Maui Luxury Rentals

Luxury 3BR ocean-front condo in Honua Kai Resort, Maui. Professionally decorated with custom furnishings, beachfront views, and lanai with outdoor kitchen.

Luxurious 3BR/3BA Honua Kai Resort condo on 5th floor with ocean views from every room. Gourmet kitchen, beach gear, 4 pools, and on-site dining.

Luxury 3-bedroom, 3-bath, 2500 sq. ft. Penthouse Villa J205 at Wailea Beach Villas with ocean views, gourmet kitchen, and resort amenities.

Luxurious 3 bed, 3.5 bath townhome at Hoolei Wailea Beach with private elevator, ocean views, BBQ area, entertainment system, and resort amenities.

Luxury 3BR condo at Honua Kai Resort, Maui's only beachfront condo in 30 yrs. Gourmet kitchen, luxury linens, 3 beachside pools, Dukes Restaurant. Direct ocean views from every window.

The Maui Escape is a luxurious 2.5 bedroom, 2 bathroom villa with 2,200 sq ft of living space. It has views of the upper pool, a private lanai, and offers unique appointments such as custom wood shutters, granite and hard wood finishes, and honed marble floors.

Stunning ocean views, 2 bedrooms with ensuite bathrooms, large lanai with lounge chairs and dining table, gourmet kitchen, TV/den area, and laundry room.

Deluxe Ocean View villa in the top row 'A' building with unobstructed panoramic views of the ocean. Private elevator, gourmet kitchen, and outdoor BBQ. Nearby amenities include restaurants, golf courses, shopping, and white sand beaches.

Maui Breeze Retreat at Ho'olei is a luxurious 3 bedroom, 3.5 bath townhome with stunning Pacific Ocean views. Amenities include a swimming pool, hot tubs, sauna, fitness facility, private elevator, and gourmet kitchen.

Beachfront penthouse with panoramic ocean views, 4 bedrooms, 3 baths, complete 2017-2018 renovation, sleeps 8, direct elevator access, on-site amenities.

Luxury, premier direct oceanfront 2 bed, 2 bath condo in Kaanapali Alii Resort. Max 6 guests, 1900 sq ft, smart TVs, Keurig coffee, beach towels/chairs, fitness room, spa, tennis courts, Lanai with seating and table/chairs.

Luxury 6BR/6BA estate on a private cul-de-sac amidst Royal golf course with ocean views. Pool, spa, BBQ, game room, A/C, walk to beach & restaurants.

Kahana Nui Villa is a 6-bedroom luxury oceanfront vacation rental home in Maui with stunning views, beach access, pool, hot tub, and unique Bali-inspired architecture.

Beachfront top floor condo with modern interior, spectacular ocean view, and access to Maui's best snorkeling. Luxuries include pool, hot tub, tennis courts, and activity locker. Fully equipped kitchen and entertainment center. Sleeps up to four adults.

One-of-a-Kind Maui Getaway with infinity pool, traditional/modern design, tropical views, whale watching, and stargazing. Experience the Aloha!

Luxury 4BR Maui condo with panoramic ocean views, gourmet kitchen, Baby Grand piano, 75" smart TV, fitness center, 2 pool/spas, and underground parking. Located between The Grand Wailea & The Shops at Wailea with excellent shopping and dining options.

Luxury 3BR/3BA penthouse in Wailea with a large lanai, BBQ, gourmet kitchen, and access to pools, beach, fitness center, and concierge service.

Stunning U-shaped beachfront home in Maui with 5 bedrooms, each with an en suite bath and lanai. Features a pool, spa, fully equipped kitchen, and direct beach access. Enjoy snorkeling, surfing, and watching sea turtles.

Beachfront 2BR/2BA condo with panoramic views, pool, hot tub, tennis courts, herb garden, and outdoor grill. Luxurious and newly remodeled.

Experience paradise in this updated oceanfront condo at Polo Beach Club! Enjoy breathtaking views, steps from the beach, and access to private pool and BBQ.

Luxury condo with stunning views, fully remodeled with high-end finishes, accommodating 4 guests. Steps away from the beach, with pools, jacuzzis, tennis courts, fitness center, and free parking. Fully air-conditioned with Sonos sound system and flat-screen TVs.

