Luxury Rentals in Kailua Beachside, HI

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ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary based on actual length of stay and time of year. Please inqui

$60,000/mo

4 beds3.5 baths3,360 sq ft

396 Dune Cir, Kailua, HI 96734

Laundry in unit • Parking • A/C

ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary based on actual length of stay and time of year. Please inqui

$45,000/mo

5 beds5 baths4,000 sq ft

21 Kalaka Pl, Kailua, HI 96734

Laundry in unit • A/C • Car-dependent

ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary based on actual length of stay and time of year. Please inqui

$40,000/mo

5 beds5 baths5,160 sq ft

16 Namala Pl, Kailua, HI 96734

Laundry in unit • A/C • Car-dependent

ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary through out the year. Please inquire for details. Let the tra

$25,000/mo

4 beds4 baths4,919 sq ft

155 Kailuana Loop, Kailua, HI 96734

Laundry in unit • A/C • Car-dependent

ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
Brand new luxury remodel completed in 2025, Contemporary Hawaiian Style Design, One of the highest quality rental homes in Kailua. Ideally located, one house back from the sand in the heart of Kailua.

$25,000/mo

3 beds2.5 baths2,700 sq ft

3 Puukani Pl, Kailua, HI 96734

Available 11/01 • Laundry in unit • Parking

ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary based on actual length of stay and time of year. Please inqui

$25,000/mo

6 beds5 baths4,326 sq ft

76 S Kalaheo Ave, Kailua, HI 96734

Laundry in unit • A/C • Somewhat walkable

Property at 145 Kaimoani Way, Kailua, HI, 96734, 4 beds, 2.5 baths, [object Object]

$18,500/mo

4 beds2.5 baths3,723 sq ft

145 Kaimoani Way, Kailua, HI 96734

Property at 165 Kailuana Loop, Kailua, HI, 96734, 5 beds, 3 baths, [object Object]

$18,000/mo

5 beds3 baths2,680 sq ft

165 Kailuana Loop, Kailua, HI 96734

Property at 116 Kailuana Loop, Kailua, HI, 96734, 4 beds, 3 baths, [object Object]

$16,000/mo

4 beds3 baths2,987 sq ft

116 Kailuana Loop, Kailua, HI 96734

Property at 155 Kaapuni Dr, Kailua, HI, 96734, 4 beds, 3.5 baths, [object Object]

$15,000/mo

4 beds3.5 baths3,800 sq ft

155 Kaapuni Dr, Kailua, HI 96734

Property at 52 Kaapuni Dr, Kailua, HI, 96734, 3 beds, 2 baths, [object Object]

$14,000/mo

3 beds2 baths1,690 sq ft

52 Kaapuni Dr, Kailua, HI 96734

Property at 71 Namala Pl, Kailua, HI, 96734, 4 beds, 3 baths, [object Object]

$8,500/mo

4 beds3 baths2,597 sq ft

71 Namala Pl, Kailua, HI 96734

Property at 452 Dune Cir, Kailua, HI, 96734, 3 beds, 2 baths, [object Object]

$8,000/mo

3 beds2 baths2,375 sq ft

452 Dune Cir, Kailua, HI 96734

Contact for Price

8 beds9 baths7,500 sq ft

56 S Kalaheo Ave, Kailua, HI 96734

End of results (Download All)

Here are some rentals close to your search

ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary based on actual length of stay and time of year. Please inqui

$60,000/mo

5 beds6.5 baths6,700 sq ft

896 Mokulua Dr, Kailua, HI 96734

Laundry in unit • A/C • Car-dependent

ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary based on actual length of stay and time of year. Please inqui

$27,000/mo

5 beds4.5 baths5,361 sq ft

326 Lanipo Dr, Kailua, HI 96734

Laundry in unit • A/C • Car-dependent

ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary based on actual length of stay and time of year. Please inqui

$25,000/mo

5 beds4 baths4,880 sq ft

1502 Mokulua Dr, Kailua, HI 96734

Laundry in unit • A/C • Car-dependent

ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary through out the year. Please inquire for details. Coastal liv

$25,000/mo

4 beds3.5 baths2,100 sq ft

1270 Mokulua Dr, Kailua, HI 96734

Laundry in unit • Parking • Car-dependent

ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary based on actual length of stay and time of year. Please inqui

