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.

Kailua vacation rentals offer a laid-back, beachy escape on Oahu's windward coast, known for powdery white sands, turquoise waters, and a local town vibe that's both relaxed and refined. Just 30 minutes from Honolulu, Kailua feels like a hidden paradise, ideal for travelers seeking peace, beauty, and authentic island living.

Choose from charming beach cottages, modern island homes, and spacious family retreats - all within walking distance to world-famous Kailua Beach and Lanikai. Many rentals include private yards, lanais, outdoor showers, and beach gear, making it easy to live like a local from the moment you arrive.

Spend your days kayaking to the Mokulua Islands, hiking the Lanikai pillbox trail for panoramic views, or browsing Kailua's boutiques and farmers markets. With its calm waters, friendly community, and scenic charm, Kailua is perfect for couples, families, and extended stays alike.

Whether you're here to relax, explore, or work remotely, Kailua vacation rentals offer the comfort of home with the beauty of Hawaii just outside your door.

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Enchanting Beach Bungalow with Private Garden

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). 5-miles of its famous soft white-sand and turquoise water - - often rated in the top 10 most beautiful beaches in the world.
Registration Number: GE-077-835-2640-01, TA-077-835-2640-01, 430110790000

1 bedroom
1 bathroom
Sleeps 2

from $315

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

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.
Registration Number: TA-141-705-0624-01, GE-141-705-0624-01, 44011082

2 bedroom
1 bathroom
Sleeps 5

from $381

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Beachfront spectacular Kailua beach

Aloha from Kailua; we must do a 30-day minimum on our rental home until otherwise noted. Please don’t let this affect where you wish to vacation. Although I have to rent in a 30-day minimum this is not normally 1st through the 30th. Calendar not always reflecting this so please contact on availability.
Registration Number: TA-212-404-8896-01, GE-212-404-8896-01, 143012022000

4 bedroom
2 bathroom
Sleeps 8

from $2,037

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

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 ocean playground at your doorstep when you need a break.
Registration Number: GE-139-440-7424-01, TA-139-440-7424-01

2 bedroom
1 bathroom
Sleeps 4

from $482

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

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.
Registration Number: 440390160000, GE-097-705-3696-01, TA-097-705-3696-01

3 bedroom
4 bathroom
Sleeps 6

from $666

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licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage

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.
Registration Number: TA-096-237-9776-01, GE-096-237-9776-01, 430120130000

2 bedroom
1 bathroom
Sleeps 4

from $672

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

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

"

Come enjoy island life while staying in our newly built, 600 sq. ft. upstairs suite. Beautifully furnished with a modern meets the beach flare that will have you feeling relaxed and pampered. Fully air conditioned.

View the Ko'olau mountains from the bedroom and the main living area.
Registration Number: 420200410000, TA-071-652-3520-01, GE-071-652-3520-01

1 bedroom
1 bathroom
Sleeps 2

from $212

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

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 great
restaurants and shopping just a mile away, like living at a mini-resort!

Registration Number: GE-189-305-8560-01, 1430170750000, TA-189-305-8560-01

4 bedroom
4 bathroom
Sleeps 8

from $1,180

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

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

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 drive to the heart of Kailua town. This is a Legal, licensed vacation rentalNUC#90/BB0034.
Registration Number: TA-027-765-7600-01, GE-027-765-7600-01

4 bedroom
3 bathroom
Sleeps 8

from $1,853

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

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.
Registration Number: 143072028000, GE-058-690-1504-01, TA-058-690-1504-01

1 bedroom
1 bathroom
Sleeps 2

from $341

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

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.
Registration Number: TA-143-873-0240-01, GE-143-873-0240-01

1 bedroom
1 bathroom
Sleeps 2

from $167

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Romantic Oceanview Guesthouse. Steps from the Beach!

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 flooring throughout.
Registration Number: GE-192-192-7168-01, TA-192-192-7168-01, 430190620000

1 bedroom
1 bathroom
Sleeps 2

from $277

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Peaceful Hawaii Paradise three minutes from Beautiful Beach

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 restaurants all nearby.
Registration Number: 420470480000, TA-007-640-8832-01, GE-007-640-8832-01

1 bedroom
1 bathroom
Sleeps 2

from $334

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3 Storey Oceanfront Home with Spectacular Views and Access to Secluded Beach!

