The Best Wailea 5 Star Resorts of 2018 (with Prices)

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Hotel Wailea

US$722

US$685

Agoda.com

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Booking.com

US$685

Expedia.com

US$685

Priceline

US$722

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1,254 reviews

#1 Best Value of 8 5 Star Resort in Wailea

“Best resort in Wailea with superior architecture and landscaping, top class restaurant, easy beach access with attendants on hand to assist, complementary local transportation, very friendly and accommodating staff.”
“Hotel Wailea offers luxurious private suites surrounded by tropical fruit trees, birds and other island creatures with spectacular ocean views from a cliff-side setting.”

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Four Seasons Resort Maui at Wailea

US$731

FourSeasons.com

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Booking.com

US$704

Expedia.com

US$731

Hotelpower.com

US$864

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5,775 reviews

#2 Best Value of 8 5 Star Resort in Wailea

“The staff is exceptional, the hotel is so gorgeous and comfortable for a resort, the restaurants are atmospheric and full of wonderful food, the spa is devine and the sunsets were spectacular!”
“The beauty of the resort, the service, the pampering, the amazing restaurants, the great amenities, and the best time we had made our honeymoon magical and magnificent!”

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Resort near Wailea (2)

The Ritz-Carlton, Kapalua

US$703

Booking.com

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Hotels.com

US$703

HotelsClick

US$635

Expedia.com

US$703

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3,765 reviews

41.6 km from Wailea

“Spent a week with my wife at the Ritz, such a beautiful resort, flowers, trees, beach and resort are amazingly beautiful, there is a wonderful walk we did by the ocean in the mornings about 1.5 miles each way, the...”
“Beautiful, Pampering and Perfect Location”

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Four Seasons Resort Lanai

US$973

Official Site

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Expedia.com

US$973

Hotwire.com

US$973

Orbitz.com

US$973

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640 reviews

48.0 km from Wailea

“The resort is definitely amazing ... Beautiful!!! Newly renovated - loved everything about it !!! What made it even better were the staff ... Amazing how they knew our names from the moment that we arrived.”
“The Malibu Farm restaurant happily rivals the original with just the right blend of opulent and accessible food, always fresh and with a delicious twist.”

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Savings alert! 11% below average rates

The price you found is 11% lower than this hotel's average rate of US$1,094/night.

We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

Other hotels you may like

Residence Inn by Marriott Maui Wailea

US$342

Residence Inn

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Booking.com

US$342

Expedia.com

US$342

Travelocity

US$342

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342 reviews

#6 of 8 Hotels in Wailea

“We left a resort to stay here due to an impending tropical storm and we LOVED it!! This would be perfect for family vacation. The rooms are huge suites with full kitchen, free breakfast, and awesome pool with…”
“Booked the Residence inn in Wailea as it was the only place that would accommodate a group of 3 adults 2 kids. Greater with a great staff, upgraded room and waived the parking cost. Daily breakfast was good and…”

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Grand Wailea - A Waldorf Astoria Resort

US$800

Hotels.com

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Hilton.com

US$846

Lol.travel

US$551

Booking.com

US$800

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7,278 reviews

#7 of 8 Hotels in Wailea

“Key features of this resort include: • Spacious rooms and secluded villas with private lanais • Breathtaking views and subtle Hawaiian décor • Award-winning dining options from Hawaii Seasonal Cuisine at HUMUHUMU...”
“Amazing Hawaiian hospitality, incredible pools and resort ground - we had a ground floor room right out onto the pool and garden which was perfect for our family, One of the best hotels we've ever stayed......we'l...”

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Wailea Beach Resort - Marriott, Maui

US$542

Marriott Hotels

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Hotels.com

US$502

Booking.com

US$502

Expedia.com

US$502

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863 reviews

#4 of 8 Hotels in Wailea

“Modern and spacious rooms, fantastic “infinity” pools with amazing views, great service and food/cocktail selection for poolside, extensive breakfast buffet and again great service for breakfast at the resort rest...”
“The resort brings out the BEST in everyone and "Terry" runs cocktails to all with fun-filled efficiency and unrivaled recall for guests' names/drinks... Food - OUTSTANDING and priced better than surrounding local...”

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Fairmont Kea Lani, Maui

US$410

Fairmont.com

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Booking.com

US$368

Expedia.com

US$368

Hotels.com

US$368

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5,054 reviews

#3 of 8 Hotels in Wailea

“We booked a last minute trip to Wailea and the Kea Lani. I travel a lot for business and very rarely do I leave a review. We were enthralled with the suites, property and staff at the Kea Lani. Ronne at the…”
“This is our 2nd time and 2nd anniversary we celebrated at the Fairmont Kea Lani. We absolutely love this place and the Wailea area. We stayed in Room #358 ocean view. Keep in mind this hotel is a all suite…”

Savings alert! 16% below average rates

The price you found is 16% lower than this hotel's average rate of US$487/night.

We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

Andaz Maui At Wailea Resort

US$538

Hyatt.com

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Booking.com

US$514

Agoda.com

US$514

Hotwire.com

US$514

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3,192 reviews

#5 of 8 Hotels in Wailea

“Other things we loved: - everything included in the resort fee that we took advantage of: kayaking, outrigger canoe experience, go pro camera (loved this!), mixology class, photo session, snorkel equipment, paddle...”
“On the plus side: Beautiful common areas, great location on the ocean for sea life, lot's of activities to take advantage of (snorkel gear, kayaks, out riggers, SUP included in resort fee), beautiful pools, nightl...”

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Napua Tower at Grand Wailea

Contact accommodation for availability

1 review

#8 of 8 Hotels in Wailea

“My family checked in here and upgraded to the club level in this Tower to take advantage of the food the drinks the amenities package excetera. Such the way to go. Highly recommended, food is fantastic, full bar...”

Prices are provided by our partners, and reflect average nightly room rates, including taxes and fees that are fixed, known to our partners, and due at time of booking. Other miscellaneous taxes and hotel fees which are not fixed or due at time of booking may be payable at the property at time of stay. Please see our partners for more details.

Best 5 Star Resorts in Wailea

Wailea 5 Star Resorts