3900 Wailea Alanui Drive, Kihei, Hawaii, 96753, United States
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Four Seasons Resort Maui at Wailea: Month-by-Month Weather Guide
Trying to understand the weather at Four Seasons Resort Maui at Wailea before you book? This in-depth guide breaks down South Maui’s dry and wetter seasons, monthly temperature patterns, rain expectations, surf conditions, and whale-watching season—so you can plan beach time, pool days, and excursions realistically. Whether you are visiting in warm summer, a shoulder-season month, or Maui’s cooler winter period, this month-by-month breakdown shows what weather to expect and how it may affect your stay.
Planning your stay guide
Wondering what the weather is like by month at Four Seasons Resort Maui at Wailea? This guide breaks down what each month typically feels like on Maui's sunny south shore—including average temperatures in °F, humidity, rain chances, and what that means for beach days, snorkeling at Wailea Beach, golf, family activities, and poolside relaxation at the resort.
Quick takeaway:
Four Seasons Resort Maui at Wailea enjoys incredibly consistent weather year-round. Most days land roughly between 78–88°F for daytime highs. The driest and most popular stretch is typically April–October (often around 84–88°F with minimal rain and calm ocean conditions), while November–March brings slightly cooler temperatures (often around 78–82°F) with occasional winter showers.
Wailea advantage: Located on Maui's leeward (sheltered) coast, Wailea receives significantly less rain than the island's windward side—meaning more sunshine, calmer waters, and consistent beach weather throughout the year.
Four Seasons Resort Maui at Wailea enjoys incredibly consistent weather year-round. Most days land roughly between 78–88°F for daytime highs. The driest and most popular stretch is typically April–October (often around 84–88°F with minimal rain and calm ocean conditions), while November–March brings slightly cooler temperatures (often around 78–82°F) with occasional winter showers.
Wailea advantage: Located on Maui's leeward (sheltered) coast, Wailea receives significantly less rain than the island's windward side—meaning more sunshine, calmer waters, and consistent beach weather throughout the year.
Driest stretch: ~84–88°F (Apr–Oct)
Mildest temps: ~78–82°F (Dec–Mar)
Occasional showers: Dec–Feb (brief, mostly mornings)
Best whale watching: Jan–Mar
Use the month-by-month cards below to choose the best timing for your trip style: peak beach weather, family activities, whale season experiences, or quieter resort weeks—without guessing.
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Explore the resort
Continue planning your stay at Four Seasons Resort Maui at Wailea with these quick guides. Explore room categories from Mountainside Rooms to the Lokelani Three-Bedroom Presidential Suite, browse dining at Ferraro's Restaurant & Bar, Spago Maui, KOMO, DUO Steak and Seafood, Lobby Lounge, Beachwalk Café, and Pantry by Madhappy, and preview pools, family programs, spa services, and activities—so you can book the best experience for your Maui vacation at Wailea Beach.
Four Seasons Resort Maui at Wailea Weather by Month (Quick Overview)
This quick chart helps you compare months at a glance for Four Seasons Resort Maui at Wailea in Wailea. Use it to plan for sunshine, ocean conditions, and the easiest timing for beach days, snorkeling, family activities, and whale watching excursions.