3 Storey Oceanfront Home with Spectacular Views and Access to Secluded Beach!

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 each morning to a glorious sunrise to start your day.
Registration Number: GE-180-925-6448-01, TA-180-925-6448-01

6 bedroom
8 bathroom
Sleeps 12

from $2,460

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$Kailua Beach \"The Pink House\" 100 Yards from Ocean$

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 read your reviews)!
Registration Number: TA-065-234-5344-01, GE-065-234-5344-01

4 bedroom
2 bathroom
Sleeps 6

from $761

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

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. ' Swim, boogie board, surf, kayak, sail, or windsurf in the warm ocean waters.

Visit beautiful Kailua at an affordable price.
Registration Number: TA-014-134-8864-01, 430260540000, GE-014-134-8864-01

1 bedroom
1 bathroom
Sleeps 2

from $296

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

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 Rates
Hawaii Tax ID # available upon request

Hale Pulelehua “The Butterfly House” has an open spacious Kailua feeling inside and out.
Registration Number: TA-049-642-4960-01, GE-049-642-4960-01

4 bedroom
1 bathroom
Sleeps 8

from $397

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

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 that is surrounded by a garden full of lush banana trees, pomelo, papaya, starfruit, lemon tree & tropical foliage.
Registration Number: 430040010000, GE-123-128-4224-01, TA-123-128-4224-01

1 bedroom
1 bathroom
Sleeps 2

from $112

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Zen Home with AC, Pool, Near Kailua Beach

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 navy blue mosaic swimming pool in the backyard.
Registration Number: 430180300000, GE-096-373-7600-01, TA-096-373-7600-01

4 bedroom
4 bathroom
Sleeps 12

from $1,081

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Steps to the Beach Guesthouse

A private setting in a detached home on a wonderful street! The longer the reservation the better, please contact for details.

To answer the most common question, yes, we are 'steps' away: 80 medium sized steps for me! The beach is down a sandy path and is a one of the world's best.
Registration Number: 113012040000, GE-131-660-8000-01, TA-131-660-8000-01

1 bedroom
1 bathroom
Sleeps 2

from $258

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

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

As many travelers have overlooked our instructions below requesting that you DO Not book any dates prior to communicating with us, we wanted to makes sure everyone is aware of the instructions stated below in the description of our property. 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 of travel, etc.
Registration Number: TA-052-598-3744-01, GE-052-598-3744-01, 430030030000

3 bedroom
2 bathroom
Sleeps 8

from $750

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Private Single-Family Home on large tropical landscaped lot

Private Single-Family Home on large tropical landscaped lot

Our Kailana home is newly renovated and decorated with beautiful, comfortable, tropical taste. It is located in a wonderful beachside neighborhood in Kailua, Oahu. It takes a few minutes walk to get to the beach. This property is large, quiet and private.
Registration Number: 430260120000, GE-012-164-3008-01, TA-012-164-3008-01

2 bedroom
1 bathroom
Sleeps 4

from $423

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

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 leisurely stroll to the award-winning Kailua Beach, there is something for everyone here.
Registration Number: TA-065-136-8448-01, 430240120000, GE-065-136-8448-01

1 bedroom
1 bathroom
Sleeps 4

from $169

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

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

This stunning property is accepting one stay once per month with a up to 50% discount off the advertised rate. Please see below for details.
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.

Registration Number: 44005080, GE-124-185-8048-01, TA-124-185-8048-01

3 bedroom
3 bathroom
Sleeps 6

from $1,037

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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 a short 25 minute drive.
Registration Number: TA-086-379-5200-01, GE-086-379-5200-01

2 bedroom
1 bathroom
Sleeps 5

from $185

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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.
Registration Number: TA-079-018-3936-01, GE-079-018-3936-01

4 bedroom
4 bathroom
Sleeps 8

from $661

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

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 breezes.
Registration Number: 430030350000, TA-150-218-4960-01, GE-150-218-4960-01

4 bedroom
3 bathroom
Sleeps 6

from $385

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

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. '

