Find Romantic Hotels in Wailea, HI

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

Fairmont Kea Lani Maui
Exterior
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, (1004)
"."
The price is SAR 1,976
SAR 2,553 total
includes taxes & fees
1 Dec - 2 Dec
Fairmont Kea Lani Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
Pool
Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
9.2 out of 10, Wonderful, (1001)
"Gorgeous property and best staff. Pool staff is second to none. Sparkles and Darious were amazing. "
The price is SAR 2,404
SAR 3,056 total
includes taxes & fees
6 Nov - 7 Nov
Andaz Maui at Wailea Resort - a concept by Hyatt
Hotel Wailea, Relais & Chateaux - Adults Only
Pool
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.4 out of 10, Exceptional, (976)
"Fantastic experience!"
The price is SAR 3,376
SAR 4,204 total
includes taxes & fees
17 Nov - 18 Nov
Hotel Wailea, Relais & Chateaux - Adults Only
Four Seasons Resort Maui at Wailea
Exterior
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1006)
"Excellent customer service "
The price is SAR 2,967
SAR 3,500 total
includes taxes & fees
12 Nov - 13 Nov
Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
Exterior
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (1004)
"Positives: Beautiful hotel and grounds with a great beach and many walkable shops and restaurants. Great cleaning staff. Negatives: Adults pool was not cleaned regularly. Remaining pools are all filled with kids. Rooms have a very small shower area sadly. Also, very, very cheap toilet paper. Patio furniture needs restaining and varnish (the stain transferred to our wet swim suits which we were trying to dry). Poor sound proofing to adjacent rooms. No fan in toilet area. They forgot our...
The price is SAR 2,851
SAR 3,606 total
includes taxes & fees
6 Nov - 7 Nov
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui
Pool
Wailea Beach Resort - Marriott, Maui
4.5 star property
9.0 out of 10, Wonderful, (904)
"Great proximity to the Shops at Wailea. "
The price is SAR 2,401
SAR 3,039 total
includes taxes & fees
6 Nov - 7 Nov
Wailea Beach Resort - Marriott, Maui
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!
Enjoy this amazing ocean view from all rooms and lanais at Ekolu 107.
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!
9.6 out of 10, Exceptional, (130)
"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!
Ekolu 307 - Front Row Ocean View - Clean and Fully Remodeled
Spectacular Ocean view from lanai
Ekolu 307 - Front Row Ocean View - Clean and Fully Remodeled
9.8 out of 10, Exceptional, (89)
"Very nice place, fantastic views!"
Ekolu 307 - Front Row Ocean View - Clean and Fully Remodeled
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!
Property grounds
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!
9.8 out of 10, Exceptional, (67)
"We recently stayed at this small condo and found it to be a pleasant experience. The location was excellent, offering easy access to nearby attractions and amenities. The condo itself was clean and well-maintained, providing a comfortable space for our stay. Although compact, it had all the essentials we needed. We especially appreciated the cleanliness and the overall upkeep of the property. It was a good choice for our trip, and we would consider staying here again in the future."
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Beautiful ocean view from lanai. About a 10-minute walk to the water.
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
9.8 out of 10, Exceptional, (165)
"Great property! The view was spectacular and time spent just hanging out on the lanai and even the view from indoors was so beautiful and relaxing! You could just stay in and enjoy most of the day! Updated appliances, super clean, and well equipped. Loved it all! Close to awesome snorkeling and the best sundown walking path on the beach in front of the resorts. Hope to be back again someday!"
The price is SAR 1,033
SAR 2,364 total
includes taxes & fees
7 Nov - 8 Nov
#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 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.
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.