Find Romantic Hotels in Wailea, HI

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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, (1000)
"Wonderful property with large renovated suites and upgraded amenities. Great beach and multiple pools. Staff were friendly and attentive. "
The price is SAR 3,695
SAR 4,580 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, (1001)
"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 SAR 3,860
SAR 4,773 total
includes taxes & fees
21 Apr - 22 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, (1002)
"Service, food and property was amazing!!"
The price is SAR 3,935
SAR 4,863 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, (1000)
"Excellent service, clean and beautiful property"
The price is SAR 2,794
SAR 3,296 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, (1003)
"amazing"
The price is SAR 3,372
SAR 4,184 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
9.2 out of 10, Wonderful, (953)
"Hotel was Amazing!! Pools are Gorgeous! We especially loved the Infinity pool!! Our ocean view room with a balcony was beautiful! Hotel is expensive but as the saying goes You get what you pay for!! We really enjoyed our time here!!"
The price is SAR 2,641
SAR 3,329 total
includes taxes & fees
1 Apr - 2 Apr
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 SAR 1,050
SAR 2,387 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.
Don't see what you're looking for?
See all available properties in Wailea

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.