Spacious townhome with ocean views in Hoolei community. Features cherry cabinets, limestone flooring, premium appliances, and built-in BBQ. Amenities include pool, gym, and 24-hour security. Close to upscale shopping and dining.

Wailea Beach Villas offers a luxurious 2 bedroom + den/2 bath penthouse villa with a private elevator, BBQ, and ocean views. Amenities include pools, hot tubs, fitness center, and beach attendants. Located near golf courses, spas, and upscale shopping/dining.

Newly renovated townhouse-style villa with 4 private bedrooms, 3.5 bathrooms, vaulted ceilings, Italian cabinetry, and a secure garage. Closest to the pool and beach, with a semi-private backyard. Features a 5-star pool, sauna, and waterfall.

Luxurious Beachfront Penthouse with panoramic ocean views, gourmet kitchen, Viking grill, infinity pool, spa, concierge, fitness center, and more!

Luxury 3BR/3.5BA condo near the beach with breathtaking views. Private elevator, gourmet kitchen, lanai with BBQ, and pool with waterfall. Sleeps up to 10.

Hale O Ho'okipa is a luxurious oceanfront villa in Kapalua Bay with custom furnishings and high-end art. It includes amenities such as central AC, secured wifi, and beach gear. No hidden fees.

Luxury 3BR villa in Hawaii's #1 resort, with ocean views, gourmet kitchen, private lanai, pool, jacuzzis, fitness center, and beach access.

3BR 3.5BA Royal Penthouse in Honua Kai Resort on 10th floor with panoramic ocean views, wrap-around lanai, full Viking kitchen, and beach gear provided. Sleeps up to 8.

"Relax in style at Polo Beach Club! Updated 2 bed/2 bath with private lanai and ocean views. Steps from Polo Beach and Wailea beach path. Beach gear included."

Wailea Orchid Villa is a luxurious 3-bed penthouse with stunning Pacific Ocean views. It has a gourmet kitchen, marble floors, and sleeps up to 8.

Hokulani 709 at Honua Kai Resort is a 2-bed, 2.5-bath condo with stunning ocean views, wrap-around lanai with a private BBQ, and modern amenities.

Luxury 3BR condo in Honua Kai Resort, Maui. 9th floor with stunning views of Ka'anapali Beach, Lanai, and Molokai. Spacious lanai, new kitchen, and amenities. Access to pools, hot tubs, fitness center, and Duke's Restaurant. Walking distance to shopping and farmer's market.

5 bedroom luxury home in Napili with ocean views of Molokai Island. Private backyard with hot tub, pool access, and beach cove just a 3-minute walk away. Well-stocked kitchen, two living areas, and comfortable furnishings.

Luxury 2nd floor penthouse at Wailea Beach Villas, #3 Resort in Hawaii. Beach access, high-end design, gourmet kitchen, private lanai w/ BBQ. King, Queen, Twin bed, convertible queen couch. Infinity pool, spa, fitness center on-site. Near shops & restaurants.

Luxury 2BR, 2BA oceanfront condo at Kaanapali Alii Resort, steps from Whalers Village, with top-notch amenities, stunning ocean views, and beach access.

This 2-bed, 2-bath condo is located at Kaanapali Alii, a premiere resort on Kaanapali Beach. It has a fully equipped kitchen, flat-screen TV, and ocean views. Resort amenities include heated pools, whirlpool spas, tennis courts, and beach activities.

Luxury villa w/ ocean views, modern decor, spacious living, 3 ensuite bedrooms, private elevator, garage, pool, gym, and beach access in Maui.

Luxury ocean-view villa on Maui, 3rd row at Ho'olei, with 3 bedrooms, ensuite configurations, private elevator, garage, Wolf grill, and Ho'olei pool access.

2-level villa at Ho'olei Resort on Maui with stunning ocean views, 3 en-suite bedrooms, large gourmet kitchen, fully furnished lanais, and pool access. Walkable to the beach and shops at Wailea.

Luxury 2 bed/2 bath direct oceanfront condo in Kaanapali Alii Resort. Panoramic ocean views, gourmet kitchen, designer furnishings, and beach towels/chairs. Maximum of 4 guests. No daily maid service.

