Vacation 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.
Vacation 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!
Apr 7 – 14
Home in Lahaina
4.91 out of 5 average rating, 127 reviewsKaanapali Cottage ICC 29 Indoor/Outdoor Living
Sep 20 – 27
Home in Kihei
4.95 out of 5 average rating, 20 reviewsSouth Kihei Condo - steps to ocean and pool!
Jul 28 – Aug 4
Home in Kula
5.0 out of 5 average rating, 50 reviewsHike on Scenic Trails at a Luxury Home on 7 Acres
Apr 21 – 28
Home in Kihei
5.0 out of 5 average rating, 18 reviewsCentrally located and steps to the beach!
Feb 17 – 24
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
Dec 4 – 11
Home in Kihei
5.0 out of 5 average rating, 13 reviews*PANO EPIC OCEAN VIEW*RENOVATED*Dual AC*Owner MGMT
Aug 31 – Sep 7
Home in Kihei
4.9 out of 5 average rating, 63 reviewsMaui Sunset Resort A102 - Aloha Mai, Remodel, Grou
Oct 25 – Nov 1
Condo rentals with a pool
Condo in Kihei
4.87 out of 5 average rating, 172 reviewsStunning 1 Bedroom Suite with Ocean Views
Oct 29 – Nov 5
Condo in Kihei
4.86 out of 5 average rating, 311 reviews1 minute to Beach & Downtown! Remodeled XL Apt!
Oct 23 – 30
Condo in Kihei
4.94 out of 5 average rating, 156 reviewsNear CharlieYoung Beach w/pickleball, tennis, pool
Jun 13 – 20
Condo in Kihei
4.96 out of 5 average rating, 161 reviewsOceanfront Stunning Views I Menehune Shores 412
Mar 19 – 26
Condo in Kihei
4.86 out of 5 average rating, 124 reviewsIsland Surf #206 Your South Maui Gem is here
Mar 10 – 17
Condo in Kihei
5.0 out of 5 average rating, 204 reviewsNewly remodeled unit near the best beach in Kihei.
Mar 4 – 11
Condo in Kihei
4.99 out of 5 average rating, 131 reviewsMaui Dream Place at Maui Kamaole G-209, Ocean View
Oct 20 – 27
Condo in Kihei
4.96 out of 5 average rating, 165 reviewsRomantic and Modern Condo by the Beach!
Sep 8 – 15
Quick stats about vacation 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
$60 before taxes and fees
Destinations to explore
- Kailua-Kona Vacation rentals
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