Luxury rentals in Hawaii

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Top-rated luxury vacation rentals in Hawaii

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Luxe
A spacious backyard features a heated pool, spa, and lounge area surrounded by tropical plants. Outdoor seating arrangements and a fire pit are visible, creating a welcoming space for relaxation. The expansive lawn leads to views of the Pacific Ocean in the background.
Home in Waimea
5 out of 5 average rating, 5 reviews

PiH: Blue Serenity~ Waterslide, eBikes, Golf clubs

Blue Serenity is a brand new luxurious 4BR, 4.5Ba located in Hapuna Estates, part of the Mauna Kea Resort. The home enjoys stunning views of the Pacific Ocean. Guests enjoy access to the beautiful Amaui Club, including its pool, spa, resort waterslide (fun for kids and adults of all ages), fitness center, and 2 covered Hales. Enjoy the large private backyard with heated pool and spa. Blue Serenity is tastefully furnished and stocked with everything you'll need for an amazing Big Island vacation.

Luxe
This outdoor space features a private pool surrounded by lounge chairs, with a serene backdrop of palm trees and sweeping fairway views. An outdoor kitchen area is visible, enhancing the inviting atmosphere of this tranquil setting.
Home in Koloa
5 out of 5 average rating, 14 reviews

Kauai Villa | Stunning Views, Private Pool & Spa

Discover Lanikai Hale, a luxurious, family-friendly retreat on the south short of Kauai. This peaceful villa includes access to a detached ohana (guest house) and comfortably accommodates up to 10 guests. Enjoy a private pool, hot tub, fire pit, outdoor kitchen and ocean views. Indoors, find a chef-ready kitchen, airy living spaces, and spa-like bathrooms. Close to pristine beaches, hiking, and dining, this home offers a perfect blend of comfort, elegance, and island adventure for your family.

Luxe
Home in Waimea
5 out of 5 average rating, 36 reviews

"Hale Mele" Polynesian Pod Style with Pool/Hot tub

Welcome to Hale Mele, a luxurious 4,000 sq/ft Polynesian-style retreat in the gated Champion Ridge community on Kohala’s sunny "Gold Coast." This single-story home features 4 private bedrooms, 5 full baths, 2 half baths, and 2 outdoor showers. Relax in the private heated saltwater pool and spa, enjoying unobstructed Mauna Kea views. Perfectly located in a premier Big Island resort, this elegant haven offers unparalleled comfort and exclusivity. Hale Mele: your private paradise in Hawaii.

Luxe
A spacious outdoor area features a pool surrounded by natural stone accents and lush tropical landscaping. Comfortable lounge chairs are positioned around the pool, and a covered seating area offers a sheltered space to relax and enjoy views of the garden and surrounding landscape.
Villa in Kailua-Kona
4.96 out of 5 average rating, 78 reviews

Hale Ohia: Oceanfront Paradise

This is an exceptionally beautiful and unique oceanfront property in a secluded location near Kailua-Kona, offering pristine views of Holualoa Bay. Enjoy breathtaking ocean vistas, stunning sunsets, and a wide-open night sky in a luxurious, nature-immersed setting. The property includes three guest units and a main house, all thoughtfully built around a shared deck and showcasing fine craftsmanship with locally sourced Ohia wood. A true gem blending elegance, privacy, and natural beauty.

Luxe
An expansive balcony features a large dining table surrounded by sturdy chairs, offering a stunning ocean view. A stainless steel Viking barbecue grill is positioned nearby. Lush palm trees frame the scene, complementing the bright blue sky and tranquil waters.
Condo in Lahaina
5 out of 5 average rating, 7 reviews

Maui Resort Rentals: Honua Kai Hokulani 402

As one of Honua Kai's crown jewels. Hokulani 402 boasts an incredible 4th floor oceanfront vantage point in the closest column to the ocean at the entire Honua Kai Resort.. Treat your party to this "Ali'i" (Hawaiian word for royalty) residence with over 2200 sumptuous sq. ft. feet of interior space and some of Honua Kai's most spectacular oceanfront views. A Viking barbecue grill on the expansive 600 sq. ft. balcony completes the lavish experience.

