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Compare 109 Vacation Homes in Kailua with updated reviews, rates, and availability.

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (338)
"This is an older place that has been kept in excellent condition. Very nice, clean, and comfortable. Everything in the place is neat and clean. The instructions from the owner, impeccable. Anything and everything you could possibly need to know is described. Good location to food and beach. "
STHA-2017/0002 Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay

9.6 out of 10, Exceptional, (344)
"Great place. Wish we had coffee too"
The price is SAR 732
SAR 1,498 total
includes taxes & fees
20 Jan - 21 Jan
Fisher's Hana Bay Hale, Across from Hana Bay

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

9.8 out of 10, Exceptional, (208)
"We had a wonderful stay. The house was as advertised regarding all amenities. Very clean, well maintained and well stocked. The only surprise was no microwave. Check in and out quite seamless. One of the better properties I've rented "
The price is SAR 1,314
SAR 2,617 total
includes taxes & fees
16 Jan - 17 Jan
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly

10.0 out of 10, Exceptional, (95)
"We had a great stay. The view is unparalleled, and it’s so nice to be right on the beach. The house is well equipped with everything you need from snorkels and beach chairs to towels and coolers. My nephew loved playing with the beach toys and running on the lawn!"
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly

Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St

2.0 star property
9.6 out of 10, Exceptional, (67)
"First off, the location is absolutely perfect. As soon as you walk through the front door you are hit with beautiful views of the ocean. The management company is always communicating with you to ensure everything goes well. The one issue we dealt with was insects and lizards. The management was quick to respond and sent someone out. "
Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St

Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

10.0 out of 10, Exceptional, (125)
"Beautiful home. Very roomy! Owner has thought of every need. The outside landscaping is beautiful ..heated pool fabulous! The outside storage had beach chairs and pool toys. Owner attentive to needs."
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

Stunning Beachfront Private Home! Perfect for Families, Great Location!

9.8 out of 10, Exceptional, (92)
"The property is beautiful with lots of space inside and out! It is within walking distance of stores and restaurants. Stayed with a family group of 6 adults and 2 small children. The view of the beach with the grassy area and palms trees was outstanding! We played many rounds of bocce ball on the grass and the kids spent a great deal of time playing there too. Plenty of beach chairs and towels are provided as well as some sand toys for the kids. The house is a little older and dated and could...
Stunning Beachfront Private Home! Perfect for Families, Great Location!

PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

9.8 out of 10, Exceptional, (57)
"What a wonderful place near the beach and lots of restaurants and grocery stores! The home is well maintained and very clean. The home is equipped with all you need; BBQ, towels, washer/dryer, pots/pans, etc. There is even nice beach chairs and umbrellas that were very useful! I highly recommend this rental and would return in an instant! "
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

Sugar Beach Resort condo with ocean view, AC - surf, bike & golf

8.8 out of 10, Excellent, (46)
"The location can’t be beat. Spectacular sunset in a quiet environment. Everything you need is here. Had the best time ever. If I had to find a negative I’d say the couch is uncomfortable but that it. Will be back for sure Highly recommend. "
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf

Amazing Hana Bay Beach Cottage Location! 5-Minute Walk to Hana town & beaches!

10.0 out of 10, Exceptional, (13)
"The property is fantastic and had everything we needed. Great response from the property manager and very clean. The evening breeze was the best and just hearing the ocean all night was so calming."
Amazing Hana Bay Beach Cottage Location! 5-Minute Walk to Hana town & beaches!

Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

10.0 out of 10, Exceptional, (28)
"Very clean… all the amenities. Loved the pool, deck and movie room. Kurt was an amazing host! Would definitely be back. "
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

Spacious Hawaiian home 50 steps from Sugar Beach!

8.8 out of 10, Excellent, (63)
"Fabulous spot for a family with kids (3, in our case). Quiet neighborhood just a few minutes away from great food and stores. Plenty of space in the house and a cute backyard to boot. Incredibly easy to walk to the beach (crosswalk and access path). Good spot for day trips north and west. A+"
Spacious Hawaiian home 50 steps from Sugar Beach!

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

9.8 out of 10, Exceptional, (189)
"The location of this property was great. It was right across the street from the beach. House was spacious inside as well as outside. Gave everyone plenty of space to be able to relax and enjoy the time there. House was well appointed and the communication with the property manager was great. He was super helpful checking in and out. Would recommend as a place for a large family getaway"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Stunning Beach Front Townhouse

10.0 out of 10, Exceptional, (85)
"Excellent!"
Stunning Beach Front Townhouse

2 Private Homes for 1! Pool & Waterslide - Cove Hale

10.0 out of 10, Exceptional, (22)
"We had an amazing stay here. Most of us were here for a week, and it was a week of bliss. The houses were clean and had everything we needed. The pool and hottub were fantastic and Sherwin made sure we had everything we needed! We loved the location and the entire experience ! I am already looking forward to another stau here in the future!"
2 Private Homes for 1! Pool & Waterslide - Cove Hale

Beautiful Home in paradise!

9.6 out of 10, Exceptional, (159)
"Great spot for enjoying in and around Hana. Beautiful and spacious with great scenery. We even shot some family pictures there. Quiet and peaceful - great spot to relax."
Beautiful Home in paradise!

Modern 3 Bedroom Family Friendly Kihei Home Near Beach

9.8 out of 10, Exceptional, (138)
"Wonderful location with plenty of amenities to make for a great Maui vacation. In-laws booked the 2nd unit next door and we had a wonderful time hanging out on the large deck. Would absolutely book again."
Modern 3 Bedroom Family Friendly Kihei Home Near Beach

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

9.8 out of 10, Exceptional, (68)
"We had a very relaxing time at this property! Such a beautiful place. We will definitely stay again. "
The price is SAR 3,042
SAR 5,005 total
includes taxes & fees
4 Jan - 5 Jan
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Charming Direct Oceanfront North Shore Beach House

8.8 out of 10, Excellent, (28)
"Very clean / safe property with a beautiful view of the sunrise each morning. The queen bed in the bottom unit was a little too hard to be comfortable, but the master room was better! Overall 5 stars and very happy with our choice "
The price is SAR 2,523
SAR 3,070 total
includes taxes & fees
6 Jan - 7 Jan
Charming Direct Oceanfront North Shore Beach House

BEACHFRONT HOUSE KIHEI, MAUI..TRUE HAWAIIAN HOME 1960's

9.8 out of 10, Exceptional, (97)
"We truly enjoyed the beach house! The sunsets were amazing! "
BEACHFRONT HOUSE KIHEI, MAUI..TRUE HAWAIIAN HOME 1960's
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

2.5 star property
8.2 out of 10, Very Good, (707)
"We stayed in the Maui Suite which is in the front. It has great veiws(saw whales off the deck). The only downside is it is very noisy and you have to keep the windows open because there is no A/C. "
Maui Beach Vacation Club

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1033)
"No shampoo or conditioner in the room , was instructed to make a cal to speak to headquarters for such a simple thing ."
Sugar Beach Resort

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (410)
"The Maui Sunset rental was fantastic. It is very family oriented, clean and the location is very convenient. It is very close to any dining you require and within minutes of grocery options. I would recommend the Maui Sunset to every family member and friends and I will be visiting it again for future trips. "
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.