Find Romantic Hotels in Wailea, HI

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Check availability on Wailea Romantic Hotels

Tonight
19 Jul - 20 Jul
Tomorrow
20 Jul - 21 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Top Wailea Romantic Hotels

Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Great hotel! Loved our stay."
The price is SAR 3,026
SAR 3,790 total
includes taxes & fees
11 Aug - 12 Aug
Fairmont Kea Lani Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
5 outdoor pools, cabanas (surcharge), pool umbrellas

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1000)
"I loved everything about the property The ocean view was most beautiful. I can’t wait to return!"
The price is SAR 3,151
SAR 3,937 total
includes taxes & fees
17 Aug - 18 Aug
Andaz Maui at Wailea Resort - a concept by Hyatt
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1001)
"This place is truly amazing! The service is impeccable, the resort is beautiful, and the views are breathtaking. I can’t wait to return again."
The price is SAR 2,831
SAR 3,561 total
includes taxes & fees
21 Jul - 22 Jul
Hotel Wailea, Relais & Chateaux - Adults Only
Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Amazing stay and service. Four Seasons always exceeded our expectations. Beautiful resort with nice beaches and pools. Family loved it."
The price is SAR 3,507
SAR 4,137 total
includes taxes & fees
10 Aug - 11 Aug
Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1000)
"We had the best time! The property is absolutely gorgeous and the weather was perfect. "
The price is SAR 3,372
SAR 4,221 total
includes taxes & fees
1 Aug - 2 Aug
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui
4 outdoor pools, pool umbrellas, sun loungers

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.0 out of 10, Wonderful, (1002)
"The room view was amazing and the staff was great!"
The price is SAR 2,133
SAR 2,768 total
includes taxes & fees
14 Aug - 15 Aug
Wailea Beach Resort - Marriott, Maui
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!
Pool

Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!

9.6 out of 10, Exceptional, (130)
"Enjoyed our stay very much. Great location for walking to mall and beach! Spacious rooms and lanai."
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!
Ekolu 307 - Stunning Ocean Views & Sunsets, Prime location, Fully Remodeled,
Outdoor pool, a heated pool

Ekolu 307 - Stunning Ocean Views & Sunsets, Prime location, Fully Remodeled,

9.8 out of 10, Exceptional, (95)
"Raquel and Russ are the best! We have been enjoying this condo for many years. It is beautifully maintained, it is in a wonderful - super wonderful - location, it is perfectly set up. This year we really enjoyed the new restaurants just below: Kahalo Bistro (casual and fun) and Toast Restaurant (lovely and fancy). These join Manoli's and other wonderful close places.The weekly Farmers' Market is Tuesday mornings, do not be late for the good stuff.We love the condo; it is beautiful with the...
Ekolu 307 - Stunning Ocean Views & Sunsets, Prime location, Fully Remodeled,
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!
Interior

Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!

9.8 out of 10, Exceptional, (69)
"The property was clean, spacious, and conveniently located. We would stay here again."
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Outdoor dining

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

9.8 out of 10, Exceptional, (180)
"Very Nice Condo, Just as advertised. Outstanding view of the ocean."
#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.

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.
How many romantic hotels are there in Wailea?
Expedia has 6 romantic Wailea hotels for you both to enjoy.
When is the best time to visit Wailea?
The hottest months are usually September and August with an average temperature of 78°F,
  • Coldest months: February, January, March, and April
  • Driest months: June, September, July, and May
  • Rainiest months: December, April, March, and February
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.