In summary: Wailea and South Maui have the island’s most reliable weather, about ten inches of rain a year, west facing ceremony lawns and the highest concentration of luxury resorts. Resort food and beverage minimums run roughly $150 to $400 per guest. Private estate site fees start around $7,000. A public beach ceremony at Makena Cove costs about $20 in permits and comes with rules most couples do not expect.

Best for
Couples who want five star infrastructure, the most dependable sunshine on Maui, and an easy guest experience where everything is within a golf cart ride of the room. It is also the region with the widest price spread, from a $3,600 twenty guest package in Kihei to a resort ballroom that seats 1,620.
The venues, with what they publish
| Venue | Capacity | Published cost | Catering |
|---|---|---|---|
| Four Seasons Resort Maui at Wailea | 20 to 500 seated | Nothing published | In house (third party sourced) |
| Grand Wailea | Up to 1,620 seated | Nothing published | Not published |
| Andaz Maui at Wailea | Up to 300 seated | From $15,500, third party | In house (third party sourced) |
| Hotel Wailea | 100 indoors, 150 outdoors | $5,000 to $9,000 ceremony, plus $4,500 to $35,000 minimums | In house only |
| Sugar Beach Events, Kihei | Up to 300 | $7,000 to $8,000 rental, packages from $3,600 | In house, venue holds the liquor licence |
| Kukahiko Estate, Makena | Not published | Nothing published | Outside caterers, on site kitchen |
| Makena Cove | 30 including vendors | $20 minimum permit | Not permitted on the beach |
Wailea Beach Resort by Marriott also sits on this strip and offers oceanfront ceremony lawns at better value than its neighbours. We have not published a profile for it yet because we have not verified its current capacities and terms, and we would rather leave a gap than fill it with directory data.

Resort or estate?
This is the real decision in South Maui, and it usually comes down to catering.
Resorts bundle food, drink, coordination and accommodation. You get infrastructure, a rain plan, and staff who have done this a thousand times. You also get a food and beverage minimum, in house catering you cannot shop around, and a per person figure that climbs faster than most couples expect.
Estates like Sugar Beach Events and Kukahiko give you the property and longer hours. Sugar Beach still runs catering and bar in house. Kukahiko lets your caterer use the kitchen. In both cases you assemble more of the team, which costs time and saves money.
The crossover point is usually around 50 guests. Below that, the estate packages win on price. Above about 150, resorts win on logistics because they can house, feed and move that many people without shuttles.
The lawn and sand distinction, which is a legal one
Every oceanfront resort on this strip fronts a public state beach. Wailea Beach, Mokapu Beach and the Makena beaches are all state land. A ceremony on a resort lawn involves the resort and nobody else. A ceremony on the sand in front of it is a commercial activity under Hawaii rules and needs a right of entry permit held by one of your vendors.
That permit caps you at 30 people including professionals, limits you to two hours covering setup and cleanup, and bans arches, chairs, tents, tables, amplified music and alcohol. Read the beach wedding permit guide before anyone books a photographer.
Weather and timing
Wailea is leeward and faces west, which is the whole reason the region exists as a wedding destination. Sunset is over the water from every oceanfront lawn here, so afternoon ceremony blocks fill first across the entire strip. Peak season runs May to October and popular venues book 12 to 18 months ahead. Elopements and small ceremonies can often be arranged in 8 to 12 weeks.
Rainfall is around ten inches a year, the lowest on the island. If the weather is your main anxiety, this is the region that answers it.
Tell us your date and guest count and we will send a shortlist
Compare against the rest of the island on all Maui wedding venues, or price the whole event with our cost breakdown.