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Holiday Homes in Kailua

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Kailua Beach Park Cottage - 2BR
27 Alala Road, Kailua, HI
The price is AU$570 per night from 2 Mar. to 3 Mar.

Situated by the ocean, this holiday home is steps away from Kailua Bay Beach and Kailua Beach. Lanikai Beach is 0.5 mi (0.9 km) away.

4.9/5Exceptional! (16 reviews)
Kailua beach park cottage

"Bob was great with communication. Sweet location next to beach park. Very comfortable, clean with all amenities provided. Would definitely stay here again."…"

Reviewed on 27 Jan. 2021

Kailua Beach Park Cottage - 2BR
Kailua Beach Park Cottage - 1BR
27 Alala Road, Kailua, HI
The price is AU$441 per night from 7 Mar. to 8 Mar.

Situated by the ocean, this holiday home is steps away from Kailua Bay Beach and Kailua Beach. Lanikai Beach is 0.5 mi (0.9 km) away.

4.9/5Exceptional! (25 reviews)
Perfect!

"Everything was perfect, can’t beat the location and lovely amenities with clear communication. Extremely clean and well cared for property. I’ve stayed on Oahu and this was my favorite."…"

Reviewed on 21 Feb. 2021

Kailua Beach Park Cottage - 1BR
Viewhouse in Lanikai  OCEAN VIEW OF ISLANDS ,  BEACH, HEART OF LANIKAI
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Located in Lanikai, this holiday home is within 1 mile (2 km) of Kailua Bay Beach, Lanikai Beach and Kailua Beach. Kalama Beach Park is 2.5 mi (4.1 km) ...

5/5Exceptional! (2 reviews)
Lovely Viewhouse

"Great all around. Phenomenal location within easy walking distance of beach access. Responsive hosts."…"

Reviewed on 2 Dec. 2020

Viewhouse in Lanikai OCEAN VIEW OF ISLANDS , BEACH, HEART OF LANIKAI
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Private pool, yard and walk right down to Kailua Beach.
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Located in Kalama Tract, this holiday home is within a 15-minute walk of Kailua Bay Beach and Kailua Beach. Lanikai Beach is 1.7 mi (2.8 km) away.

4.7/5Exceptional! (17 reviews)
We loved the house and location.

"All was great. Kepola was very kind and helpful. The house was beautiful. The location of the house was perfect. Loved the short walk to the beach to watch the sunrise. The pool and lanai were wonderful. We enjoyed our Thanksgiving dinner there with all our family. The house was very well stocked. ..."…"

Reviewed on 17 Dec. 2019

Private pool, yard and walk right down to Kailua Beach.
Kailua Beach Vacation Cottage / Weekly Rates & Terms Available Upon Request
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This family-friendly Kailua holiday home is located by the ocean, within a 5-minute walk of Kailua Bay Beach and Kailua Beach. Lanikai Beach is 1.2 mi (2 km) ...

4.9/5Exceptional! (30 reviews)
Please let us go back

"Easy to book, check-in. Felt welcomed even before arrival. Everything a family could need for an easy beach vacation already there."…"

Reviewed on 22 Feb. 2021

Kailua Beach Vacation Cottage / Weekly Rates & Terms Available Upon Request
Legal Rental Just Steps to Kailua Beach, Pool, Jacuzzi, Bikes, A/C
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This family-friendly Kailua holiday home is located by the ocean, within a 15-minute walk of Kailua Beach and Lanikai Beach. Kailua Bay Beach and Lanikai Pillboxes ...

4.5/5Wonderful! (30 reviews)
Excellent location

"Great property in epic location. Highly recommended."…"

Reviewed on 5 Jan. 2021

Legal Rental Just Steps to Kailua Beach, Pool, Jacuzzi, Bikes, A/C
An Oceanfront Location- Studio + 60 ft lap Pool w/ Waterfalls - Special $149
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Nestled on the beach, this Kailua holiday home is within 3 mi (5 km) of Kailua Bay Beach, Kailua Beach and Kaneohe Bay. Kalama Beach Park and Kawainui Park are ...

4.5/5Wonderful! (63 reviews)
Beautiful space and location!