| Month | Typical temps (°F) | Rain & conditions | Best for |
|---|---|---|---|
| Jan | High ~78–81°F • Low ~63–66°F | Occasional brief showers; cooler evenings | Whale watching + mild beach weather |
| Feb | High ~78–81°F • Low ~63–66°F | Brief passing showers possible | Peak whale season + comfortable temps |
| Mar | High ~79–82°F • Low ~64–67°F | Drying trend begins; more sun | Whale watching + improving conditions |
| Apr | High ~81–84°F • Low ~66–69°F | Drier; excellent beach conditions | Spring break + ideal snorkeling |
| May | High ~83–86°F • Low ~68–71°F | Very dry; calm ocean | Early summer sun + water sports |
| Jun | High ~85–88°F • Low ~70–73°F | Dry and sunny; excellent conditions | Family vacations + beach days |
| Jul | High ~86–88°F • Low ~71–74°F | Peak dryness; warmest water temps | Summer family trips + snorkeling |
| Aug | High ~87–89°F • Low ~72–75°F | Very dry; warmest air temps | Pool days + sunset dining |
| Sep | High ~87–89°F • Low ~72–75°F | Still very dry; warm ocean | Quieter weeks + excellent weather |
| Oct | High ~86–88°F • Low ~71–74°F | Dry continues; great conditions | Fall getaways + water activities |
| Nov | High ~83–86°F • Low ~68–71°F | Slight increase in showers | Shoulder season value + good weather |
| Dec | High ~80–83°F • Low ~65–68°F | Occasional brief showers | Holiday travel + comfortable evenings |
Month-by-Month Weather at Four Seasons Resort Maui at Wailea
These month cards translate the weather into real planning for Four Seasons Resort Maui at Wailea: what it feels like on-property in Wailea, how to time beach activities and family excursions, and what to expect for pool and ocean conditions throughout the year.
Weather by month
January
Mild and comfortable with occasional brief morning showers—prime whale watching season begins, with humpback whales visible from the resort and excellent conditions for ocean excursions.
Typical tempsHigh ~78–81°F • Low ~63–66°F
Ocean conditionsExcellent for swimming; whales offshore
EveningsCooler; light layer recommended
Best forWhale watching + mild beach weather
Weather by month
February
Peak whale watching season with comfortable temperatures and occasional passing showers—ideal for families who want mild weather and incredible marine life viewing from Wailea Beach.
Typical tempsHigh ~78–81°F • Low ~63–66°F
Whale seasonPeak activity; frequent sightings
Water feelCooler but comfortable for swimming
Best forMarine life experiences + winter sun
Weather by month
March
Transitional month with improving weather—late whale watching season continues while conditions begin trending drier and warmer for spring beach trips and family activities.
Typical tempsHigh ~79–82°F • Low ~64–67°F
ConditionsDrying trend; more consistent sun
OceanWarming slightly; great for snorkeling
Best forSpring break + whale season finale
Weather by month
April
Excellent beach weather begins—drier conditions with warmer temperatures make this ideal for snorkeling, family pool time, and exploring Wailea's coastal walking paths.
Typical tempsHigh ~81–84°F • Low ~66–69°F
RainVery low; sunny and dry
SnorkelingExcellent visibility and conditions
Best forSpring families + outdoor activities
Weather by month
May
Beautiful early summer weather with very dry conditions—warmer water temperatures and calm ocean make this perfect for water sports, stand-up paddleboarding, and extended beach days.
Typical tempsHigh ~83–86°F • Low ~68–71°F
OceanWarming nicely; very calm
ConditionsVery dry with minimal rain
Best forPre-summer value + water activities
Weather by month
June
Peak summer begins with consistently dry, sunny weather—ideal for families with children who want reliable beach conditions, pool time, and kids' program activities throughout the day.
Typical tempsHigh ~85–88°F • Low ~70–73°F
RainExtremely low; dry season peak
Family activitiesPerfect for all outdoor programs
Best forSummer family vacations
Weather by month
July
Warmest and driest conditions of the year—excellent for snorkeling with the warmest water temperatures, sunset sailing, and maximizing time at the resort's pools and Wailea Beach.
Typical tempsHigh ~86–88°F • Low ~71–74°F
Water tempPeak warmth; ideal for swimming
ConditionsDriest month; maximum sunshine
Best forBeach-focused family trips
Weather by month
August
Peak summer warmth with consistently dry weather—warmest air temperatures of the year make this ideal for sunset dining at Ferraro's, pool lounging, and evening resort activities.
Typical tempsHigh ~87–89°F • Low ~72–75°F
Heat feelWarmest month; ocean breezes help
RainStill very dry
Best forLate summer getaways + warm evenings
Weather by month
September
Warm and dry with fewer crowds—excellent shoulder season timing for couples and families who want pristine weather, warm ocean conditions, and a quieter resort atmosphere.
