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Luxury Houses for Rent in Kailua, HI

28 rentals available

21 Pilipu Pl - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

21 Pilipu Pl, Kailua, HI 96734

Luxury | Balcony | Swimming pool

5 beds

5.5 baths

$75,000

House for rent

Top amenities
Air Conditioning
Hot Tub
In-Unit Laundry
Waterfront
611 Kaiemi St - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

611 Kaiemi St, Kailua, HI 96734

Luxury

Studio

1 bath

$2,395

House for rent

440A Iliwahi Loop #NA - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

$2,300 - Studio In Kailua With Great Views

440A Iliwahi Loop #NA, Kailua, HI 96734

Luxury | On-site laundry | Outdoor space

Studio

1 bath

$2,300

House for rent

Available Aug 1

Top amenities
Air Conditioning
Hardwood Floor
On-Site Laundry
43 Laiki Pl - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

43 Laiki Pl, Kailua, HI 96734

Luxury | Swimming pool | In-unit laundry

5 beds

4 baths

$16,000

House for rent

Top amenities
In-Unit Laundry
Oven
Swimming Pool
1053 Koohoo Pl - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

1053 Koohoo Pl, Kailua, HI 96734

Luxury | Balcony | In-unit laundry

3 beds

2 baths

$14,000

House for rent

Top amenities
Ceiling Fan
Furnished
In-Unit Laundry
69 Mahealani Pl - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

69 Mahealani Pl, Kailua, HI 96734

Luxury | Swimming pool | In-unit laundry

4 beds

2 baths

$20,000

House for rent

Top amenities
Air Conditioning
Ceiling Fan
Furnished
In-Unit Laundry
Swimming Pool

Nearby rental good for eco-living

Nearby rental good for pet owners

116 Kailuana Loop - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

116 Kailuana Loop, Kailua, HI 96734

Luxury | Balcony | Swimming pool

4 beds

3 baths

$16,000

House for rent

Top amenities
Ceiling Fan
Furnished
In-Unit Laundry
Private Pool
396 Dune Cir - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

396 Dune Cir, Kailua, HI 96734

Luxury | Balcony | Swimming pool

4 beds

3.5 baths

$60,000

House for rent

Top amenities
Air Conditioning
Hot Tub
In-Unit Laundry
Private Pool
Waterfront
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52 Kaapuni Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

52 Kaapuni Dr, Kailua, HI 96734

Luxury | Balcony | In-unit laundry

3 beds

2 baths

$14,000

House for rent

Top amenities
Air Conditioning
In-Unit Laundry
326 Lanipo Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

326 Lanipo Dr, Kailua, HI 96734

Luxury | Balcony | Swimming pool

5 beds

4.5 baths

$27,000

House for rent

Top amenities
Hot Tub
In-Unit Laundry
Private Pool
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Find sweet deals in Kailua

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$18,000

165 Kailuana Loop

$18,000

122 Lanipo Dr

$4,800

619 Oneawa St #NA

$13,500

7087 Ehu Wai Pl

145 Kaimoani Way - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

145 Kaimoani Way, Kailua, HI 96734

Luxury | Balcony | Swimming pool

4 beds

2.5 baths

$18,500

House for rent

Top amenities
Furnished
Hot Tub
In-Unit Laundry
Private Pool
896 Mokulua Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

896 Mokulua Dr, Kailua, HI 96734

Luxury | Balcony | Swimming pool

5 beds

6.5 baths

$60,000

House for rent

Top amenities
Furnished
Hot Tub
In-Unit Laundry
Private Pool
Swimming Pool
462 Ilimano St #1 - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

462 Ilimano Street - 1

462 Ilimano St #1, Kailua, HI 96734

Luxury | Outdoor space | Storage

1 bed

1 bath

$4,000

House for rent

Available Aug 1

Top amenities
Ceiling Fan
Dishwasher
Furnished
Storage
1459 Aalapapa Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

1459 Aalapapa Dr, Kailua, HI 96734

Luxury | In-unit laundry | Outdoor space

4 beds

3 baths

$16,000

House for rent

Top amenities
In-Unit Laundry
Wi-Fi
165 Kailuana Loop - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

