South Maui Romantic Holidays

Book a Romantic Hotel + Flight or Car together to unlock savings

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Top flight + Romantic hotel deals in South Maui

Price found within the past 48 hours. Click for updated prices.
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

Wailea
£1,926
per person
19 Oct - 26 Oct
found 1 day ago
Return flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (272 reviews)
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
£2,750
per person
7 Nov - 14 Nov
just found
Return direct flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,006 reviews)
Beautiful property. Great room. Fantastic pools. Next to beach. Great staff. I’d book again. Loved our stay. Nothing bad to say.

Reviewed on 18 Aug 2026

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

Hana Town Center
£2,371
per person
5 Oct - 11 Oct
found 20 hours ago
Return flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
There was a delay in our room and we received an upgrade. The front desk was very helpful and pleasant. The bell staff were also so patient and kind. The property is magical and we wish we had stayed an extra night. Highly recommend a stay here instead of doing road to Hana in one day. The tennis and basketball are immaculate! Thank you for having us, we will always remember the great views and spacious property

Reviewed on 1 Aug 2026

Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

£1,973
per person
5 Oct - 11 Oct
found 20 hours ago
Return flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
£2,896
per person
5 Oct - 11 Oct
found 20 hours ago
Return flight included
London (LON) to Kahului (OGG)
8.8/10 Excellent! (1,003 reviews)
The overall experience was very good. On arrival we were very disappointed to see that the “lei greeter” was no longer a thing at this property. The greeting and the lei were great ways to get us into the aloha frame of mind. They should consider bringing that back. Also, the registration used to offer refreshing cool water during check in. During the hurricane lala storm our sliding glass door would not seal. We had a very loud screeching all night. We finally had to open the door. The screeching stopped but then the storm noise was also loud. Sleeping was very difficult. Our next door neighbors did not have that noise problem. The gardens are very well maintained. The pools are very nice. It seems the water elevator has been broken for awhile. Elevator access to rooms in two towers were serviced by only one elevator. The other has been broken for weeks. We had long waits going up and down between the rooms, lobby, and pool area.

Reviewed on 18 Aug 2026

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5* Romantic holidays in South Maui

Price found within the past 48 hours. Click for updated prices.
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
£2,896
per person
5 Oct - 11 Oct
found 20 hours ago
Return flight included
London (LON) to Kahului (OGG)
8.8/10 Excellent! (1,003 reviews)
The overall experience was very good. On arrival we were very disappointed to see that the “lei greeter” was no longer a thing at this property. The greeting and the lei were great ways to get us into the aloha frame of mind. They should consider bringing that back. Also, the registration used to offer refreshing cool water during check in. During the hurricane lala storm our sliding glass door would not seal. We had a very loud screeching all night. We finally had to open the door. The screeching stopped but then the storm noise was also loud. Sleeping was very difficult. Our next door neighbors did not have that noise problem. The gardens are very well maintained. The pools are very nice. It seems the water elevator has been broken for awhile. Elevator access to rooms in two towers were serviced by only one elevator. The other has been broken for weeks. We had long waits going up and down between the rooms, lobby, and pool area.

Reviewed on 18 Aug 2026

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How to find a romantic South Maui holiday

How can I find the best South Maui vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to South Maui. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap South Maui romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to South Maui that start from £1,926. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a South Maui romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to South Maui?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in South Maui?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in South Maui that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to South Maui with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my South Maui romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.