Holiday rentals with a pool in Kailua
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kailua
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua rentals with a pool
House rentals with a pool
Home in Honolulu
4.88 out of 5 average rating, 111 reviewsBeautiful Two Bedrooms, Gated & Private Entrance
3–10 Mar
Home in Kailua
4.88 out of 5 average rating, 51 reviewsTropical Cottage w/Pool, Lanai & AC, Walk to Beach
3–10 Sep
Home in Honolulu
4.98 out of 5 average rating, 46 reviewsWaikiki Gem, Stunning Ocean View, Parking Included
22–29 Mar
Home in Kapolei
5.0 out of 5 average rating, 22 reviewsFam Boho Style Resort Home, Walk to Beach & Shops!
22–29 Aug
Home in Honolulu
4.8 out of 5 average rating, 5 reviewsKoko Head Casa - Hip Modern House
13–20 Oct
Home in Kahuku
4.91 out of 5 average rating, 32 reviewsSpectacular golf course front steps from the beach
15–22 Apr
Home in Honolulu
4.97 out of 5 average rating, 31 reviewsAmazing Central Waikiki Wonder
22–29 Mar
Home in Makaha Valley
4.96 out of 5 average rating, 27 reviewsKalo Homes ~ Surfside Serenity
28 Jan – 4 Feb
Apartment rentals with a pool
Apartment in Honolulu
4.78 out of 5 average rating, 295 reviewsLarge Corner Unit at Bamboo with Full Kitchen
13–20 Jan
Apartment in Honolulu
4.95 out of 5 average rating, 224 reviewsWaikiki Beachfront, Amazing Views, Amazing Pools
28 Feb – 7 Mar
Apartment in Honolulu
4.93 out of 5 average rating, 109 reviewsAlamoana Hotel 29FL Studio City&Partial Ocean View
8–15 Jan
Apartment in Honolulu
4.81 out of 5 average rating, 182 reviews31st floor Waikiki condo for 2 - walk to the beach
2–9 Jan
Apartment in Kahuku
4.86 out of 5 average rating, 255 reviewsTurtle bay retreat
10–17 Apr
Apartment in Kahuku
4.92 out of 5 average rating, 125 reviewsTropical and Romantic Retreat with Inspired Design
8–15 Aug
Apartment in Kahuku
4.94 out of 5 average rating, 147 reviewsNorth Shore Oahu | Turtle Bay - Hale Kahakai
6–13 Jul
Apartment in Kahuku
4.91 out of 5 average rating, 407 reviewsRusticLuxe — Go Fully Custom at Turtle Bay
12–19 Aug
Home rentals with a private pool
Apartment in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
18–25 Feb
Apartment in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
23–30 Jul
Apartment in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
2–9 Feb
Apartment in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
25 Feb – 4 Mar
Apartment in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
1–8 Jan
Apartment in Kahuku
Turtle Bay Sage
27 Jan – 3 Feb
Quick stats about holiday rentals with a pool in Kailua
Total rentals
100 properties
Wifi availability
100 properties include access to wifi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
€ 75 before taxes and fees
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