Luxury villa near top-rated Wailea beach with resort-style pool, fitness center, and ocean views. Gourmet kitchen, private lanai, and personal elevator.

Luxurious 3BR, 3.5BA villa in Wailea with resort oasis pool, 2 lanais, BBQ grill, AC throughout, beach gear, and walking distance to shops and restaurants.

Escape to Seaview in Upcountry Maui! This spacious home accommodates 10, offering stunning coastal views, a solar-heated pool, hot tub, and outdoor dining. Near top dining spots and beaches, it's a serene family retreat.

Stunning ocean view villa in Hawaii's #1 resort. Top floor living area, elevator, pool table, indoor-outdoor living, 3 bedrooms, 3.5 baths, garage, beach/pool amenities, gated community.

Escape to this tranquil oceanfront condo with stunning views, direct beach access, and a gourmet kitchen. Sleep comfortably in the private primary suite or guest room. Enjoy the pool, hot tub, and nearby dining and shopping.

Hokulani 929 at Honua Kai is a luxurious 3-bedroom deluxe ocean view suite with a spacious lanai, fully equipped kitchen, and stunning views.

Spectacular ocean views from upstairs lanai. 6 bedrooms, 5 bathrooms, large pool, game area, and bar. Gated property. Short walk to shopping plaza.

Luxurious Kapalua Bay Villa #37B1, fully remodeled in 2021. Scenic ocean view, 5-min walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, several restaurants, and a first-class spa. Spacious, almost 1,000 sq. ft., one-bedroom, one bath.

Prime luxury oceanfront Polo Beach Club penthouse with stunning views, designer furnishings, and gourmet kitchen.

Luxury ground floor penthouse at Wailea Beach Villas, steps from pool. Gourmet kitchen, 2 primary bedrooms, den, lanai, 3 flat screens, 2 pools & spas. Adjacent to designer shops and restaurants. Adult-only beachfront infinity pool.

Oceanfront condo at Polo Beach Club 805. Direct beach access, amazing views, chic décor. Equipped kitchen, spacious living area, private lanai, central AC. Master bedroom with king bed, ensuite bath, ocean view. Guest room, 2 queen beds. Pool, jacuzzi, BBQ, herb garden on-site..

Spacious 6BR, 5.5BA Maui beach house for 12 guests, with ocean views, saline solar-heated pool, and gourmet kitchen. Steps to the beach, close to shops and dining. Perfect for relaxing, paddleboarding, or surf lessons. Ideal island getaway!

Luxurious 3BR villa in Maui's Ho'olei offers private elevator, gourmet kitchen, spacious lanais, beach access, pool with waterfall, jacuzzis, fitness center, and 24/7 security. Enjoy premium amenities in a gated community.

Luxurious 4-bedroom, 4.5 bath home in Pineapple Hill, Kapalua Resort with ocean views, heated pool, gourmet kitchen, designer furniture, and golf discounts.

Luxurious Hawaiian villa voted #1 resort in Hawaii by Conde Nast Reader’s Choice Awards 2019. Private balcony with partial ocean view, personal elevator, and beach access. Features a stunning pool, fitness center, and covered kitchen pavilion.

Lovely 1BR/1.5BA condo in building #20 with private beach access, ocean views, fully equipped kitchen, central AC, and Cal-King Tempur-Pedic bed.

Luxurious 3BR/3.5BA villa with resort oasis pool, fitness area, and beach gear. Fully equipped kitchen, gaming systems, and flat screen TVs. Great location in Wailea near restaurants, shopping, and golf courses.

Luxurious 3BR/3BA villa with ocean views from every bedroom, living room, and lanai. Sleeps up to 10. Resort amenities include 7 heated pools and beach access. Special pricing available. Free boogie boards and essential packages included.

3-bedroom oceanfront residence with a wraparound balcony, Viking BBQ grill, luxury baths, and a well-appointed kitchen. The resort has 4 swimming pools, 5 hot tubs, Duke's Beach House Restaurant, Aina Gourmet Market, and Ho'ola Health Spa.

Experience luxury at Ho'olei 12-2 in Wailea, Maui. This 3BR, 3.5BA townhome offers a gourmet kitchen, private lanai, and access to a waterfall pool, saunas, and fitness center. Sleeps 10. Perfect for a relaxing tropical retreat.

