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Best price vacation rentals in Kailua, HI, USA • 150 Listings

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Kailua, HI, USA Vacation Rentals | 

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United States Hawaii Honolulu vacation rental compare prices direct by owner 92004
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5.0 (1)
Check Out Tower 1 Suite 1413 (PCO) | Waikiki Condo | Koko Resorts
Up to 4 guests
Verified Host$126
Vrbo$345
Airbnb$152
Booking.com$415
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 66173
Book Direct
4.7 (25)
Tower 1 Suite 3011 - QQP | Waikiki Vacation Condo | Koko Resorts
Up to 4 guests
Verified Host$126
Vrbo$294
Airbnb$152
Booking.com$419
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 92017
Book Direct
4.6 (43)
Tower 1 Suite 3209 - QQP | Vacation Condo In Waikiki | Koko Resorts
Up to 6 guests
Verified Host$146
Vrbo$374
Airbnb$163
Booking.com$482
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 92008
Book Direct
4.6 (21)
Tower 1 Suite 3214 - KP | Waikiki Banyan Condo | Koko Resorts
Up to 4 guests
Verified Host$146
Vrbo$312
Airbnb$217
Booking.com$532
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 66174
Book Direct
4.5 (30)
Tower 1 Suite 708 - KP | Waikiki Luxury Condo Rental | Koko Resorts
Up to 4 guests
Verified Host$135
Vrbo$341
Airbnb$163
Booking.com$426
Average Nightly Rate
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United States Hawaii Honolulu vacation rental compare prices direct by owner 92024
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4.4 (7)
Book Tower 2 Suite 3602 Today | Waikiki Banyan Rental | Koko Resorts
Up to 4 guests
Verified Host$146
Vrbo$337
Airbnb$163
Booking.com$495
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 66033
Book Direct
4.4 (38)
Book Tower 1 Suite 2808 | Vacation Condo In Waikiki | Koko Resorts
Up to 4 guests
Verified Host$126
Vrbo$283
Airbnb$152
Booking.com
Average Nightly Rate

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United States Hawaii Honolulu vacation rental compare prices direct by owner 92006
Book Direct
4.4 (12)
KS
Up to 4 guests
Verified Host$146
Vrbo$384
Airbnb$188
Booking.com$446
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 66160
Book Direct
4.3 (33)
Book Tower 1 Suite 1212 | Waikiki Banyan Condominium | Koko Resorts
Up to 4 guests
Verified Host$126
Vrbo$351
Airbnb$152
Booking.com
Average Nightly Rate

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United States Hawaii Honolulu vacation rental compare prices direct by owner 92028
Book Direct
4.3 (20)
Tower 2 Suite 3711 - QQP | Waikiki Banyan Resort Condominium | Koko Resorts
Up to 4 guests
Verified Host$161
Vrbo$264
Airbnb
Booking.com
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 92009
Book Direct
4.2 (21)
Tower 2 Suite 3214 - QP | Waikiki Beach Vacation Condo Rental | Koko Resorts
Up to 4 guests
Verified Host$147
Vrbo$390
Airbnb$163
Booking.com$509
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 66177
Book Direct
4.2 (31)
Tower 1 Suite 707 - KP | Vacation Condo Rental In Waikiki Hawaii | Koko
Up to 4 guests
Verified Host$135
Vrbo$358
Airbnb$163
Booking.com$388
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 92023
Book Direct
4.2 (10)
Tower 2 Suite 3704 | Vacation Condo in Waikiki Hawaii | Koko Resorts
Up to 4 guests
Verified Host$167
Vrbo$425
Airbnb$173
Booking.com$470
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 91989
Book Direct
4.2 (30)
Book Tower 1 Suite 2101 | Waikiki Banyan Rental Condo | Koko Resorts
Up to 4 guests
Verified Host$135
Vrbo$231
Airbnb$163
Booking.com$416
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 92025
Book Direct
4.2 (13)
Tower 2 Suite 2310 - FFP | Waikiki Banyan Condo Rental | Koko Resorts
Up to 4 guests
Verified Host$126
Vrbo$262
Airbnb$152
Booking.com$438
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 92012
Book Direct
4.2 (9)
Tower 2 Suite 2208 - QP | Waikiki Vacation Rental | Koko Resorts
Up to 4 guests
Verified Host$126
Vrbo$319
Airbnb$152
Booking.com$453
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 66172
Book Direct
4.1 (30)
Tower 2 Suite 807 - QQP | Waikiki Oahu Vacation Rental | Koko Resorts
Up to 4 guests
Verified Host$130
Vrbo$248
Airbnb$154
Booking.com$426
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 66170
Book Direct
4.1 (21)
Tower 1 Suite 802 - FFP | Waikiki Banyan Rental Condo | Koko Resorts
Up to 4 guests
Verified Host$135
Vrbo$279
Airbnb$163
Booking.com$446
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 91985
Book Direct
4.0 (10)
Koko Resorts, Inc.: Tower 1 Suite 2214 - KS in Waikiki
Up to 4 guests
Verified Host$126
Vrbo$275
Airbnb$152
Booking.com$452
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 92014
Book Direct
3.9 (22)
Tower 1 Suite 3007 | Waikiki Banyan Condominium in Honolulu | Koko Resorts
Up to 4 guests
Verified Host$146
Vrbo$352
Airbnb$163
Booking.com$501
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 66166
Book Direct
3.9 (12)
Tower 1 Suite 2310 | Vacation Condo Rental in Oahu Waikiki | Koko Resorts
Up to 4 guests
Verified Host$135
Vrbo$322
Airbnb$163
Booking.com$452
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 91996
Book Direct
3.9 (115)
Tower 1 Suite 2508 - KP | Waikiki Banyan Condominium | Koko Resorts
Up to 4 guests
Verified Host$126
Vrbo$299
Airbnb$152
Booking.com$348
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 66169
Book Direct
3.9 (20)
Koko Resorts, Inc.: Tower 1 Suite 2305 - QQP in Waikiki
Up to 4 guests
Verified Host$135
Vrbo$324
Airbnb$163
Booking.com$449
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 66161
Book Direct
3.4 (29)
Tower 1 Suite 1501-QQP | Waikiki Banyan Rental Condo | Koko Resorts
Up to 4 guests
Verified Host$135
Vrbo$263
Airbnb$163
Booking.com$450
Average Nightly Rate
United States Hawaii Honolulu vacation rental compare prices direct by owner 66164
Book Direct
3.3 (3)
Koko Resorts, Inc.: Tower 1 Suite 2108 | Waikiki Banyan Rental Condo in Honolulu
Up to 4 guests
Verified Host$135
Vrbo$320
Booking.com$393
Airbnb
Average Nightly Rate
  1. United States
  2. Hawaii
  3. Hawaii
  4. Kailua Vacation Rental Price Comparison

