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Best price vacation rentals in Kaaawa, HI, USA • 29 Listings

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Kaaawa, HI, USA Vacation Rentals | 

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Book Direct
5.0 (44)
Newly Remodled Home In Quiet Beach Community!
Up to 4 guests
EstimatedVerified Host$269
Vrbo$349
Average Nightly Rate
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0.0 (0)
Hawaii Life Rental Presents O'io Beach Cottage 2 BR | 1 BA plus LOFT
Up to 4 guests
EstimatedVerified Host$280
Vrbo$280
Average Nightly Rate
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4.8 (111)
Ko'olau Plantation Estate
Up to 20 guests
Airbnb$2,475
Vrbo$2,475
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0.0 (0)
NEW! WFH in Paradise: Beachfront Hauula Getaway!
Up to 7 guests
Vrbo$151
Airbnb$188
Average Nightly Rate
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5.0 (95)
Cozy Kaaawa Studio with Mountain Views-30 Day Min
Up to 3 guests
Airbnb$125
Average Nightly Rate
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5.0 (31)
KAAAWA BEACH HOUSE FOR A PERFECT FAMILY VACATION!
Up to 6 guests
Airbnb$651
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5.0 (5)
Escape to Paradise-Kayaks, AC, Ocean&Mountain View
Up to 10 guests
Airbnb$669
Average Nightly Rate

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5.0 (63)
"Mushroom House" Kualoa Mountain & Beach Rental!
Up to 6 guests
Airbnb$175
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5.0 (73)
Brand New, Beach Front, Villa Aloha 30-day min
Up to 10 guests
Airbnb$700
Average Nightly Rate

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5.0 (39)
Escape to Paradise - AC, Kayak, Snorkel Gear, Ocean across the street
Up to 10 guests
Vrbo$470
Average Nightly Rate
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5.0 (6)
⛰Chinaman’s Beach House 🏝Ocean Front
Up to 8 guests
Airbnb$499
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4.8 (55)
Good Vibrations Beachfront
Up to 6 guests
Vrbo$275
Average Nightly Rate
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4.8 (120)
Beachfront End-Unit w/ Wrap Around Lanai!!
Up to 2 guests
Vrbo$145
Average Nightly Rate
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4.7 (108)
Penthouse by the beach - newly renovated !!!
Up to 2 guests
Vrbo$149
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4.7 (3)
Sandy Beachfront Cottage
Up to 4 guests
Vrbo$195
Average Nightly Rate
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4.5 (89)
"HALE HONU" North Shore Surf and Beach House.
Up to 8 guests
Airbnb$575
Average Nightly Rate
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4.5 (90)
LAST MINUTE DEAL - get away right across beach!
Up to 6 guests
Airbnb$337
Average Nightly Rate
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4.5 (19)
Joyful Beachfront Free Parking Kitchen
Up to 4 guests
Airbnb$198
Average Nightly Rate
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0.0 (0)
property on the beach
Up to 10 guests
Vrbo$400
Average Nightly Rate
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0.0 (0)
Beachfront & Oceanviews - New Furnishings
Up to 4 guests
Vrbo$120
Average Nightly Rate
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0.0 (0)
Beautiful Country Living by the Ocean!!
Up to 2 guests
Airbnb$85
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Ocean Views, Punalu'u, 3/2
Up to 6 guests
Airbnb$400
Average Nightly Rate
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0.0 (0)
Authentic Hawaii: nestled between beach & mtns
Up to 6 guests
Airbnb$200
Average Nightly Rate
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0.0 (0)
Ocean front living
Up to 3 guests
Airbnb$125
Average Nightly Rate
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Hawaiian Paradise
Up to 4 guests
Airbnb$237
Average Nightly Rate
  1. United States
  2. Hawaii
  3. Oahu
  4. Kaaawa Vacation Rental Price Comparison

Kaaawa Vacation Rentals

Welcome to the beautiful Kaaawa located in Honolulu County, Hawaii on the island of Oahu. This area is flush with beautiful hiking trails lead up to and across ridge and mountain ranges. These spellbinding hiking trails offer some of the best unbridled nature views in Hawaii! The trails are also rumored to lead to majestic hidden waterfalls deep within the lush tropical forestry if Kaaawa. Kaaawa is also in proximity to a long shoreline that has many beaches. Spend a few days exploring a variety of beaches in the area. There are even beaches that consist of red or black sand. Whether you surf, swim, or tan while on the beaches, you and your fellow vacationers are sure to have a great time. In your spare time between adventures consider hitting the links at one of the many golf courses in the area. Imagine hitting the links in a beautiful tropical setting. Sounds like the ideal way to spend a vacation day! If your interested in the marine life in the area, consider taking a scuba diving or snorkeling guided tour. Swim above or below the water and marvel at the beauty and majesty of the creatures of the ocean. With all these wonderful activities and more guest are sure to enjoying and relaxing yet exhilarating vacation while in Kaaawa.

