Wailea, Hawaii Airbnb Market Data 2026: STR Report & Statistics
How much can you earn on Airbnb in Wailea, Hawaii? Based on AirROI's 2026 dataset (April 2025 – March 2026), the short answer is $63,175 per year — at a $589 nightly rate, 41.4% occupancy, and a $237 RevPAR that reflects moderate rate-to-revenue efficiency with room to optimize.
With 1,209 active listings and moderate demand with room for well-positioned listings to outperform, Wailea is an established vacation rental market. Supply grew 17.2% over the past year, yet revenue and nightly rates both trended upward — a signal that traveler demand is outpacing new inventory rather than being diluted by it. For hosts, pricing power remains intact even as competition increases.
Regulation is high and 90% of listings show active registration — compliance is the cost of entry. The data points to a market where fundamentals reward execution — the right property, priced well, in the right neighborhood still outperforms.
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What Are the Key Airbnb Metrics in Wailea?
In Wailea, the headline Airbnb metrics are $63,175 in average annual revenue,41.4% occupancy, $589 ADR, and $237 in RevPAR, and guests book about 101 days in advance.
How Much Do Airbnb Hosts Earn Monthly in Wailea?
Understanding the monthly revenue variations for Airbnb listings in Wailea is key to maximizing your short term rental income potential. Seasonality significantly impacts earnings. Our analysis, based on data from the past 12 months, shows that the peak revenue month for STRs in Wailea is typically February, while September often presents the lowest earnings, highlighting opportunities for strategic pricing adjustments during shoulder and low seasons. Explore the typical Airbnb income in Wailea across different performance tiers:
- Best-in-class properties (Top 10%) achieve $16,178+ monthly, often utilizing dynamic pricing and superior guest experiences.
- Strong performing properties (Top 25%) earn $10,621 or more, indicating effective management and desirable locations/amenities.
- Typical properties (Median) generate around $6,255 per month, representing the average market performance.
- Entry-level properties (Bottom 25%) see earnings around $3,090, often with potential for optimization.
Average Monthly Airbnb Earnings Trend in Wailea
What Is the Monthly Airbnb Occupancy Rate in Wailea?
Maximize your bookings by understanding the Wailea STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Februarysees the highest demand (peak season occupancy), while March experiences the lowest (low season). Effective strategies, like adjusting minimum stays or offering promotions, can boost occupancy during slower periods. Here's how different property tiers perform in Wailea:
- Best-in-class properties (Top 10%) achieve 87%+ occupancy, indicating high desirability and potentially optimized availability.
- Strong performing properties (Top 25%) maintain 74% or higher occupancy, suggesting good market fit and guest satisfaction.
- Typical properties (Median) have an occupancy rate around 45%.
- Entry-level properties (Bottom 25%) average 21% occupancy, potentially facing higher vacancy.
Average Monthly Occupancy Rate Trend in Wailea
What Is the Average Airbnb Nightly Rate in Wailea?
Effective short term rental pricing strategy in Wailea involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Wailea typically peaks in February and dips lowest during September. Leveraging Airbnb dynamic pricing tools or strategies based on this seasonality can significantly boost revenue. Here's a look at the typical nightly rates achieved:
- Best-in-class properties (Top 10%) command rates of $1,075+ per night, often due to premium features or locations.
- Strong performing properties (Top 25%) achieve nightly rates of $629 or more.
- Typical properties (Median) charge around $441 per night.
- Entry-level properties (Bottom 25%) earn around $351 per night.
Average Daily Rate (ADR) Trend by Month in Wailea
What Is the RevPAR for Airbnb in Wailea?
RevPAR in Wailea is currently $237. Because RevPAR combines nightly rates with realized occupancy, it is one of the cleanest ways to compare how efficiently listings turn demand into revenue across the market.
- Entry-level properties (Bottom 25%) see $102 RevPAR.
- Typical properties (Median) generate $181 RevPAR.
- Strong performers (Top 25%) earn $291 RevPAR.
- Best-in-class (Top 10%) achieve $479 RevPAR.
Average Monthly RevPAR Trend in Wailea
RevPAR Insights for Wailea
- The average RevPAR in Wailea is $237. This metric combines nightly rates with realized occupancy, making it one of the best single-number indicators of market efficiency.
- The gap between the top 10% ($479) and bottom 25% ($102) is $377, indicating significant performance disparity driven by property quality, pricing strategy, and location.
- RevPAR peaks in Feb and bottoms out in Sep, mirroring the broader seasonal demand pattern and suggesting opportunities for dynamic pricing.