Typical tempsHigh ~87–89°F • Low ~72–75°F
CrowdsLower; more peaceful resort feel
ConditionsStill very dry and sunny
Best forQuieter weeks + excellent weather
Weather by month
October
Extended dry season continues with warm, stable conditions—great for outdoor activities like golf at nearby courses, snorkeling, and family beach time with minimal weather concerns.
Typical tempsHigh ~86–88°F • Low ~71–74°F
RainStill very low
Water activitiesExcellent conditions continue
Best forFall shoulder season + outdoor fun
Weather by month
November
Transitional month with slightly cooler temperatures and occasional brief showers—still excellent beach weather with strong value timing before peak holiday season rates begin.
Typical tempsHigh ~83–86°F • Low ~68–71°F
RainSlight increase; mostly brief
ConditionsStill very favorable overall
Best forThanksgiving weeks + shoulder value
Weather by month
December
Mild and comfortable with occasional brief morning showers—cooler evenings are perfect for outdoor dining and holiday celebrations, with whale season beginning late in the month.
Typical tempsHigh ~80–83°F • Low ~65–68°F
EveningsCooler; comfortable for dining
RainOccasional brief showers
Best forHoliday travel + comfortable weather
What to Pack for Four Seasons Resort Maui at Wailea (By Weather)
Packing for Four Seasons Resort Maui at Wailea is all about layering for Maui's microclimates and resort versatility. Plan for beach days, poolside relaxation, upscale dining at venues like Spago Maui and DUO Steak and Seafood, and family activities. Add a few smart extras depending on the season. Rule of thumb: April–October is warmest and driest, while November–March brings cooler evenings and occasional showers.
Drier, warmer months (often ~84–89°F highs)
- Lightweight breathable clothing (cotton/linen for warm days)
- Reef-safe sunscreen + sunglasses + wide-brim hats
- Resort casual attire for dining at restaurants and bars
- Water shoes for snorkeling and beach walks
- Light cover-up for sun protection during peak hours
Cooler, occasional shower months (often ~78–83°F highs)
- Light layers for cooler evenings (cardigan or light jacket)
- Compact rain layer or travel umbrella (brief showers possible)
- Long sleeves for whale watching excursions
- Closed-toe shoes for hiking or exploring beyond the resort
- Extra swimwear (quick-dry options for variable weather)
FAQ: Four Seasons Resort Maui at Wailea Weather by Month
What month has the best weather at Four Seasons Resort Maui at Wailea?
Many travelers prefer the April through October period, when Wailea experiences its driest and most consistently sunny weather with daytime highs around 84–88°F. This stretch offers the most reliable beach conditions, warmest water temperatures, and minimal rain for outdoor activities and family programs.
When is whale watching season at Four Seasons Maui Wailea?
Humpback whale season typically runs from late December through late March, with January and February considered peak months for whale activity. The resort's location on Wailea Beach provides excellent vantage points for spotting whales from shore, and numerous whale watching excursions are available nearby.
Does it rain a lot in Wailea during winter months?
Wailea's location on Maui's leeward (sheltered) coast means it receives significantly less rain than the island's windward side. Winter months (November–March) can bring occasional brief morning showers, but these typically pass quickly and afternoon sunshine is common. Wailea averages far more sunny days than rainy ones, even in winter.
What's the water temperature like at Wailea Beach?
Ocean temperatures at Wailea Beach remain comfortable year-round. Water temps typically range from about 75–77°F in winter months to 80–82°F in summer—warm enough for swimming, snorkeling, and water sports throughout the year without a wetsuit.
Are there specific months to avoid at Four Seasons Maui Wailea?
Four Seasons Resort Maui at Wailea offers excellent conditions year-round. There are no months to "avoid," but August and September tend to be warmest (which many guests love for water activities), while January and February offer cooler evenings and occasional brief showers—balanced by incredible whale watching opportunities.
How does Wailea weather compare to other parts of Maui?
Wailea enjoys some of Maui's best and most consistent weather. The resort's south shore location means it's sheltered from trade winds that bring rain to windward areas, resulting in more sunshine, less rain, and calmer ocean conditions than many other parts of the island—making it ideal for beach-focused vacations and families with children.
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