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Vacation Rentals near Kailua Beach Park

526 Kawailoa Road, Kailua, Oahu, Hawaii 96734
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    Travelers to Kailua are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    All 246 Rentals in Kailua
    SUITE ALOHA – Romantic Island Retreat 2 Blocks from Kailua Beach Park & Downtown1 / 35
    (33)Excellent
    0.6 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Sheffield Studio Walk to Kailua Beach or Town1 / 13
    (3)Very good
    0.8 miles from Kailua Beach Park
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Unique Apartment in excellent location * close to Kailua beach & town1 / 30
    0.6 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Last minute opening * Tiny House * Best Location in Kailua1 / 15
    0.6 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Private and tropical cottage within easy walking distance to Kailua Beach, Beach Park and Kailua Town. Private entrance & bath, kitchenette. The Cottage is located down the road from public transportation and within easy walking distance to Kailua town. You’ll love my place because of the...
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Last minute opening * Discounted rate * Charming island style Studio1 / 17
    0.6 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This spacious room has a private bathroom and its own entrance. Located just 5-10 walking minutes from Kailua Beach & Beach Park. Enjoy the shade of the Plumeria trees. This room is furnished with a queen size bed, waist high refrigerator with separate freezer compartment, microwave, television and...
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Nancy's Kailua Cottage Makai1 / 32
    (8)Excellent
    0.5 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    convenient and perfect!
    Reviewed March 14, 2016
    Wow! This was the perfect spot for us as we could walk or ride bikes to Kailua beach. The space was clean and adorable with great owners willing to help with anything. Close...
    Home on vacation!
    Reviewed March 11, 2016
    There we were on vacation in paradise, and I got a sinus infection :-( ugg However....we still had an amazing stay!!!! largely due to the comfortable, relaxing, convenient to...
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    About this property
    Footsteps to Hawaii's best beach and a short walk to town, shopping, restaurants, farmers markets and community center for tennis, pool and gym. Ideally located for many ocean sports, hiking and cycling to just about anywhere in this pedestrian and bike friendly beach town. The cottage is fully...
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Sheffield Suite Walk to Kailua Beach or Town1 / 18
    (1)Excellent
    0.8 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Hawaii Sheffield House is in Kailua Town. is located only 10 houses to Kailua Beach. The address is 131 Kuulei Road. The closest beach access is Ka'apuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite is a ground floor unit. The Garden Suite...
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    Kailua, Oahu
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
    Nancy's Kailua Cottage Mauka1 / 15
    (9)Excellent
    0.5 miles from Kailua Beach Park
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Exceptionally clean and comfortable, close to beach
    Reviewed June 4, 2021
    This was a good find! Clean as a whistle with nice amenities and very comfortable furniture indoors and out. Short walk to a nice stretch of beach with lots of trees, Kailua...
    What a wonderful spot for time away from the rush of life!
    Reviewed February 28, 2019
    This was the ideal spot for us, a pair of retired Canadians escaping a cold winter. Imagine walking just a few blocks to a gorgeous mile-long sandy beach, and just a few more...
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    About this property
    Footsteps to Hawaii's best beach. Newly constructed and fully furnished with all the amenity. It is a short walking distance to Kailua and Lanikai beaches, hiking, shopping, restaurants and fun. Tourist License / Licencia de turismo N °: TATAXID#W40799764-01
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    Kailua, Oahu
    Rental Home - 1 Bathroom, Sleeps 4
    Mokulua Aina~Lanikai Steps to Lanikai Beach, pool, tropical gardens1 / 36
    0.7 miles from Kailua Beach Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Minimum 30 day rental, this 3 bedroom, 3 bath with a private pool is the perfect location to relax and unwind. The entire property is surrounded by lush landscaping, beautiful palm trees and tropical flowers. The spacious yard is perfect for sun bathing, barbecuing or enjoying your favorite...