Kailua Vacation Rentals

Welcome to the charming tropical community if Kailua. Kailua is in Hawaii County, Hawaii on the island of Hawaii. This tropical paradise is home to more fun and exciting activities then anyone could participate in during one vacation! Once you are settled into your vacation rental property consider charting yourself and your fellow vacationers a private helicopter tour of the island. Imagine soaring through the sky with just your friends and family as the pilot tours you around the breathtaking tropical wonderland below. Not a bad way to get the lay of land down for your vacation! Have you ever kayak on a river or stream? If so, elevate your kayaking game in Kailua by renting a kayak and take it into the ocean. Ride waves and explore the vast water for a day of fun! Do you or your fellow vacationers enjoy golf? Head to one of the local golf courses and play around of eighteen. Hitting the links while being surrounded by tropical beauty of the area is truly a great experience! The local beaches are another great place to spend some time while vacationing in Kailua. Swim, surf, tan and explore the various beaches for tons of fun in the sun! Guests that are new to surfing are strongly encouraged to take a local surf class before hitting the waves. When your ready to get an up-close look at the marine life in area, sign up and join a snorkeling or scuba diving guided tour. With so much fun to be had in the area, guests vacationing in Kailua are sure to have an unforgettable vacation experience!

Compare Airbnb, VRBO and direct by owner prices and get the best deal

Search for your Kailua 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.

Kailua vacation rental direct by owner

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

Activities in Kailua

  • Helicopter tour
  • Ocean kayaking
  • Golf
  • Explore and have fun on beaches
  • Take a surf class
  • Snorkel or Scuba Dive
  • Much more!!

With the vast amount of ways to have fun and explore Kailua that guests are offered, we are sure they will work up an appetite. The dining in this area is the perfect mixture of local Hawaiian foods and staple American cuisine that we all know in love. Start your morning of right with a cup of Hawaiian coffee and various Hawaiian breakfast items at Cinnamon’s Restaurant. With a delicious Hawaii breakfast and coffee in your belly you will be fueled up and ready for a day of fun in the sun! If you want to sample some of the local Hawaiian dishes served for lunch and dinner, we highly recommend a visit to Uahi Island Grill. This fine local eatery offers a variety of local dishes and is a great place to try new and exciting dishes. Craving a mouthwatering steak after a day of fun and adventure? Head to Buzz’s Original Steak House a devour a juicy bone-in ribeye! If you are looking for quick casual American food or a way to treat yourself after a day of exercise be sure to visit either Bob’s Boston Pizza or Teddy’s Bigger Burgers. With a great mix of local cuisine and standard American cuisine, everyone vacationing with you will find a restaurant in Kailua that they will love!

Restaurants in Kailua

  • Uahi Island Grill
  • Cinnamon’s Restaurant
  • Buzz’s Original Steak House
  • Bob’s Boston Pizza
  • Teddy’s Bigger Burgers
  • Many more!!

The shopping scene in Kailua perfectly personifies the general vibe of the local population in Kailua. Visit Kailua Farmers Market and try a variety of the fresh local produce grown in the area. Visit Oeno Winemaking and learn to make your own wine just like the master growers on the island. Stop into Manoa Chocolate Hawaii and indulge in a variety of hand crafted chocolates created by local chocolatiers. Looking for a new book to read on the beach? Head to Book Ends and peruse their fine selection of elegant literature. Don’t forget to make time while in the area to check out the glass artwork at Island Glasswork. Most of the retail locations in this area sell products that are created by locals and sold by locals. This small-town community vibe is clearly tangible as you spend time shopping in the area.

Shopping in Kailua

  • Kailua Farmers Market
  • Manoa Chocolate Hawaii
  • Oeno Winemaking
  • Book Ends
  • Island Glassworks
  • Many more!!

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

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  6. Fern Forest
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  16. Honalo
  17. Honaunau-Napoopoo
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  24. Kau
  25. Keaau
  26. Kealakekua
  27. Keokea
  28. Kukuihaele
  29. Kurtistown
  30. Laupahoehoe
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  35. North Hilo
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  50. South Kona
  51. Volcano
  52. Waikoloa Village
  53. Wailea
  54. Waimea
  55. Wainaku
  56. Waiohinu

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

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