Vacation rentals with a pool in Kailua Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kailua Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Kailua Beach rentals with a pool
House rentals with a pool
Home in Honolulu
4.99 out of 5 average rating, 78 reviewsWaikiki Gem, Stunning Ocean View, Parking Included
Home in Kailua
4.83 out of 5 average rating, 63 reviewsLanikai Ohana Hale: Tropical Cottage w/Pool, Lanai
Home in Honolulu
5 out of 5 average rating, 3 reviewsLAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha
Home in Kahuku
5 out of 5 average rating, 7 reviewsBrand New 3BR/BA Turtle Bay | Pool & Golf Access
Home in Makaha Valley
4.9 out of 5 average rating, 90 reviewsSlice of Paradise-3BDR-Sleeps 10-Max 8 Adults
Home in Makaha Valley, HI
5 out of 5 average rating, 12 reviewsSupport LOCAL - NEW! Mākaha Valley Home
Home in Kahuku
4.95 out of 5 average rating, 42 reviewsPrivate Hot Tub, 4 King Beds, On Golf Course, AC
Home in Honolulu
4.86 out of 5 average rating, 51 reviewsHale Ohana, Hawaii Kai, Oahu, #90/TVU-0258
Condo rentals with a pool
Condo in Honolulu
4.89 out of 5 average rating, 122 reviewsOcean view high floor studio
Condo in Kahuku
4.9 out of 5 average rating, 115 reviewsNorth Shore Getaway - Newly renovated!
Condo in Honolulu
4.92 out of 5 average rating, 396 reviewsWaikiki Beach Condo with Free Parking
Condo in Waianae
4.8 out of 5 average rating, 101 reviews*Serendipity on the Moana! - Legal & Beachfront!*
Condo in Kapolei
4.93 out of 5 average rating, 120 reviewsKo Olina Beach Villa Frontal Oceanview 2 bd/2 ba
Condo in Kapolei
4.99 out of 5 average rating, 159 reviewsKo Olina Beach Villa Ocean View 3BR/3BA - B907
Condo in Honolulu
4.78 out of 5 average rating, 325 reviewsLarge Corner Unit at Bamboo with Full Kitchen
Condo in Honolulu
4.92 out of 5 average rating, 308 reviewsOcean ∘ City ∘ Mountain views in the ❤️ of Waikiki
Home rentals with a private pool
Condo in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
Condo in Honolulu
4.38 out of 5 average rating, 8 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
Condo in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
Condo in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
Destinations to explore
- Rentals with pools United States
- Rentals with pools Hawaii
- Rentals with pools Honolulu
- Rentals with pools Maui
- Rentals with pools O‘ahu
- Rentals with pools Kailua
- House rentals Kailua Beach
- Rentals with beach access Kailua Beach
- Family-friendly rentals Kailua Beach
- Rentals with a patio Kailua Beach
- Rentals with a washer and dryer Kailua Beach
- Beachfront rentals Kailua Beach
- Monthly Rentals Kailua Beach
- Rentals with outdoor seating Kailua Beach
- Rentals with pools Honolulu County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom