Here are Kailua listings for rentals and roommates -- find yourself a whole new living arrangement by choosing from apartments, homes for rent, and other rooms for rent.
Also, if you're only passing through Kailua for a brief period of time, find short term rentals or vacation rentals.
3 Puukani Pl |
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3 Puukani PlKailua, HI$23
Vacation Rentals, Unknown NEW!
Brand New Remodeled Home, available starting Feb 1, 2025. Photos are prior to remodel, all new chefs kitchen and 5 star bathrooms, Exclusive private 8 home community on a private lane, Steps to...... |
1129 Koohoo Pl |
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1129 Koohoo PlKailua, HI$139
Vacation Rentals, Unknown NEW!
A serene haven where heaven meets the ocean. This elegant and contemporary home boasts 2 bedrooms and 2 bathrooms. Offering stunning panoramic views of the ocean and Mokulua Islands, this...... |
318A Manono St |
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318A Manono StKailua, HI$4,100
Vacation Rentals, Unknown NEW!
COMING SOON AVAILABLE JULY 1st. Welcome home to this Newly remodeled 3 bedroom 2 bathroom beach house duplex. Nestled down a Private Lane, this house is just 2 short blocks to Famous Kailua/Kalama...... |
244 Kihapai St |
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244 Kihapai StKailua, HI$3,850
Vacation Rentals, Unknown NEW!
3BR/2 BA single family home in excellent condition with huge fenced-in yard and terrific sunset views. Close to everything. Walk to Kailua town and Kawainui Trail, bike to Kalama and Kailua Beach...... |
572 Keolu Dr |
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572 Keolu DrKailua, HI$6,500
Vacation Rentals, Unknown
FOR RENT Welcome home to this extra spacious 4 bed/3 bath single-level home. Over 2700 sq ft! $6500/month. Laundry room with Washer/Dryer in unit, multiple living areas, high ceiling, outdoor...... |
521 Kawailoa Rd |
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521 Kawailoa RdKailua, HI$15
Vacation Rentals, Unknown
Exclusive gated community. Steps to Kailua Beach. Air Conditoned. Heated Pool. This home is rented on a seasonal basis and has a seven night minimum stay. Contact the owner for additional details...... |
1123 Puwa Pl #303 |
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1123 Puwa Pl #303Kailua, HI$3,600
Vacation Rentals, Unknown
Available now! 1048 sqft 2 bed, 1.5 bath pet-friendly townhome at Aikahi Gardens in beautiful Kailua. This unit offers a spacious, functional layout, upgraded interior, full kitchen with ample...... |
228 Mookua St |
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228 Mookua StKailua, HI$4,820
Vacation Rentals, Unknown
Cozy, clean, gated and safe Hawaiian style home in great location close to famous Kalama Beach, 3 min away from Kailua/Lanikai beach. 3 bedrooms accommodate 6 people, additional sofa bed in the...... |
316 Manae St |
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316 Manae StKailua, HI$3,695
Vacation Rentals, Unknown
Recently renovated 4/2 1344 sq.ft downstairs unit in a Kailua duplex house. New kitchen, new bathroom, appliances, and flooring. Separate entrances and unit has own washer and dryer. Small garden...... |
1447 Humuula St |
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1447 Humuula StKailua, HI$2,995
Vacation Rentals, Unknown
Available Date: 6/3/24 Amazing 3 bedroom, 1 bathroom house in Enchanted Lake neighborhood. 3 car park carport, more parking available on street in front of house. Renovated bathroom, new flooring,...... |
568D Kawailoa Rd |
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568D Kawailoa RdKailua, HI$9,750
Vacation Rentals, Unknown
Beautiful, 4 bedroom, 4 bath modern home only three houses from the beach in Kailua, on the edge of Lanikai. Living room, family room, wet bar, enclosed garage. Close to restaurants, shopping,...... |
1214 Kupau St |
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1214 Kupau StKailua, HI$4,200
Vacation Rentals, Unknown
Available July 1st 2024. Located on the top of Kupau Street, this is a family centered home with laminate floors, updated kitchen, bath, and large covered outdoor patio area for dining and...... |
716 Keolu Dr |
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716 Keolu DrKailua, HI$5,100
Vacation Rentals, Unknown
