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. HOUSE
    Hale Lokahi

    Hale Lokahi

    Waialua, HI

    Hale Lokahi - House of Peace and Serenity - This home is located in one of the best kept, secret neighborhoods on the north shore. Right on a white sand beach, this family-owned house is perfect for your vacation in paradise.. This 4 bedroom, 2...

    FREE CANCELLATION

    $683 to $992/night

  4. 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

    $204 to $371/night

  5. VILLA
    Waikoloa Beach Villas C3

    Waikoloa Beach Villas C3

    Waikoloa, HI

    This Villa is in an excellent location right at one of the two lava rock pools that Waikoloa Beach Villas has to offer. The property is located on the ground floor which comes with many benefits. No stairs to climb, which makes bringing groceries...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $431/night

  6. CONDOMINIUM
    Honua kai- Konea 1026- 2 bedroom Partial Ocean View

    Honua kai- Konea 1026- 2 bedroom Partial Ocean View

    Lahaina, HI

    TOP FLOOR - OCEAN VIEW!OCEAN VIEWS FROM TWO BEDROOM PENTHOUSE LEVEL!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...

    Pool Hot Tub

    $400 to $1,418/night

  7. CONDOMINIUM
    HOL 315

    HOL 315

    Lahaina, HI

    Unit is fully equipped with all basic amenities. Free Netflix and Amazon! Free WIFI! HUGE lanai with direct ocean and outer island views! Large in ground pool and BBQ area! Watch the free nightly sunsets and whales cavorting from the comfort of your...

    Pool
    FREE CANCELLATION

    $152 to $348/night

  8. CONDOMINIUM
    Kona Alii 608

    Kona Alii 608

    Kailua Kona, HI

    Welcome to the listing page of our gorgeous Kona Alii, Unit#608!You are as close to the heart of Kona as it gets. Enjoy Hawaiian Living just above the excitement of Alii Drive. This complex is directly across from the ocean, & the unit is recently...

    Pool
    FREE CANCELLATION

    $162 to $166/night

  9. 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 $348/night

  10. CONDOMINIUM
    Honua Kai- Konea 312- One Plus Den- Sleeps 6! 2b/1b

    Honua Kai- Konea 312- One Plus Den- Sleeps 6! 2b/1b

    Kaanapali, HI

    UPGRADED 2 PLUS ONE!!!Two Bedroom One Bath! (One plus Den upgraded with Den Door and Queen bed)West Maui Mountain & Waterfall Views! 915 sq ft!Newly renovated with new DESIGNER FURNISHINGS, new flooring and a new Queen Bed in the Private Den! New...

    Pool Hot Tub

    $344 to $1,222/night

  11. VILLA
    Villa Cinco Resort at Kona Plantation Estates

    Villa Cinco Resort at Kona Plantation Estates

    Kailua Kona, HI

    This Villa is the owner’s primary residence under section 121 of IRC. The owners offer it for rent during limited periods. As such, it is Exempt from STVR rules, so it has no STVR registration #. TAT is TA-185-465-4464-01 . Villa operates in...

    Pool Hot Tub
    FREE CANCELLATION

    $759 to $762/night

  12. CONDOMINIUM
    Hear the Waves!! Honua Kai- Hokulani 306

    Hear the Waves!! Honua Kai- Hokulani 306

    Kaanapali, HI

    UPGRADED OCEAN/MOUNTAIN VIEW 2 bed/2 bath - GREAT VALUE!*This condo is so close to the beach you can hear the waves crashing!This 1240 Sq ft OCEAN VIEW condo has been upgraded with new DESIGNER FURNISHINGS, SMART TV and TRAVERTINE FLOORING...

    Pool Hot Tub

    $436 to $1,596/night

  13. CONDOMINIUM
    Honua Kai- Hokulani 841- Ocean View! 2b/2b

    Honua Kai- Hokulani 841- Ocean View! 2b/2b

    Kaanapali, HI

    WOW! WRAP AROUND LANAI TOP OF THE STACK!!!TOP FLOOR - UNMATCHED OCEAN VIEWS FROM INSIDE2 BED/ 2 BATH HOKULANI 841This large two bedroom/two bath condo in the Hokulani interior courtyard is the perfect vacation spot. With 1320 sq ft of interior...

    Pool Hot Tub

    $407 to $1,922/night

  14. HOUSE
    Pair of 2BR Hawaiian Cottages

    Pair of 2BR Hawaiian Cottages

    Honolulu, HI

    Ideal for groups who want both togetherness and privacy, this pair of vintage-inspired Hawaiian cottages are a delightful home base within walking distance to many Honolulu highlights, including legendary Waikiki Beach (20-minute walk), the Honolulu...