Tropical plants and flowers (seasonal) in the 12,000 square foot lot. Ceiling fans add to the aura of Old Hawaii.
Registration Number: TA-179-651-4304-01, GE-179-651-4304-01, 430040100000

3 bedroom
1 bathroom
Sleeps 6

from $296

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Classic Kailua Beach House – Oceanfront Bliss in Windward Oahu

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 outlying islands right from the front lanai.
Registration Number: TA-179-906-2528-01, GE-179-906-2528-01, 1430150100005

4 bedroom
4 bathroom
Sleeps 10

from $2,186

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

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.
Registration Number: GE-007-808-6144-01, 440230180000, TA-007-808-6144-01

2 bedroom
2 bathroom
Sleeps 4

from $515

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

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 features an expansive master suite, a workout area, renovated bathrooms, an open bistro-style chef's kitchen, and a distinct laundry room in addition to a solar-heated pool.
Registration Number: 430180600000, GE-017-575-5264-01, TA-017-575-5264-01

8 bedroom
5 bathroom
Sleeps 20

from $1,394

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Tropical Masterpiece in the Heart of Lanikai

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 and Third With Full-size Daybed) and Two Full Baths On the Ground Floor Open Directly to a Covered Lanai Alongside the Natural Pool and Spa.
Registration Number: TA-185-301-6064-01, GE-185-301-6064-01, 430080750000

3 bedroom
2 bathroom
Sleeps 8

from $1,250

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

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

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 VISIT, YOU WILL NEVER WANT TO LEAVE!

Registration Number: TA-047-591-0144-01, GE-047-591-0144-01, 420410950000

2 bedroom
2 bathroom
Sleeps 4

from $458

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

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 Oahu — a king size bed, full split A/C in every room and Smart TV's in both the bedroom and the living room, a fully upgraded kitchen with solid surface countertops, custom cabinetry, stainless steel fridge, range/oven, mircohood & dishwasher plus a covered patio with a table and chairs with ceiling fans throughout the rental, free parking right out front along with free laundry and WiFi.
Registration Number: GE-048-719-5648-01, TA-048-719-5648-01

1 bedroom
1 bathroom
Sleeps 4

from $259

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

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 living space and room to BBQ and dine.
Registration Number: 430040610000, GE-006-174-7200-01, TA-006-174-7200-01

1 bedroom
1 bathroom
Sleeps 4

from $677

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Fantastic Estate Getaway ~ Pool & Hot Tub ~ MAY CANCELLATION.-BOOK NOW!

Fantastic Estate Getaway ~ Pool & Hot Tub ~ MAY CANCELLATION.-BOOK NOW!

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.
Good to Know:
Parking for 3 vehicles
No pets, no events, no parties
Professionally managed & fully licensed (Permit #1990/NUC-1787)

Escape to your private Hawaiian paradise — where luxury, comfort, and beachside bliss await.

Registration Number: 1990/NUC-1787, 430170580000, TA-206-682-7264-01, GE-206-682-7264-01

6 bedroom
6 bathroom
Sleeps 16

from $3,089

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$Ocean View Guest Cottage - 1990\/NUC-1797$

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.
Voted Number One beach in America!
There are 2 shopping centers within 10 minutes from the cottage, There is also "Ala Moana Shopping Center," which is the largest shopping center in Hawaii and ranked 7th largest shopping center in the US, and is within 30-45 minutes.

Registration Number: 430180570000, GE-149-231-0528-01, TA-149-231-0528-01

2 bedroom
1 bathroom
Sleeps 4

from $686

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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 committed to providing a comfortable stay.
Registration Number: TA-030-384-5376-01, GE-030-383-5376-02

2 bedroom
1 bathroom
Sleeps 5

from $265

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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.
Registration Number: TA-112-883-7120-01, GE-112-883-7120-01, 430170600000

5 bedroom
5 bathroom
Sleeps 10

from $2,992

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Absolutely Oceanfront - 60' Waterfall Lap Pool