Luxe
An open living space features wooden seating arranged around a central table, with a vibrant mural on one wall. Floor-to-ceiling glass doors offer panoramic views of the ocean and sky, showcasing colors of sunset reflected on the water.
Villa in Kailua-Kona
5 out of 5 average rating, 11 reviews

Mele Kai Kona - Luxe Oceanfront Property with Pool

As close to the ocean as you can get, located in between two popular beaches in the heart of Kailua-Kona. The sundrenched interior is rich with coastal influence and a refreshing salted breeze. Beyond sky-high windows, the crystalline Kona Coast provides a striking vista. Pop open a bottle of icy champagne on the terrace as the sky transforms with an array of vivid hues. Copyright © Luxury Retreats. All rights reserved.

Luxe
An open-concept living and dining area is illuminated by natural light, featuring a large wooden dining table surrounded by chairs. A comfortable sectional sofa is positioned nearby. Bi-fold glass doors open to reveal panoramic views of the ocean and sunset, enhancing the space's seamless indoor-outdoor flow.
Home in Koloa
5 out of 5 average rating, 5 reviews

Luxe Kauai Retreat | Pool • Spa • Ocean Views • AC

Magnificent, spectacular, and amazing describe Jasmine Villa, a brand-new 2024 Kukuiʻula retreat. This luxurious home offers sweeping views of the ocean, Kukuiʻula golf course, Hā‘upu mountains, sunrise, and full moonrise. Watch the Milky Way and meteor showers from the lanai, sun deck, or firepit. A perfect blend of comfort and natural beauty in one of Kauaʻi’s most exclusive communities.

Luxe
A serene ocean scene features calm, clear waters reflecting a vibrant blue sky. Gentle waves lap against rocky shorelines adorned with green vegetation, creating a tranquil coastal atmosphere. Lush greenery in the foreground frames the expansive view of the Pacific Ocean, enhancing the sense of natural beauty.
Condo in Lahaina
4.67 out of 5 average rating, 3 reviews

KBM Resorts | FREE CAR Kapalua Bay KBV-34G4

Luxurious oceanfront villa with panoramic Molokai views, private lanai, gourmet kitchen, and spa-inspired master suite-perfect for a relaxing Maui escape with comfort, style, and island charm. Please note that this listing can accommodate up to 4 guests, with additional bedding provided via a sofa bed in the living room.

Luxe
The open-concept living area features a spacious sectional sofa and a modern kitchen island with bar seating. Large glass doors allow for a seamless transition to the outdoor lanai, showcasing panoramic ocean views in the distance.
Condo in Kihei
5 out of 5 average rating, 9 reviews

Wailea Hoolei 23-3 Your Ultimate Luxury 3Bedroom

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays. Welcome to Ho‘olei Residence 23-3 (L3), a show-stopping 3-bedroom, 3.5-bath villa set within Wailea’s coveted, gated Ho‘olei enclave on Maui’s sun-kissed south shore.

Luxe
A spacious dining area features a large wooden table surrounded by chairs, with wicker accents. Above, three woven light fixtures hang from a beamed ceiling. A large opening in the wall reveals an ocean view, with lush palm trees and a comfortable lounge area visible.
Home in Koloa
5 out of 5 average rating, 4 reviews

NEW 4 BR Ocean view home in Poipu

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.

Luxe
Home in Lahaina
4.96 out of 5 average rating, 51 reviews

Just Steps from Maui's Best Beach! Pool and slide

BRAND NEW CONSTRUCTION finished in Sept 2018! No expense was spared in this beautiful 1800 square foot gated and private home. Just 40 steps to Maui's best sandy beach (perfect for family swimming and very kid friendly), this home literally has something for all ages.

Luxe
A spacious two-story home is surrounded by lush tropical landscaping. A wide staircase leads to the covered front porch, adorned with dark wood railings. Varieties of green foliage, including large leaves, enhance the exterior, while palm trees softly sway in the background under a blue sky.
Home in Hanalei
5 out of 5 average rating, 4 reviews

Hale Makala - Luxurious Hanalei Home TVNC #5093

Welcome to Hale Makala, a favorite home, with the perfect blend of traditional plantation style features and modern open design. Just steps to Hanalei Bay, one of the worlds most iconic beaches and surf spots

Popular amenities for Hawaii luxury vacation rentals

All about Hawaii

How to Enjoy your Hawaii Vacation to the Fullest

Fiery sunsets, tropical cocktails and sapphire-blue waters that stretch out as far as the eye can see… there’s no denying that Hawaii is a magical place. Where else in the world can you watch molten red lava hitting the surface of the ocean in clouds of steam? Whether you’re a creature of leisure or an adventurer, you won’t run out of things to do and places to discover when vacationing on one of Hawaii’s beautiful islands.

