Holiday rentals with a pool in Kihei
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kihei
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 Kihei rentals with a pool
House rentals with a pool
Home in Kula
4.91 out of 5 average rating, 303 reviewsKula Jewel - Pool, Hot Tub & Awesome Views!
8–15 Apr
Home in Lahaina
4.91 out of 5 average rating, 127 reviewsKaanapali Cottage ICC 29 Indoor/Outdoor Living
20–27 Sep
Home in Kula
5.0 out of 5 average rating, 50 reviewsHike on Scenic Trails at a Luxury Home on 7 Acres
18–25 Nov
Home in Kihei
4.95 out of 5 average rating, 20 reviewsSouth Kihei Condo - steps to ocean and pool!
28 Jul – 4 Aug
Home in Kihei
5.0 out of 5 average rating, 18 reviewsCentrally located and steps to the beach!
2–9 Oct
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
12–19 Apr
Home in Kihei
4.97 out of 5 average rating, 29 reviewsAloha AKU Bamboo Suite - Beachfront, 1 BR/Bath, LR
28 May – 4 Jun
Home in Kihei
5.0 out of 5 average rating, 12 reviews*PANO EPIC OCEAN VIEW*RENOVATED*Dual AC*Owner MGMT
17–24 Sep
Condo rentals with a pool
Condo in Lahaina
4.98 out of 5 average rating, 191 reviewsKaimana On top of the Ocean Hideaway MermaidPalace
20–27 May
Condo in Kihei
5.0 out of 5 average rating, 204 reviewsNewly remodeled unit near the best beach in Kihei.
30 Aug – 6 Sep
Condo in Kihei
4.86 out of 5 average rating, 432 reviewsAmazing views at Oceanfront Studio
21–28 Sep
Condo in Kihei
4.82 out of 5 average rating, 193 reviewsMaui Tropical Retreat - Maui Banyan
17–24 Mar
Condo in Kihei
4.99 out of 5 average rating, 131 reviewsLuxury condo • 180° Ocean Views • Steps to Beach
23–30 Nov
Condo in Kihei
4.94 out of 5 average rating, 155 reviewsNear CharlieYoung Beach w/pickleball, tennis, pool
13–20 Jun
Condo in Kihei
4.95 out of 5 average rating, 102 reviewsPenthouse Island Surf Shack -AC in BR & Living Room
4–11 Jun
Condo in Kihei
4.86 out of 5 average rating, 124 reviewsIsland Surf #206 Your South Maui Gem is here
8–15 Aug
Quick stats about holiday rentals with a pool in Kihei
Total rentals
2.4K properties
Rentals with dedicated workspaces
850 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
890 properties are a good fit for families
Total number of reviews
115K reviews
Nightly prices starting at
$101 NZD before taxes and fees
Destinations to explore
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