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

Kailua Condominium Resorts to Rent

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7
No exact matches found, but these alternatives could be just right

Recommended hotels in Kailua

A wooden deck with a chair, surrounded by lush tropical vegetation and a clear blue sky.

1. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (37 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
$283 nightly
The price is $308
Oct 14 - Oct 15
Total with taxes and fees
Yonegan Maui Getaways - Haiku
A covered outdoor area with a table and chairs, overlooking a lush landscape and the ocean.

2. North shore Maui ocean view B and B room 2

North shore Maui ocean view B and B room 2
Haiku-Pauwela
10.0 out of 10, Exceptional, (204 reviews)
"The location is amazing, with an incredible view of the ocean!"
United States
Thom
$254 nightly
The price is $297
Oct 17 - Oct 18
Total with taxes and fees
North shore Maui ocean view B and B room 2
A covered outdoor area with a table and chairs, overlooking a lush landscape and the ocean.

3. North shore Maui B and B room 1.

North shore Maui B and B room 1.
Haiku
10.0 out of 10, Exceptional, (130 reviews)
"A very peaceful property overlooking the ocean. This was a wonderful getaway for my wife and I."
United States
Steven
$234 nightly
The price is $274
Oct 15 - Oct 16
Total with taxes and fees
North shore Maui B and B room 1.
A two-story house with a balcony, surrounded by well-maintained lawns and tropical vegetation.

4. Yonegan Maui Getaways - Haiku - Unit 6

Yonegan Maui Getaways - Haiku - Unit 6
Haiku-Pauwela
9.2 out of 10, Wonderful, (42 reviews)
$308 nightly
The price is $310
Oct 14 - Oct 15
Total with taxes and fees
Yonegan Maui Getaways - Haiku - Unit 6
A two-story house with a balcony, surrounded by well-maintained lawns and tropical vegetation.

5. Yonegan Maui Getaways - Haiku - Unit 4

Yonegan Maui Getaways - Haiku - Unit 4
Haiku
9.0 out of 10, Wonderful, (23 reviews)
"Check in instructions was bit complicated property but we were able to figure out in sometime was clean and nice AC was working fine keep house cool, Hot tub was the MVP of the stay loved and enjoyed overall stay highly recommend for future potential travelers place was quite and very close to nature perfect spot to start road to hana adventure!"
United States
NIDHI
$344 nightly
The price is $346
Oct 13 - Oct 14
Total with taxes and fees
Yonegan Maui Getaways - Haiku - Unit 4
A modern house with a covered porch, a dining area, and a barbecue grill.

6. Paia Inn

Paia Inn
3.5 star property
Paia
9.0 out of 10, Wonderful, (408 reviews)
"Very good location, walkable for everything in Paia."
United States
Jordan
$304 nightly
The price is $361
Oct 14 - Oct 15
Total with taxes and fees
Paia Inn
A covered porch with a view of a lush landscape and the ocean.

7. North shore Maui ocean view B and B room 3

North shore Maui ocean view B and B room 3
Haiku-Pauwela
10.0 out of 10, Exceptional, (201 reviews)
"Excellent stay. Really enjoyed the available kitchen and space."
United States
Michael B.
$262 nightly
The price is $307
Oct 28 - Oct 29
Total with taxes and fees
North shore Maui ocean view B and B room 3
A spacious living area with a dining table, chairs, sofas, and a large window providing natural light.

8. Haleakala Sunrise Home, Kula, Maui, Hawaii

Haleakala Sunrise Home, Kula, Maui, Hawaii
Kula
9.8 out of 10, Exceptional, (100 reviews)
"Great stay and hosts! "
United States
svetha d.
$366 nightly
The price is $429
Oct 24 - Oct 25
Total with taxes and fees
Haleakala Sunrise Home, Kula, Maui, Hawaii
Beach

9. A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (224 reviews)
"Great location for our last night. Walk to the beach and close enough to the airport for an early flight."
United States
jeff s.
$373 nightly
The price is $437
Oct 24 - Oct 25
Total with taxes and fees
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
A wooden staircase leading to a balcony of a blue building surrounded by lush greenery and flowering plants.

10. Yonegan Maui Getaways - Haiku - Unit 3

Yonegan Maui Getaways - Haiku - Unit 3
Haiku-Pauwela
9.2 out of 10, Wonderful, (24 reviews)
"Perfect getaway for an island vacation if your not planning on staying in just your room. Made breakfast every morning close to beaches, turtles and shops"
United States
Jeremiah J.
$308 nightly
The price is $310
Oct 14 - Oct 15
Total with taxes and fees
Yonegan Maui Getaways - Haiku - Unit 3
A paved pathway leading to a gate with red pillars, surrounded by lush greenery and palm trees, with a view of the ocean in the background.

11. Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana
10.0 out of 10, Exceptional, (535 reviews)
"Beautiful scenery and hostess!"
United States
Sonja W.
$327 nightly
The price is $384
Oct 18 - Oct 19
Total with taxes and fees
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
A spacious living room with a large glass coffee table, a sofa, and a fireplace.

12. Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Makawao
9.4 out of 10, Exceptional, (54 reviews)
"Excellent place to stay for our 3 days in Makawao!"
United States
Ronald A C.
$296 nightly
The price is $347
Oct 13 - Oct 14
Total with taxes and fees
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
A beach with palm trees, clear blue water, and rocky shoreline.

13. Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
Paia
9.8 out of 10, Exceptional, (99 reviews)
"Close walk to a beach. Owner took care of maintenance problem quickly."
United States
David
$364 nightly
The price is $426
Oct 18 - Oct 19
Total with taxes and fees
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
A swimming pool with lounge chairs and a hedge.

14. Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center
3.5 star property
Makawao
8.6 out of 10, Excellent, (233 reviews)
"Very relaxing and good buffet breakfast"
United States
Lorie
$441 nightly
The price is $523
Nov 12 - Nov 13
Total with taxes and fees
Lumeria Maui Educational Retreat Center
A beach with clear blue water, rocky shore, and palm trees.

15. 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)
"The property was very clean and well-appointed. It was a great location that allowed us to walk in to Mama's Fish House. The host was extremely helpful and proactive and checked to make sure we had everything we needed. If you are looking for a place to stay in Paia, this is it."
United States
Martin S.
$360 nightly
The price is $421
Oct 18 - Oct 19
Total with taxes and fees
Condo w/ Lanai at Beginning of Road to Hana!
A terrace with wicker furniture, potted plants, and a view of the ocean.

16. Kohea Kai Hotel Maui

Kohea Kai Hotel Maui
3.0 star property
North Kihei
8.6 out of 10, Excellent, (1,004 reviews)
"Hotel is right by the beach, and in a quiet area."
United States
Koreta
$169 nightly
The price is $200
Nov 1 - Nov 2
Total with taxes and fees
Kohea Kai Hotel Maui
A grassy area with white lounge chairs, palm trees, and a view of the ocean.

17. Maui Beach Hotel

Maui Beach Hotel
3.0 star property
Kahului
7.4 out of 10, Good, (1,346 reviews)
"Very nice hotel"
United States
Robin
$215 nightly
The price is $255
Nov 1 - Nov 2
Total with taxes and fees
Maui Beach Hotel
Interior detail

18. Maui Seaside Hotel

Maui Seaside Hotel
3.0 star property
Kahului
8.8 out of 10, Excellent, (1,638 reviews)
"nice place to stay"
United States
Anthony
$212 nightly
The price is $252
Nov 11 - Nov 12
Total with taxes and fees
Maui Seaside Hotel
A swimming pool with lounge chairs and palm trees.

19. Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport
4.0 star property
Kahului
9.2 out of 10, Wonderful, (1,001 reviews)
"All of it! Perfect stop right next to airport. The free 24hr shuttle makes transfer easy. The bistro has delicious items on offer."
Australia
Anjana
$359 nightly
The price is $426
Oct 19 - Oct 20
Total with taxes and fees
Courtyard Maui Kahului Airport
A living room with a sofa, a coffee table, a TV, and a sliding glass door leading to a patio with a view of palm trees and a lawn.

20. Eco-Friendly Condo on Road to Hāna - Walk to Beach

Eco-Friendly Condo on Road to Hāna - Walk to Beach
Paia
10.0 out of 10, Exceptional, (21 reviews)
"Chloe was very helpful! Her place was very convenient for an early trip to go to Hana. The place was clean and furnished and had everything we needed. Clear instructions smooth check in&out. Chloe was also fast with responses when I had questions. Would recommend to stay here!"
United States
Janette
$393 nightly
The price is $460
Oct 29 - Oct 30
Total with taxes and fees
Eco-Friendly Condo on Road to Hāna - Walk to Beach
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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Top Kailua Hotel Reviews

Paia Inn

Paia Inn

10/10 Excellent
"Great place to stay to start the road to Hana. Right across the street from Paia Grill and walking distance to Mana grocery to pick up snacks. Room was clean and comfy. Front desk amazing! Would definitely stay here again."
Anne 1-night trip
Posted 3 hours ago
Paia Inn

Find out more about Kailua

Kailua Condo Resorts information

Number of reviews
3,785
Accommodation
0 Condo Resorts
Lowest Price
$200
Highest Price
$523

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