An aerial view of a coastal town with clear turquoise waters, two prominent islands, and lush green hills.

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Our top choices for Kailua condo rentals

1. Condo w/ Lanai at Beginning of Road to Hana!

Condo w/ Lanai at Beginning of Road to Hana!
Paia
9.2 out of 10, Wonderful, (45 reviews)
"This was the perfect stay to start the Road to Hana and the town of Paia is so lovely and had a lot of food options. The beaches around this area were some of our favorite. If you can, make a reservation at Mamas Fishhouse or try and walk in around lunch time-it’s worth every penny! "
United States
Kiana C.
The price is CA $178
CA $597 total
includes taxes & fees
Oct 5 - Oct 6
Condo w/ Lanai at Beginning of Road to Hana!

2. Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
8.8 out of 10, Excellent, (17 reviews)
"The Condo was perfect for our stay! Two bedrooms and two bathrooms! Plenty of space and very clean and nicely furnished. The kitchen had everything we needed and more. The location was located in a great area. Our host was wonderful with tips and recommendations! We would definitely stay here again!"
United States
Sherri W.
The price is CA $317
CA $779 total
includes taxes & fees
Sep 27 - Sep 28
Paia 2 Bedroom 2 Bathroom

3. OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14

OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14
North Kihei
9.8 out of 10, Exceptional, (107 reviews)
"Great location. Staff was outstanding. The condo was as advertised and we were very impressed with how spotless everything was."
United States
Gary R.
The price is CA $267
CA $849 total
includes taxes & fees
Sep 27 - Sep 28
OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14

4. Ground-Floor Oceanfront Condo at Kauhale Makai 102 | Steps to Beach & Resort Ame

Ground-Floor Oceanfront Condo at Kauhale Makai 102 | Steps to Beach & Resort Ame
Central Kihei
8.6 out of 10, Excellent, (23 reviews)
"We were happy with our stay and very much enjoyed Maui."
United States
Veronica E.
The price is CA $146
CA $895 total
includes taxes & fees
Sep 27 - Sep 28
Ground-Floor Oceanfront Condo at Kauhale Makai 102 | Steps to Beach & Resort Ame

5. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is CA $146
CA $534 total
includes taxes & fees
Sep 27 - Sep 28
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

6. BEACHFRONT PROPERTY at Kihei Sands - A13

BEACHFRONT PROPERTY at Kihei Sands - A13
North Kihei
9.8 out of 10, Exceptional, (72 reviews)
"Nice property, beautiful beach with views of the sunset."
United States
Adrienne P.
The price is CA $211
CA $728 total
includes taxes & fees
Sep 27 - Sep 28
BEACHFRONT PROPERTY at Kihei Sands - A13

7. OCEANFRONT - Exclusive Seasonal Rates!!! - Kihei Sands Beachfront Condo-A11

OCEANFRONT - Exclusive Seasonal Rates!!! - Kihei Sands Beachfront Condo-A11
North Kihei
9.8 out of 10, Exceptional, (90 reviews)
"Communication with property management is great through out the booking process. Easy check in/out and it's well maintained. The central location allowed us to drive to various locations easily."
United States
BO W.
The price is CA $211
CA $728 total
includes taxes & fees
Sep 27 - Sep 28
OCEANFRONT - Exclusive Seasonal Rates!!! - Kihei Sands Beachfront Condo-A11

8. Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
10.0 out of 10, Exceptional, (47 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is CA $127
CA $595 total
includes taxes & fees
Sep 29 - Sep 30
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

9. SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.

SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.
North Kihei
9.4 out of 10, Exceptional, (78 reviews)
"Excellent ground floor condo with easy access to the pool and beach. Clean, cozy, and comfortable with everything we needed including a washer and dryer, lots of beach chairs and beach towels and really nice staff. The grounds at the resort are beautiful and we loved the hot dry sauna and the jacuzzi! We will definitely stay here again!"
United States
Jodelle F.
The price is CA $203
CA $622 total
includes taxes & fees
Sep 27 - Sep 28
SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.

10. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (308 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
The price is CA $146
CA $534 total
includes taxes & fees
Sep 27 - Sep 28
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

11. Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.0 out of 10, Wonderful, (12 reviews)
"Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of"
United States
Danniella
The price is CA $156
CA $566 total
includes taxes & fees
Sep 30 - Oct 1
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

12. OCEANFRONT- Summer Season is on SALE! -Kihei Sands Beachfront Condos-A9

OCEANFRONT- Summer Season is on SALE! -Kihei Sands Beachfront Condos-A9
North Kihei
9.8 out of 10, Exceptional, (80 reviews)
"Very nice, clean, and awesome view. Connie and Patrick were very accommodating and friendly. Would definitely come back again!"
United States
Matt C.
The price is CA $281
CA $865 total
includes taxes & fees
Sep 27 - Sep 28
OCEANFRONT- Summer Season is on SALE! -Kihei Sands Beachfront Condos-A9

13. OCEANFRONT CONDO - HOT Summer Savings! - Kihei Sands Beachfront Condos-A8

OCEANFRONT CONDO - HOT Summer Savings! - Kihei Sands Beachfront Condos-A8
North Kihei
9.6 out of 10, Exceptional, (85 reviews)
"Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We spent nights in unit A8. Lovely, clean and location was wonderful."
United States
Nancy S.
The price is CA $281
CA $818 total
includes taxes & fees
Sep 27 - Sep 28
OCEANFRONT CONDO - HOT Summer Savings! - Kihei Sands Beachfront Condos-A8

14. Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.6 out of 10, Exceptional, (61 reviews)
"It was a beautiful place and very cozy"
United States
Stephanie T.
The price is CA $209
CA $658 total
includes taxes & fees
Oct 1 - Oct 2
Top Floor Beachfront Condo with Ocean view

15. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (317 reviews)
"Kevin was a great host! Communication was prompt and he gave wonderful suggestions on places to eat, things to do.The condo was beautiful, very cozy and clean.We would definitely stay here again"
United States
Janet M.
The price is CA $150
CA $570 total
includes taxes & fees
Sep 28 - Sep 29
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

16. OCEANFRONT RESORT- Summer Deals Await - Kihei Sands Beachfront Condos- B6

OCEANFRONT RESORT- Summer Deals Await - Kihei Sands Beachfront Condos- B6
North Kihei
9.6 out of 10, Exceptional, (79 reviews)
"We loved the close proximity to the sandy beach. The beach in front of the condo was far less crowded than the public beach in town. Very relaxing. Easy to find parking. The condo was nicely decorated, clean and had everything we needed for our stay. Beach chairs and umbrella were also included. "
United States
April W.
The price is CA $281
CA $867 total
includes taxes & fees
Sep 27 - Sep 28
OCEANFRONT RESORT- Summer Deals Await - Kihei Sands Beachfront Condos- B6

17. Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!

Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!
Hana Town Center
9.6 out of 10, Exceptional, (80 reviews)
"Hana Kai is very convenient place to stay. Lanai is big and great place to hang out."
United States
Ann E.
The price is CA $413
CA $600 total
includes taxes & fees
Oct 5 - Oct 6
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!

18. New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (19 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is CA $165
CA $590 total
includes taxes & fees
Sep 29 - Sep 30
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

19. Direct Beachfront Living in South Maui

Direct Beachfront Living in South Maui
North Kihei
9.6 out of 10, Exceptional, (5 reviews)
"Beach wiew"
United States
KARYNA
The price is CA $409
CA $511 total
includes taxes & fees
Oct 16 - Oct 17
Direct Beachfront Living in South Maui

20. FALL IN MAUI!!! Perfect Island Getaway

FALL IN MAUI!!! Perfect Island Getaway
South Kihei
9.6 out of 10, Exceptional, (26 reviews)
"Absolutely fantastic stay. This place has everything you could want and need. Very spacious for 2-3 people and has all the amenities."
United States
Calvin F.
The price is CA $282
CA $703 total
includes taxes & fees
Sep 28 - Sep 29
FALL IN MAUI!!! Perfect Island Getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Kailua Condo Rentals information

Number of reviews
1,728
Accommodation
1848 Condo Rentals
Lowest Price
CA $511
Highest Price
CA $895

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