This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Kailua Vacation Rentals Show this location only Back to top
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Romantic Oceanview Guest House-Footsteps from the Beach!
Studio/1BA
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Sleeps 2
– Kailua #7798
$150 per night 4 night min stay
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'Lanikai Cottage' - Private, Air Conditioned and Licensed
1BR+/1BA
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Sleeps 4
– Kailua #9844
$195 per night 2 night min stay
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Breathtaking Views
4BR/3.5BA
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Sleeps 8
– Kailua #5341
$8400 - $10500 per week 7-14 night min stay
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Beautiful Beachside Villas with Swimming Pool, Sleeps 2-11 (Open 5/30 - 6/12)
5BR+/5BA
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Sleeps 2-11
– Kailua #1096
$165- $795/nt
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Place in Paradise - Large 5 Bedroom Beach Front on Kailua Bay
5BR/5.5BA
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Sleeps 14
– Kailua #10118
$1200 - $2500 per night 5-10 night min stay
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'Hale Nalu Palekaiko ' Pool, Walk to Kailua Beach
4BR+/3BA
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Sleeps 10
– Kailua #65043
$425 per night 5 night min stay
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Absolutely Oceanfront-Deluxe-60 Foot Waterfall Pool-$199
2BR/2BA
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Sleeps 3
– Kailua #16632
$199 per night 3 night min stay
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'Koi Palms Luxury Cottage' Short Walk to Kailua Beach
1BR/1BA
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Sleeps 2
– Kailua #59442
$175 per night 1 night min stay
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Gorgeous Beachside Home W/ Swimming Pool
3BR+/4BA
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Sleeps 8
– Kailua #2407
$695 per night 5 night min stay
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Beachwalk Cottage, Kailua, Oahu
Studio/1BA
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Sleeps 2-4
– Kailua #12480
$120/nt
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Beautiful Beach House-Best Location!!
6BR/4BA
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Sleeps 12
– Kailua #212490
$350- $795/nt
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Kailua Beach-Tropical Sands Luxury Suite-Walk to Kailua Beach
1BR+/1BA
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Sleeps 2
– Kailua #87207
$160 per night 2 night min stay
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Spacious, Affordable Home with Pool-Close to Kailua Beach
6BR/3BA
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Sleeps 13
– Kailua #4994
From $550 to $700/nt USD per night
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Hula Breeze/#1 Trip Advisor/Walk to Beach/Pool/Clean/Licensed
Studio+/1BA
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Sleeps 2-3
– Kailua #235628
$155 per night 1 night min stay
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Sleeps 2-5, Spacious, Internet,, Cooking, 300 Yrds from Beach
2BR+/1BA
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Sleeps 5
– Kailua #29472
From $120/nt - $800/wk
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Kalama Kai Cottage-2 Blocks to Beach.
1BR+/1BA
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Sleeps 2-4
– Kailua #68966
$2550/mo!
