South Maui Romantic Vacations
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Top Romantic vacation packages in South Maui
Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
Save 100% on your flight
Price was $1,712, price is now $817 per person
$817
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (1,415 reviews)
The resort was very nice and relaxing. Staff were friendly and kind and there were no issues with my reservation when checking in and checking out. Everything is accessible and walkable distance and I really enjoyed the stunning view of Kaanapali Beach. Definitely would come here again.
Reviewed on Aug 20, 2025
The Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was $1,716, price is now $1,043 per person
$1,043
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.6/10 Exceptional! (221 reviews)
We stayed 10 nights at the Whaler, we had a studio with ocean view and a kitchen. The hotel was very nice, the bed was really comfortable. The staff was very nice and really responsive.
Reviewed on Aug 16, 2025
The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
Price was $2,904, price is now $1,809 per person
$1,809
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,003 reviews)
The staff is very attentive and friendly.
Reviewed on Aug 15, 2025
Wailea Beach Villas
Wailea
Save 100% on your flight
Price was $5,382, price is now $3,566 per person
$3,566
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.8/10 Exceptional! (172 reviews)
Luxurious accommodation with beautiful views! Nice uncrowded pool and beach chairs! You buy your own food at Safeway, but it saves you money and you get exactly what you want. It’s so much better than paying $60 a person for a breakfast buffet at the Kea Lani. We chose to skip breakfast there.😂 On our last leg of the trip we both wished we would have picked the Villas over the Kea Lani. It was so much more pleasant at the Villas! The Villas even had an ocean view adults only pool that you didn’t have to fight for a pool chair at 6 am
Reviewed on Aug 10, 2025
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was $4,332, price is now $2,972 per person
$2,972
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.8/10 Excellent! (1,008 reviews)
This resort is ideal for families with elementary and middle school kids. My kids were busy back and forth between the lazy river, beach, The Cave, snorkeling, shows, etc. Just the perfect spot for a family vacation.
Reviewed on Aug 20, 2025
5* Romantic vacations in South Maui
Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
Price was $2,904, price is now $1,809 per person
$1,809
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,003 reviews)
The staff is very attentive and friendly.
Reviewed on Aug 15, 2025
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was $4,332, price is now $2,972 per person
$2,972
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.8/10 Excellent! (1,008 reviews)
This resort is ideal for families with elementary and middle school kids. My kids were busy back and forth between the lazy river, beach, The Cave, snorkeling, shows, etc. Just the perfect spot for a family vacation.
Reviewed on Aug 20, 2025
Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
Price was $2,983, price is now $2,142 per person
$2,142
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
Everyone was so kind and willing to make your stay that much more beautiful!! The grounds are breathtaking!! Just sitting on the lawn and enjoying the view was priceless. Very family friendly, something for everyone here!
Reviewed on Aug 20, 2025
3 Night Romantic vacations in South Maui
Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
Save 100% on your flight
Price was $1,002, price is now $584 per person
$584
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.4/10 Very Good! (1,415 reviews)
The resort was very nice and relaxing. Staff were friendly and kind and there were no issues with my reservation when checking in and checking out. Everything is accessible and walkable distance and I really enjoyed the stunning view of Kaanapali Beach. Definitely would come here again.
Reviewed on Aug 20, 2025
The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
Price was $1,912, price is now $1,163 per person
$1,163
per person
Oct 6 - Oct 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9/10 Wonderful! (1,003 reviews)
The staff is very attentive and friendly.
Reviewed on Aug 15, 2025
The Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was $1,196, price is now $787 per person
$787
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.6/10 Exceptional! (221 reviews)
We stayed 10 nights at the Whaler, we had a studio with ocean view and a kitchen. The hotel was very nice, the bed was really comfortable. The staff was very nice and really responsive.
Reviewed on Aug 16, 2025
4 Night Romantic vacations in South Maui
Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
Save 100% on your flight
Price was $1,299, price is now $697 per person
$697
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.4/10 Very Good! (1,415 reviews)
The resort was very nice and relaxing. Staff were friendly and kind and there were no issues with my reservation when checking in and checking out. Everything is accessible and walkable distance and I really enjoyed the stunning view of Kaanapali Beach. Definitely would come here again.
Reviewed on Aug 20, 2025
Mana Kai Maui- Official Onsite Rental
Price was $1,759, price is now $797 per person
$797
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.8/10 Excellent! (1,005 reviews)
I’m going to give the review I was looking for when I booked this place.
I’m a single mom and I brought my 13 and 9 year old. This place was perfect!
-Parking was right outside the door
-Every room had an ocean view
-General store had everything you needed,
-Excursion booking was right in the lobby.
-Snorkeling was right there on the beach.
-Pool was warm and relaxing.
The property was small and quaint. We felt safe and the staff was very friendly. We will definitely be coming back.
Reviewed on Aug 21, 2025
Napili Kai Beach Resort
Save 100% on your flight
Price was $1,610, price is now $855 per person
$855
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
Very clean and grounds are well taken care of. On site dining is a big plus. Laid back atmosphere, not stuffy as some of the ritzy places can be. I don’t think the beach area is private and not extremely large, but we didn’t exactly go to Maui for the beach. Be careful of the beach trail in high tide/high wave conditions. Overall hidden gem.
Reviewed on Aug 21, 2025
How to find a romantic South Maui vacation
How can I find the best South Maui vacation packages for couples?
To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.
How can I find cheap South Maui romantic packages for two?
For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.
How can I plan a great romantic trip to South Maui?
Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.
How much is a trip for two to South Maui?
Put a price on love with stunning deals for duos starting at just $584. Prices and availability are subject to change. Additional terms may apply.
Can I book South Maui spa packages for couples?
Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.
How can I book romantic weekend getaway packages in South Maui?
To book a loved-up break in South Maui, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).
Can I book a romantic trip to South Maui with free cancellation and/or flexible dates?
The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.
Why should I book my South Maui romantic holiday with Expedia?
If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.