Find Romantic Hotels in Wailea, HI

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Check availability on Wailea Romantic Hotels

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

Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1007)
"Wonderful property with large renovated suites and upgraded amenities. Great beach and multiple pools. Staff were friendly and attentive. "
The price is AED 3,559
AED 4,415 total
includes taxes & fees
21 Apr - 22 Apr
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, (1003)
"Amazing hotel and service!"
The price is AED 3,669
AED 4,544 total
includes taxes & fees
22 Apr - 23 Apr
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, (1003)
"Peaceful and beautiful "
The price is AED 3,302
AED 4,112 total
includes taxes & fees
26 Apr - 27 Apr
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, (1000)
"This must be the most beautiful and welcoming property in Maui. Yes, it is expensive but they do everything right. Cultural experiences, sporting experiences, poolside retreats, etc, etc all included. It is also on the best beach on the island. We loved our entire trip. Thank you very much to all the staff! "
The price is AED 2,589
AED 3,055 total
includes taxes & fees
2 May - 3 May
Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1001)
"The grounds are meticulously maintained and the area is like a postcard of Maui. The art installations around the property add to the dream-like ambiance. The staff are extremely friendly, helpful and the service is outstanding. As honeymooners, that amount of kids was a little off-putting, however, the adults-only pool was a life saver."
The price is AED 3,118
AED 3,881 total
includes taxes & fees
1 May - 2 May
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, (968)
"Beautiful property, spread out so it didn’t feel crowded."
The price is AED 2,494
AED 3,151 total
includes taxes & fees
4 May - 5 May
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)
"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
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (93)
"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 - Front Row Ocean View - Clean and Fully Remodeled
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!
Fridge, microwave, oven, stovetop

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
View from property

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

9.8 out of 10, Exceptional, (177)
"The condo location was great for us. The area was quiet and relaxing. The condo was equipped with everything we needed. The view was outstanding! It was great to have an outdoor sofa to lounge on and soak in the view. We were also only a few steps from the pool and we could walk to the nearby shops. There were also some sand toys, pool noodles, boogie boards and an umbrella in one of the closets which was great. We had a great stay and would recommend to anyone. "
The price is AED 1,028
AED 2,330 total
includes taxes & fees
24 Apr - 25 Apr
#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 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.
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.