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Hula Breeze/#1 Trip Advisor/Walk to Beach/Pool/Clean/Licensed
Studio+/1BA
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Sleeps 2-3
– Kailua #242098
$155 per night 1 night min stay
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Gorgeous 'Green' Executive Home on a Quiet Beach Lane
5BR+/2.5BA
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Sleeps 10-12
– Kailua #1023
$795/night - $15,000/month
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Book Now for April! 2b/2b Home on Hill, Pool/Hot Tub
2BR/2BA
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Sleeps 6
– Kailua #76037
$199 - $259 per night 5 night min stay
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Open-Plan Lush Garden Home Near Kailua & Lanikai Beaches
3BR+/2BA
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Sleeps 6-8
– Kailua #50001
$260-$390/nt - $1650-$2675/wk
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Steps to Kailua Beach; Spacious, Private 1b/1b- Kailua Living
1BR+/1.5BA
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Sleeps 2-3
– Kailua #413896
$175 per night 4 night min stay
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Beachfront Villa with Pool, 5 BR on Kailua Beach Tax#W01495482-01
5BR+/4BA
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Sleeps 12-15
– Kailua #123014
$22,000/mo
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Gorgeous Beach Cottage-Short Walk to Kailua Beach
1BR/1BA
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Sleeps 2
– Kailua #269885
$265/nt- 295/nt
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8BR/5BA W/Pool-2 Blocks 2 Beach Last Minute Specials as Low as $695/nt
8BR+/5BA
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Sleeps 18-22
– Kailua #128838
$695- $995/nt
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Kailua- 250 Steps to Beach- Tropical & Spacious Beach
2BR/1BA
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Sleeps 4-5
– Kailua #192693
$249 - $285 per night 2 night min stay
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Private and Modern Affordable Kailua 3bdrm Vacation Home
3BR/2BA
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Sleeps 6
– Kailua #292670
$250 - $500 per night 3 night min stay
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Charming & Spacious Kama'Aina Home on Kailua Beach
3BR+/3BA
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Sleeps 8
– Kailua #25474
$750/nt - $5250/wk
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Ka'Hela - Paradise for Rent
4BR/4BA
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Sleeps 8
– Kailua #190021
$12,950/mo
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Your Island Home Away from Home!
3BR+/2BA
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Sleeps 6-8
– Kailua #50691
$495- $995/nt
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Stunning Kailua Oceanfront House with Beach Walk Right Outside
3BR+/3BA
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Sleeps 6
– Kailua #279139
$4550 - $7700 per week 7 night min stay
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Spacious, Affordable Home Only Minutes from Kailua Beach
2BR+/1BA
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Sleeps 4-6
– Kailua #422532
$200 per night 3 night min stay
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'Star of Hawaii' - Family Living, Pool, Walk to Beach
4BR+/3BA
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Sleeps 8-12
– Kailua #48531
From $750 - 1195nt
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Tropical Beach Hale, 1 Bedroom, a/C,Across Street from Beach Access
1BR/1BA
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Sleeps 3
– Kailua #427317
$190 per night 4 night min stay
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Kailua by the Sea - New Studio, 3 Minute Walk to Beach, Wifi
Studio/1BA
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Sleeps 2
– Kailua #442042
$140 - $150 per night 3-5 night min stay
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Kolea Estate-Gated Kailua Retreat! 1 Mile from Lanikai Beach
6BR/4.5BA
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Sleeps 13-16
– Kailua #350674
$1000 - $1800 per night 5-12 night min stay
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Lakefront Studio
1BR/1BA
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Sleeps 2
– Kailua #440853
$99 per night 1 night min stay
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5 Coconut Rating*Steps to Beach-Solar-Eco Friendly!
2BR/2BA
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Sleeps 4
– Kailua #33397
$195-$295/nt - $1505-$2065/wk
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Kailua Beachfront Retreat
6BR/5BA
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Sleeps 12
– Kailua #293180
$1350/nt
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Happy House on Exquisite Kailua Beachside Property!
3BR/2.5BA
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Sleeps 6
– Kailua #246713
$425/nt
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Charming Kailua Apartment, a/C, Wifi Available
2BR/1BA
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Sleeps 4
– Kailua #68264
$225/nt
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Relax in Luxury & Privacy in Kailua: Great Rate!
1BR+/1BA
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Sleeps 2-4
– Kailua #420652
From $140 per night Dollars
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Honey I Want This One! And it's Got Air Conditioning
4BR/2BA
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Sleeps 8
– Kailua #151175
From $750- $1125/nt
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Kailua Beach Just a Few Minutes Away from Your Own Slice of Heaven!!
2BR/1BA
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Sleeps 6-9
– Kailua #457771
$275 - $300 per night 3-5 night min stay
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Kailua Beach Getaway, Walk to Beach in Kailua
3BR/1BA
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Sleeps 6
– Kailua #472609
$325 - $425 per night 5-7 night min stay
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Akialoa Getaway: Large Studio Suite with Wrap Around Balcony and Ac!
