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Vacation rentals with a pool in Kailua

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Top-rated rentals with a pool in Kailua

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Guest favorite
Condo in Kahuku
SEArider TWO at Turtle Bay (1 bedroom / 1 bath)
Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, TWO has a luxurious but minimal feel with a mauka (mountain) inspired theme. Key features include locally made and dyed linens and waffle print towels. TWO sits directly below our other property, SEArider ONE (please search us on Air BnB for photos and reviews.)
Feb 9 – 16
$349 per night
4.91 out of 5 average rating, 141 reviews
Guest favorite
Condo in Waianae
Beachfront Getaway - Hawaiian Princess Condo
Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.
Jan 31 – Feb 7
$324 per night
4.97 out of 5 average rating, 211 reviews
Superhost
Apartment in Waianae
Makaha Makai-Oceanfront
Newly renovated beachfront apartment located on the Westside of Oahu. This hidden gem is truly a diamond in the rough. Tucked away on Lahilahi Beach (or Turtle Beach), Makaha Makai is the perfect place for the ultimate relaxation vacation. Get away from the "tourist" Hawai'i and come experience the "untouched" local side that visitors rarely get to experience. Listen to the waves crashing right outside your door as you watch the sun set into the ocean.
Sep 29 – Oct 6
$348 per night
4.89 out of 5 average rating, 205 reviews

Popular amenities for Kailua rentals with a pool

House rentals with a pool

Guest favorite
Home in Honolulu
Beautiful Two Bedrooms, Gated & Private Entrance
Jul 15 – 22
$435 per night
4.88 out of 5 average rating, 107 reviews
Superhost
Home in Kailua
Tropical Cottage w/Pool, Lanai & AC, Walk to Beach
Jun 27 – Jul 4
$715 per night
4.88 out of 5 average rating, 48 reviews
Superhost
Home in Kailua
Trendy+Spacious 2BR/2BA, Pool, Kailua Town/Beach
$400 per night
4.65 out of 5 average rating, 26 reviews
Superhost
Home in Honolulu
Koko Head Casa - Hip Modern House
Oct 13 – 20
$550 per night
4.8 out of 5 average rating, 5 reviews
Guest favorite
Home in Honolulu
Waikiki Gem, Stunning Ocean View, Parking Included
Aug 1 – 8
$340 per night
5.0 out of 5 average rating, 32 reviews
Superhost
Home in Kahuku
Spectacular golf course front steps from the beach
May 2 – 9
$368 per night
4.88 out of 5 average rating, 26 reviews
Guest favorite
Home in Kahuku
Private Hot Tub, 4 King Beds, On Golf Course, AC
Oct 3 – 10
$992 per night
5.0 out of 5 average rating, 22 reviews
Guest favorite
Home in Honolulu
Amazing Central Waikiki Wonder
Jan 9 – 16
$186 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Home in Waianae
Family Oasis Million Dollar View Beach 5 min + 4BR
Sep 22 – 29
$525 per night
5.0 out of 5 average rating, 42 reviews
Guest favorite
Home in Makaha Valley
Kalo Homes ~ Surfside Serenity
Nov 20 – 27
$401 per night
4.95 out of 5 average rating, 19 reviews
Guest favorite
Home in Makaha Valley
Slice of Paradise-3 Bedrms-Sleeps 10-Max 8 Adults
Oct 27 – Nov 3
$495 per night
4.92 out of 5 average rating, 60 reviews
Superhost
Home in Kahuku
Turtle Bay Hawaiian Paradise Free parking WiFi A/C
Nov 21 – 28
$361 per night
5.0 out of 5 average rating, 3 reviews

Condo rentals with a pool

Superhost
Condo in Kahuku
Serenity at Turtle Bay
Jun 21 – 28
$295 per night
4.78 out of 5 average rating, 148 reviews
Guest favorite
Condo in Kahuku
Modern & Contemporary North Shore Oahu Condo
Dec 9 – 16
$349 per night
4.98 out of 5 average rating, 195 reviews
Superhost
Condo in Kahuku
Beachy, Breezy Family Bungalow -Turtle Bay Getaway
Nov 16 – 23
$332 per night
4.87 out of 5 average rating, 137 reviews
Guest favorite
Condo in Kahuku
HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu
Feb 18 – 25
$471 per night
5.0 out of 5 average rating, 114 reviews
Guest favorite
Condo in Honolulu
Modern Condo_Free On-Site Parking_Car 4 Rent
Jan 15 – 22
$189 per night
4.95 out of 5 average rating, 121 reviews
Guest favorite
Condo in Kahuku
NEWLY RENOVATED (2021) Turtle Bay Haven!
Jan 30 – Feb 6
$279 per night
4.87 out of 5 average rating, 191 reviews
Guest favorite
Condo in Honolulu
Ocean ∘ City ∘ Mountain views in the ❤️ of Waikiki
Jan 19 – 26
$152 per night
4.91 out of 5 average rating, 274 reviews
Guest favorite
Condo in Kahuku
Honu Hideout at Turtle Bay
Jan 4 – 11
$482 per night
4.98 out of 5 average rating, 103 reviews
Guest favorite
Condo in Kahuku
Tropical and Romantic Retreat with Inspired Design
Aug 18 – 25
$379 per night
4.92 out of 5 average rating, 119 reviews
Guest favorite
Condo in Kahuku
♥ North Shore Paradise at Turtle Bay ♥
Apr 22 – 29
$441 per night
4.92 out of 5 average rating, 130 reviews
Guest favorite
Condo in Honolulu
Waikiki Beachfront, Amazing Views, Amazing Pools
Dec 28 – Jan 4
$706 per night
4.95 out of 5 average rating, 213 reviews
Superhost
Condo in Honolulu
The Best View Studio in Waikiki
Nov 27 – Dec 4
$143 per night
4.93 out of 5 average rating, 163 reviews

Home rentals with a private pool

Condo in Kahuku
Turtle Bay Fazio First Tee 13
May 15 – 22
$398 per night
4.64 out of 5 average rating, 22 reviews
Condo in Honolulu
Waikiki Banyan Condo One Block to Waikiki Beach!
Dec 12 – 19
$261 per night
4.4 out of 5 average rating, 5 reviews
Condo in Kahuku
Turtle Bay Hale Lilly
May 7 – 14
$475 per night
4.13 out of 5 average rating, 8 reviews
Condo in Kahuku
Turtle Bay Hula House Budget Ta-038-906-1120-01
Apr 28 – May 5
$313 per night
3.2 out of 5 average rating, 10 reviews
Condo in Honolulu
Waikiki Banyan Condo, Diamond Head & Beach View
Oct 18 – 25
$225 per night
3.85 out of 5 average rating, 13 reviews
Condo in Kahuku
Turtle Bay Takanoha
Apr 27 – May 4
$408 per night
3.8 out of 5 average rating, 10 reviews
Condo in Kahuku
Turtle Bay Sage
Nov 11 – 18
$590 per night
New place to stay

Quick stats about vacation rentals with a pool in Kailua

Total rentals

110 properties

Wifi availability

110 properties include access to wifi

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Family-friendly rentals

80 properties are a good fit for families

Total number of reviews

1.8K reviews

Nightly prices starting at

$90 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Hawaii
  4. Honolulu County
  5. Kailua
  6. Rentals with pools