Luxury rentals in Hawaiian Islands

NEW Luxury Villa | Mauna Lani Beach Club | Sunset

Completely upgraded island retreat in Mauna Lani! Beach Club access included! This stunning 3BR villa feels brand new with designer finishes throughout, elevated decor, luxurious furnishings, and bright open spaces with soaring ceilings. Enjoy multiple oversized lanais for morning coffee or sunset cocktails, a chef’s kitchen, spa-inspired bathrooms, and indoor/outdoor island living. Just steps to the resort pool, hot tub, fitness center, and a short drive to beaches, golf, dining, and shopping.

Pali Nui: Dramatic New Kukui'ula Estate

Spectacular resort-style luxury meets irresistible tropical charm in this beautiful, spacious, artistically appointed new 6BR/6.5BA villa. Delightful features abound: a magical swimming lagoon, "volcano spa", chef's-dream kitchen, alfresco showers & more! Jaw-dropping, breathtaking, spectacular: sometimes even the highest superlatives can seem like low-key understatement. Pali Nui - this uniquely gorgeous new Kukui'ula villa - is distinctively designed and stylishly curated, with artful ...

Luxury Estate | Infinity Pool & Spa | Sleeps 22

Magnificent, spectacular, and brand-new 2024 Kukuiʻula retreat, Jasmine Villa offers luxury island living in one of Kauaʻi’s most exclusive communities. Enjoy sweeping ocean views, Kukuiʻula Golf Course, Hā‘upu Mountains, sunrise, and full moonrise. Experience stargazing like the Milky Way and meteor showers from the lanai, sun deck, or firepit. A perfect blend of modern comfort, privacy, and natural beauty, ideal for a luxury Kauaʻi vacation and unforgettable island experience.

school 3203 Makahuena Ocean Front

Welcome to koolkondo where you will experience luxury vacation rentals at its finest. Our stylish boutique hotel style condos and homes have it all. You will absolutely enjoy your home away from home with VIP style in modern island luxury! Breathtaking ocean views and spacious living accommodations await you at this newly fully renovated fabulous 2 bedroom 2 Bathroom Makahuena Condo in Poipu. TA-182-499-0720-01 Hawaii Broker: Federico V Quevedo License#: RB-24459

Luxury Oceanfront Estate · Pool · Sunset Beach

Hale Ohia Kai is a rare oceanfront estate on Kona’s Ali’i Drive, just steps from the Pacific. Enjoy panoramic views, an infinity pool, and unforgettable sunsets over Holualoa Bay. The estate includes a main house and three private guest suites, each with its own entrance and en-suite bath—offering a private, resort-like experience for groups and families. Highly requested for special occasions. Walk to Magic Sands Beach. Message us to plan your stay.

Mauna Lani Luxury 3 BR Bliss : Pool, Beach Club

Located in the prestigious Mauna Lani resort on the Big Island of Hawaii. With 3 bedrooms and 3 en-suite bathrooms, this home can accommodate up to 6 guests comfortably. Enjoy the private pool & hot tub surrounded by nature. Not to mention, all of your family and friends can be under one roof! Enjoy drinks on the beach, hike the King's Trail and go to dinner at the world renowned Canoe House.

Oceanview Estate w/ Infinity Pool & AC | Kona

Set within the gated enclave of Keauhou Estates, Hale Nai'a is a striking oceanview retreat where architecture, art, and horizon-wide vistas take center stage. From its dramatic entry to the infinity-edge pool overlooking Keauhou Bay, this private home delivers a confident sense of island living designed for connection, comfort, and unforgettable sunsets.

Cottage Four - Serene Kauai Riverfront Stay

Escape to our modern 887 sqft Hanalei cottage on the river! Perfect for families, this stylish retreat offers stunning mountain views, a private hot tub, and a serene waterfront setting. Experience a true paradise getaway in a home designed for comfort and relaxation, comfortably accommodating up to six guests.

Hoku Lani ~ Hapuna Park Pool & Waterslide included

Hoku Lani House is a brand new luxurious 4 bedroom, 4.5 bathroom. The home overlooks the world-renowned Hapuna Golf Course with stunning views of the Pacific Ocean. Guests enjoy access to the beautiful Hapuna Park, including its pool, spa, resort waterslide, fitness center, club house and 2 covered Hales.

Luxury Home with Pool: Mehana Makai, Kukui'ula

Modern elegance meets tropical ease in this stunning, spacious (4BR/4.5BA) upscale Kukui'ula neighborhood. Close to Poipu's finest beaches, restaurants, and shopping! Unwind either poolside in a chaise lounger or hammock, at the heated pool's swim-up bar or under the swinging bed in the "Pai Pai".

Hale Aloha by Alekona Kauai: 4 BR Ocean Views w AC

Welcome to Kukuiula Vacation Home 57, a breathtaking ocean-view retreat nestled in the coveted Kukuiula neighborhood of Poipu. This luxurious four-bedroom vacation rental embodies the spirit of island elegance, offering a seamless blend of modern comfort and tropical charm.

Pool & Hot Tub with Magnificent Ocean Views

Perched on a dramatic ocean bluff above the surf, Keoniana Kai, a 3-bedroom, 4-bath architectural masterpiece sits with panoramic ocean and white water surf views.