Recommendations for Hosts
- Track your own RevPAR monthly against these Wailea benchmarks. If your RevPAR falls below the median of $181, examine whether low occupancy or low ADR is the primary drag.
- Top-quartile listings achieve $291+ RevPAR through a combination of competitive pricing, strong reviews, and strategic amenities. Target this tier through incremental improvements.
- Use RevPAR rather than revenue alone when comparing properties of different sizes — it normalizes for available nights and gives a more accurate picture of performance.
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When Is the Peak Season for Airbnb in Wailea?
Wailea's peak Airbnb season falls in February, January, December, while the softest stretch is August, September, October. Overall, the market shows moderate seasonality with distinct peak and low periods, which should guide pricing, minimum stays, and cash-flow planning.
Peak Season (February, January, December)
- Revenue averages $10,224 per month
- Occupancy rates average 52.1%
- Daily rates average $694
Shoulder Season
- Revenue averages $7,759 per month
- Occupancy maintains around 46.0%
- Daily rates hold near $569
Low Season (August, September, October)
- Revenue drops to average $6,758 per month
- Occupancy decreases to average 43.9%
- Daily rates adjust to average $517
Seasonality Insights for Wailea
- The Airbnb seasonality pattern in Wailea shows moderate seasonality with distinct peak and low periods. While the sections above show seasonal averages, it is also insightful to look at the extremes:
- During the high season, the absolute peak month showcases Wailea's highest earning potential, with monthly revenues climbing to $10,885, occupancy reaching 57.5%, and ADRs peaking at $711.
- Conversely, the slowest single month marks the market's lowest point — revenue may dip to $6,279, occupancy could drop to 36.7%, and ADRs may adjust to $510.
- Understanding both the seasonal averages and these monthly peaks and troughs in revenue, occupancy, and ADR is crucial for maximizing your Airbnb profit potential in Wailea.
Seasonal Strategies for Maximizing Profit
- Peak Season: Maximize revenue through premium pricing. In a high-regulation market like Wailea, ensure your permit covers the number of nights you plan to book — some jurisdictions cap annual rental days.
- Low Season: Offer competitive pricing, extended-stay discounts, and flexible cancellation policies. Target off-season travelers like remote workers, budget-conscious guests, and travelers with flexible schedules.
- Shoulder Seasons: Implement dynamic pricing that bridges peak and low rates. Target weekend travelers, local events, and business visitors. Slightly more flexible terms than peak season can help maintain occupancy without deep discounting.
- Regularly analyze your own performance against these Wailea seasonality benchmarks and adjust your pricing and availability strategy accordingly.
Do You Need a License for Airbnb in Wailea?
Yes, Wailea, Hawaii, United States enforces high STR regulations and 90% of active listings show registration evidence — indicating that enforcement is active and compliance is a prerequisite for operating legally. Hosts entering this market should budget for permit fees, inspections, and potential occupancy tax obligations as part of their startup costs. Always verify the latest short-term rental regulations and Airbnb license requirements directly with local government authorities for Wailea to ensure full compliance before hosting.
(Source: AirROI data, 2026, based on 90% licensed listings)
What Are the Best Neighborhoods for Airbnb in Wailea?
In a large, heavily regulated market like Wailea, neighborhood selection is one of the strongest levers for Airbnb investment performance. Zoning rules, permitting availability, and guest demand patterns can vary block by block. The 8 neighborhoods below represent areas where short-term rental activity concentrates — understanding why each one attracts guests and hosts helps investors evaluate where their property type and budget fit best.