"This was a final leg of our honeymoon and was a very nice property to stay at! On day 2 the electronic keypad on our door went out and Tom’s son had it fixed within 20mins. The owners Lucinda and Tom are very nice hosts and always available if needed. Tom gave us great recommendations on places/trails ..."…"

Reviewed on 3 Jan. 2021

An Oceanfront Location- Studio + 60 ft lap Pool w/ Waterfalls - Special $149
Kimos beach house <br>Lovely renovated home and 10 min walk to the beach. <br>
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This family-friendly Kailua holiday home is located by the ocean, within 1 mi (2 km) of Kailua Bay Beach and Kailua Beach. Lanikai Beach is 1.8 mi (2.8 km) ...

4.8/5Exceptional! (46 reviews)
Life saver

"This place was a life saver! I had booked a different property threw ABB that canceled on me 1 day prior to check in. I wanted something nice that my family and I could stay in for our beach wedding. So desperate for a dog friendly place I book this place 1 day before check in. I got immediate confirmation, ..."…"

Reviewed on 13 Feb. 2021

Kimos beach house <br>Lovely renovated home and 10 min walk to the beach. <br>
Entire, Spacious, Airy Family House - Minutes to Beach
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Situated by the ocean, this holiday home is 0.7 mi (1.2 km) from Kailua Bay Beach and within 3 miles (5 km) of Kailua Beach and Kaneohe Bay. Kawainui Park and ...

4.6/5Wonderful! (21 reviews)
Beautiful home awesome location

"This is a beautiful home and the property manager made our stay so much better. She was fantastic to work with! She was very helpful with everything right down to great places to eat, things to do and where to go. Would definitely recommend this home. Can’t wait to go back!"…"

Reviewed on 8 Dec. 2020

Entire, Spacious, Airy Family House - Minutes to Beach
Kailua Absolutely Oceanfront Views-60' Waterfall Lap Pool
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Nestled on the beach, this Kailua holiday home is within 3 mi (5 km) of Kailua Bay Beach, Kailua Beach and Kaneohe Bay. Kalama Beach Park and Kawainui Park are ...

4.5/5Wonderful! (71 reviews)
Perfect Place to Unwind

"The beachfront unit was exactly what I wanted - a quiet place where I could watch and listen to the ocean. The owners made the self check-in process super easy and offered some great tips for what to do in the area. I loved watching the sunrise every morning & being just steps away from the water ..."…"

Reviewed on 10 Mar. 2020

Kailua Absolutely Oceanfront Views-60' Waterfall Lap Pool
New Listing! Dreamy Oceanfront Haven w/ Big Views - Steps to Beaches
838 Mokulua Dr (Main house w/o HA), Kailua, HI
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Located in Lanikai, this holiday home is within a 10-minute walk of Lanikai Beach and Kailua Beach. Kailua Bay Beach and Lanikai Pillboxes Trailhead are also ...

New Listing! Dreamy Oceanfront Haven w/ Big Views - Steps to Beaches
Open-plan Lush Garden Home Near Kailua & Lanikai Beaches
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Situated in Kailua, this romantic holiday home is 0.8 mi (1.2 km) from Kailua Bay Beach and within 3 miles (5 km) of Kailua Beach and Kaneohe Bay. Kawainui Park ...

4.5/5Wonderful! (40 reviews)
Perfect

"Property was perfect for us. Met all our needs. Great location close to beach and shopping and freeway access."…"

Reviewed on 31 Jan. 2021

Open-plan Lush Garden Home Near Kailua & Lanikai Beaches
Kailua Beachfront~private~newly Renovated Home W/stunning Views
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Nestled on the beach, this Kalama Tract holiday home is within 3 mi (5 km) of Kailua Bay Beach, Kailua Beach and Lanikai Beach. Kaneohe Bay is 2.7 mi (4.3 km) ...

Kailua Beachfront~private~newly Renovated Home W/stunning Views
KAILUA BEACHFRONT HOME - 90/TVU-0141
140D N Kalaheo Ave, Kailua, HI
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Nestled on the beach, this Kalama Tract holiday home is within a 15-minute walk of Kalama Beach Park and Kailua Beach. Lanikai Beach is 1.8 mi (2.8 km) ...