Reach new heights

Hawaii is a dream comes true for travelers who enjoy a challenge, and motivated hikers will see their efforts well rewarded. Make your way to Mount Haleakala in Maui at just the right time of day, and you’ll catch the sun setting on a breathtaking volcanic landscape. Or hop in your care and drive along the Road to Hana for scenic views and plenty of photo-ops.

One of the most beautiful (and dangerous) hikes in the world, the Kalalau Trail on Kauai island promises a heart-racing experience. Those willing to live life on the edge will come home from their trip with thrilling tales of wild encounters and hazardous climbs. Take note - this adventure is for experienced hikers only. Newbies or parents travelling with kids will find family-friendly trails at Waimea Canyon national park.

Vacationers who want to witness Hawaii’s awesome natural wonders will be blown away by Kilauea on Big Island. We highly recommend you take a helicopter tour to soar above Hawaii’s most active volcano, a once-in-a-lifetime experience you’ll never forget. Other unique activities on Big Island include visiting Mauna Kea’s snowy summit and the more family-friendly hike to Wailuku River State Park’s Rainbow Falls.

Make a splash

If you’ve ever dreamed of riding waves, your Hawaii vacation is the perfect moment to start! Beginner surfers will be able to choose from a variety of surf schools or one-on-one instructors on Hanalei Beach in Kauai. Advanced surfers will find many challenging waves to ride on every island, including legendary surf-sites like Maui’s Jaws, and Oahu’s Waimea Bay and legendary North Shore.

From deep-sea fishing to snorkeling adventures and romantic sunset cruises, there is more than one way to earn your sea legs in Hawaii. From September to March you might be lucky enough to catch a glimpse of humpback whales frolicking along Maui’s shores. Feel safer on dry land? These gentle giants are sometimes visible from the beach!

If you’re a self-proclaimed beach bum, you’re in for a treat! There is no shortage of long stretches of sandy beaches - of every color - and unspoiled secret coves in Hawaii. On Big Island’s green sand beach at Papakolea, you’ll witness the beauty of golden-green sands and turquoise waters contrasting with ocean carved volcanic cliffs. Or make your way to Punalu’u black sand beach, where you have a good chance of witnessing Hawksbill and Green turtles basking in the sun.

Book some Tee Time

With over 70 courses strewn across its 6 islands, Hawaii is one of the world’s golf capitals.

Hawaii’s golf courses are internationally praised for their beauty and imaginative landscaping. Pros travelling to Big Island will enjoy practicing their favorite sport on the Kohala Coast’s many golf clubs and resorts, while amateurs can try their hand at a new hobby on one of the many independant courses across the island.

Golf enthusiasts travelling to Maui are in for a truly spectacular experience at the Wailea resorts in the wake of mount Haleakala, surrounded by truly breathtaking views. On Kauai, and Oahu, Golfers can experience practicing their favorite sport while hearing the Ocean lap at the island’s rugged shores, as fairways weave through lush vegetation and are lined with spectacular cliffs.

Experiencing beachfront vacation rentals in Hawaii

A stay in one of ourKauai beach villas means waking up to spectacular views, and relaxing by your infinity pool after a day of horseback riding through Hanalei Wildlife refuge or kayaking on the Hanalei river. Lovers of the great outdoors will enjoy how close to secret beach coves and Na’Aina Kai Botanical Gardens our Kauai homes are, while golf enthusiasts can choose a villa that is a short drive from the world-class Makai Golf Club at Princeville.

Wake up with the sunrise and admire an endless stretch of turquoise blue water and lush green mountains in one of our Maui vacation rentals . With sprawling terraces, gorgeously designed infinity pools and tropical inspired grottos, your Maui villa is the perfect place to relax after a day of adventures on land and sea.

Our Oahu vacation rentals are some of the most lavish in Hawaii. Foodies and night owls will enjoy our modern beachfront flats in Honolulu, a city known for its imaginative cosmopolitan restaurants and fantastic shopping. Sushi lovers in particular will love the fusion of Hawaiian, Japanese and American cuisines. If you’re traveling with a big group, you might want to consider throwing a private luau at your Oahu villa, complete with poolside tropical cocktails and a delicious Hawaiian BBQ.

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