms, and a capacity to sleep 14,...

    Pool
    FREE CANCELLATION

    $1,139 to $1,534/night

  30. HOUSE
    Koana Breeze

    Koana Breeze

    Kailua Kona, HI

    This spectacular 2500 square-foot plantation-style home is perched on a hillside with breathtaking ocean views of Keauhou and Kailua Bays. Enjoy year-round outside dining with fabulous views of gorgeous Kona sunsets on the lanai, and enjoy drinks in...

    Hot Tub
    FREE CANCELLATION

    $514 to $584/night