$22,500/mo

5 beds4.5 baths3,240 sq ft

154 Mokumanu Dr, Kailua, HI 96734

Laundry in unit • Parking • A/C

ABOUT THIS HOME
Luxury Rentals in Kailua Beachside, HI
This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary based on actual length of stay and time of year. Please inqui

$20,000/mo

4 beds3.5 baths4,385 sq ft

1408A Mokulua Dr, Kailua, HI 96734

Laundry in unit • Parking • A/C

Property at 122 Lanipo Dr, Kailua, HI, 96734, 5 beds, 4 baths, [object Object]

$18,000/mo

5 beds4 baths4,920 sq ft

122 Lanipo Dr, Kailua, HI 96734

Property at 650 Iana St, Kailua, HI, 96734, 4 beds, 4.5 baths, [object Object]

$16,500/mo

4 beds4.5 baths4,947 sq ft

650 Iana St, Kailua, HI 96734

Property at 1459 Aalapapa Dr, Kailua, HI, 96734, 4 beds, 3 baths, [object Object]

$16,000/mo

4 beds3 baths2,400 sq ft

1459 Aalapapa Dr, Kailua, HI 96734

Property at 1017 Koohoo Pl, Kailua, HI, 96734, 3 beds, 4 baths, [object Object]

$16,000/mo

3 beds4 baths2,888 sq ft

1017 Koohoo Pl, Kailua, HI 96734

Property at 1415 Aalapapa Dr, Kailua, HI, 96734, 3 beds, 2 baths, [object Object]

$15,500/mo

3 beds2 baths1,469 sq ft

1415 Aalapapa Dr, Kailua, HI 96734

Property at 1436 Aalapapa Dr, Kailua, HI, 96734, 6 beds, 3 baths, [object Object]

$15,500/mo

6 beds3 baths3,172 sq ft

1436 Aalapapa Dr, Kailua, HI 96734

Property at 149 Haokea Dr, Kailua, HI, 96734, 4 beds, 4 baths, [object Object]

$14,000/mo

4 beds4 baths2,188 sq ft

149 Haokea Dr, Kailua, HI 96734

Property at 1242 Aalapapa Dr, Kailua, HI, 96734, 3 beds, 3.5 baths, [object Object]

$14,000/mo

3 beds3.5 baths— sq ft

1242 Aalapapa Dr, Kailua, HI 96734

Property at 1445 Mokolea Dr, Kailua, HI, 96734, 4 beds, 3 baths, [object Object]

$12,500/mo

4 beds3 baths1,580 sq ft

1445 Mokolea Dr, Kailua, HI 96734

Property at 149A Haokea Dr, Kailua, HI, 96734, 4 beds, 3 baths, [object Object]

$12,000/mo

4 beds3 baths2,188 sq ft

149A Haokea Dr, Kailua, HI 96734

Property at 1365 Kehaulani Dr, Kailua, HI, 96734, 4 beds, 3.5 baths, [object Object]

$12,000/mo

4 beds3.5 baths3,584 sq ft

1365 Kehaulani Dr, Kailua, HI 96734

Property at 876B Aalapapa Dr, Kailua, HI, 96734, 4 beds, 2.5 baths, [object Object]

$10,999/mo

4 beds2.5 baths3,201 sq ft

876B Aalapapa Dr, Kailua, HI 96734

Property at 141 Mokumanu Dr, Kailua, HI, 96734, 2 beds, 2.5 baths, [object Object]

$8,900/mo

2 beds2.5 baths2,280 sq ft

141 Mokumanu Dr, Kailua, HI 96734

Property at 44-102 Kauinohea Pl, Kaneohe, HI, 96744, 4 beds, 2 baths, [object Object]

$7,900/mo

4 beds2 baths1,878 sq ft

44-102 Kauinohea Pl, Kaneohe, HI 96744

Some of the active listings appearing on this site may be listed by other REALTORS(R). If you are interested in those active listings, Redfin Corporation may represent you as as a buyer's agent. If the active listing you are interested in is Redfin Corporation's, you may speak with one of Redfin Corporation's agents regarding your options for representation. Information is provided for personal, non-commercial use only. Based on information from the Multiple Listing Service of HiCentral MLS, Ltd. Listings last updated on Wed Sep 17 2025. Information is deemed reliable but not guaranteed. Copyright 2025 by HiCentral MLS, Ltd.

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