Kailua Vacation Rentals

Kailua vacation rentals offer beachside comfort on Oahu's windward coast. Choose from cozy cottages and ocean-view homes near Kailua and Lanikai Beach, perfect for kayaking, hiking, or simply relaxing in this peaceful island town.

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Lovely Private Kailua Cottage
From $425/night

Lovely Private Kailua Cottage

Welcome to our newly renovated 1-bedroom spacious and private cottage that is super centrally located in the heart of Kailua. Our cottage is situated on a beautifully landscaped property which will lead you to a lusciously landscaped garden with outdoor dining & BBQ....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii
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Enchanting Beach Bungalow with Private Garden
From $315/night

Enchanting Beach Bungalow with Private Garden

Aloha! We renovated this old-style Hawaiian home so that it will have the charm of old Hawaii with modern conveniences.It is a great retreat for a maximum of 2 easy-going, nonsmoking adults (25 years and older only). This garden oasis (we've planted over 3,000 trees and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii
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Kailua Condo / Townhouse on Oahu 7 day per 30 day period
From $381/night

Kailua Condo / Townhouse on Oahu 7 day per 30 day period

”Aloha and Welcome Home" message me on availability as it can only be rented once in a 30 day period. Ordinance 19-18 does not require a renter to physically occupy a rental property for any minimum length of time. Remodeled 2x bedroom 2x bathroom condo / townhouse....

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua, Hawaii
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Lanikai Ocean Front Duplex Bungalow Private ocean steps. Contact for rates/avail
From $482/night

Lanikai Ocean Front Duplex Bungalow Private ocean steps. Contact for rates/avail

Location Location Location! Our Lanikai ocean front location exactly in front of the twin Mokulua Islands provides endless hours of outstanding views from the ocean front yard, the living room, dining room, and side deck. A perfect place to work remotely, as you have an...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii
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Kailua Oceanfront Villa with Heated Pool & Spa - availability Sept, Oct & Nov
From $666/night

Kailua Oceanfront Villa with Heated Pool & Spa - availability Sept, Oct & Nov

Relax in the beautiful three-bedroom seaside villa in Kailua, where soothing sea waves and soft breezes carry you off. Indulge in the outdoor pool, where you can soak up the sun and relax and end a day of hiking or golf with a massage in the oceanside hot tub. Stay...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii
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licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage
From $672/night

licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage

Charming beachfront cottage right on Kailua Beach! licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage. This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room....

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii
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'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
From $212/night

'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.

"In order to comply with Oahu's 30 day minimum short term rental laws, we may not advertise to rent for a period shorter than 30 days."Come enjoy island life while staying in our newly built, 600 sq. ft. upstairs suite. Beautifully furnished with a modern meets the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii
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Kailua Beach Hideaway TA-189-305-8560-01
From $1,180/night

Kailua Beach Hideaway TA-189-305-8560-01

Beachfront! The White Sand of Kailua Beach at Your Door!This 4 bedroom, 4 bath, en suite home is the Perfect Tropical Haven.Tucked away and private, this home embodies the true island lifestyle.Walk or jog the long stretch of beach or lounge by the pool, with...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii
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Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
From $1,853/night

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Perfect Kailua Home on 18,000 square feet of land all your own!! Lots of room to spread out!! We have a gorgeous newly tiled Swimming Pool and spa! You are invited to rest and relax in “Ka Hale Lai” , Kailua’s House of Serenity, 5 minutes to the beach, and a short...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii
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Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
From $341/night

Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!

Come and enjoy our island home with us. Koi Palms Cottage is located within our gated property alongside our lovely Koi pond, in the quaint town of Kailua. The owners live on the property in the main house.The cottage is a 600 square foot 1 bedroom unit. The kitchen is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii
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Close to beach, sleeps 2, AC, quiet, private
From $167/night

Close to beach, sleeps 2, AC, quiet, private

According to local laws, we have a minimum rental period of 30 days. This one bedroom apartment sleeps 2 people. It has a King bed in the bedroom with a wall mounted flat screen TV, split AC, glass sliding doors that open to the large covered lanai and grassy back yard....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii
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Romantic Oceanview Guesthouse. Steps from the Beach!
From $277/night

Romantic Oceanview Guesthouse. Steps from the Beach!

