Find Romantic Hotels in Wailea, Kihei from $275

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Pick from 24 Wailea Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

We are OPEN! Ekolu 307 - Front Row Ocean View - Clean and Fully Remodeled
Outdoor pool, a heated pool
We are OPEN! Ekolu 307 - Front Row Ocean View - Clean and Fully Remodeled
9.8 out of 10, Exceptional, 87 reviews
"The property location was absolutely perfect. Walking distance to Wailea village. Technically we could walk to the beach too but with boogie board and chairs we drove. You get the most relaxing and beautiful view from the lanai- golf course and ocean view"
We are OPEN! 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, 61 reviews
"We really enjoy staying at Grand Champions. Everything is so close and the condo has everything you need. We could walk each morning to the nearby shops to get coffee and eat at the great restaurants. We also enjoyed watching a few sunsets from the patio!"
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, 159 reviews
"Fabulous panoramic view, comfortable accommodations, well appointed condo, everything you could possibly need in the kitchen. Beautiful Lanai setting & comfortable furnishings. Dave was very responsive throughout our planning & while we were in the condo. Sure hope we get to come back some day. This is a keeper condo/vacation. Mahalo!"
The price is $275
$629 total
includes taxes & fees
Jun 17 - Jun 18
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
SPECTACULAR SUNSET OCEAN VIEW IN WAILEA EKOLU#607 - HIGHLY UPGRADED
A heated pool
SPECTACULAR SUNSET OCEAN VIEW IN WAILEA EKOLU#607 - HIGHLY UPGRADED
9.8 out of 10, Exceptional, 80 reviews
"Condo was beautiful, exactly as pictured. Views from lanai were incredible."
SPECTACULAR SUNSET OCEAN VIEW IN WAILEA EKOLU#607 - HIGHLY UPGRADED
Four Seasons Resort Maui at Wailea
Club Suite, 1 Bedroom | 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, 1,001 reviews
"Great service, great place! "
The price is $995
$1,174 total
includes taxes & fees
Jun 7 - Jun 8
Four Seasons Resort Maui at Wailea
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 reviews
"We love the Wailea area and loved this location as it’s an easy walk down to the waterfront and has beautiful sunset views. The condo was clean, well equipped and nicely setup for our family of four."
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!
Luxurious Wailea Ekahi 45D! Close to Pools & Beach. 25 miles from fire area.
Beach nearby, sun loungers, beach towels
Luxurious Wailea Ekahi 45D! Close to Pools & Beach. 25 miles from fire area.
9.6 out of 10, Exceptional, 79 reviews
"This unit exceeded our expectations! Everything we wanted or needed was there and the property was beautiful! Although we were in one of the condos farthest from the ocean, it didn’t matter! Views were amazing and walk was easy! I would highly recommend this property and hope to return again soon!!"
Luxurious Wailea Ekahi 45D! Close to Pools & Beach. 25 miles from fire area.
Fairmont Kea Lani Maui
View from room
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, 1,001 reviews
"Easily some of the best service at any resort we’ve ever stayed. Start to finish everyone was fantastic. Front desk. Valet. Pool. Restaurants. Everyone went above and beyond. Will definitely return. "
The price is $807
$1,011 total
includes taxes & fees
Jun 4 - Jun 5
Fairmont Kea Lani Maui
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, 952 reviews
"A truly beautiful property! The staff was all super friendly and accommodating. The rooms are spacious and comfortable. They threw in dozens of “little touches” to make us feel welcomed and appreciated. Highly recommended. By far the nicest place I’ve ever stayed!"
The price is $899
$1,108 total
includes taxes & fees
Jun 2 - Jun 3
Hotel Wailea, Relais & Chateaux - Adults Only
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, 1,001 reviews
"Absolutely loved our stay at the Andaz!!! One thing we did not enjoy was that it was $50/day for parking which we were not expecting. Breakfast was also $50/day (per person) along with a $50/day resort fee. Seemed like there wasn't much included in the price of the hotel. Overall, a stunning hotel and great service but we will these prices were a little more clear when booking."
The price is $854
$1,066 total
includes taxes & fees
Jun 2 - Jun 3
Andaz Maui at Wailea Resort - a concept by Hyatt
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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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Price trends for hotels in Wailea

Less expensive
More expensive
This month
Next month
August
January
$349
$375
Month
Price
January
$755
February
$491
March
$440
April
$449
May
$399
June
$349
July
$375
August
$345
September
$367
October
$401
November
$486
December
$425
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Wailea. Select dates and complete search for nightly totals inclusive of taxes and fees.

Wailea Romantic Hotels information

 

Romantic Hotels in Wailea

24

Highest price
$995
Cheapest price
$275
Number of guest reviews
6,100
Total number of hotels in Wailea
1,150

 

Frequently asked questions

Searching for romantic hotels in Wailea?
Are you and your partner in need of a romantic getaway? Our guests also love Wailea for its snorkeling, golfing, and beautiful beaches. You might consider checking out some of the nearby sights and attractions such as Shops at Wailea, Ulua Beach, or Wailea Beach. If you’d like to stay close to a particular destination, you can sort properties by neighborhood and proximity to top sights, so you’ll be able to see everything on your list.
What's the best place to stay for a romantic getaway to Wailea?
Wailea Beach Resort - Marriott, Maui is a favorite resort for couples, and features a full-service spa and 4 restaurants. Other good options for a romantic stay include Grand Wailea Maui, A Waldorf Astoria Resort and Fairmont Kea Lani Maui.
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. Shops at Wailea, Ulua Beach, and Wailea Beach are worth a stop when you’re out and about.

Recent reviews of Wailea hotels
Expedia verified reviews

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5/5 Excellent
"The hotel was above expectation. "
A verified traveler stayed at Wailea Beach Resort - Marriott, Maui
Posted 2 days ago
Wailea Beach Resort - Marriott, Maui