1BR+/1BA
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Sleeps 2-4
– Kailua #436652
$175 per night 3 night min stay
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Honey Stop. You Gotta See This House!
4BR+/3BA
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Sleeps 8
– Kailua #160581
From $595- $892.50nt
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Prime Beachfront Kailua Estate/Licensed
4BR/3BA
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Sleeps 8-11
– Kailua #386388
From $350/nt- 1 bdrm; to $1,250/nt-4 bdrm
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Stop! Must See Kailua Beachside Villa
4BR/4BA
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Sleeps 8
– Kailua #322149
From $900- $1350 nt
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Wow! Spectacular Kailua Beachfront Home
4BR/4.5BA
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Sleeps 8
– Kailua #344240
From $900- $1350nt
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Gracious Island Getaway on Beautiful Kailua Beach
4BR/4BA
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Sleeps 8
– Kailua #444417
$925/night US $
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The Ginger Hale Beachfront Retreat
3BR+/2BA
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Sleeps 6-8
– Kailua #403944
$5460 per week 7 night min stay
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Stop! Swimming Pool and its Across from the Beach.
4BR+/2BA
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Sleeps 7-8
– Kailua #249119
From $450- $675/nt
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May-June Discounts!!!! Private Kailua Beach Access & Pool!
4BR/4BA
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Sleeps 8-10
– Kailua #340015
$775- 1100/Night
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Luxurious New Home with Beautiful Pool
4BR/4BA
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Sleeps 8
– Kailua #449155
$7700 - $11200 per week 7 night min stay
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Hale Nani- Steps to Beach, Spacious Yard, Ac, 4 Bedrooms, 3 Baths
4BR/3BA
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Sleeps 8
– Kailua #3247532ha
$450 - $695 per night 1 night min stay
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Moana Lani and Cottage
6BR/6.5BA
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Sleeps 15
– Kailua #3020503ha
$3000 - $5000 per night
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2 Minute Walk to the Beach!
3BR/2BA
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Sleeps 8
– Kailua #303528
From $480- $720 nt
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Custom Home -Quiet Location - Open & Airy W/Tropical Forest Views
2BR/2BA
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Sleeps 4
– Kailua #441647
$175 - $195 per night 5 night min stay
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Spectacular View from Kailua Beach House
3BR+/2BA
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Sleeps 8
– Kailua #426412
$1000 to $1395 nt
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Gorgeous Sandy Beachfront! Yard, Sunrise Views
4BR/4BA
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Sleeps 13
– Kailua #3518663ha
$1050 per night
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Beautiful Home for Relaxation....
5BR/3BA
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Sleeps 10
– Kailua #469114
$6300 - $9800 per week 7 night min stay
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Loving Life!
3BR/2BA
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Sleeps 6
– Kailua #462254
From $695- $1095nt
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Sleeps 10 - Salt Water Pool and Steps from Kailua Beach
5BR/3BA
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Sleeps 10
– Kailua #445708
From $800 - 1300nt
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Best Beach in Hawaii, Sand Off of Property! Legal Vac Rental.
3BR/2BA
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Sleeps 8
– Kailua #5151
$300 per night 3 night min stay
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Kailua Home Close to Beach A/C, 3BR/1BA with Hot Tub
3BR/1BA
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Sleeps 6-8
– Kailua #49913
$275 - $290 per night 4 night min stay
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Happy Kailua Beachside Home 1/2 Block from Kalama Beach Park
3BR/2.5BA
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Sleeps 6
– Kailua #71019
$350 - $400 per night 5-7 night min stay
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Spacious 1BR “Kailua Wave” Guesthouse, ½ Block to Kailua Beach
1BR+/1BA
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Sleeps 4
– Kailua #48730
$200 - $205 per night 3-7 night min stay
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As Close to the Ocean as You Can Get in Kailua
2BR+/2BA
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Sleeps 6
– Kailua #23829
From $299/nt
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Families Reconnect Play Relax Together - Pool, Hot Tub, Short Walk to the Beach
3BR/2BA
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Sleeps 8
– Kailua #75074
$529 per night 5 night min stay
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'Savannah's Cabana,' Wireless Intern -1 Block to Kailua Beach!