| Neighborhood / Area | Why Host Here? (Target Guests & Appeal) | Key Attractions & Landmarks |
|---|---|---|
| Wailea Beach | Stunning beach known for its clear waters and golden sand. Popular with tourists looking for relaxation and water activities, making it an ideal spot for hosting Airbnb rentals close to the ocean. | Wailea Beach Path, Makena State Park, Wailea Golf Club, The Shops at Wailea, Ulua Beach Park, Wailea Oceanfront Boardwalk |
| Big Beach | Famous for its large expanse of sand and vibrant waves. A must-visit for beach lovers and surfers, drawing outdoor enthusiasts and families alike. | Big Beach, Little Beach, Makena Beach State Park, South Maui Coastal Heritage Trail |
| Wailea Resort | Luxury resort area featuring high-end hotels and villas. Attractive for travelers seeking a lavish getaway with access to world-class amenities and golf courses. | Wailea Golf Club, Spa and wellness centers, Fine dining restaurants, Luxury shopping |
| Makena | Secluded coastal area known for its natural beauty and fewer crowds. Ideal for travelers looking for more privacy and a tranquil environment. | Makena Landing, Pilani Beach, Ahihi-Kinau Natural Area Reserve, Makena Beach |
| Polo Beach | Quiet beach perfect for families and those looking for more relaxed surroundings. Offers smooth access to snorkeling and beach activities. | Polo Beach Club, Beachfront dining options, Snorkeling spots |
| Keawakapu Beach | A picturesque beach favored by both locals and tourists for its beauty and swimming conditions. Great for visitors looking for a peaceful beach day. | Keawakapu Beach, Kayaking, Wildlife watching |
| Maui Ocean Center | Aquarium that focuses on marine life of Hawaii, attracting families and ocean enthusiasts. A popular educational stop for those visiting the area. | Maui Ocean Center, Shark Dive, Hanakaoo Beach Park |
| Wailea Village | Charming area with a blend of shops and restaurants, perfect for travelers who want a local experience within the luxury of Wailea. | Local restaurants, Boutique shops, Cultural events |
Because Wailea has a high regulation profile, confirming that short-term rental permits are available in your target neighborhood is a critical first step before committing to a property purchase. Regulation can vary at the neighborhood or district level even within the same city.
What Types of Properties Are on Airbnb in Wailea?
Room Type Distribution
Property Type Distribution
Market Composition Insights for Wailea
- The Wailea Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 98.8% of the 1,209 active rentals. This indicates strong guest preference for privacy and space.
- Looking at the property type distribution in Wailea, Apartment/Condo properties are the most common (90.1%), reflecting the local real estate landscape.
- Smaller segments like hotel/boutique, others (combined 1.4%) offer potential for unique stay experiences.
Wailea Airbnb Room Capacity Analysis (2026): Bedroom Distribution
Distribution of Listings by Number of Bedrooms
Room Capacity Insights for Wailea
- The dominant room capacity in Wailea is 2 bedrooms listings, making up 48.8% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
- Together, 2 bedrooms and 1 bedroom properties represent 88.0% of the active Airbnb listings in Wailea, indicating a high concentration in these sizes.
Wailea Vacation Rental Guest Capacity Trends (2026)
Distribution of Listings by Guest Capacity
Guest Capacity Insights for Wailea
- The most common guest capacity trend in Wailea vacation rentals is listings accommodating 4 guests (41%). This suggests the primary traveler segment is likely small families or groups.
- Properties designed for 4 guests and 6 guests dominate the Wailea STR market, accounting for 77.1% of listings.
- 45.5% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Wailea.
- On average, properties in Wailea are equipped to host 4.9 guests.
How Do Listings in Wailea Compare on Quality?
Listing quality in Wailea can be approximated through presentation depth, bedroom count, and how often hosts disclose exact locations. These signals show how professionally the local supply base is merchandised.
Listing Quality Insights for Wailea
- At 40.4 photos per listing on average, Wailea hosts invest well in visual presentation. Listings with 20+ photos consistently outperform in search ranking and conversion.
- 33.6% of listings show their exact location. Lower disclosure rates can increase booking hesitation — guests want to know exactly where they are staying.
Recommendations for Hosts
- Enable exact location if possible — it removes a common source of guest uncertainty and can improve your listing's position in map-based searches.
- Use these quality indicators as a self-audit checklist. Listings that exceed the Wailea averages across all three metrics are better positioned for premium pricing.
What Amenities Do Airbnb Guests Expect in Wailea?
Amenity Prevalence
Amenity Insights for Wailea
- Essential amenities in Wailea that guests expect include: Air conditioning, TV, Wifi, Kitchen, Pool, Smoke alarm, Hair dryer, Free parking on premises, Refrigerator, Coffee maker. Lacking these (any) could significantly impact bookings.
Recommendations for Hosts
- Ensure your listing includes all essential amenities for Wailea: Air conditioning, TV, Wifi, Kitchen, Pool, Smoke alarm, Hair dryer, Free parking on premises, Refrigerator, Coffee maker.
- Prioritize adding missing essentials: Air conditioning, Wifi, Kitchen, Pool, Smoke alarm, Hair dryer, Free parking on premises, Refrigerator, Coffee maker.
- Highlight unique or less common amenities you offer (e.g., hot tub, dedicated workspace, EV charger) in your listing description and photos.
