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Holiday villas in Oahu

Kailua Holiday Villas, Oahu

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Kailua

Kailua, Oahu, Hawaii
10 br, 10.5 ba (9 Ensuite)

Oahu Lani is a child-friendly, family-oriented beachfront villa that occupies a superb location on Kailua beach, rated one of the 10 finest beaches in the U.S.

From
US$9500 - 15800 /nt

View Villa Oahu Lani
Kailua, Oahu, Hawaii
8 br, 8.5 ba (7 Ensuite)

Royal Kailua Estate is a veritable Polynesian palace of unrivaled opulence located in Kailua, on Oahu’s northern coast in the great state of Hawaii. The estate spans an astonishing 11,000 square feet atop a moderate inclination.

From
US$7000 - 12500 /nt

View Villa Royal Kailua Estate
Kailua, Oahu, Hawaii
5 br, 5 ba (4 Ensuite)

Discover a hidden Hawaii at Lanikai Hillside Estate. Part of an exclusive gated community, the villa, whose name means ‘heavenly sea,’ offers access to a semi-private beach and views of uninhabited islands off the coast.

From
US$5000 - 10000 /nt

View Villa Lanikai Hillside Estate
Kailua, Oahu, Hawaii
8 br, 8.5 ba (8 Ensuite)

Words simply cannot begin to describe the sheer magnificence of this massive eight bedroom property found in Kailua, in the Paradise of the Pacific, the great state of Hawaii. This eye-catching estate is like a small resort unto itself, with two large buildings and a gorgeous central swimming pool, panoramic views and elegant decor found in every corner.

From
US$6875 - 10000 /nt

View Villa Royal Beach Estate
Kailua, Oahu, Hawaii
6 br, 5.5 ba (3 Ensuite), Pool

Exquisite ultra luxury and unparalleled Kailua Beachfront Estate totaling nearly 60,000 sq ft with 255+ linear feet of beach frontage. Expansive tropical grounds, resort style pool/spa w/waterfalls, sauna, gym, tennis court with flood lights, hitting wall, marsh mellow BBQ, exterior BBQ area with bar, and more.

From
US$3125 - 7650 /nt

View Villa Bali Resort II
Kailua, Oahu, Hawaii
5 br, 5.5 ba (5 Ensuite)

Those who are familiar with Hawaiian history know that pineapples played a crucial role in the island’s development. The sweet fruit were grown out of large plantation estates, which serve as the inspiration for Plantation at Paradise Point whose lavish architecture is inspired in part by those same historical sites.

From
US$4500 - 6000 /nt

View Villa Plantation at Paradise Point
Kailua, Oahu, Hawaii
5 br, 3.5 ba (2 Ensuite)

Kai Nani Villa is a delectable beachside home located on an exclusive street in Kailua, Hawaii. The tropical haven of Oahu island is known for its clear turquoise waters, Waikiki surfing and dreamlike golf courses.

From
US$3200 - 4000 /nt

View Villa Kai Nani Villa
Kailua, Oahu, Hawaii
4 br, 4 ba (2 Ensuite)

Nestled on a lush mountainside in Lanikai, just one block from Lanikai Beach, you will find Kailani Villa: a two-story modern and luxurious masterpiece.

Kailani Villa embodies modern elegance, punctuated by Hawaiian touches throughout.

From
US$1225 - 3940 /nt

View Villa Kailani Villa
Kailua, Oahu, Hawaii
4 br, 3 ba (3 Ensuite)

This stunning 4-bedroom home benefits from one of the finest beachfront locations of our Oahu vacation rentals. Steps from the white sand of Lanikai Beach—renowned for its pristine sand and waters— it’s hard to imagine a more picture-perfect setting.

From
US$2325 - 3875 /nt

View Villa Hale Hikina
Kailua, Oahu, Hawaii
5 br, 5.5 ba (5 Ensuite)

Place in Paradise is perfect for experiencing the laid-back vibe of Oahu’s Windward Coast. Up to 14 guests will sleep like Hawaiian Royalty in 5 bedrooms, making this spacious villa ideal for family gatherings, entertaining or retreats among friends.

From
US$1400 - 3500 /nt

View Villa Place in Paradise
Kailua, Oahu, Hawaii
4 br, 3 ba

Welcome to paradise. Over the years, Oahu’s Lanikai Beach has consistently been voted one of the world’s best, and you’ll find Honu Heaven just steps from its white sands.

From
US$1575 - 2875 /nt

View Villa Honu Heaven
Kailua, Oahu, Hawaii
4 br, 3 ba

Kailuana Beachfront Estate is located in the premier part of Kailua Bay where the sand is at its widest and the still turquoise waters most inviting. From your direct beach access, an expansive oceanfront lawn provides ample privacy and ambience for leaving the worries of the world behind.

From
US$1000 - 2500 /nt

View Villa Kailuana Beachfront Estate