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Maui Vacation Rentals

Escape to romantic Maui, where clean ocean waters kiss pristine beaches under sunny skies. Maui vacation rentals give you the value and flexibility to make this gorgeous island home for any length of stay.

OUTRIGGER Honua Kai Resort & Spa

Kaanapali Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

Situated on Kaanapali North Beach, this resort provides unparalleled service and all the amenities of a luxury resort with expansive one-, two-, and three-bedroom suites.

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Fairmont Kea Lani, Maui

Wailea, Maui Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

Connect to Maui like never before at this resort, Hawaii’s only all-suite and villa luxury oceanfront property.

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Aston Kaanapali Shores

Kaanapali Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

Located oceanfront on Kaanapali Beach, this oceanfront full-service condominium resort combines the comfort and convenience of spacious suites with full kitchens and hotel-caliber services.

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Kaanapali Alii

Kaanapali Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

Beachfront property combining the spaciousness and convenience of a luxury condominium with the amenities of a refined resort hotel.

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Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea, Maui Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

This chic and vibrant resort features luxurious accommodations on a prime location on Mokapu Beach.

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Napili Kai Beach Resort

Napili, Maui Our 3-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort.

Fronting one of Maui's most beautiful white-sand snorkeling bays, this secluded resort is ideal for families

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Royal Lahaina Resort & Bungalows

Kaanapali Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

This unique resort set along Kaanapali Beach offers natural beauty, traditional Hawaiian ambiance and attentive service.

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Ho'olei at Grand Wailea

Wailea, Maui Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

This property offering 3,200 - 4,000 square foot spacious three-bedroom villas, has the perfect family accommodations, nestled on a hillside perch with sweeping mountain and ocean views.

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Montage Kapalua Bay

Kapalua, Maui Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

This unparalleled collection of luxury villas in northwest Maui offers dedicated concierge service, championship golf and more.

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Mana Kai Maui Resort

Kihei, Maui Our 3-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort.

At the edge of Kihei and just five minutes away from Wailea, this oceanfront condo property puts you in the perfect spot to enjoy everything Maui has to offer.

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Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]