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    Kailua, Oahu
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Steps to Kailua Beach-Heated Pool-Air Conditioned-Ask Owner Availability1 / 14
    (76)Excellent
    0.2 miles from Kailua Beach Park
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Kailua, Oahu
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Kailua Beachfront - Licensed Rental #90/TVU-0248 - Best Location!1 / 30
    (161)Excellent
    2.0 miles from Kailua Beach Park
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Kailua, Oahu
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 14
    La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)1 / 30
    2.3 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Kailua Beach "The Pink House" 100 Yards from Ocean1 / 18
    (25)Excellent
    0.3 miles from Kailua Beach Park
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kailua, Oahu
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Very Close To Kailua Town And Beach! Last minute discounted rates!1 / 24
    (67)Very good
    1.6 miles from Kailua Beach Park
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Kailua, Oahu
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Kailua/Lanikai...Beach Across The Street!30 Day Min1 / 23
    1.0 miles from Kailua Beach Park
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Kailua, Oahu
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Kailua Beach Studio1 / 9
    1.3 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Kailua Beach Vacation Cottage1 / 23
    (76)Excellent
    0.3 miles from Kailua Beach Park
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 6
    Private Single-Family Home on large tropical landscaped lot1 / 30
    (56)Excellent
    1.4 miles from Kailua Beach Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Kailua, Oahu
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Perfect Oasis, Steps To The Beach! 100% Solar!1 / 16
    (84)Excellent
    1.8 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 1
    * Tiny House * Best Location in Kailua1 / 15
    0.6 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Tropical Paradise In Lanikai1 / 27
    (27)Very good
    1.2 miles from Kailua Beach Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Kailua, Oahu
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Stunning Kailua Oceanfront House1 / 30
    2.5 miles from Kailua Beach Park
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Kailua, Oahu
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Large, beautiful, updated home w/pool, AC, mins from beach in Kailua!1 / 30
    (6)Excellent
    1.6 miles from Kailua Beach Park
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Kailua, Oahu
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 14
    Kailua, Entire Home, yard, carport, BBQ, 7 min drive to bch1 / 30
    (14)Excellent
    1.5 miles from Kailua Beach Park
    3 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Kailua, Oahu
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 3
    World Famous Kailua Beach Charming Cottage1 / 8
    0.4 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Absolutely Oceanfront-60 ft lap pool w/ waterfalls- Licensed-$199 Per Night1 / 37
    (122)Very good
    2.4 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Beautiful Kailua Home, looking for a family to share it's Aloha1 / 30
    (28)Excellent
    1.1 miles from Kailua Beach Park
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Kailua, Oahu
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Perfect Family Paradise by the Beach, Great family getaway, 30 day rent1 / 29
    (3)Very good
    1.2 miles from Kailua Beach Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Kailua, Oahu
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Cozy Apartment In Sought After Neighborhood of Olomana!1 / 12
    2.1 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Sandy Bottom's Kailua Beach Cottage - Peaceful and private1 / 15
    0.6 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    New Split AC in every room with awesome location!!!1 / 18
    (15)Excellent
    0.8 miles from Kailua Beach Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Kailua, Oahu
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Mountainside Ocean View Home w/ Private Pool & soaking tub with a view1 / 29
    0.5 miles from Kailua Beach Park
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Kailua, Oahu
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Beachside Kailua AC 3min walk to beach! ASK OWNER for available 2023 dates!1 / 18
    (76)Excellent
    1.9 miles from Kailua Beach Park
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Kailua, Oahu
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    LANIKAI SUITE - Spacious 1-BR 1-BA; located 3 houses from famous LANIKAI Beach1 / 11
    0.7 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Quiet, Private, Beachy 2-bedroom, Walk to Kailua Beach, A/C1 / 22
    (19)Excellent
    0.6 miles from Kailua Beach Park
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Kailua, Oahu
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Breezy Beachfront, Ocean-View Paradise1 / 23
    0.0 miles from Kailua Beach Park
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Kailua, Oahu
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Charming Tropical Oasis w/Private Pool & A/C, Walk to Beach - Lanikai Cottage1 / 27
    (16)Excellent
    1.0 miles from Kailua Beach Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    Kailua, Oahu
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Kailua, Huge Duplex, Home Office , yard, carport, BBQ, 15 min walk to beach1 / 26
    (20)Excellent
    1.4 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    SPECIAL! Pristine Kailua Beach just a few steps away1 / 30
    2.1 miles from Kailua Beach Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Kailua, Oahu
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Peaceful Oceanfront Home Near Downtown Kailua w/ BBQ & AC: Kai Mele1 / 26
    0.8 miles from Kailua Beach Park
    3 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Kailua, Oahu
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 3
    Makana's Place1 / 21
    (41)Very good
    1.8 miles from Kailua Beach Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Kailua, Oahu
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Absolutely Oceanfront - 60' Waterfall Lap Pool1 / 30
    (162)Very good
    2.3 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Terrace
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    Kailua, Oahu
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Luxurious Kailua Home w/Pool Oasis & A/C, Near Beaches and Shopping - Maluhia1 / 25
    2.1 miles from Kailua Beach Park
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Internet Access
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    Kailua, Oahu
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 9
    Luxury Beachfront Kai Moena Estate w/Pool, Spa, AC, Sauna, Tennis Court & More!1 / 30
    2.1 miles from Kailua Beach Park
    9 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
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    Kailua, Oahu
    Rental Home - 9 Bedrooms, 8 Bathrooms, Sleeps 14
    Private Studio with amazing view and private swimming pool!1 / 17
    (28)Excellent
    1.1 miles from Kailua Beach Park
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Kailua, Oahu
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Hale Maluhia Lanikai - Special On Beautiful Lanikai Home!1 / 20
    (14)Excellent
    0.4 miles from Kailua Beach Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Location Information
    Kailua, Oahu
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Secluded w Ocean view, 5 blocks to Beach, heated pool & hot tub, 10%disct 3 mo1 / 30
    2.6 miles from Kailua Beach Park
    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Kailua, Oahu
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 4
    Kailua Beachfront~private~newly renovated home w/stunning views1 / 29
    (6)Excellent
    1.5 miles from Kailua Beach Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Waterfront
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    Location Information
    Kailua, Oahu
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Kailua guest suite ($4200 Per month)1 / 9
    1.6 miles from Kailua Beach Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Kailua, Oahu
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Quaint Lanikai Cottage! Such a gem!1 / 17
    (46)Excellent
    1.0 miles from Kailua Beach Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Kailua, Oahu
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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