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Search for your Kaaawa vacation rental in HiChee and compare prices between Airbnb, VRBO and direct by owner for the same rental. See our live price comparison and take a look at how much you can save by getting the best deal.

Kaaawa vacation rental direct by owner

We not only offer a wide selection of Airbnb and VRBO vacation rentals on Kaaawa but also the possibility of direct communication with the owner.

Activities in Kaaawa

  • Hike various trails
  • Explore beaches
  • Surf, swim, and tan on beaches
  • Scuba dive or snorkel
  • Golf
  • Much more!!

With so many exhilarating adventures to partake in, guests are sure to work up an appetite. If you are craving delicious smoked BBQ while in the area be sure to make a pit stop at Uncle Bobo’s Smoked BBQ. From their delicious sauce to mouthwatering smoked meats, Uncle Bobo’s is sure to be a family favorite while dining in Kaaawa. If your looking for a quick and delicious meal in-between hiking, we recommend a visit to the Shrimp Shack food truck. These delicious shrimps are the perfect midday or evening snack! If your looking for a taste of authentic Hawaiian cuisine, be sure to visit Keneke’s Grill. Be sure to try as many unique Hawaiian staples at possible while dining at this establishment! This area is also flush with dessert shops such as ice cream parlors and Hawaiian shaved ice stands. With some many delicious options, guest will never go hungry in Kaaawa.

Restaurants in Kaaawa

  • Shrimp Shack
  • Uncle Bobo’s Smoked BBQ
  • Keneke’s Grill
  • Ice cream parlors
  • Hawaiian shaved ice stands
  • Many more!

With delicious food and plenty of adventurous activities, the only thing left to experience in Kaaawa is the abundant shopping. Start your prime shopping day off right with a visit to Aloha Pearls. This jewelry store offers a variety of pieces and is sure to be a crowd pleaser! After you check out the jewelry head just up the road Maile Nui. This shop is run by the custom wood carver the shop is named after and is the perfect place to purchase a unique hand crafted one of a kind souvenir. If you’re in the market for beach or rafting gear be sure to check out the amazing section at Hawaii Beach Time. From beach chairs to life jackets and everything in- between thus store is your one stop shop for all things beach and rafting related! Between the wonderful craft boutique stores listed above to the plethora of shopping malls in the area, shoppers of all ages will be enthralled with the shopping options in Kaaawa!

Shopping in Kaaawa

  • Aloha Pearls
  • Maile Nui
  • Hawaii Beach Time
  • Many malls

HiChee.com is the best and most efficient place for finding, planning, and booking your Hawaiian vacation. From the beautiful scenery and beaches located all over the islands to the unique small-town surf vibes and truly unparalleled shopping, guests of all ages are sure to have an unforgettable time. HiChee.com aims to take the hassle and stress out of booking your vacation rental property, so all you must do is decide if you would rather hit the beach or head into town first. Book now, the experience of a lifetime awaits!

More price comparison of vacation rental locations

  1. Ahuimanu
  2. Aiea
  3. East Honolulu
  4. Ewa
  5. Ewa Beach
  6. Ewa Gentry
  7. Ewa Villages
  8. Halawa
  9. Haleiwa
  10. Hauula
  11. Heeia
  12. Hickam Housing
  13. Honolulu
  14. Iroquois Point
  15. Kahaluu
  16. Kahuku
  17. Kaneohe
  18. Kaneohe Station
  19. Kapolei
  20. Kawela Bay
  21. Ko Olina
  22. Koolauloa
  23. Koolaupoko
  24. Laie
  25. Maili
  26. Makaha
  27. Makaha Valley
  28. Makakilo
  29. Makakilo City
  30. Maunawili
  31. Mililani Mauka
  32. Mililani Town
  33. Mokuleia
  34. Nanakuli
  35. Ocean Pointe
  36. Pearl City
  37. Punaluu
  38. Pupukea
  39. Royal Kunia
  40. Schofield Barracks
  41. Urban Honolulu
  42. Village Park
  43. Wahiawa
  44. Waialua
  45. Waianae
  46. Waikane
  47. Waikele
  48. Waimalu
  49. Waimanalo
  50. Waimanalo Beach
  51. Waipahu
  52. Waipio
  53. Waipio Acres
  54. West Loch Estate
  55. Wheeler AFB
  56. Whitmore Village

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Kaaawa, HI, USA

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