Find Romantic Hotels in Wailea, HI

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Wailea Romantic Hotels

Our top choices for Wailea romantic hotels

Lobby lounge
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
3.5 star property
Wailea
9.2 out of 10, Wonderful, (979)
"good location, good breakfast and friendly staff"
United States
Valeria
The price is AED 1,465
AED 1,729 total
includes taxes & fees
19 Dec - 20 Dec
Residence Inn by Marriott Maui Wailea
4 outdoor pools, pool umbrellas, sun loungers
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1002)
"It was a great place to stay with my family for my 4-year-old twin's birthday, and there were a lot of activities to do such as yoga, pilates, kids activities, and among all other things. Not to mention the road trip that we’ve taken to Hana, which was very nice and fun."
United States
Jad
The price is AED 2,215
AED 2,876 total
includes taxes & fees
9 Jan - 10 January 2026
Wailea Beach Resort - Marriott, Maui
Property grounds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1000)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
The price is AED 2,773
AED 3,271 total
includes taxes & fees
19 Dec - 20 Dec
Four Seasons Resort Maui at Wailea
Exterior detail
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1006)
"Beautiful amenities and friendly staff! "
United States
Laura
The price is AED 2,900
AED 3,638 total
includes taxes & fees
17 Dec - 18 Dec
Fairmont Kea Lani Maui
Restaurant
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is AED 6,718
AED 8,213 total
includes taxes & fees
8 Jan - 9 January 2026
Ho‘olei Villas at Grand Wailea
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1001)
"Great"
United States
Joseph
The price is AED 3,118
AED 3,896 total
includes taxes & fees
16 Dec - 17 Dec
Hotel Wailea, Relais & Chateaux - Adults Only
5 outdoor pools, cabanas (surcharge), pool umbrellas
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1001)
"Wonderful "
United States
John Richard
The price is AED 2,637
AED 3,347 total
includes taxes & fees
11 Jan - 12 January 2026
Andaz Maui at Wailea Resort - a concept by Hyatt
Beach nearby, beach towels
Ekahi Ocean View Escape and close to beach (21F)

Ekahi Ocean View Escape and close to beach (21F)

Ekahi Ocean View Escape and close to beach (21F)
Wailea
9.6 out of 10, Exceptional, (63)
"Great place for a beach vacation! All the supplies you need for the beach!"
United States
Chelsey N.
Ekahi Ocean View Escape and close to beach (21F)
Pool
Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.

Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.

Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.
Wailea
10.0 out of 10, Exceptional, (84)
"We had a great stay at this location! Lots of space and amenities. We will definitely be back! "
Canada
Tyler C.
The price is AED 826
AED 2,367 total
includes taxes & fees
17 Dec - 18 Dec
Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.
Outdoor dining
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Wailea
9.8 out of 10, Exceptional, (185)
"Great spot to stay"
United States
Jacob B.
The price is AED 918
AED 2,319 total
includes taxes & fees
15 Dec - 16 Dec
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Wailea Hotel Reviews

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"It was a great place to stay with my family for my 4-year-old twin's birthday, and there were a lot of activities to do such as yoga, pilates, kids activities, and among all other things. Not to mention the road trip that we’ve taken to Hana, which was very nice and fun."
Jad 7-night trip
Posted 1 day ago
Wailea Beach Resort - Marriott, Maui

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Wailea?
Are you and your partner in need of a romantic vacation? Couples choose Wailea for its beautiful beaches and breathtaking sunsets. You might want to spend some time strolling hand in hand through the natural surroundings with a visit to Ulua Beach Park, Ahihi-Kinau Natural Area Reserve, or Ahihi Kinau Natural Area Reserve. Whether you want to sip a glass of champagne or watch the sunset from your balcony, you'll be sure to find your ideal accommodation in Wailea to make for the perfect couples' getaway.
What's the best place to stay for a romantic getaway to Wailea?
Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms is a favorite resort for couples, and features private pools and free WiFi.
What is there to do in Wailea?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Wailea has to offer. Couples looking for a little of everything will enjoy Wailea for its snorkeling, golfing, and beaches. Wailea Beach, Shops at Wailea, and Ulua Beach are worth a stop when you're out and about.