Absolutely Oceanfront - 60' Waterfall Lap Pool

Kailua Absolutely Oceanfront Deluxe Legal Vacation Rental
The closest house to the Ocean in Kailua
Located in a quiet upscale neighborhood away from the crowds
Hear the waves breaking just outside
Go tide pooling steps away
60ft salt-sanitized waterfall lap pool
Dramatic Sunrises
16-foot vaulted ceilings
Wall-mounted Fujitsu air conditioning
Attached covered outside Oceanview deck
No Bedbugs here/Bed Bug Protective Mattress and pillow covers

- This unit looks directly at the ocean
- Closest Kailua house to the ocean
- A legal Direct Oceanfront Kailua Vacation Rental
- Go tide pooling steps away from your door
- Private exterior stairway entrance
- Located in a quiet upscale Kailua neighborhood
- Enjoy the 60-foot, salt lap pool with waterfalls (no red eyes or green hair)
- 1 bathroom with kitchenette/dining/living area
- 16-foot vaulted ceilings, granite detailing in the kitchen and bathrooms
- Wall-mounted Fujitsu air conditioning
- wall-mounted smart flat-screen TV
- Wireless Internet
- No bed bugs here -Queen bed with encasements
impermeable to mites,
bed bugs, mold, and bacteria.
Registration Number: GE-077-897-3184-01, TA-077-897-3184-01, 1330220850000

1 bedroom
1 bathroom
Sleeps 2

from $702

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

'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.
You have found the 'Star of Hawaii' Hale on a private beachside lane.
Registration Number: 430150080000, GE-061-116-6208-01, TA-061-116-6208-01

4 bedroom
3 bathroom
Sleeps 12

from $743

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$KAILUA BEACH VILLA - 1990\/NUC-1798$

KAILUA BEACH VILLA - 1990/NUC-1798

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 rent)
*There are 2 shopping centers within 10 minutes, and the "Ala Moana Shopping Center," the largest shopping center in Hawaii and ranked 7th largest shopping center in the United States, is within 30-45 minutes.

Registration Number: GE-149-231-0528-01, 430180590000, TA-149-231-0528-01

8 bedroom
4 bathroom
Sleeps 14

from $2,557

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

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 FEES.

Registration Number: TA-213-164-6464-01, GE-213-164-6464-01, 430040470000

4 bedroom
2 bathroom
Sleeps 3

from $382

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

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 enjoying your favorite cocktail after a dip in the pool.
Registration Number: TA-019-850-2400-01, GE-019-850-2400-01

3 bedroom
3 bathroom
Sleeps 6

from $595

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

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 beach path) to one of the best white sand beaches in Hawaii.
Registration Number: GE-076-336-5376-01, TA-076-336-5367-01

3 bedroom
2 bathroom
Sleeps 6

from $909

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Open-Plan Lush Garden Home Near Kailua & Lanikai Beaches

Open-Plan Lush Garden Home Near Kailua & Lanikai Beaches

Min 30 days required
Lush 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.
Registration Number: GE-119-399-0144-01, TA-119-399-0144-01

3 bedroom
2 bathroom
Sleeps 8

from $372

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

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 Gather whisk you into vacation mode.
Registration Number: TA-129-612-3904-01, GE-129-612-3904-01, 430830170000

4 bedroom
4 bathroom
Sleeps 9

from $1,317

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$Kailua Beachside, 2 Houses off beach, 2bed\/2bath, Sleeps 8, Ocean & Mtn Views$

Kailua Beachside, 2 Houses off beach, 2bed/2bath, Sleeps 8, Ocean & Mtn Views

The Master Suite in this house will take your breath away and is on a third story all to its own with peak a boo Ocean views and amazing Mountain Views. The suite has AC but you won't need it as you will be lulled to sleep by the quiet lapping of the waves on the beach and cool ocean air.
Registration Number: GE-032-998-4000-01, 1430200410000, TA-032-998-4000-01

2 bedroom
1 bathroom
Sleeps 9

from $363

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

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!

Registration Number: TA-015-067-6992-01, 1990/NUC-1752, GE-015-067-6992-01, 430080300000

4 bedroom
3 bathroom
Sleeps 10

from $1,820

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

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, just steps away from Kailua’s powder white sand beaches.
Registration Number: 430130190000, TA-129-806-1824-01, GE-129-806-1824-01

4 bedroom
3 bathroom
Sleeps 8

from $937

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