- Regularly check competitor amenities in Wailea to stay competitive.
Which Airbnb Amenities Boost Revenue in Wailea?
Not every amenity matters equally. This table focuses on the amenities most associated with higher revenue in Wailea, which makes it more useful for prioritizing upgrades than a simple popularity list alone.
| Amenity | Prevalence | Revenue With | Revenue Without | Revenue Uplift |
|---|---|---|---|---|
SaunaHigh opportunity | 0.4% | $233,644 | $62,467 | 274.0% |
BikesHigh opportunity | 0.5% | $222,992 | $62,378 | 257.5% |
HammockHigh opportunity | 0.5% | $199,972 | $62,493 | 220.0% |
Fire pitHigh opportunity | 0.9% | $170,321 | $62,192 | 173.9% |
Baby safety gatesHigh opportunity | 0.7% | $146,212 | $62,622 | 133.5% |
High chairHigh opportunity | 7.9% | $122,563 | $58,111 | 110.9% |
Cooking basics | 78.0% | $71,044 | $35,280 | 101.4% |
Outdoor kitchen | 3.4% | $114,893 | $61,360 | 87.2% |
Pack ’n play/Travel crib | 17.9% | $99,363 | $55,304 | 79.7% |
Sound system | 6.1% | $107,810 | $60,265 | 78.9% |
Revenue Impact Insights for Wailea
- Sauna tops the revenue impact list with a 274.0% uplift — listings with this amenity earn $233,644 vs. $62,467 without it.
- High-opportunity amenities — Sauna, Bikes, Hammock — combine revenue uplift above 100% with prevalence under 10%, meaning most competitors haven't adopted them yet.
Recommendations for Hosts
- Prioritize adding Sauna — it has the best combination of high revenue impact and low market saturation in Wailea.
- Focus your upgrade budget on amenities in the top half of this table. Below-median amenities may improve guest experience but contribute less to revenue growth.
- Highlight revenue-impacting amenities prominently in your listing title, photos, and description — guests can't value what they don't notice.
Dive Deeper: Advanced Wailea STR Market Data (2026)
Ready to unlock more insights? AirROI provides access to advanced metrics and comprehensive Airbnb data for Wailea. Explore detailed analytics beyond this report to refine your investment strategy, optimize pricing, and maximize your vacation rental profits.
Explore Advanced MetricsWailea Airbnb Guest Demographics & Profile Analysis (2026)
Guest Profile Summary for Wailea
- The typical guest profile for Airbnb in Wailea consists of primarily domestic travelers (87%), often arriving from nearby San Francisco, typically belonging to the Post-2000s (Gen Z/Alpha) group (50%), primarily speaking English or Spanish.
- Domestic travelers account for 87.1% of guests.
- Key international markets include United States (87.1%) and Canada (7.3%).
- Top languages spoken are English (64.8%) followed by Spanish (11%).
- A significant demographic segment is the Post-2000s (Gen Z/Alpha) group, representing 50% of guests.
Recommendations for Hosts
- Target domestic marketing efforts towards travelers from San Francisco and Seattle.
- Tailor amenities and listing descriptions to appeal to the dominant Post-2000s (Gen Z/Alpha) demographic (e.g., highlight fast WiFi, smart home features, local guides).
- Highlight unique local experiences or amenities relevant to the primary guest profile.
- Consider seasonal promotions aligned with peak travel times for key origin markets.
What Are Airbnb Guest Ratings in Wailea?
Listings in Wailea average 4.83 out of 5 overall, with about 40.7 reviews per active listing and 30.8% of listings carrying the Guest Favorite badge.
Rating Breakdown by Category
Guest Rating Insights for Wailea
- With an overall rating of 4.83, Wailea listings meet an exceptionally high bar. Guests consistently report strong satisfaction, which drives repeat bookings and referral traffic.
- The strongest subcategory is Location (4.93), while Value (4.7) trails behind — a useful signal for hosts looking to prioritize upgrades.
- 30.8% of listings carry the Guest Favorite badge, a strong trust signal that can meaningfully lift click-through and booking rates.
Recommendations for Hosts
- Focus improvement efforts on Value — even small gains in the weakest subcategory can lift overall ratings and search ranking.
- Encourage guests to leave reviews after checkout. Listings with more reviews rank higher in search results and convert browsers into bookers more effectively.
Wailea Airbnb Booking Patterns (2026): Available vs. Booked Days
Available Days Distribution
Booked Days Distribution
Booking Pattern Insights for Wailea
- The most common availability pattern in Wailea falls within the 271-366 days range, representing 52.8% of listings. This suggests many properties have significant open periods on their calendars.