Escape to this Maui villa in a gated community with a pool, waterfall, and grotto. Enjoy a gourmet kitchen, spacious lanai, and private beach access. Stay 10+ nights for a free clean or 14+ nights for a free night.

Gorgeously remodeled and elegantly appointed, the oceanfront penthouse vantage point of residence 3-1106 boasts breathtaking Pacific Ocean views that stretch from Maui's neighbor islands of Lanai to Molokai and beyond.

Elegant, modern 3-bed vacation home in Wailea with stunning ocean views, outdoor patio with BBQ, high-top seating, and composite flooring. Access to 5-star pool, sauna, and waterfall. Walking distance to popular resort beaches and shops.

3BR oceanfront residence with a wraparound lanai, Viking BBQ, luxury baths, chef's kitchen, and Tommy Bahama beach chairs.

Luxurious 3 bed, 3 bath villa on the 5th floor with stunning ocean views. Private outdoor kitchen, 7 heated pools, and top-of-the-line fitness center.

three-bedroom deluxe oceanview suite at Honua Kai with stunning views, a fully equipped kitchen, and free amenities such as beach chairs and BBQ equipment. The suite accommodates up to eight people

Wailea Beach Villas is a luxurious penthouse with 2 bedrooms, a den, 2 full baths, and a spacious private covered lanai with built-in Viking grill.

Newly remodeled 2023! Spacious 3BR condo with bonus room in Ho'olei, stunning ocean/island views, sleeps 10. Enjoy beach gear, local snacks, and proximity to Wailea's shops, restaurants, and award-winning beaches. No resort fees!

Luxurious Ho'olei Villa with stunning ocean views, spacious lanai, gourmet kitchen, and elegant decor. Enjoy a beautiful pool, fitness center, beach access, and central A/C. Special offers for extended stays. Ideal for relaxation in Maui!

Luxury 2-bed, 2-bath ocean view suite on the 6th floor with stunning views of Molokai. Honua Kai Resort boasts 7 heated pools, a beachfront restaurant, and a fitness center. Free boogie boards and packages including L'Occitane bath products, beach towels, and more.

Luxurious 3BR/3.5BA oceanfront villa in Wailea. Steps from infinity pool & beach. Smart home features, private plunge pool, outdoor shower, & more.

Escape to paradise at Polo Beach Club! Enjoy stunning ocean views, a newly remodeled pool and jacuzzi, and private access to Polo Beach. Our 2BR/2BA condo sleeps up to 6 guests and is fully equipped with all the amenities you need for a relaxing stay.

Luxurious 3BR/3BA beachfront home in Kihei. Privacy, ocean views, and walking distance to shops/restaurants. Lap pool, wading pool, and Jacuzzi.

Luxurious 3BR villa in a gated community with garden views, al fresco dining, a gourmet kitchen, and private lanais. Enjoy a stunning pool, jacuzzis, fitness center, and nearby beach access. Book 10+ nights for perks!

Luxury top floor condo with breathtaking ocean views, modern features, and fully equipped kitchen. Access to pool, jacuzzi, BBQ grills, and herb garden. Close to world-class dining and shopping options.

Moana Hideaway is a beachfront family-style home with ocean views, Italian leather sofas, central A/C, a beach-entry pool, hot tub, and cocktail cabana. The property includes a main house with 3 bedrooms and a separate cottage with 1 bedroom.

Luxurious 3,400 sq ft villa in Wailea's Ho'olei. Enjoy ocean views, private lanais, and gourmet kitchen. Walk to top beaches, shops, and dining. Access to five-star pool, saunas, and fitness center. Ideal for relaxation and adventure.

Luxury 3BR villa in a gated community with 24-hour security, private elevator, stunning pool, beach access, modern furnishings, and top of the line appliances.

premier 2-bedroom suite at Honua Kai Resort and Spa. The suite has ocean views, a large balcony, fully equipped kitchen, and luxurious amenities. The resort has pools, beach access, and an on-site restaurant.

Experience a luxurious 3-bed, 3-bath villa on the 4th floor of Honua Kai Resort in Maui, with ocean views, high-end furnishings, and gourmet kitchen. Enjoy the resort's 5-star amenities, including 7 heated pools, 16 Viking BBQs, and Duke's Beach House Restaurant.

