Find Romantic Hotels in Wailea, HI

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Check availability on Wailea Romantic Hotels

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Compare Wailea Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1001)
"Beautiful property. Great service. Bring your credit card $$$$."
The price is AED 2,807
AED 3,528 total
includes taxes & fees
16 Mar - 17 Mar
Fairmont Kea Lani Maui

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1001)
"Amazing "
The price is AED 3,306
AED 4,115 total
includes taxes & fees
27 Feb - 28 Feb
Andaz Maui at Wailea Resort - a concept by Hyatt

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Wonderful experience in an adult environment!"
The price is AED 3,853
AED 4,762 total
includes taxes & fees
25 Mar - 26 Mar
Hotel Wailea, Relais & Chateaux - Adults Only

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Very enjoyable experience, we stayed on the Club Level and felt the perks were worth it."
The price is AED 3,287
AED 3,878 total
includes taxes & fees
7 Mar - 8 Mar
Four Seasons Resort Maui at Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1004)
"The property is very big which leads to a lot of walking. They charge $150.00 a day for beach chairs.and one umbrella No other alternative available. No umbrellas available in the adult section. Not a five star hotel. "
The price is AED 3,302
AED 4,097 total
includes taxes & fees
27 Feb - 28 Feb
Grand Wailea Maui, A Waldorf Astoria Resort

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.0 out of 10, Wonderful, (946)
"I enjoy being here! "
The price is AED 2,200
AED 2,805 total
includes taxes & fees
28 Feb - 1 Mar
Wailea Beach Resort - Marriott, Maui

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

9.6 out of 10, Exceptional, (130)
"extremely noisy due to proximity to shops below and adjacent highway. lack of indoor dinning table and poor seating arrangement in living room. only bar stools to sit on next to kitchen which were extremely uncomfortable, bedroom and living room dark,poor lighting. no chairs in bedroom. air conditioners didn't work, outstanding views,nice patio."
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!

Ekolu 307 - Front Row Ocean View - Clean and Fully Remodeled

9.8 out of 10, Exceptional, (92)
"2 week vacation and our first time staying in Wailea after 2 previous stays in Kaanapali. The property was exactly as described and actually better than expected. The views on the Lanai were fabulous! The sunsets every night were spectacular. The layout was great for my wife and and my mother. Plenty of space and well laid out. You’re close to so many amenities that we barely used our rental vehicle except the trips to explore the island. Rocky was a fantastic host and her communication was...
Ekolu 307 - Front Row Ocean View - Clean and Fully Remodeled

Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!

9.8 out of 10, Exceptional, (68)
"5 stars all the way. "
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

9.8 out of 10, Exceptional, (175)
"Great location would recommend "
The price is AED 1,245
AED 2,632 total
includes taxes & fees
26 Feb - 27 Feb
#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.
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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 Makena State Park Beach, Ulua Beach Park, 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.
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.