Just a two minute (75 yard) walk to beautiful Kailua Beach using our private beach access! Air conditioning and Wifi included. This lovely 'hawaiian-style' 700 square foot studio features vaulted ceilings, a large tiled bathroom and a kitchen, as well as beautiful wood...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii
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Peaceful Hawaii Paradise three minutes from Beautiful Beach
From $334/night

Peaceful Hawaii Paradise three minutes from Beautiful Beach

Large Studio with roomy bathroom beside a quiet home. Enjoy your coffee on your own patio near the pool overlooking the canal where you can kayak or paddle board to beach. Quiet and clean. We supple you with a start of necessities. Walk to market and excellent...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii
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Hale Kolea - Luxury Lanikai Hillside Retreat
From $2,460/night

Hale Kolea - Luxury Lanikai Hillside Retreat

Hale Kolea is perfect for families and larger groups... A 3 story home at the end of Lanikai with access to an exclusive secluded beach within a gated drive. This beautiful home is on a hillside overlooking the crystal clear, gorgeous blue and green hued water. Wake up...

🛏 6 Bedrooms
🛁 8 Bathrooms
👤 Sleeps 12
📍 Kailua, Hawaii
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Kailua Beach "The Pink House" 100 Yards from Ocean
From $761/night

Kailua Beach "The Pink House" 100 Yards from Ocean

The Pink House is a perfect beach house set 100 yards from beautiful Kailua Beach. This Hawaiian Style Home has an open floor plan that includes a combination living/dining area with a galley kitchen with stainless steel appliances. Recently added Air Conditioning (we...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii
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NUC 90/BB-0069, GE-014-134-8864-01, TA-014-134-8864-01
From $296/night

NUC 90/BB-0069, GE-014-134-8864-01, TA-014-134-8864-01

Start your day with a stroll on one of the most beautiful beaches in the world. Enjoy the sunrise in Kailua where your Hawaiian holiday truly begins. Kailua Beach is a perfect place to go to 'get-away-from-it-all.' Swim, boogie board, surf, kayak, sail, or windsurf in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii
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Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua
From $397/night

Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua

Stay in comfort as long as you wish. 30 day minimum lease, shorter stud are of longer stays are welcome. Contact Us for Details and RatesHawaii Tax ID # available upon requestHale Pulelehua “The Butterfly House” has an open spacious Kailua feeling inside and out....

🛏 4 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kailua, Hawaii
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Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
From $112/night

Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage

Enjoy a restful respite in this private cozy cottage with a beautiful private garden. The Lanikai Bungalow is a private separate cottage. It has one bedroom with beautiful relaxing living spaces, full kitchen and bathroom. The cottage has a gorgeous private lanai/patio...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii
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Zen Home with AC, Pool, Near Kailua Beach
From $1,081/night

Zen Home with AC, Pool, Near Kailua Beach

Inquire about short stays, we accommodate them where possible. Spend your vacation in our Hawaiian style 4 bedroom, 4 bathroom home a 3 minute walk from Kailua Beach. Our home features a balance of indoor and outdoor living. There is a Zen like courtyard and inviting...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Kailua, Hawaii
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Kailua Lanikai By The Sea- 3 Bed, 2 1/2 Baths, 2200 sq. ft., A/C, Sleeps
From $750/night

Kailua Lanikai By The Sea- 3 Bed, 2 1/2 Baths, 2200 sq. ft., A/C, Sleeps

In order to assist you in with your booking, regardless of your travel dates, it is really best to send us a brief message. As such, we apologize in advance and want to be clear that we will not accept any bookings prior to communicating with travelers about your dates...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii
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Stylish 1BR Apartment with AC, Full Kitchen & W/D - Just Steps to the Beach
From $169/night

Stylish 1BR Apartment with AC, Full Kitchen & W/D - Just Steps to the Beach

Welcome to our newly renovated 1-bedroom apartment in Kailua, Oahu. This rental offers everything you need for a comfortable stay, providing a family-friendly atmosphere that will make you feel right at home.Whether you prefer to barbecue on the covered lanai or take a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii
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Resort-like, Beach-side Kailua Lanikai, Pool, AC, WiFi, Kayaks, 50% DISCOUNTS
From $1,037/night

Resort-like, Beach-side Kailua Lanikai, Pool, AC, WiFi, Kayaks, 50% DISCOUNTS

The property marker shows the property location incorrectly. This property is a 2 1/2 to 3 min walk from the sandy beach of Lanikai.Walk through the entry gate, and find yourself in the middle of your own personal "resort". A lush tropical yard greets you as you walk to...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii
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Tradewind Bungalow, in Kailua on Oahu
From $185/night

Tradewind Bungalow, in Kailua on Oahu

Attractive, ground floor, 2 bedroom 1 bathroom unit with a separate living room and private entry. On the island Oahu, you'll find comfort, relaxation here while on vacation. 6-8 minute walk away awaits you to world famous Kailua Beach, The busy night life of Waikiki is...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua, Hawaii
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Kahela - Paradise for Rent
From $661/night

Kahela - Paradise for Rent

Located just steps from the best part of Kailua Beach. The beach is a short walk through Kailua Beach Park where the waves are the most gentle, the sand is wide, and there are plenty of trees for shade, so you and the kids can play and relax at the beach all day. This...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii
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Bright, breezy, upgraded house, near the ocean! Contact for rates/availability!
From $385/night

Bright, breezy, upgraded house, near the ocean! Contact for rates/availability!