Welcome to this charming home perfect for your time here on O'ahu in the highly desirable and family friendly Enchanted Lake neighborhood! You will enjoy this safe neighborhood and picturesque...... |
305 Ulupaina St |
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305 Ulupaina StKailua, HI$3,800
Vacation Rentals, Unknown
4 Bedroom 2 full bath, 3 car parking fenced in yard, split AC in living area. Freshly painted, new flooring centrally located in Kailua Town. 1 year lease offered (no extensions at this point) No...... |
1209 Mokapu Blvd |
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1209 Mokapu BlvdKailua, HI$5,800
Vacation Rentals, Unknown
Be the first to rent this fantastic Kailua home! Available starting June 15th, this conveniently located home, has a large living area, with open concept kitchen and high-end stainless steel...... |
503 Kawailoa Rd |
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503 Kawailoa RdKailua, HI$7,995
Vacation Rentals, Unknown
Practically Beachfront, Dolphin Manor is an amazing house and will be the perfect place for you to relax and live the Hawaiian lifestyle. It is a spacious 3 bedroom, 4 bath home located less than a...... |
451 Aulima Loop |
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451 Aulima LoopKailua, HI$6,950
Vacation Rentals, Unknown
Rare find on quiet, coveted Aulima Loop! Wonderful, light-filled single family home in quiet neighborhood, walking distance to a top Hawaii school (Ka'elepulu Elementary). Five-minute drive to...... |
1181 Lauloa St |
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1181 Lauloa StKailua, HI$3,000
Vacation Rentals, Unknown
Available now! This is a spacious unit with 2 bedrooms and 1 bathroom in a very quiet Neighborhood. This home features an open kitchen with stainless steel appliances, plenty of storage space and a...... |
1238 Keolu Dr |
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1238 Keolu DrKailua, HI$7,900
Vacation Rentals, Unknown
This Is A Fully Furnished Rental Wifi Included TV With Amazon Prime Video Washer & Dryer Free Parking On Premises Keep it simple at this peaceful and centrally-located place. This modern home just...... |
340 Ilihau St |
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340 Ilihau StKailua, HI$3,500
Vacation Rentals, Unknown
$3500 / month. 2 Bed / 1 Bath. Ocean View, Split A/C, 2x Parking, Lots of Storage. Available now. Wake up to a breathtaking view of Kailua Bay and Lanikai Point in this sunny, newly renovated two...... |
617 Wailepo St #G |
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617 Wailepo St #GKailua, HI$2,100
Vacation Rentals, Unknown
Available now! Charming 2 bed, 1 bath renovated unit in Kailua, located in walking distance to a variety of eateries and shopping. This unit is located on the 2nd floor (walk up) and comes with a...... |
401M Keolu Dr |
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401M Keolu DrKailua, HI$4,900
Vacation Rentals, Unknown
1 st Floor House Attatched; 4BR / 2Ba 2200ft2 House 401 Keolu Dr. House Beautiful 4 Bed 2 bath Excellent Condition Built in; (2015/2016) Big Open flowing floor plan partly furnished Kailua...... |
930 Kainui Dr |
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930 Kainui DrKailua, HI$6,000
Vacation Rentals, Unknown
End your Kailua rental search here. This long-term unfurnished rental offers 4 bedrooms and 2 bathrooms on desirable Kainui Drive (affectionately known as "Duck Lane"). The home boasts an open...... |
68 Laiki Pl |
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68 Laiki PlKailua, HI$11
Vacation Rentals, Unknown
Gorgeous home with gated beach access just 50 yards away. This property is located beachside on a wide, family friendly and quiet dead end street near everything Kailua has to offer. Built in 2016...... |
1304 Kika St |
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1304 Kika StKailua, HI$3,850
Vacation Rentals, Unknown
Highly desirable 4 bdr/2.5 bth home in Kailua. Upgraded home with quartz countertops, new carpet, new vinyl flooring, new fixtures, and newly painted throughout. Nice open layout with a spacious...... |
330 Lapa Pl |
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330 Lapa PlKailua, HI$4,200
Vacation Rentals, Unknown
Gorgeous views with an ocean breeze! This Lanikai 3 bedroom, 1 bathroom has lots of storage. Private 500 sq. ft. lanai with additional outdoor lanai and storage below for surf boards and bikes....... |
335 Oneawa St |
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335 Oneawa StKailua, HI$4,000