1BR/1BA
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Sleeps 2
– Kailua #13781
$165/nt - $1120/week
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Coconut Grove Cottage 2 Blocks from Beach W/ Air Conditioning
1BR+/1BA
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Sleeps 4
– Kailua #181432
$840 per week 7 night min stay
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250 Steps to Paradise - Kailua Beachside Home
3BR/2BA
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Sleeps 6
– Kailua #55006
$395/nt
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Steps to Kailua Beach Licensed(90 Tvu 0060). 2 BR Beachside
2BR+/2BA
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Sleeps 4-6
– Kailua #8175
$1925 - $2625 per week 7-14 night min stay
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South Seas Cottage, Close to Beach
1BR/1BA
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Sleeps 2
– Kailua #20455
$135 per night 2 night min stay
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Bali-Hawaii Home 2,000 Sq.Feet with Private Pool
1BR+/1.5BA
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Sleeps 2-5
– Kailua #220874
$2200 per week 7 night min stay
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New-Custom Built Near the Beach, Perfect for a Couple or Small Family.
1BR+/1BA
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Sleeps 2-3
– Kailua #11678
$150 per night 3 night min stay
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Last Minute? Kalapawai Cottage Available May 16, 2013
2BR+/1BA
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Sleeps 4-6
– Kailua #36583
From $4200/mo
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Windward Hawaii Beachfront Paradise - Kailua Beach
6BR+/3BA
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Sleeps 11-12
– Kailua #14950
$4200- $5250/wk
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Peaceful, Romantic Vacation Rentals Villa on Kailua Beach
7BR/7BA
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Sleeps 1-12
– Kailua #10008
$95- $845/nt
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Only $110/Night! 3 Miles to Kailua Beach, a.C., Wi-Fi, Mountain Vws
1BR+/1BA
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Sleeps 3
– Kailua #121900
$110 per night 4 night min stay
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Entire, Spacious, Airy Family House - Minutes to Beach
3BR+/2BA
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Sleeps 6-10
– Kailua #35165
$260-$390/nt - $1625-$2675/wk
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Avail. Studio - Two People+: 5/20-23, 5/31-6/3, 6/7-17
1BR+/2BA
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Sleeps 2-3
– Kailua #30018
$129-$154 - $318/nt
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Kailua Beach Vacation Cottage
1BR+/1.5BA
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Sleeps 6
– Kailua #29846
$249 per night 4 night min stay
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1/2mi. to Beach, Air, Kitchen, Lanai, Wifi, Laundry, Sleeps 5
1BR+/1BA
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Sleeps 2
– Kailua #7848
From $170/nt.
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Kailua Cottage - 250 Steps to Paradise
1BR+/1BA
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Sleeps 2-3
– Kailua #55009
$180/nt
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On the Ocean in Kailua - Almost Private Beach Area
2BR+/1BA
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Sleeps 6
– Kailua #65436
$199/nt
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Unique Clay Art Rental 2 Blocks to Kailua Beach
1BR+/1.5BA
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Sleeps 2-4
– Kailua #94450
$119/nt (2ad, 2c u12), $833/wk, $2,615/m
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250 Steps to Paradise - House and Cottage Kailua Beachside
4BR+/3BA
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Sleeps 10
– Kailua #101378
$560/nt
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Cool 1 BR, Internet, Full Kitchen, 300 Yards from Beach
1BR+/1BA
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Sleeps 2-4
– Kailua #34771
From $120/nt - $800/WK
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Comfy Beachside Hideaway in a Lush Tropical Garden!