This is a short-term vacation rental. Welcome to Hale Alapi'i, our home in fabulous Lanikai!This is a 3b/2b ~1,400 sq. ft. main house that sleeps 4 adults or 2 adults + 2 kids comfortably, on a slight uphill to enjoy beautiful Hawaiian scenery, tropical birds and island...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii
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Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!
From $296/night

Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!

At Old Hawaii Beach House and Guest Cottage in Lanikai, we extend to all our guests the old-fashioned Hawaiian Hospitality, and the famous Spirit of Aloha. Step back in time to the romance, the charm, that is truly 'Old Hawaii.' Tropical plants and flowers (seasonal) in...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua, Hawaii
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Classic Kailua Beach House – Oceanfront Bliss in Windward Oahu
From $2,186/night

Classic Kailua Beach House – Oceanfront Bliss in Windward Oahu

Island living at its finest, this casual Kailua beachfront home is located on the Windward side of Oahu, 30 minutes from Honolulu and approximately 1 mile from the center of Kailua Town. Enjoy spectacular sunrises over Kailua Bay, the scenic Ko'olau Mountain Range and...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii
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Kailua Palms Guest House with Pool and Views! Parking and wi-fi included
From $515/night

Kailua Palms Guest House with Pool and Views! Parking and wi-fi included

Come bask in the gentle trades of the windward side at the Kailua Palms Estate Guest House, a fabulous two bedroom, two bath vacation guest house located in sleepy Kailua Town near Kailua Beach. The two bedrooms are spacious and comfortable. You will like the relaxed...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua, Hawaii
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Huge House, Heated Pool, AC, Steps to Kailua Beach
From $1,394/night

Huge House, Heated Pool, AC, Steps to Kailua Beach

Inquire about short stays, we accommodate them where possible. Spacious, resort-style residence located within 100 yards of Kailua Beach. Featuring a private courtyard and pool, this indoor/outdoor floor plan is ideal for family gatherings. The extensive renovation...

🛏 8 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 20
📍 Kailua, Hawaii
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Tropical Masterpiece in the Heart of Lanikai
From $1,250/night

Tropical Masterpiece in the Heart of Lanikai

Guests to our Well-appointed, Multi-story Home Enjoy a Quiet Location in a Coveted Beach Community. Down Our Private Lane You’ll Find a Large Tropical Lot Hidden Only 400 Feet from World-renowned Lanikai Beach.Three Bedrooms (Master Bedroom King, Second Bedroom Queen...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii
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MINUTES TO KAILUA BEACH-FABULOUS POOL great indoor/ outdoor living
From $458/night

MINUTES TO KAILUA BEACH-FABULOUS POOL great indoor/ outdoor living

ABSOLUTELY FABULOUS very large two bedroom two bath house or more.... if you rent the loft which has another HUGE bedroom bath and kitchenette. .Sparkling pool in a private courtyard in the back yard VERY PRIVATE. Asian inspired furniture from a designers eye. ONCE YOU...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua, Hawaii
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Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Pet ok
From $259/night

Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Pet ok

For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This large 700 square foot rental unit called the 'Coconut Corner' is one of the nicest rentals you will find on the Windward side of...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii
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Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
From $677/night

Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale

Charming Cottage in beautiful Lanikai that has been totally renovated in 2021. Everything in the Cottage is new including the furnishings! Short walk to the beach. Enjoy the comforts of home with an efficient kitchen and own washer and dryer. Large lanai to extend the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii
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Palione Papalani - Tropical Estate with Lagoon Pool on Kailua Beach
From $3,089/night

Palione Papalani - Tropical Estate with Lagoon Pool on Kailua Beach

Welcome to Palione Papalani – “Heavenly Sands”Just steps from world-famous Kailua Beach, this newly renovated 6-bedroom tropical estate offers the privacy, comfort, and amenities of a high-end resort — all to yourself. ?? Why You’ll Love It:Exclusive Location:...