Vacation Rentals, Unknown
Meticulously maintained 3-bedroom, 2.5-bathroom home with a bonus room, 1-car carport, and gated yard. The house offers a full kitchen, washer & dryer, and split air conditioning. Great location...... |
450A Hualani St |
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450A Hualani StKailua, HI$5,100
Vacation Rentals, Unknown
Single family home with private, fenced in yard. Located on a quiet lane, walking distance to the beach, Whole Foods, Target, restaurants, etc. Easy access to H3 or the Pali. (Also the neighbors...... |
70 Wilikoki Pl |
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70 Wilikoki PlKailua, HI$3,650
Vacation Rentals, Unknown
Available July 1st 2024 Furnished or Unfurnished $3,650/Month (Includes Taxes/Utilities/Yard Service/ Internet) - 6 Month Minimum New - Completely Remodeled Beachside Cottage This rental is a...... |
461H Kawailoa Rd |
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461H Kawailoa RdKailua, HI$6,350
Vacation Rentals, Unknown
Exemplifying the essence of a Hawaiian beach abode, this meticulously adorned and fully-equipped turn-key home boasts a contemporary aesthetic with pristine furnishings. Nestled in an ideal spot...... |
936 Mokapu Blvd #A |
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936 Mokapu Blvd #AKailua, HI$2,000
Vacation Rentals, Unknown
Available for immediate occupancy! FOR SHOWINGS, TEXT ONLY: Mari Eagar [R] #RB-23597 Upgraded Studio/1ba/ample street parking triplex unit in the Kailua area is walking distance to Kailua beach...... |
122 Pukoa St |
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122 Pukoa StKailua, HI$3,750
Vacation Rentals, Unknown
One block to the beach. Hardwood floors; two off street parking one covered; large deck; yard; storage; 3 bed 2 bath unit available July 1.... |
110 Kuulei Rd |
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110 Kuulei RdKailua, HI$4,950
Vacation Rentals, Unknown
Fully Furnished 2br 2 bath with an office. Amazing location. Just a 3 min walk to Kailua Beach and 15 min walk to Whole Foods. Recently renovated with a mix of travertine tile flooring and water...... |
332 Kuukama St |
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332 Kuukama StKailua, HI$7,500
Vacation Rentals, Unknown
Discover the perfect blend of comfort and convenience at this charming one-level single-family home located at 332 Kuukama St, Kailua. Boasting five spacious bedrooms and three well-appointed...... |
461H Kawailoa Rd |
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461H Kawailoa RdKailua, HI$6,350
Vacation Rentals, Unknown
Exemplifying the essence of a Hawaiian beach abode, this meticulously adorned and fully equipped home boasts a contemporary aesthetic with pristine furnishings. Nestled in an ideal spot just before...... |
418 Ulupaina St |
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418 Ulupaina StKailua, HI$4,350
Vacation Rentals, Unknown
Attached home with exclusive large gated backyard. This 3 bedroom home with Bonus Room, perfect for office or home schooling. The property is located about 5 minutes from the Kaneohe Marine base,...... |
Uluniu St |
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Uluniu StKailua, HI$2,200
Vacation Rentals, Unknown
Large studio with full kitchen centrally located in Kailua town (walking distance to Kailua Beach) $2200 monthly Utilities included (electric & water) 6 month lease, security deposit equivalent...... |
205 Kailua Rd |
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205 Kailua RdKailua, HI$6,800
Vacation Rentals, Unknown
This plantation style 3 bedroom, 3 bath home is just one block to Kailua Beach and available unfurnished. The property offers a fully fenced yard and a large detached two car garage, with an...... |
1066 Koohoo Pl |
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1066 Koohoo PlKailua, HI$2,400
Vacation Rentals, Unknown
TITLE: 1 Bed/1 Bath Lanikai Cottage RENTAL TERMS: Rent: $2400 + 4.712% GET Tax = $2,513.09 Non-Refundable Rental Application Fee: $45 (Only one applicant needed per household) Security Deposit:...... |
354A Keolu Dr |
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354A Keolu DrKailua, HI$2,850
Vacation Rentals, Unknown
**NEWLY RENOVATED** **AVAILABLE JUNE 1ST** Enchanted Lake large 1 bedroom apartment with FULL kitchen, all new appliances. Private, spacious, very breezy and cool, with mountain views, and a lot of...... |