- Approximately 76.0% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
- For booked days, the 31-90 days range is most frequent in Wailea (34.4%), reflecting common guest stay durations or potential owner blocking patterns.
- A notable 25.4% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.
How Far in Advance Do Guests Book Airbnb in Wailea?
Average Booking Lead Time by Month
Booking Lead Time Insights for Wailea
- The overall average booking lead time for vacation rentals in Wailea is 101 days.
- Guests book furthest in advance for stays during February (average 129 days), likely coinciding with peak travel demand or local events.
- The shortest booking windows occur for stays in June (average 71 days), indicating more last-minute travel plans during this time.
- Seasonally, Winter (124 days avg.) sees the longest lead times, while Summer (75 days avg.) has the shortest, reflecting typical travel planning cycles.
Recommendations for Hosts
- Use the overall average lead time (101 days) as a baseline for your pricing and availability strategy in Wailea.
- For February stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 129 days out to capitalize on advance planning.
- Target marketing efforts for the Winter season well in advance (at least 124 days) to capture early planners.
- Monitor your own booking lead times against these Wailea averages to identify opportunities for dynamic pricing adjustments.
What Is the Average Length of Stay for Airbnb in Wailea?
Guests in Wailea stay about 6.3 nights on average, generating roughly 20,771 reservations and 17.2 bookings per listing in the latest AirROI dataset. The most common check-in time is 4:00 PM and check-out is 10:00 AM.
Monthly Length of Stay in Wailea
Check-in Time Distribution
Check-out Time Distribution
Stay Pattern Insights for Wailea
- A mid-range stay length points to leisure-driven demand — weekend getaways and short vacations. Hosts should optimize for quick turnover efficiency while keeping the guest experience smooth.
- 17.2 bookings per listing is a manageable pace that balances revenue with operational overhead.
- Stay lengths peak in Jan (7.6 nights) and shorten in Jun (5.5 nights). Adjust minimum-night requirements seasonally to match.
Recommendations for Hosts
- Leverage the longer-stay pattern by offering weekly discounts — even 5-10% off can convert browsing into bookings for guests considering an extended stay.
- Set your check-in time to match or beat the market standard of 4:00 PM. Offering early check-in flexibility can be a low-cost differentiator.
- Monitor length-of-stay seasonality to adjust minimum-night requirements — longer minimums during peak periods maximize revenue while shorter minimums fill gaps in shoulder seasons.
Wailea Airbnb Minimum Stay Requirements Analysis
Distribution of Listings by Minimum Night Requirement
1 Night
67 listings
5.5% of total
2 Nights
96 listings
7.9% of total
3 Nights
114 listings
9.4% of total
4-6 Nights
259 listings
21.4% of total
7-29 Nights
14 listings
1.2% of total
30+ Nights
659 listings
54.5% of total
Key Insights
- The most prevalent minimum stay requirement in Wailea is 30+ Nights, adopted by 54.5% of listings. This highlights the market's preference for longer commitments.
- Very short stays (1-2 nights) are less common (13.4%), suggesting hosts prefer slightly longer bookings to optimize turnover.
- A significant segment (54.5%) caters to monthly stays (30+ nights) in Wailea, pointing to opportunities in the extended-stay market.
Recommendations
- Align with the market by considering a 30+ Nights minimum stay, as 54.5% of Wailea hosts use this setting.
- If feasible, allowing 1-night stays, especially midweek or during low season, could capture last-minute bookings, as only 5.5% currently do.
- Explore offering discounts for stays of 30+ nights to attract the 54.5% of the market seeking extended stays.
- Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Wailea.
Wailea Airbnb Cancellation Policy Trends Analysis (2026)
Limited
22 listings
1.8% of total
Super Strict 30 Days
133 listings
11% of total
Super Strict 60 Days
110 listings
9.1% of total
Flexible
12 listings
1% of total
Moderate
82 listings
6.8% of total
Firm
689 listings
57% of total
Strict
160 listings
13.2% of total
Cancellation Policy Insights for Wailea
- The prevailing Airbnb cancellation policy trend in Wailea is Firm, used by 57% of listings.
- A majority (70.2%) of hosts in Wailea utilize Firm or Strict policies, indicating a market where hosts prioritize booking security.
Recommendations for Hosts
- Consider adopting a Firm policy to align with the 57% market standard in Wailea.
