Kailua Vacation Rentals
<p>Kailua is located on Oahu's east or "windward" shore and is home to two spectacular beaches as well as a lovely town with nice places to eat and shop. Kailua Beach and nearby Lanikai Beach are two of the finest beaches in Hawaii offering clear blue waters lined with white sand and typically enjoying calm conditions and pleasant onshore tropical trade winds.</p><p><b><br></b></p><p><b>Things To Do</b><br>Kailua Beach Park is an excellent place for ocean activities including swimming, bodyboarding, kayaking, surfing and more. Join a guided kayak tour to paddle out to one of the offshore islands, go snorkeling or take a surfing or stand up paddle boarding lesson from a local. Kailua is also quite bike friendly with miles of bike paths along the beach as well as in wetland areas where you can see native waterbirds. Mountain bikers will enjoy the Maunwaili bike trail at the base of the Koolau mountains which is popular for its stunning scenery and lush rainforest areas along a 20-mile route. A relatively easy yet rewarding hike in this area is the Kaiwa Ridge Trail leading up to the "pillboxes" which were shelter bunkers for soldiers guarding the area during World War II. This hike provides great views of Lanikai Beach, Kailua and the Mokulua Islands offshore. A more strenuous hike ascends Mount Olomana providing sweeping views of the windward coast. Another fun hike is the Maunawili Falls trail which leads to a nice waterfall and swimming hole. At Kawai Nui Marsh you can walk a path through wetlands to see native Hawaiian birds in their natural habitat. Golfers can choose from several exceptional courses on Oahu's windward side, all with impressive views of the Koolau mountain range. The scenic Koolau Golf Club is one of Hawaii's toughest courses, and the Olomana Golf Course is considered President Obama's favorite course with great views and memorable signature holes. The municipal Pali Golf Course extends along the foothills of the Koolau range with stunning mount…
33 vacation rentals found. Page 2 of 4 shows 10 properties (10 per page, same as the live site).
Kailua Vacation Rentals
Page 2 of 4 — 33 properties total — 10 per page (matches site listing view).
Kai Nani Kailua Beach
Kailua, Oahu- 6 Bed
- 6 Full Baths
From $3094.83 / night — Total price: $9284.49
Recently updated with stylish contemporary design, this spacious Kailua home sits on Kailua Beach with nearly 100 linear feet of beach frontage. The home features direct and private access to the white sands with over 2 miles of beach walking at your front doorstep. 6 bedrooms, 6.5 baths wrap around a sparkling solar heated swimming pool with spacious grounds for sunbathing and gathering. The living, dining and 2 primary bedrooms enjoy gorgeous ocean sunrises. A one bedroom attached guest qu
Kanaloa At Kona By Castle
Kailua Kona, HI, USRating: 3
- 2 Bed
From $391.47 / night — Total price: $1174.41
KID2 Hale Kai at Kona Isle
Kailua Kona, HI, US- 1 Bed
- 1 Full Baths
From $219.65 / night — Total price: $658.95
Hale Kai at Kona Isle
KK2402 Hale Lokahi at Kanaloa
Kailua Kona, HI, US- 2 Bed
- 2 Full Baths
From $273.70 / night — Total price: $821.10
Experience ocean views at KK2402 Hale Lokahi, a 2-bedroom condo in Keauhou.
Kona Coast Resort
Kailua, HI, USRating: 3
- 1 Bed
From $315.63 / night — Total price: $946.89
Koohoo Place - 2BR Home Ocean View
Kailua, Oahu- 2 Bed
- 2 Full Baths
From $426.00 / night — Total price: $1278.00
Two bedroom, two bath private residence at the top of Lanikai with spectacular, panoramic views of the Kailua coastline. Feel on top of the world in this truly unique hilltop bungalow. Nestled just beneath the Lanikai Pillboxes, a popular hiking trail, Koohoo provides unobstructed views of the Mokulua Islands and the deep blue Pacific beyond. A large lanai provides the perfect outdoor space to soak in colorful sunrises and to entertain your guests. Enjoy the fragrant plumeria trees and tropical
McCoy Hale Mauka
Captain Cook, HI, US- 3 Bed
- 2.5 Full Baths
From $414.00 / night — Total price: $1242.00
Experience ocean views at Hale Mauka, a spacious 3-bedroom retreat in Captain Cook, HI.
NHM3 Na Hale O Keauhou
Kailua Kona, HI, US- 3 Bed
- 2.5 Full Baths
From $387.55 / night — Total price: $1162.65
Na Hale M3 – Relaxing Oceanview Retreat in Kona
WVG101 Hale Polū
Waikoloa, HI, US- 1 Bed
- 1 Full Baths
From $173.65 / night — Total price: $520.95
Waikoloa Village, Ground Floor, Upgraded, Close to Shops – Just 15 Minutes from the Beach!
Hale Ainoni - 3BR Home
Kailua, Oahu- 3 Bed
- 3 Full Baths
From $625.00 / night — Total price: $1875.00
This 3 bedroom, 3 Bath property is completely enclosed. You get a calm serene feeling when you walk in. There is a private swimming pool for your enjoyment. Kailua Beach is jus a 1-2 min walk away to the beach access. The space The property will be made exclusively available to the renter for a full period of 30 days and no one else may occupy the property during that period. The 30-day rental period will be communicated to guest upon booking. All rates quoted will be based on a 30 day perio