165 Kailuana Loop, Kailua, HI 96734

Luxury | Swimming pool | In-unit laundry

5 beds

3 baths

$18,000

House for rent

Top amenities
Air Conditioning
Furnished
In-Unit Laundry
Private Pool
Swimming Pool
155 Kaapuni Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

155 Kaapuni Dr, Kailua, HI 96734

Luxury | Balcony | In-unit laundry

4 beds

3.5 baths

$15,000

House for rent

Top amenities
Furnished
In-Unit Laundry
TV
1408A Mokulua Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

1408A Mokulua Dr, Kailua, HI 96734

Luxury | Balcony | In-unit laundry

4 beds

3.5 baths

$20,000

House for rent

Top amenities
Air Conditioning
Ceiling Fan
In-Unit Laundry
149 Haokea Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

149 Haokea Dr, Kailua, HI 96734

Luxury | Balcony | In-unit laundry

4 beds

4 baths

$14,000

House for rent

Top amenities
Air Conditioning
Ceiling Fan
Furnished
In-Unit Laundry
Wi-Fi
Advertisement
1017 Koohoo Pl - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

1017 Koohoo Pl, Kailua, HI 96734

Luxury | Balcony | Swimming pool

3 beds

4 baths

$16,000

House for rent

Top amenities
Ceiling Fan
In-Unit Laundry
Private Pool
Swimming Pool
TV
76 S Kalaheo Ave - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

76 S Kalaheo Ave, Kailua, HI 96734

Luxury | Balcony | In-unit laundry

6 beds

5 baths

$25,000

House for rent

Top amenities
Furnished
In-Unit Laundry
Wi-Fi
21 Kalaka Pl - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

21 Kalaka Pl, Kailua, HI 96734

Luxury | Balcony | Swimming pool

5 beds

5 baths

$45,000

House for rent

Top amenities
Air Conditioning
In-Unit Laundry
Private Pool
Swimming Pool
1242 Aalapapa Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

1242 Aalapapa Dr, Kailua, HI 96734

Luxury | Balcony | Swimming pool

3 beds

3.5 baths

$14,000

House for rent

Top amenities
Air Conditioning
In-Unit Laundry
Private Pool
Swimming Pool
1502 Mokulua Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

1502 Mokulua Dr, Kailua, HI 96734

Luxury | Balcony | In-unit laundry

5 beds

4 baths

$25,000

House for rent

Top amenities
In-Unit Laundry
122 Lanipo Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

122 Lanipo Dr, Kailua, HI 96734

Luxury | Balcony | Swimming pool

5 beds

4 baths

$18,000

House for rent

Top amenities
Air Conditioning
Ceiling Fan
In-Unit Laundry
Swimming Pool
1270 Mokulua Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

1270 Mokulua Dr, Kailua, HI 96734

Luxury | Balcony | In-unit laundry

4 beds

3.5 baths

$25,000

House for rent

Top amenities
Ceiling Fan
In-Unit Laundry
155 Kailuana Loop - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

155 Kailuana Loop, Kailua, HI 96734

Luxury | Balcony | Swimming pool

4 beds

4 baths

$25,000

House for rent

Top amenities
Beach
Furnished
Hot Tub
In-Unit Laundry
Private Pool
Swimming Pool
Advertisement
1415 Aalapapa Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

1415 Aalapapa Dr, Kailua, HI 96734

Luxury | Balcony | Swimming pool

3 beds

2 baths

$15,500

House for rent

Top amenities
In-Unit Laundry
Private Pool
Swimming Pool
154 Mokumanu Dr - Photo 1 of 1

5d+ ago

Luxury Kailua house for rent in Kailua

154 Mokumanu Dr, Kailua, HI 96734

Luxury | Swimming pool | In-unit laundry

5 beds

4.5 baths

$22,500

House for rent

Top amenities
Air Conditioning
Furnished
In-Unit Laundry
Showing 1 - 28 of 28 results
Home > House Rentals in Kailua > Kailua Luxury Houses For Rent
Updated: June 18, 2026

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Discover luxury Kailua, HI houses for rent

🌇Available luxury house rentals28 houses
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