Hawaii Vacation Homes

Serenity Beachfront Cottage - 2BR License Number 90-TVU-0326

Rating: 4.9

• 2 Bed
• 1 Full Baths

From $1500.00 / night

Licensed-Charming beachfront cottage right on Kailua Beach! This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room. Step out your front door and onto Kailua Beach, three miles of pristine white sand and turquoise water. Wander down to the local market for lunch, and picnic under the palm trees. Rinse off in your tropical outdoor shower before settling in for sunset. The cottage includes a c

Stonehouse - 3BR Home Poipu

Rating: 4.9

• 3 Bed
• 2 Full Baths

From $2997.00 / night

The Stonehouse is built on a point of land that has a 180-degree white-water ocean view. The home sleeps up to eight people and includes three bedrooms, two bathrooms and is adjacent to a white sand beach. The kitchen has a large picture window and comes equipped with a microwave oven and dishwasher. The dining and living room areas have spectacular panoramic views of the Pacific Ocean which allow for hours of whale (seasonal) and sea turtle watching. The Stonehouse also comes with cable DVD and

Sunset Hale - 3BR Home Ocean View + Private Hot Tub + Private Pool

• 3 Bed
• 2 Full Baths

From $200.00 / night — Total price: $600.00

Sunset Hale welcomes you to elevated island living on the sunny slopes above Kailua-Kona, where distant Pacific blues, fragrant palms, and a private stone lap pool create an effortlessly relaxed retreat for month-long escapes on Hawaiis Big Island. This single-level, 3-bedroom holiday home blends indoor-outdoor flow with every comfort for families, couples, and digital nomads seeking a serene Kona base. What Youll Love About Sunset Hale * Panoramic ocean and sunset vistas from the expansive cov

Surfer's Paradise - 3BR Home Beach Front

• 3 Bed
• 2 Full Baths

From $1200.00 / night — Total price: $3600.00

Nestled along the scenic coast of Haleiwa on Oahus famed North Shore, Surfers Paradise blends the relaxed rhythm of island life with panoramic ocean views and breezy, artful interiors. With 1,624 square feet of thoughtfully designed living space, this home easily accommodates up to eight guests, offering families and friends a front-row seat to the surf culture and natural beauty that define the North Shore. What Youll Love About Surfers Paradise Spectacular ocean and beach views from the expa

The Cottage - 1BR Home Ocean Front

• 1 Bed
• 1 Full Baths

From $332.00 / night — Total price: $996.00

Perched directly above the lava-rock shoreline along Alii Drive, The Cottage is a classic oceanfront retreat where coastal breezes, island color, and unobstructed sunsets shape each day. This one-bedroom home blends nostalgic Kona charm with thoughtful modern updates, creating a peaceful landing spot for couples, small families, and travelers seeking a true sense of place on the Big Island. What Youll Love About The Cottage True oceanfront living with panoramic views and vibrant nightly sunset

The Red House in Hanalei - 5BR Beachfront Home

Rating: 5

• 5 Bed
• 4 Full Baths

From $15000.00 / night

This spectacular beachfront home is located directly in the center of Hanalei Bay. With sweeping views out on to Hanalei Bay, this expansive property features a beautifully remodeled 4 bedroom plantation-style main house, plus spacious 1 bedroom guest house. One of the largest beachfront properties in Hanalei, this 2+ acred property captures the true essence and beauty of Hanalei, without feeling too close to your neighbors. The main house has AC throughout, and features an open floor plan w

Tranquility Beachfront - 3BR Home

Rating: 4.9

• 3 Bed
• 3 Full Baths

From $2775.00 / night

Enjoy sunrises from the deck overlooking the beach, and sunsets from your own private perch in the sand. This beautifully decorated 3 bedroom beachfront home pampers you with a large, well-appointed kitchen, upstairs master suite with soaking tub and killer views. A large living room and dining room invite your Ohana to gather. The private den is ideal for curling up with a book, and so much more. From the kitchen, hear the birds sing, and the crashing of waves only steps from your retreat in pa

Tropical Breeze - Studio Cottage

Rating: 4.8

• Studio
• 1 Full Baths

From $325.00 / night — Total price: $975.00

Serene tropical comfort in your own private studio, just steps away from 1 of the top 5 best beaches in the world. Here you can walk for miles on a white, sandy beach or go wind surfing, kite sailing, boogie boarding, kayaking, snorkeling, or swimming. Kailua beach is truly special. The Tropical Breeze studio boasts garden views, tropical trade winds and the soothing sounds of the ocean waves. Come and enjoy the aloha spirit and warm sunshine. The studio has high ceilings with a tropical-d

Turtle Bay Villas - 3BR Condo Ocean Front #116

• 3 Bed
• 2 Full Baths

From $690.00 / night — Total price: $2070.00

Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach! Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay Villa 116. This ground floor, oceanfront condo welcomes you and an additional 7 guests to experience all of the magic that Oahu has to offer with its premiere location on the world-famous North Shore and within the expansive 85

Wai Lani - 4BR Home Ocean View

• 4 Bed
• 2 Full Baths

From $600.00 / night — Total price: $1800.00

Wai Lani by Gather offers an elevated Princeville escape where breathtaking ocean views, cooling trade winds, and thoughtful modern comforts come together in perfect harmony. Perched at the end of Albert Road and surrounded by lush tropical beauty, this serene retreat features panoramic ocean vistas from every room and lanai, creating an immersive North Shore experience for up to eight guests. What Youll Love About Wai Lani Sweeping ocean views from every room, lanai, and living space Split a