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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 1562 Condo Rentals in Kailua with updated reviews, rates, and availability.

Spectacular Ocean Maui Sunset View
Outdoor pool

Spectacular Ocean Maui Sunset View

9.8 out of 10, Exceptional, (116)
"Had visited 13yrs ago, we stayed first near Lahaina, then to Kihei. The unit was just right, very comfy for our family. Loved the patio & table, pool was close & great, location was nice. Thank you for all the details you had in place, we hope to visit again soon."
Spectacular Ocean Maui Sunset View
Oceanfront Sugar Beach Resort Penthouse 34. Amazing Ocean Views! Remodeled!
Pool

Oceanfront Sugar Beach Resort Penthouse 34. Amazing Ocean Views! Remodeled!

9.8 out of 10, Exceptional, (187)
"Nice area to relax!"
Oceanfront Sugar Beach Resort Penthouse 34. Amazing Ocean Views! Remodeled!
Stunning Views from only double lanai Penthouse unit.
Beach nearby, sun loungers, beach towels

Stunning Views from only double lanai Penthouse unit.

10.0 out of 10, Exceptional, (237)
"We had a great time! Thanks for having us! 🌅"
Stunning Views from only double lanai Penthouse unit.
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit
Outdoor dining

Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit

10.0 out of 10, Exceptional, (19)
"Thanks for hosting, really enjoyed the stay and the beach "
The price is SAR 634
SAR 1,789 total
includes taxes & fees
22 May - 23 May
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit
The Maui Moon Oceanfront Condo- Perfect for couples!
On the beach, sun loungers, beach towels

The Maui Moon Oceanfront Condo- Perfect for couples!

10.0 out of 10, Exceptional, (106)
"Sent 5 nights & had a great time. Centrally located & loved the local feel."
The Maui Moon Oceanfront Condo- Perfect for couples!
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
On the beach

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

9.2 out of 10, Wonderful, (35)
"Loved how close it was to the beach!"
The price is SAR 458
SAR 1,329 total
includes taxes & fees
10 May - 11 May
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Sugar Beach Oceanfront Condo with Spectacular Views and Steps to the Beach
Outdoor dining

Sugar Beach Oceanfront Condo with Spectacular Views and Steps to the Beach

9.8 out of 10, Exceptional, (44)
"Very nice property and our unit was very nice…lot of care taken to make it warm and welcoming. As annual guests in Maui for the past 30 plus years it’s our Happy Place and Sugar Beach was a great experience..we will be back…Mahalo. "
Sugar Beach Oceanfront Condo with Spectacular Views and Steps to the Beach
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top flood
On the beach, sun loungers, beach towels

Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top flood

10.0 out of 10, Exceptional, (75)
"We absolutely loved staying here. The condo was lovely and had everything we need and beautiful beach views where we watched the sunrise and sunset every day. Couldn’t have asked for more."
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top flood
Koa Resort 2 Bed Ground Floor Condo -Air Conditioning
Interior

Koa Resort 2 Bed Ground Floor Condo -Air Conditioning

9.4 out of 10, Exceptional, (163)
"Very nice Place and the Location is perfect "
Koa Resort 2 Bed Ground Floor Condo -Air Conditioning
Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei
Property grounds

Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei

9.8 out of 10, Exceptional, (86)
"We rented this property and it was as advertised very clean and great location I would rent this property again."
Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei
PANORAMIC OCEANVIEW PENTHOUSE - ISLAND SURF - Heart of South Maui.
Interior

PANORAMIC OCEANVIEW PENTHOUSE - ISLAND SURF - Heart of South Maui.

9.4 out of 10, Exceptional, (133)
"host was the best! extras that were helpful. I would stay there again!"
PANORAMIC OCEANVIEW PENTHOUSE - ISLAND SURF - Heart of South Maui.
Amazing Ocean Views - Steps To Beach - Newly Remodeled
A heated pool

Amazing Ocean Views - Steps To Beach - Newly Remodeled

9.8 out of 10, Exceptional, (216)
"Location was as advertised. We had a wonderful time."
Amazing Ocean Views - Steps To Beach - Newly Remodeled
180° Oceanfront View!! Completely Remodeled - Luxury Condo!
On the beach, sun loungers, beach towels

180° Oceanfront View!! Completely Remodeled - Luxury Condo!

9.8 out of 10, Exceptional, (177)
"Our stay was great! The property has amazing views... sunsets were stunning! We watched whales from the deck. The unit had everything we needed. We would definitely recommend this rental. property"
180° Oceanfront View!! Completely Remodeled - Luxury Condo!
April 2025 ONLY 109/nt ! Reserve SOON! EXCELLENT REVIEWS! Close to the beach
Fridge, microwave, oven, stovetop

April 2025 ONLY 109/nt ! Reserve SOON! EXCELLENT REVIEWS! Close to the beach

10.0 out of 10, Exceptional, (62)
"Great property with good location"
April 2025 ONLY 109/nt ! Reserve SOON! EXCELLENT REVIEWS! Close to the beach
Penthouse Oceanfront Renovated Condo - PH28. 180 Degree Direct Ocean Views!
On the beach, sun loungers, beach umbrellas, beach towels

Penthouse Oceanfront Renovated Condo - PH28. 180 Degree Direct Ocean Views!

10.0 out of 10, Exceptional, (101)
"Great place! Enjoyed our stay! "
Penthouse Oceanfront Renovated Condo - PH28. 180 Degree Direct Ocean Views!
Kaua Corner
Aerial view

Kaua Corner

Kaua Corner
Gorgeous Oceanfront Retreat! Marvel at the Stunning Views from Sugar Beach #326
On the beach, sun loungers, beach towels

Gorgeous Oceanfront Retreat! Marvel at the Stunning Views from Sugar Beach #326

9.6 out of 10, Exceptional, (13)
"Excellent beachfront condo, would highly recommend."
Gorgeous Oceanfront Retreat! Marvel at the Stunning Views from Sugar Beach #326
Lush Garden Charmer - Breathtaking Sunsets
Beach nearby, sun loungers, beach towels

Lush Garden Charmer - Breathtaking Sunsets

9.8 out of 10, Exceptional, (122)
"Good location, close to all amenities, and a 20 minute drive to various parts of the island. Host provided great instructions, locating the property was easy and no issues during our week long stay. "
Lush Garden Charmer - Breathtaking Sunsets
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
Aerial view

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

10.0 out of 10, Exceptional, (282)
"Clean, convenient, comfortable"
The price is SAR 371
SAR 1,454 total
includes taxes & fees
21 May - 22 May
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
Best Unit/Location w/ Ocean View! Fully Renovated End-Unit!
Smart TV

Best Unit/Location w/ Ocean View! Fully Renovated End-Unit!

10.0 out of 10, Exceptional, (95)
"Place was awesome! Well stocked and close to the beach… "
Best Unit/Location w/ Ocean View! Fully Renovated End-Unit!
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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Other property types in Kailua

Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV

Maui Beach Vacation Club

2.5 star property
8.4 out of 10, Very Good, (738)
"Great for family"
Maui Beach Vacation Club
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1057)
"We love the location to go anywhere on the island or just a short drive into Kihei. Beautiful beach and nice pool area!"
Sugar Beach Resort
Maui Sunset
View from property

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (425)
"Great place to stay for a Maui vacation. Central location, nice pool, and rooms with solid amenities. "
Maui Sunset
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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