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Featured Wailea Romantic Hotels

See all 858 Hotels in Wailea
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr, Wailea
4.5 out of 5.0
4.6 out of 5 (284 reviews)
Amazing and relaxing. Very classy hotel and beautiful property.
  Sep 24, 2017

$431

$431
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Wailea
4.5 out of 5.0
4.7 out of 5 (744 reviews)
Beautiful resort with a wonderful beachFairmont Kea Lani is a beautiful resort with the best staff. They were very attentive and remembered little details from a short conversation during my check-in. Try out the Mixology class - super fun and delicious! The beach was a dream with great amenities readily available. The room was fantastic ...
  Sep 21, 2017

$377

$377
Hotel Wailea, Relais & Chateaux

Hotel Wailea, Relais & Chateaux

555 Kaukahi Street, Wailea
4.5 out of 5.0
4.6 out of 5 (330 reviews)
Hard to beat in a perfect location I couldn't have asked for a better experience at Hotel Wailea. A seamless checkin paired with top of the line service from all of the employees made our trip more than enjoyable. Be sure to visit James at the pool bar for great conversation and good drinks.
  Sep 19, 2017

$549

$549
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr, Wailea
4.5 out of 5.0
4.3 out of 5 (984 reviews)
Beautiful Hotel with ideal locationWe loved the location of the hotel. The proximity to the Shops at Wailea made the stay all that much better by providing additional food choices. The fact the sand beaches were off property, but a couple minutes walking distance, actually is preferable for us. All sunsets we're unobscured by umbrellas ...
  Sep 18, 2017

$319

$319
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Wailea
5.0 out of 5.0
4.8 out of 5 (454 reviews)
Love the view and love the staff!Best vacation ever. I've never encountered such a friendly and helpful staff nor experience. Everyone we encountered was awesome.
  Sep 18, 2017

$559

$559
Wailea Grand Champions, A Destination Residence

Wailea Grand Champions, A Destination Residence

155 Wailea Ike Place, Wailea
3.0 out of 5.0
4.5 out of 5 (258 reviews)
Amazing time in WaileaAccomidations were absolute perfection. We met great people at the pool everyday. Rooms stocked with everything you need. Close to shopping and the best beach in Wailea. Close to all the best hotels.
  Sep 23, 2017
Wailea Ekahi Village, A Destination Residence

Wailea Ekahi Village, A Destination Residence

3300 Wailea Alanui, Wailea
3.0 out of 5.0
4.5 out of 5 (152 reviews)
Home away from homeWonderful condos that were very homey. Beautiful scenery and very clean.
  Sep 19, 2017
Palms at Wailea Maui by Outrigger

Palms at Wailea Maui by Outrigger

3200 Wailea Alanui Dr, Wailea
3.5 out of 5.0
4.1 out of 5 (165 reviews)
Great TimeThis was our 25th Wedding Anniversary. We had a GREAT TIME and want to come back and do it again. A week went by so fast. Might have to book for longer next time.
  Aug 25, 2017
Wailea Ekolu Village, A Destination Residence

Wailea Ekolu Village, A Destination Residence

10 Wailea Ekolu Place, Wailea
3.5 out of 5.0
4.3 out of 5 (86 reviews)
Nice, clean, comfortable room. Close to beaches and shopping.
  Sep 14, 2017
Map

Recently booked Romantic Hotels in Wailea

Wailea Beach Resort - Marriott, Maui
4.0 out of 5.0
Last booking: 18 minutes ago
Four Seasons Resort Maui at Wailea
5.0 out of 5.0
Last booking: 1 hour ago
Residence Inn by Marriott Maui Wailea
3.0 out of 5.0
Last booking: 2 hours ago
Wailea Ekahi Village, A Destination Residence
3.0 out of 5.0
Last booking: 3 hours ago
Wailea Grand Champions, A Destination Residence
3.0 out of 5.0
Last booking: 5 hours ago
Makena Surf, A Destination Residence
4.0 out of 5.0
Last booking: 15 hours ago
Grand Wailea - A Waldorf Astoria Resort
4.5 out of 5.0
Last booking: 46 hours ago

Pocket Guide: Romantic Hotels in Wailea

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