Find Romantic Hotels in Wailea, HI

    Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
  • one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
  • today icon
    Change your mind
    Book hotels with free cancellation

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

Spectacular Ocean view from lanai
We are OPEN! Ekolu 307 - Front Row Ocean View - Clean and Fully Remodeled
9.8 out of 10, Exceptional, (86)
"Nice :-)"
We are OPEN! Ekolu 307 - Front Row Ocean View - Clean and Fully Remodeled
Property grounds
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!
9.8 out of 10, Exceptional, (61)
"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!
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, (159)
"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 AED 1,010
AED 2,312 total
includes taxes & fees
27 May - 28 May
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
A nightly treat from your lanai at Wailea Sunset Condo at Ekolu Village 607!
SPECTACULAR SUNSET OCEAN VIEW IN WAILEA EKOLU#607 - HIGHLY UPGRADED
9.8 out of 10, Exceptional, (80)
"Condo was beautiful, exactly as pictured. Views from lanai were incredible."
SPECTACULAR SUNSET OCEAN VIEW IN WAILEA EKOLU#607 - HIGHLY UPGRADED
Exterior
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1000)
"Great in everything "
The price is AED 3,655
AED 4,311 total
includes taxes & fees
19 May - 20 May
Four Seasons Resort Maui at Wailea
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!
Exterior
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, (999)
"Everything about this resort is amazing. The suites are newly updated and very nice. The staff goes out of their way to assist in anyway possible. We look forward to coming back in the future. "
The price is AED 3,213
AED 4,006 total
includes taxes & fees
22 May - 23 May
Fairmont Kea Lani Maui
Pool
Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
9.2 out of 10, Wonderful, (1001)
"It was very nice. Not really a place for children though they are allowed. Short walk to the pools and beach. Did not like having a $900 hold placed on my card. Caused my bank to lock me out of my debit card."
The price is AED 3,402
AED 4,228 total
includes taxes & fees
19 May - 20 May
Andaz Maui at Wailea Resort - a concept by Hyatt
Pool
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.2 out of 10, Wonderful, (945)
"My wife and I celebrated our honeymoon and loved the adults only atmosphere. It was a very quiet and intimate atmosphere. We would highly recommend this place as an adults only get away!"
The price is AED 3,302
AED 4,068 total
includes taxes & fees
19 May - 20 May
Hotel Wailea, Relais & Chateaux - Adults Only
Exterior
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (1001)
"Great place "
The price is AED 2,776
AED 3,490 total
includes taxes & fees
2 Jun - 3 Jun
Grand Wailea Maui, A Waldorf Astoria Resort
Don't see what you're looking for?
See all available properties in Wailea
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.

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 Wailea Beach, Shops at Wailea, or Ulua 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. Wailea Beach, Shops at Wailea, and Ulua 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
"Best place to stay in Hawaii as a family or couple "
A verified traveler stayed at Wailea Beach Resort - Marriott, Maui
Posted 2 days ago
Wailea Beach Resort - Marriott, Maui