Hawaii Vacation Homes

Bay Front Kohola Hale - 5BR Home

Rating: 4.9

• 5 Bed
• 4 Full Baths

From $2250.00 / night

Luxury is the word that comes to mind when considering this 5 BR/4BA/2 half bath executive Kaneohe Bay home on the Windward side. This is a private estate with a historical Old Hawaiian Fish Pond, one of the four remaining privately owned on the Island of Oahu. The pond is abundant in large awa (milk fish), and different Hawaiian fish. With peaceful pond, gentle waves and majestic mountains, this home is designed to fully capture the natural beauty of its surroundings, therefore views can be see

Beachside Zen NEW MONTHLY SPECIAL

• 3 Bed
• 2 Full Baths

From $2550.00 / night

This is a legally established property with a 30 night minimum stay and monthly special of $14k. please read below for more info..... Imagine lying on a stretch of powder-white soft sands of Kailua Beach, with clear turquoise waves lapping by your feet, sea breezes gently swaying the nearby palms and beautiful islands gleaming in the near distance. This daydream becomes reality at Kailuas beachside Zen. Nestled in a tree lined private street, just 30 seconds from the beach, calm and tranquil

Blue Ocean Suite H401 at Wailea Beach Villas

• 3 Bed
• 3 Full Baths

From $1795.00 / night — Total price: $5385.00

H401 was just beautifully renovated and redecorated with fantastic upgrades throughout. Come and enjoy this exquisitely fresh, bright, spotless and dreamy residence! Situated on the 4th floor out of 5 floors of the penthouse/tower building of the Wailea Beach Villas Resort, Blue Ocean Suite H401 is not only stunningly gorgeous but is in one of the best locations in Wailea. This fully re-decorated and refreshed luxury residence is situated on the quiet side of the resort in a unique corner locat

Garden Bungalow Waimea Bay - 3BR Home

Rating: 4.6

• 3 Bed
• 2 Full Baths

From $1785.00 / night

This cozy three bedroom North Shore cottage has recently been completely refurbished and now offers travertine floors, granite counters, new appliances, ceiling fans, furnishings, carpeting as well as a new flat screen TV, DVD and stereo. One of the bedrooms is enclosed by sliding shoji doors. The cottage is located on a nice ocean side lot along with it's larger "sister" home, which is situated directly overlooking the ocean. Two of the best beaches on Oahu are only 100 steps from the front

Hale A Kai - 4BR Home Ocean View + Private Hot Tub

• 4 Bed
• 4 Full Baths

From $382.00 / night — Total price: $1146.00

Hale A Kai welcomes you with breezy island living, vibrant tropical dcor, and an unbeatable location just a short stroll from Magic Sands Beach. Tucked at the end of a peaceful cul-de-sac off Alii Drive, this newly updated 4-bedroom, 4-bath home blends comfort, convenience, and the spirit of alohaoffering a private yard, hot tub, multiple lanais, and plenty of space for up to 10 guests. What Youll Love About Hale A Kai Just minutes from Magic Sands Beach along Alii Drive Three king suites wit

Hale Aikane - 3BR Condo Ocean View + Private Pool

• 3 Bed
• 3 Full Baths

From $490.00 / night — Total price: $1470.00

Hale Aikane invites you to experience Hawaiian living at its finest, blending relaxed luxury with a serene island atmosphere. This single-level home offers 2,280 square feet of beautifully designed indoor and outdoor living spaceperfect for families or groups seeking a spacious retreat. Greet each day with breathtaking ocean views, and unwind in the evenings beside your private pool, surrounded by lush tropical landscaping. What Youll Love About Hale Aikane Private solar-heated pool with peace

Hale Ainoni - 3BR Home

• 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

Hale Alapi 'i - 4BR Home

• 4 Bed
• 3 Full Baths

From $2100.00 / night

Welcome to Hale Alapi'i, our home in fabulous Lanikai! This is a 3b/2b 1,400 sq. ft. main house that sleeps 4 adults or 2 adults + 2 kids comfortably, on a slight uphill to enjoy beautiful Hawaiian scenery, tropical birds and island breezes. It has been recently fully renovated and has all the necessities to enjoy a wonderful vacation for an extended family. The studio with queen and full bathroom (350 sq. ft.) accommodates 2 extra people and rents for an additional fee. The space The ho

Hale Anu Keanu - 4BR Home Rental Mountain View

• 4 Bed
• 3 Full Baths

From $400.00 / night — Total price: $1200.00

Hale Anu Keanu is a recently remodeled, plantation-style retreat on Kauais north shore, nestled in Princevilles peaceful and upscale neighborhood. With 2,400 square feet of elegant island living, four inviting lanais, and a private backyard hot spring spa, this two-story home blends modern comforts with timeless Hawaiian charm. Just a short walk to Hideaways Beach, Puu Poa Beach, golf, shops, and dining, and a quick drive to Hanalei Bay, its an ideal base for families and groups of up to eight.

Hale Cassia - 3BR Home

• 3 Bed
• 2 Full Baths

From $395.00 / night — Total price: $1185.00

Welcome to Hale Cassia by Gather, a serene retreat nestled in the heart of Princeville, HI. This three-bedroom, two-bathroom home is an ideal sanctuary for six guests seeking a quintessential Kauai experience. From the moment you arrive, the lanai and the spacious backyard framed by beautiful landscaping invite you into a world where island breezes and the spirit of aloha are a way of life. What We Love About Hale Cassia: *Location Perfection: Situated within one of Kauai's most sought-after co