- Using a Strict policy might deter some guests, as only 13.2% of listings use it. Evaluate if potential revenue protection outweighs possible lower booking rates.
- Regularly review your cancellation policy against competitors and market demand shifts in Wailea.
How Much Are Airbnb Cleaning Fees in Wailea?
Cleaning fees in Wailea are meaningful operating levers, not just pass-through charges. What matters most is how often hosts charge them, how high they run relative to market norms, and how large a share of gross revenue they consume.
Cleaning Fee Insights for Wailea
- 93.5% of listings charge a cleaning fee, making it standard practice in Wailea. Guests expect it and factor it into their booking decisions.
- The gap between the average ($398) and median ($342) cleaning fee indicates some high-end properties are pulling the average up considerably.
- Cleaning fees represent 11.4% of gross revenue on average — a significant line item that impacts total guest cost and competitiveness.
Recommendations for Hosts
- Price your cleaning fee competitively against the Wailea median of $342. Fees significantly above market norms can deter bookings, especially for shorter stays.
- Consider whether bundling the cleaning fee into a slightly higher nightly rate might improve conversion, since many guests filter by total price and separate fees can feel punitive.
- Monitor competitor cleaning fees regularly. Airbnb's search algorithm factors in total price, so a well-calibrated cleaning fee can improve your listing's ranking.
What Do the Top Airbnb Listings in Wailea Look Like?
Benchmark your potential! Explore examples of top-performing Airbnb properties in Waileabased on Trailing Twelve Month (TTM) revenue. Analyze their characteristics, revenue, occupancy rate, and ADR to understand what drives success in this market.
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
Entire Place • 4 bedrooms
Steps from the Beach! Ocean View Luxury Andaz 811
Entire Place • 3 bedrooms
Polo Beach 109 | FREE CAR | KBM Resorts
Entire Place • 2 bedrooms
Wailea Elua condo - Ocean Views | Gym | Pickleball
Entire Place • 2 bedrooms
Luxury Penthouse Panoramic Ocean Views & Amenities
Entire Place • 3 bedrooms
Stunning Luxury Remodel I Wailea Beach Villas J206
Entire Place • 2 bedrooms
Note: Performance varies based on location, size, amenities, seasonality, and management quality. Data reflects the past 12 months.
Who Are the Top Airbnb Hosts in Wailea?
Learn from the best! This table showcases top-performing Airbnb hosts in Wailea based on the number of properties managed and estimated total revenue over the past year. Analyze their scale and performance metrics.
| Host Name | Properties | Grossing Revenue | Stay Reviews | Avg Rating |
|---|---|---|---|---|
| Coldwell Banker Island Vacatio | 129 | $8,707,717 | 2689 | 4.82/5.0 |
| CoralTree Residence Collection | 138 | $6,189,638 | 697 | 4.85/5.0 |
| Private Paradise Villas | 22 | $4,049,374 | 168 | 5.00/5.0 |
| PMI Maui | 32 | $2,542,902 | 1952 | 4.88/5.0 |
| Vacation-Maui | 40 | $2,310,929 | 912 | 4.79/5.0 |
| Rentals Maui | 75 | $2,044,503 | 364 | 4.79/5.0 |
| Ashley | 11 | $1,844,556 | 2178 | 4.95/5.0 |
| Viktoria | 14 | $1,508,069 | 1580 | 4.89/5.0 |
| Alii Resorts | 45 | $1,429,849 | 153 | 4.85/5.0 |
| Waiola Realty | 6 | $1,406,143 | 115 | 4.92/5.0 |
Analyzing the strategies of top hosts, such as their property selection, pricing, and guest communication, can offer valuable lessons for optimizing your own Airbnb operations in Wailea.
Who Are the Airbnb Hosts in Wailea?
Wailea is a quality-focused market, with a high Superhost share and fairly mature operating standards.
Host Profile Insights for Wailea
- With 61.4% Superhosts, Wailea has an experienced host base that sets high guest expectations. New entrants should plan for competitive quality standards.
- 55.7% of listings are professionally managed, indicating a mature, competitive market with institutional players.
- 19.1% of listings have Instant Book enabled. Lower Instant Book adoption means many guests must request approval, which can slow conversions.
- 56.2% of listings use Airbnb's simplified pricing (host-only fee), where the host pays the entire platform service fee and the guest sees one all-in price with no separate Airbnb service charge. High adoption signals a professional, PMS-connected host base — Airbnb mandates simplified pricing for software-connected listings.