3BR/2BA
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Sleeps 6
– Kailua #25530
From $385/nt
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Newly Built Beachfront Dream Home Designed with Detail & Love!
3BR+/2BA
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Sleeps 6-8
– Kailua #13242
$255- $550/nt
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Hale Hali'a Aloha - Just Steps from Kailua Beach
1BR+/1BA
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Sleeps 2-3
– Kailua #136843
From $150/nt - $1050/wk (2 persons)
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Delightful New Designer Studio Near Kailua Beach
Studio+/1BA
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Sleeps 2-3
– Kailua #188165
$115 - $150 per night 2-5 night min stay
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Executive Beachside Home- Steps to Beach - Heated Pool
3BR/2BA
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Sleeps 6
– Kailua #10797
$3465/wk - $12750/mo
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'Cottage by the Sea' Hawaiian Style Cottage -1/2block to Beach
1BR/1BA
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Sleeps 2
– Kailua #7522
$140/nt - $980/wk - $ 3800/mo
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"Tropical Garden Paradise" Steps to Beach & Very Affordable
2BR/2BA
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Sleeps 4-5
– Kailua #17519
$250/nt - $1750/wk
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Beach Side Executive Home
4BR/3BA
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Sleeps 8
– Kailua #165707
$575 per night 5 night min stay
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Beautiful Polynesian Luxury Beach Villa
5BR/4BA
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Sleeps 10
– Kailua #127645
$5775 - $7350 per week 7-14 night min stay
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Your Private Place in Paradise - Sleeps 2 to 4!
1BR+/1BA
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Sleeps 2-4
– Kailua #50853
$130/nt - $875/wk
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Recently Renovated Kailua Cottage
1BR/1BA
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Sleeps 2
– Kailua #402303
$165 - $180 per night 3 night min stay
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Romantic Oceanview Guest House-Footsteps from the Beach!
Studio/1BA
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Sleeps 2
– Kailua #7798
Overview of Kailua Vacation Rentals
Kailua Vacation Rentals Are Just 30 Minutes from Honolulu
On Oahu, a short 30-minute drive along Route 61 from Honolulu is Kailua. Independent travels seeking a slice of the quiet life in Hawaii will find it here with Kailua vacation rentals. Exiting Route 61’s tunnel, stop on the way to your Oahu lodging and take in the scenic panorama that surrounds you. Imagine what it must have been like before the highway came and put these Kailua condos within easy reach!
Kailua Vacation Rentals for a Beach Community Lifestyle
The area surrounding Kailua condos is most definitely a beach community. The steady onshore trade winds make this one of the best places in the world for windsurfing. To truly get live like a local, choose Kailua vacation rentals. Visitors staying in an Oahu lodging choice can take advantage of the opportunity to learn the art of windsurfing.
Kailua Condos Allow You to See the Wonders of Oahu
There are a variety of ways to see the wonders of Oahu. Visitors to Kailua vacation rentals may choose a helicopter trip over the island or boat trips around the island. Those seeking more adventure can opt for seeing the island on horseback. For a great experience, head out from your Oahu lodging to the remote areas and saddle up. To make it really memorable, take an evening ride through the ironwood forests and down onto the beach. Near Kailua condos, you will find a variety of treks for all levels of experience.
Oahu Lodging for Long Summer Days and Fabulous Nightlife
For those who feel that no vacation is complete without fabulous shopping, Kailua vacation rentals put you in the heart of Hawaii’s best shopping. Gone are the days of tacky souvenirs. Say "aloha" to malls and shopping centers with beautiful boutiques, specialty stores and designer labels. Of course, for visitors to Kailua condos, the tacky souvenirs are still around, if you really want to get yourself that “I Got Lei’d in Hawaii” t-shirt, you’ll find one here! Naturally, when the sun goes down, the island heats up, with a wealth of nightlife to choose from, all within easy distance of your Oahu lodging.