4.9/5Exceptional! (19 reviews)
Awesome Beach Front Home

"The home is in a wonderful quiet neighborhood. It was in a great location for our adventures on the windward (east) side of the island. Of course, the best part was the awesome beach. A short walk across the pristine lawn and we were in the sand. Also, Kepola did a great job with communications about ..."…"

Reviewed on 30 Jan. 2021

KAILUA BEACHFRONT HOME - 90/TVU-0141
Close to the Beautiful Kailua Beach-a/c-full Kitchen-wifi-covered Patio-laundry
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This family-friendly Kailua holiday home is located by the ocean, within 1 mi (2 km) of Kailua Bay Beach and Kawainui Park. Kailua Beach and Kaneohe Bay are ...

4.6/5Wonderful! (16 reviews)
Great Kailua vacation spot

"Gracious and responsive hosts. Wonderful quiet location, friendly neighbors and wonderful Kailua experience. Having lived in Kailua before, this is an excellent place to stay."…"

Reviewed on 5 Jan. 2021

Close to the Beautiful Kailua Beach-a/c-full Kitchen-wifi-covered Patio-laundry
Ocean Tree House W/ Lanai & Yard - Walk To Beach 3 Bedroom Home
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Located in Lanikai, this holiday home is within 1 mile (2 km) of Lanikai Pillboxes Trailhead, Lanikai Beach and Kailua Beach. Kailua Bay Beach and Kalama Beach ...

Ocean Tree House W/ Lanai & Yard - Walk To Beach 3 Bedroom Home
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
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This family-friendly Kailua holiday home is located by the ocean, within a 15-minute walk of Kailua Bay Beach and Kalama Beach Park. Kailua Beach and Lanikai ...

5/5Exceptional! (24 reviews)
Hawaiian hospitality at its BEST!

"Beautiful home, and so well-appointed - Sasha thought of everything, from extra bath and laundry soaps, to movie-watching snacks and even a "Welcome" sign and homemade muffins upon our arrival. Wow! We were wanting for nothing. The outdoor space is awesome, including the private walled-in pool and ..."…"

Reviewed on 31 Mar. 2020

Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
Just Steps to the Beach With Private Pool
51 Kaumana Place, Kailua, HI
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Located in Kalama Tract, this holiday home is within a 15-minute walk of Kailua Bay Beach and Kailua Beach. Lanikai Beach is 1.7 mi (2.8 km) away.

4.8/5Exceptional! (5 reviews)
Place was great

"The manager was the best and I rent 150 to 200 properties a year. That's speaks for itself. Stacy"…"

Reviewed on 10 Apr. 2020

Just Steps to the Beach With Private Pool
Kailua Shores - 8 Br Estate
4 out of 5
56 South Kalaheo Ave, Kailua, HI
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Situated in Kailua, this holiday home is within a 10-minute walk of Kailua Bay Beach and Kailua Beach. Lanikai Beach is 1.5 mi (2.5 km) away.

Kailua Shores - 8 Br Estate
New Listing! 3-Unit Waterfront Ocean House, Steps to Kailua & Lanikai Beaches
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Located in Lanikai, this holiday home is within a 10-minute walk of Lanikai Beach and Kailua Beach. Kailua Bay Beach and Lanikai Pillboxes Trailhead are also ...

New Listing! 3-Unit Waterfront Ocean House, Steps to Kailua & Lanikai Beaches
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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.

Other property types in Kailua

Hawaii's Hidden Hideaway Bed & Breakfast

Hawaii's Hidden Hideaway Bed & Breakfast

3 out of 5
1369 Mokolea Drive, Kailua, HI
3.9/5Good! (17 reviews)

"Unique location, charm, owner friendliness, comforts"…"

Reviewed on 23 Mar. 2020

Hawaii's Hidden Hideaway Bed & Breakfast
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

1369 Mokolea Dr, Kailua, HI
4.3/5Excellent! (7 reviews)
Made a reservation but property was not available

"Did not stay at this property"…"

Reviewed on 18 Sep. 2019

Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
Paradise Palms B and B

Paradise Palms B and B

3.5 out of 5
804 Mokapu Rd, Kailua, HI
4.4/5Excellent! (24 reviews)

"Allowed early check-in, room was clean and very nice"…"

Reviewed on 29 Feb. 2020

Paradise Palms B and B
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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