Recommendations for Hosts
- Consider enabling Instant Book — it reduces booking friction and Airbnb's algorithm tends to favor Instant Book listings in search results.
- With 10.1% cohosted listings, there may be a growing local market for property management services.
- Benchmark your host metrics against these Wailea averages regularly and adjust your hosting strategy based on what top performers do differently.
Top Professional Management Companies in Wailea
These are the highest-grossing professional property management operations in Wailea, ranked by total revenue across their portfolio. Their performance metrics offer a benchmark for what institutional-level hosting looks like in this market.
| Company | Listings | Revenue | ADR | Occ. | Rating |
|---|---|---|---|---|---|
| Coldwell Banker Island Vacatio | 129 | $8,707,717 | $635 | 40.2% | 4.82/5 |
| CoralTree Residence Collection | 138 | $6,189,638 | $845 | 28.8% | 4.85/5 |
| Private Paradise Villas | 22 | $4,049,374 | $2,277 | 37.2% | 5.00/5 |
| Kevin | 40 | $2,310,929 | $493 | 46.3% | 4.79/5 |
| Rentals Maui | 75 | $2,044,503 | $382 | 30.7% | 4.79/5 |
| Ashley | 11 | $1,844,556 | $544 | 85.4% | 4.95/5 |
| Alii Resorts | 45 | $1,429,849 | $647 | 27.7% | 4.85/5 |
| Waiola Realty | 6 | $1,406,143 | $1,422 | 51.4% | 4.92/5 |
| Maui Paradise Properties | 25 | $1,401,904 | $475 | 45.3% | 4.76/5 |
| Daniel | 9 | $1,099,117 | $561 | 66.8% | 4.74/5 |
Management Company Insights for Wailea
- The leading management company, Coldwell Banker Island Vacatio, operates 129 listings with $8,707,717 in gross revenue — a useful benchmark for what scale looks like in Wailea.
- Top managers average 50 properties each, pointing to a market where portfolio scale is a meaningful competitive factor.
- Professionally managed listings in the top tier average 4.85/5 in guest ratings — demonstrating that scale and quality can coexist.
Recommendations
- Study how top management companies price, position, and maintain their portfolios — their ADR and occupancy rates reflect strategies refined across dozens of listings.
- If you're considering hiring a property manager, compare their portfolio performance against these benchmarks before committing.
How Does Wailea's Airbnb Market Compare to Nearby Cities?
How does the Wailea Airbnb market stack up against its neighbors? Compare key performance metrics like average monthly revenue, ADR, and occupancy rates in surrounding areas to understand the broader regional STR landscape.
Compared with Kula, Wailea has 35 percentage points lower occupancy and about $191 higher ADR. That helps frame whether this market is winning more on demand, pricing, or both.
| Market | Active Properties | Monthly Revenue | Daily Rate | Avg. Occupancy |
|---|---|---|---|---|
| Kahuku | 286 | $11,437 | $689.36 | 63% |
| Kula | 11 | $9,049 | $398.16 | 76% |
| Wailea-Makena | 12 | $8,975 | $867.76 | 46% |
| Waimea | 421 | $8,136 | $831.33 | 42% |
| Puakō | 65 | $7,693 | $939.23 | 43% |
| Makawao | 19 | $7,645 | $443.19 | 66% |
| Hana | 69 | $7,513 | $413.90 | 64% |
| Honalo | 23 | $6,915 | $437.19 | 54% |
| Kapalua | 308 | $6,814 | $734.68 | 40% |
| Paia | 87 | $6,626 | $556.77 | 48% |
Frequently Asked Questions About Airbnb in Wailea
These quick answers summarize the most common investor and operator questions using AirROI's latest market data for Wailea.
How much do Airbnb hosts make in Wailea?
Wailea hosts earn about $63,175 per year on average, with an average nightly rate of $589 and RevPAR of $237. Those figures describe the typical revenue environment for active listings in Wailea, Hawaii, not the ceiling for the best operators. Source: AirROI 2026 data, Wailea market, April 2025 to March 2026.
What is the average Airbnb occupancy rate in Wailea?
The average Airbnb occupancy rate in Wailea is 41.4%. February is the strongest month and September is the softest, so hosts should expect demand to move meaningfully throughout the year rather than stay flat.
What is the average Airbnb daily rate in Wailea?
Listings in Wailea average $589 per night. The broader pricing spread also matters: lower-performing listings cluster closer to the lower quartiles, while premium homes can price materially above the city average when demand spikes or listing quality stands out.
