Find Romantic Hotels in Wailea, HI

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Check availability on Wailea Romantic Hotels

Tonight
27 Mar - 28 Mar
Tomorrow
28 Mar - 29 Mar
This weekend
28 Mar - 30 Mar
Next weekend
4 Apr - 6 Apr

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, (1087)
"Wonderful property with large renovated suites and upgraded amenities. Great beach and multiple pools. Staff were friendly and attentive. "
The price is AED 3,369
AED 4,191 total
includes taxes & fees
26 Apr - 27 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, (1030)
"Lovely resort. Comfy room. Some strange interactions with the valet upon arrival. They were confrontational and laughed at my husband when he asked a question. Overall, I don’t think the staff was very happy as we had few positive interactions. Very pretty grounds. Loved the tranquil pool. "
The price is AED 3,670
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, (1005)
"Our second year staying at this hotel. It’s an incredible place and we will definitely be back, "
The price is AED 3,853
AED 4,762 total
includes taxes & fees
5 Apr - 6 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, (1036)
"Excellent service, clean and beautiful property"
The price is AED 2,737
AED 3,228 total
includes taxes & fees
1 Apr - 2 Apr
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, (1048)
"The only thing that was the consensus of every family, including ours, is that for the nightly rate, pool and beach chairs should be guaranteed. My guess is that they have enough pool chairs for about 30% of the rooms, faaaar too low and we saw it causing some serious anger and jockeying for pool chairs in a line 20 minutes before the pool opened. We opted to stay out of that nightmare and rent chairs from a private vendor on the beach. The resorts beach chairs must be paid for and sell out days...
The price is AED 3,302
AED 4,097 total
includes taxes & fees
1 Apr - 2 Apr
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, (960)
"Loved the pools and dining options however they were understaffed at the restaurants so we had to wait for a long time for drinks, food and our check with two sleepy babies. Our room was also kind of far from the lobby, again with two kids not easy to navigate with stroller and beach bags but we made it work just lots of walking. "
The price is AED 2,586
AED 3,260 total
includes taxes & fees
30 Mar - 31 Mar
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, (175)
"Great location would recommend "
The price is AED 1,029
AED 2,345 total
includes taxes & fees
1 Apr - 2 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.