Luxury rentals in Hawaii

4.96 out of 5 average rating, 79 reviews

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

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.

5 out of 5 average rating, 38 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.

A modern outdoor space features a private pool and spa, surrounded by comfortable loungers. The tranquil setting overlooks the expansive Hapuna Golf Course, with lush mountains in the background. Glass safety railings provide unobstructed views, seamlessly connecting the outdoor area to the interior of the home.

PiH: Mauna Kea Beach Escape, HapunaPark Waterslide

Mauna Kea Beach Escape 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 Estates Amenity center, including its pool, spa, resort waterslide, fitness center, club house and 2 covered Hales. Enjoy the large private backyard with private pool and spa. All bedrooms have private bathrooms and the fourth bedroom is a detached 2nd story studio suite.

4.94 out of 5 average rating, 18 reviews

Flat in Wailea-Makena

Ocean Views | Polo Beach Club | Groundfloor Condo

Step straight onto the sand at Polo Beach—Wailea’s premier swimming beach—from this rare ground-floor condo with ocean views that will take your breath away. Located in the exclusive Polo Beach Club, this 2-bedroom retreat offers near-private beach access, a walkout lanai, and unbeatable proximity to Maui’s top coastal path. Inside, unwind with a chef’s kitchen, spa-style bathrooms, Moccamaster coffee, and Dyson Airwrap. This is five-star comfort, with the beach at your doorstep.

Place to stay in Mauna Lani Resort

A spacious living area features comfortable seating on a light-colored sofa, complemented by decorative pillows. A wooden coffee table is adorned with fresh flowers and decorative bowls. Large glass doors open to a scenic view of the ocean, with soft lighting highlighting the room's textured ceiling.

5 out of 5 average rating, 3 reviews

Pauoa Beach Estate

Enjoy luxury living and ultimate relaxation at this gorgeous Villa. The 4 bedroom, 5.5 bath villa is located in the exclusive oceanfront enclave of Pauoa Beach, a short 800 feet from the sparkling blue Pauoa Bay. Over 1000 sq ft of outdoor lanais provide the perfect spot to enjoy breathtaking sunsets or a morning Kona coffee while watching surfers in the distance. Enjoy a beautiful private pool and jacuzzi, with lush landscaping and magnificent views of the Pacific Ocean.

5 out of 5 average rating, 8 reviews

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.

Apartment in Lahaina

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.

5 out of 5 average rating, 11 reviews

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

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.

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

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.

4.83 out of 5 average rating, 6 reviews

The living area is characterized by floor-to-ceiling windows that frame ocean views and natural light. A sectional sofa is complemented by modern furnishings, including a glass coffee table and woven décor. An adjacent dining area accommodates six, with additional seating at a desk near the window.

Flat in Lahaina

Mahana 1119 Summer Fun at Luxurious OceanFront 2BD

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays. Welcome to Mahana 1119, an eleventh-floor 2-bedroom, 2-bath corner penthouse that sleeps up to 6 guests and occupies Mahana’s most coveted stack, renowned for delivering Maui’s single most breathtaking ocean, outer-island, and beach panorama.

5 out of 5 average rating, 4 reviews

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

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.

4.96 out of 5 average rating, 53 reviews

Home in Lahaina

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.

5 out of 5 average rating, 4 reviews

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

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 holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great luxury holiday rentals in Hawaii

4.6 out of 5 average rating, 5 reviews

The villa is set against a backdrop of clear blue water and sandy beach, surrounded by palm trees swaying gently. Rocky outcrops frame the shoreline, while the ocean reflects the sky's colors, enhancing the serene coastal environment.

Villa in Maui

Paradise Cove

4.75 out of 5 average rating, 4 reviews

The three-story villa is set against a backdrop of lush greenery, featuring multiple decks and spacious outdoor areas. Lounge chairs are positioned on the manicured lawn, with shaded spaces visible beneath the balcony. Tall palm trees frame the property, enhancing the tropical atmosphere.

Villa in Kahuku

Moani Kaiolohia

The exterior of the oceanfront home features a wraparound infinity pool surrounded by tropical landscaping. Multiple levels and expansive glass sliding doors reveal a spacious layout. The structure is complemented by palm trees and a sunset sky, enhancing the serene ambiance of the property.

Hale Nana Kohola Beach House

5 out of 5 average rating, 3 reviews

The outdoor area features a lap pool with lounge chairs arranged alongside. The villa's exterior is illuminated at dusk, showcasing elegant architectural details and large glass doors that provide views into the living spaces. A covered patio offers shaded seating for relaxation.

Villa in Lahaina

Blue Sky Villa

5 out of 5 average rating, 7 reviews

Villa in Waimea

Ocean Views, White Sand Beach, Private Club

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.

PiH: Blue Serenity~ Waterslide, eBikes, Golf clubs

A spacious living area features light-colored furnishings, including a large coffee table and comfortable seating arrangements. Large windows allow natural light to fill the room, providing expansive views of the surrounding landscape. The decor is understated, contributing to a relaxed atmosphere.

5 out of 5 average rating, 3 reviews

Mauna Kea Magic: Pool & Waterslide included

A calm evening view reveals a luxurious outdoor area featuring a private pool surrounded by deck chairs. The spacious home, with large glass windows, opens to the outdoor space, emphasizing the connection between indoor and outdoor areas. Scenic landscape views are visible in the background.