    FREE CANCELLATION

    $413 to $493/night

  15. CONDOMINIUM
    Ilikai #1743

    Ilikai #1743

    Honolulu, HI

    **Please see notes below on Amenity Fee, due to the resort at time of check-in* Panoramic Views of the Pacific Ocean nestled above the Ala Wai Boat Harbor at the Ilikai Hotel. Escape to Hawaii and indulge in sweeping ocean views from the 17th...

    Pool
    FREE CANCELLATION

    $404 to $619/night

  16. HOUSE
    Ainamalu 29 at Waikoloa Beach Resort

    Ainamalu 29 at Waikoloa Beach Resort

    Waikoloa, HI

    Come and enjoy a luxurious laid-back island living in our new home located in the beautiful new neighborhood in Waikoloa Beach Resort – Ainamalu. This gated community Ainamalu "Protected, Peaceful Land" is the newest resort community in the...

    FREE CANCELLATION

    $481 to $896/night

  17. CONDOMINIUM
    Kaleialoha #109

    Kaleialoha #109

    Lahaina, HI

    Kaleialoha #109This 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 $384/night

  18. CONDOMINIUM
    Kaleialoha #305

    Kaleialoha #305

    Lahaina, HI

    Nicely updated 3rd floor unit. New King bed, tile throughout. AC, washer/dryer, Free internet, local phone, cable and onsite parking.Near Shopping, Restaurants and all beach activities. Farmer's Market, coffee shop and beach park 3 blks away. Swim...

    Pool
    FREE CANCELLATION

    $183 to $384/night

  19. 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

  20. CONDOMINIUM
    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2b

    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2...

    Kaanapali, HI

    Absolutely the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex.Konea 501 is the top unit of only 5 TWO BEDROOM ALI'I SUITES with DIRECT OCEAN VIEWS and private OUTDOOR KITCHENS. At 1620 Sq ft with a HUGE 415 Sq ft lanai this gorgeous...

    Pool Hot Tub

    $603 to $2,466/night

  21. CONDOMINIUM
    Kaanapali Shores Studio 642

    Kaanapali Shores Studio 642

    Lahaina, HI

    Relax and enjoy the serenity at Ka'anapali Shores Resort! Our adorable studio suite has been beautifully remodeled to sleep four guests comfortably with a king size bed and a full size sofa pull out for a second bed. The fully appointed kitchen is...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $359/night

  22. 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

  23. HOUSE
    Junior Suite Oceanfront #1007

    Junior Suite Oceanfront #1007

    Lahaina, HI

    Our Junior Suite on the TENTH Floor is spacious and well-appointed with a King Bed as well as a sofa bed for the occasional guest. You will find seating arrangements for relaxing and dining. There is plenty of space to store your clothing and...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  24. HOUSE
    Junior Suite Oceanfront #906

    Junior Suite Oceanfront #906

    Kaanapali, HI

    Our Junior Suite is spacious and well-appointed with a Queen Bed and seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The kitchen comes fully equipped with all the modern...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  25. CONDOMINIUM
    Honua Kai- Konea 643- Two Bed Ocean Views! 2b/2b

    Honua Kai- Konea 643- Two Bed Ocean Views! 2b/2b

    Kaanapali, HI

    OCEAN VIEW CENTER COURTYARD GREAT DEAL!!!This great sixth floor 1315 square foot condo is in the interior courtyard of the Konea building with wonderful ocean views from the spacious lanai. Enjoy your morning coffee while watching the whales play...

    Pool Hot Tub

    $483 to $1,704/night

  26. 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

  27. HOUSE
    1 Bedroom Oceanfront #804

    1 Bedroom Oceanfront #804

    Lahaina, HI

    Our One Bedroom Oceanfront unit is spacious and well-appointed with a King Bed in the bedroom and sofa sleeper in the living room. This condo will accommodate four persons. You will find seating arrangements for relaxing, dining, and there is...

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  28. 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

    $235 to $370/night

  29. CONDOMINIUM
    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

  30. CONDOMINIUM
    Kapalua Bay Villa 29B2 Ocean Front

    Kapalua Bay Villa 29B2 Ocean Front

    Lahaina, HI

    Kapalua Bay Villa at its best! This oceanfront property represents the best of Kapalua! Currently undergoing a beautiful renovation. New pics on the way!The owner spares no expense in this high end renovation Exotic Acacia Wood floors and a...

    Pool

    $563 to $1,031/night