How many Airbnb listings are active in Wailea?
Wailea currently has about 1,209 active Airbnb listings in AirROI's market dataset. That supply count helps explain how competitive the market is, how much depth there is for benchmarking, and whether the market behaves like a niche destination or a scaled urban market.
How strict are short-term rental regulations in Wailea?
AirROI currently classifies the short-term rental regulation level in Wailea as High. The dataset also shows about 90.2% of listings with registration evidence. That is a market signal, not legal advice, so hosts should still confirm current licensing and compliance rules locally before listing.
What is the RevPAR for Airbnb in Wailea?
RevPAR in Wailea is about $237. That metric combines pricing and occupancy into one efficiency number, so it is often a better quick benchmark than ADR alone when investors want to compare how well listings convert nightly rates into realized revenue.
Is Airbnb profitable in Wailea?
At 41.4% occupancy, Wailea can be profitable — but margins depend heavily on operating costs, property acquisition price, and how well hosts optimize pricing across seasons. Average annual revenue is $63,175, but individual returns depend on property type, location within the city, and the host's operating efficiency.
How far in advance do guests book Airbnb in Wailea?
The average booking lead time in Wailea is about 101 days — a longer planning horizon typical of destination or vacation markets where travelers book well in advance. Hosts who understand their market's booking cadence can adjust minimum stays and pricing windows accordingly.
What are the best neighborhoods for Airbnb in Wailea?
Based on AirROI's analysis, some of the top neighborhoods for short-term rentals in Wailea include Wailea Beach, Big Beach, Wailea Resort. Each area attracts different guest profiles — from business travelers to leisure visitors — so the best location depends on the property type and target audience a host is aiming for. See the full neighborhood breakdown above.
What type of property performs best on Airbnb in Wailea?
entire_home listings make up 98.8% of the active supply in Wailea. The most common configuration does not always mean the most profitable — operators who identify underserved property types or bedroom counts can sometimes outperform the market average by filling a gap in local supply.
How does Wailea compare to nearby Airbnb markets?
Among neighboring markets, Kahuku posts $137,241 in average annual revenue with 62.6% occupancy, compared to Wailea's $63,175 and 41.4%. Comparing nearby markets helps investors understand whether a destination's performance reflects local demand or broader regional trends.
What is the average length of stay in Wailea?
The average Airbnb stay length in Wailea is about 6.3 nights. That matters for turnover, cleaning operations, and pricing strategy because shorter stays increase changeovers while longer stays can smooth occupancy and reduce operational friction.
What is the average Airbnb guest rating in Wailea?
Airbnb listings in Wailea average 4.83 out of 5 overall. About 30.8% of listings carry the guest favorite badge, which suggests a meaningful share of inventory is competing on review quality rather than price alone.
Which amenities boost Airbnb revenue in Wailea?
Sauna and Bikes are among the strongest revenue-linked amenities in Wailea. In AirROI's latest dataset, listings with these amenities outperform those without on average revenue, which makes amenities analysis useful for prioritizing investment and listing upgrades.
Do Airbnb hosts charge cleaning fees in Wailea?
Yes. About 93.5% of active Airbnb listings in Wailea charge a cleaning fee, and the average fee is $398. The more important operating benchmark is how much of gross revenue that fee consumes, not just the absolute dollar amount.
What percentage of Airbnb hosts are Superhosts in Wailea?
A 61.4% Superhost rate signals a highly competitive market where review quality and responsiveness are table stakes, not differentiators.
About AirROI Market Data
AirROI tracks over 20 million properties across 190+ countries and maintains 15+ years of historical performance data, making it one of the deepest Airbnb and STR intelligence platforms available. The analytics pipeline aggregates listing-level data monthly — revenue, occupancy, nightly rates, RevPAR, guest demographics, booking patterns, and competitive supply — so investors and operators can benchmark any market against its own history and against neighboring destinations.
Real estate investors, property managers, financial institutions, hedge funds, tourism boards, hospitality consultants, tech platforms, and academic researchers rely on AirROI data to underwrite acquisitions, optimize pricing, model macro trends, and conduct peer-reviewed research. Data is available through in-depth market reports like this one and the Airbnb API with 22 endpoints and an Airbnb MCP Server for AI agents.
AirROI proprietary analytics as of 2026-03-31. Metrics reflect trailing twelve-month aggregates from active listings. Revenue figures are market averages, not projections. Neighborhood descriptions are AI-generated and reviewed for accuracy. For full methodology, see the data methodology page.