🛏 6 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 16
📍 Kailua, Hawaii
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Ocean View Guest Cottage - 1990/NUC-1797
From $686/night

Ocean View Guest Cottage - 1990/NUC-1797

Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply.A two-bedroom, one-bath, ocean view cottage located a few steps from Kailua Beach... Voted Number One beach in America! There are 2 shopping...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii
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Paradise Under the Plumeria Tree
From $265/night

Paradise Under the Plumeria Tree

Picture yourself in paradise. Our beautiful, clean, beach style rental is situated under a plumeria tree and is available for your relaxing stay in Kailua. We have taken great care in the design and high quality furnishings of our rental. We live on premises and are...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 kailua, Hawaii
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Fantastic Beach Front Villa
From $2,992/night

Fantastic Beach Front Villa

Following Oahu laws a 30 minimum lease required for any rental. Please inquire about it.Right on renowned Kailua beach, our beachfront villa equipped with a pool and jacuzzi is perfect for all your vacation needs. Wake up and go watch the sunrise or a morning jog. The...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii
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Absolutely Oceanfront - 60' Waterfall Lap Pool
From $702/night

Absolutely Oceanfront - 60' Waterfall Lap Pool

Kailua Absolutely Oceanfront Deluxe Legal Vacation RentalThe closest house to the Ocean in KailuaLocated in a quiet upscale neighborhood away from the crowdsHear the waves breaking just outsideGo tide pooling steps away60ft salt-sanitized waterfall lap poolDramatic...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii
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'Star of Hawaii' Beachside, Pool, Steps to Beach - Great for Families
From $743/night

'Star of Hawaii' Beachside, Pool, Steps to Beach - Great for Families

To comply with Honolulu vacation rental rules, we only rent once in a 30-day period. You may inquire about a shorter stay if our calendar is open for a full 30 days.Please request dates that you would like to book, and we will reply.Warmest Aloha ........You have found...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Kailua, Hawaii
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Luxury Beach Vacation House in Kailua Beach
From $2,557/night

Luxury Beach Vacation House in Kailua Beach

Additional guest fee of $98 per person per day applies to parties over 10 people. Additional service fee and tax will apply.A private home with eight bedrooms on Kailua Beach (Voted Number One Beach in America). (Adjacent 2-bedroom Guest Cottage also available to...

🛏 8 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Kailua, Hawaii
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Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
From $382/night

Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

Hawaii's Hidden Hideaway is an AWARD WINNING Bed and Breakfast. Recipient for two years in a row the MOST ROMANTIC HIDEAWAY AWARD, voted by it's guests. Featured in the TRAVEL magazine and other international publications. We have free parking, free WiFi and NO RESORT...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 3
📍 Kailua, Hawaii
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Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!
From $595/night

Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii
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BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
From $909/night

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

October 2024 updates: Newly constructed upstairs deck, Brand new window ac unit in master bedroom, new patio furniture, new sectional couch in living room. Our beach estate is located on over an acre of land, just one house back (a quick 30 second walk down a sandy...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii
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Open-Plan Lush Garden Home Near Kailua & Lanikai Beaches
From $372/night

Open-Plan Lush Garden Home Near Kailua & Lanikai Beaches

Min 30 days requiredLush tropical gardens make this private home into a quiet, comfortable retreat. Large enough for six adults, plus a couple of keiki (children), this home was designed by the late Vladimir Ossipoff, award-winning Hawaii architect. Mr. Ossipoff's...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii
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Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!
From $1,317/night

Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Let the tranquil atmosphere of Maluhia by...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Kailua, Hawaii
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Lanikai Paradise across the street from the beach with AC and Parking!
From $1,820/night

Lanikai Paradise across the street from the beach with AC and Parking!

Welcome to your tropical escape in the heart of Lanikai, across the street from one of the most breathtaking beaches in all of world. This licensed short-term rental offers comfort, style, and space. Additional bedrooms are available to sleep up to 16 guests!- 4...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii
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Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House Estate
From $937/night

Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House Estate

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Ranch Beach Estate is a hidden Hawaiian gem,...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii
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Luxury Lanikai Oceanfront Home – Secluded Beachside Elegance
From $2,009/night

Luxury Lanikai Oceanfront Home – Secluded Beachside Elegance

LUXURY Lanikai oceanfront home built in 2006, charming board and batten home, concrete floors throughout with the charm of old Hawaii. Beautiful gardens, outside dining and entertainment areas, large pool, big yard spaces, and awesome private outdoor showers that you...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii
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Kai Moena Estate - Kailua Luxury Beachfront Compound with Pool, Spa, AC, Sauna, Tennis Court & More!
From $7,151/night

Kai Moena Estate - Kailua Luxury Beachfront Compound with Pool, Spa, AC, Sauna, Tennis Court & More!

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Property is currently for sale. The property...

🛏 9 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 18
📍 Kailua, Hawaii
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Charming 3-bedroom house with a pool and AC in beautiful Kailua
From $490/night

Charming 3-bedroom house with a pool and AC in beautiful Kailua

This 3-bedroom house is perfect for your escape to Kailua. Nestled in a soothing neighborhood, this beautiful property offers 2 queen beds, 2 twin beds, and a queen-sized pull-out couch to ensure a peaceful night’s sleep for everyone. With amenities like AC, WiFi, a...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii
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