Kailua, HI · Curated MLS Search
An editorially curated view of every active homes with pool house listing in Kailua, HI. Updated in real time from the local MLS, presented without the noise.
Browse Active ListingsLive MLS data — citywide vs. Homes with Pool House
Data as of (MLS snapshot; listings below update live)
As of October 20, 2026, KEVIN PEDERSEN | RS-77808's review of MLS data shows 7 active listings for Kailua homes with pool house. That is about 6% of the 124 active listings in Kailua across every property type. At the time, 2 more were pending, and 7 sold in the past six months. Listings were most concentrated in Lanikai.
| Measure | Value |
|---|---|
| Active listings | 7 |
| All active listings in Kailua, every property type | 124 |
| Under contract | 2 |
| Sold, past six months | 7 |
There were 7 Kailua homes with pool house for sale as of October 20, 2026, based on KEVIN PEDERSEN | RS-77808's review of MLS data.
As of October 20, 2026, there were 7 Kailua homes with pool house for sale. In the same search, Honolulu had 25 homes with pool house for sale at a median list price of $650,000, Ewa Beach had 11 homes with pool house for sale and Hawaii Kai had 10 homes with pool house for sale.
7 Kailua homes with pool house sold in the six months before October 20, 2026.
As of October 20, 2026, 2 Kailua homes with pool house were under contract.
As of October 20, 2026, there were 7 Kailua homes with pool house for sale, out of 124 active listings in Kailua across every property type.
Listing data courtesy of HiCentral MLS, Ltd.
TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite,...
Escape to paradise in the heart of the Kailua Beach community. This charming single-level, 3-bedroom, 2-bath home features an airy, open layout with vaulted ceilings & sl...
$50,000 SELLER CREDIT! Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Wa...
Opportunity knocks! This Kailua home is just a short walk to the beach and offers one of the lowest prices seen in years. A rare fixer-upper opportunity in sought after K...
Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, private suite on the 2nd floor, and large bonus...
This exceptional Lanikai beachfront estate features over half an acre of land extending from the street directly to the sand and ocean. Unlike many of the neighboring pro...
SELLER OFFERING A $15,000 BUYER CREDIT! PUBLIC OPEN HOUSE SUNDAY 10-25 2PM-5PM Experience the best of island living at Windward Harbour in the heart of Kailua. Perfect...
Buyer had a change of heart! Rare opportunity to own a Kailua Beachside home in the highly desirable Kailuana neighborhood w/private beach access! IDEAL location away fro...
This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow t...
Live at the top of Keolu Summit in Hillcrest with 180 degree views of the Koolau mountains, Olomana peaks, Enchanted Lake, and Kailua Bay. A stunning viewscape captured ...
LANIKAI 5 STAR RESORT, with steps right into the sea. This charming jewel box sits right on the bright blue clear waters of Lanikai with a perfect view of the Mokulua Isl...
Welcome home to the Windward Passage! This one bedroom sixteenth floor condo has floor to ceiling windows spanning the mauka side of the property with stunning mountain ...
Open Sun 9/20, from 2-5pm. Beautifully renovated mid-century modern Kailua beach house with deeded beach access, high end finishes, and room for a pool! This is the sin...
Nestled along side the beautiful Ko'olau mountain range in one of Oahu's most sought-after locations is this tastefully renovated Maunawili Estates home. The property boa...
Set in one of Oahu’s most coveted beachside neighborhoods, this exceptional Lanikai property offers versatility and island charm—just steps from the soft sands and turquo...
Enjoy best of Kailua living, sunshine & breezes, in coveted Kalaheo Hillside. This multigenerational home offers a perfect harmony of connection and independence, designe...
This could be just what you've been looking for! Ideal for two family living or great rental potential. The main house is 1,765 sq. ft. with 4 bedrooms and 2 full baths....
The Mokulua Estate is a breathtaking oceanfront sanctuary set within the prestigious Lanikai neighborhood. This exceptional property offers unobstructed views of the Moku...
NEW IMPROVED LIST PRICE! Welcome to House Beautiful in the sought after Kaimalino neighborhood. Located in a great spot just a few doors down from the access point to Tu...
Enjoy the very best of Kailua living in this charming single-level home (built in 2012) in Coconut Grove, perfectly located near Kailua Beach, shops, and cafes. The main ...
Open House Sunday, Oct 5, 12–3 PM. Imagine waking up every morning to breathtaking Ko'olau Mountain views in your own Maunawili Estates retreat. This beautifully maintain...
Centrally located 4 bedroom, 2 bathroom home with a port cochere & 2 covered parking stalls on Kalaheo Hillside could be your next home or investment. Enjoy a spacious co...