Oceanfront Hawaiian villa w/ stunning views & private walkway. Free 4-door car for 6+ night stays. Access to heated pools, BBQ, golf, tennis & local dining. Luxury amenities & vacation packages included.

Azure Azul M212 is a 3-bedroom, 3-bath ocean view corner unit at Wailea Beach Villas, Maui Island. It has a covered wrap-around veranda, new electronics and furnishings, a full kitchen, and access to resort amenities like pools and fitness center.

Ocean Dreams Villa 2203 is a luxurious 3-bedroom vacation rental with stunning ocean views, a well-equipped kitchen, and access to Montage Resort amenities.

Luxury penthouse at Wailea Beach Villas. Pacific Ocean views, full kitchen, open floor plan, private lanai w/ gas grill, den, main bedroom w/ en-suite bath, 2nd bedroom (twin/king). Amenities: TVs, gym, 2 pools w/ spas, beach set-up, close to Wailea Shops.

Mango Surf is a 3-bedroom beachfront home with a heated swimming pool, hot tub, and ocean views. It has central air conditioning, a renovated kitchen, and new furnishings. The property features a large grass lawn, a mature mango tree, and a quiet setting.

Luxury 2 bed, 3 bath oceanfront corner suite. 5-star amenities at Honua Kai Resort incl. 7 heated pools, fitness center, and beachfront location.

Luxurious 3300 sq condo with 4 bedrooms, 2 master suites, Waterworks Bathrooms, Viking barbecue, infinity pool, gym, and private entrance to shops.

Luxury Villa, Large 2230 sqft Interior + Lanai, 3 Bed, 3 Bath, Sleeps 8

Luxe 3BR/3.5BA Kapalua Bay villa with sweeping ocean views, 2,900 sq ft plus 1,200 sq ft lanai with grill. Viking chef's kitchen. Housekeeping/turndown included. Resort pools, beachfront, spa. Free car on 6+ nights.

Bali Hai is a 3-bed, 3.5-bath garden level pool villa with over 3,500 sq ft of indoor/outdoor living space. It has a private plunge pool, outdoor grotto shower, and a large wrap-around lawn. The villa has a full kitchen, multiple work desks, and complimentary Netflix.

Luxurious 3 bed, 3.5 bath villa in Maui voted #1 Resort in Hawaii by Conde Nast Reader’s Choice Awards 2019. Private, designer furnishings, pool, hot tub, fitness area, beach access, and parking for 2 vehicles. Fully equipped kitchen, AC, elevator, beach chairs, and towels.

Sea Breeze Suite J405 is a luxurious 3-bed, 3-bath vacation rental with stunning ocean views, state-of-the-art technology, and high-end furnishings.

Premier Honua Kai 2BR suite with stunning ocean views from every room & spacious wraparound lanai. Includes an "Ohana Play Package" for beach fun, professional kitchen, and local Moku Pua bath amenities. Voted among top 10 Hawaiian resorts by Conde Nast.

Private 3 bed, 3.5 bath villa with garden, plunge pool, outdoor shower, and full kitchen at Wailea Beach Villas resort. Direct access to Wailea Beach.

Luxurious 3BR/3BA oceanfront unit with stunning Pacific Ocean views, gourmet kitchen, private BBQ, and sleeps up to 10 guests. Honua Kai Resort amenities include 7 heated pools, Duke's Beach House Restaurant, fitness center, and Ho'ola Health Spa.

Newly launched Honua Kai 3BR oceanfront residence with stunning views, luxurious amenities, gourmet kitchen, and access to aquatic playground and spa.

"Premier Kaanapali rental with ocean views, luxury finishes, & top-tier amenities. Free shuttle, beach package, local bath amenities included. Near beach, offers poolside BBQ, fitness, spa, tennis. Prime whale watching in winter. Ideal for family vacations."

Expansive 3rd floor villa with beautiful artwork, vaulted ceilings, custom woodwork, and large granite island. Includes free night discounts and luxury amenities.

Aqua Lani J305 is a luxurious 3-bedroom villa with panoramic ocean views, upscale interior appointments, and original art pieces. It features plush ultra-premium beds, a chef's culinary dream kitchen, and a large outdoor terrace.