Find Romantic Hotels in Wailea, HI

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Wailea Romantic Hotels

Tonight
2 Jun - 3 Jun
Tomorrow
3 Jun - 4 Jun
This weekend
6 Jun - 8 Jun
Next weekend
13 Jun - 15 Jun

Top Wailea Romantic Hotels

Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1002)
"We had an amazing time at Fairmont Kea Lani. The resort was gorgeous and the food was fantastic! "
The price is AED 3,088
AED 3,859 total
includes taxes & fees
4 Jun - 5 Jun
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, (1003)
"Excellent resort, service was great. We would Highly recommended "
The price is AED 2,847
AED 3,575 total
includes taxes & fees
1 Jul - 2 Jul
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)
"This place is truly amazing! The service is impeccable, the resort is beautiful, and the views are breathtaking. I can’t wait to return again."
The price is AED 2,935
AED 3,679 total
includes taxes & fees
8 Jun - 9 Jun
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, (1004)
"One of the best resorts in Hawaii "
The price is AED 2,920
AED 3,445 total
includes taxes & fees
22 Jun - 23 Jun
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)
"Loved our stay!! Wonderful staff! Pricey restraunts but overall loved"
The price is AED 3,302
AED 4,097 total
includes taxes & fees
3 Jun - 4 Jun
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, (986)
"We enjoyed our stay. The pool view was amazing "
The price is AED 2,494
AED 3,151 total
includes taxes & fees
3 Jun - 4 Jun
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)
"Enjoyed our stay very much. Great location for walking to mall and beach! Spacious rooms and lanai."
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, (95)
"Great place best view, sun hits hard mid day but mornings are great. Beds were really comfy and clean. Couches are nice. "
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, (69)
"The property was clean, spacious, and conveniently located. We would stay here again."
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, (179)
"Great location would recommend "
#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.

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.
What's the best place to stay for a romantic getaway to Wailea?
Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms is a favorite resort for couples, and features private pools and free WiFi.
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.