Best value on Kailua Beach!!! This spacious 4 bedroom 3 bath kama'aina style home is ready for occupancy! Two primary suites - one which takes up the entire 2nd floor ...
BLUESTONE - 3 bedroom, 3 bath end unit. Exceptional NEW PRICING - Exceptional quality and enduring style is evident in each detail of this huge and totally renovated 3 ...
Sunday September 7 Open House Cancelled. Gorgeous 3/2 home, with garage, pool and beautiful landscaping on the quiet end of Mokapu Boulevard in Aikahi Park. The Aikahi Pa...
Kukilakila has a limited amount of 1 level, 2 bedroom units, and they are coveted! This one has a rare floor plan with 2 FULL bathrooms! The complex is known for it's 2 c...
Cute house close to the beach on street with right of way directly to the beach; on a flag lot so private and quiet; two bedroom one bath house and an additional attach...
Location, Location, Location! Welcome home to this 1940s beach house, offering a rare opportunity to own a 14,000+ sq ft lot situated directly across the street from the ...
OPEN HOUSE SUNDAY, June 22 from 2:00 PM - 5:00 PM! Discover your dream home in the heart of highly coveted Kailua! This stunning 2-bedroom, 2-bathroom residence, fully re...
Opportunity to live a block to Kalama Beach Park located in a highly desirable neighborhood of Kalama Tract. This newly renovated one story home with vaulted ceilings boa...
Welcome to your private backyard sanctuary designed for both serenity and celebration featuring a stunning saltwater pool with waterfall and cave and a spacious covered l...
STUNNING setting OHHH so close to Kailua Beach! This 7 bedroom, 5.5 bath home has all the options for multigenerational living, with both up stairs and downstairs of the...
Everyone loves Kailua! Totally remodeled and ready to move in! Fresh paint, new appliances, flooring, plumbing, electricity, new doors, new screen doors, new windows, n...
Discover modern island living at its finest in this newly renovated single-level home. Offering 2,420 sq.ft. of thoughtfully designed interior space, this Kailua gem effo...
Experience the best of Kailua living in this beautifully crafted two-story redwood framed home, offering privacy, comfort, and stunning views. With no home behind the pr...
ATTENTION INVESTORS!!! This 8 bedroom 6 bath home with over 3000 sq ft of living space is ready for you to come in, do very minor repairs and make money. With 46 owned...
This is the one you've been waiting for! Gracious kama'aina charm & flair make this home a classic! Gated entry into the lush tropical courtyard leads to an oversized fro...
Welcome to 17 Laiki, now publicly available for the first time. Completed in 2022, it is one of the newest beachfront homes on Kailua Beach. Expansive and private, the ho...
From the peaceful sound of waterfalls to an oasis of koi ponds and lagoons, colorful natural landscaping, and unbelievably striking mountain views, Windward Harbour is a ...
No expense was spared in this, Fully Remodeled Multi Generational Home with automatic lighting, auto closing skylights, integral blinds, gas stove & dryer, 13 ft deep poo...
This newly renovated 2BD/2BA condo is surrounded by the lush grounds of Poinciana Manor, located in the Kailua Gardens community. The unit’s extensive remodel includes al...
Sellers Say Sell with New Price Improvement!! Nestled in the picturesque beach town of Kailua, this exquisite property offers a perfect blend of luxury and natural beaut...
A GREAT HOUSE" Top of the 8th Tee Box at Mid Pac Country Clubs GOLF COURSE with a SWIMMING POOL & Guest Cottage ... it's the trifecta. On the back side of Mid Pac Count...
***Seller will credit Buyer $59,000 to offset estimated future assessment*** Piping repairs are now complete in this condo! This exquisite high-rise home offers an unpa...
Welcome home to the Hale Kai Surf & Racquet Club, this private beachside community is comprised of 14 single family homes. Residents of the community benefit from first ...
Aloha! Experience Kailua, where tropical living meets the charm of the Koolaupoko neighborhood. Unwind in your backyard oasis, swim in your pool or head to the renowned ...
This property is a TRUE FIXER with an unbeatable location! You’re just a 5-minute walk, roll, or ride away from the shores of world-renowned Kailua Beach, and beachy Kail...
Welcome home to this luxury estate in the desirable Kaimalino community, one of the most sought-after areas in Kailua! As you step onto the sprawling front lot, your imag...
Fabulous one of a kind three bedroom, two bath with two separate entries, two lanais- one covered off the main living area and a rooftop deck with built-in wet bar, two s...
Welcome to this hidden oasis in beautiful Kailua. This well maintained 3 bedroom, 2.5 bath SINGLE LEVEL home in the Kailua Estates neighborhood, just a short walk/bike r...
Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.