Holiday rentals near May's Beach

We found 6,412 holiday rentals — enter your dates for availability
Take a look at private holiday rentals near May's Beach that can be your home away from home. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you expect for your stay, which might include parking and a garden. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – May's Beach

Showing deals for:1 Jan - 8 Jan

Image gallery for NEW LISTING! The Luxurious Bella Mare at Puamana Lahaina Maui

Terrace/patio
9.8 out of 10, Exceptional, (24 reviews)
Exceptional
(24 reviews)

NEW LISTING! The Luxurious Bella Mare at Puamana Lahaina Maui

Lahaina

8% off
Price is AU$18,898
for 7 nights, 1 home
AU$2,700 per night
includes taxes & fees
NEW LISTING! The Luxurious Bella Mare at Puamana Lahaina Maui

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

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Frequently asked questions

What are the best holiday rentals near May'S Beach?
The best holiday rentals near May's Beach are predominantly found directly in Kaanapali, offering convenient access to the shoreline. You will find a great selection here, primarily consisting of modern condos and spacious apartments, many with stunning ocean views. You can choose from properties right on the beachfront or a short walk away. If you are willing to drive a bit further, renting in nearby areas can be an affordable option, though direct beach access may be less common when looking for the best holiday rentals near May's Beach.

Many of these rentals feature amenities so you can have a comfortable stay, such as private balconies for enjoying the ocean breeze, shared pools for a refreshing dip, and on-site beach access. These homes are ideal for families or couples looking for a relaxing beach holiday.
Are there any cheap holiday rentals near May'S Beach?
There are several affordable holiday rentals near May's Beach, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around AU$2441 per night in areas like Kaanapali. Some stays even drop below AU$2441 per night in November during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include amenities such as WiFi, toiletries, and self-parking, and can range from cosy Condos to modest Apartments, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near May's Beach while keeping costs down.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near May'S Beach?
There are approximately 40 pet-friendly holiday rentals available near May's Beach in Kaanapali. These properties, primarily condos and apartments, often provide essential comforts such as fully equipped kitchens and Wi-Fi, alongside pet-specific features like easy outdoor access, ensuring a comfortable stay for both guests and their companions.

When searching for the best pet-friendly holiday rentals near May's Beach, always review individual house rules regarding pet policies, potential size restrictions, or any additional fees. May's Beach itself welcomes pets on leads, offering ample space to roam.
What are the top holiday rentals with pools near May'S Beach?
There are over 3,600 holiday rentals near May's Beach that include access to swimming pools, with both private backyard options and shared community pools available. These properties, primarily condos and apartments, are concentrated in areas directly adjacent to May's Beach and in nearby Kaanapali neighbourhoods. Many of these homes come fully equipped with amenities such as full kitchens, Wi-Fi, and spacious living areas, making them ideal for families, groups, or couples seeking a comfortable stay.

To make the most of your stay, consider the type of pool that best fits your needs. Private pools offer seclusion for families, while shared pools often include access to additional perks like hot tubs or fitness centres. For cooler months, look for heated or indoor options to ensure year-round enjoyment. Checking availability for peak summer dates is advisable.
What are the best family holiday rentals near May'S Beach?
There are over 3,143 family-friendly holiday homes, mainly condos and apartments, available near May's Beach in Kaanapali. These properties typically offer ample space with multiple bedrooms and bathrooms, full kitchens for preparing meals, and often include washer/dryers, which are essential for families. Many homes also feature outdoor play areas such as patios, gardens, or yards, and some even provide access to playgrounds or pools, ensuring entertainment for all ages.

When selecting a holiday rental for your family, consider properties that offer distinct areas for adults and children, and prioritise practical amenities like a fully equipped kitchen and laundry facilities. Staying close to May's Beach means less travel time and more opportunities to enjoy the sand and sea.
Are there any luxury holiday rentals near May'S Beach?
There are several luxury holiday rentals near May's Beach that combine stunning sea views with modern comfort. Guests can find properties featuring amenities such as private heated pools, deep soaking bathtubs, designer toiletries, and premium bedding. Many homes also offer golf course access, air conditioning, and access to a private beach location.

These homes are ideal for families or larger groups, offering conveniences like climate control and spacious suites. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
Where should I stay when visiting May'S Beach?
When planning a stay near May's Beach, several areas offer excellent holiday rental options. Kaanapali Beach is an ideal choice, providing properties with direct access to the beach and its popular boardwalk. This area is superb for guests who enjoy being within easy reach of dining and shopping opportunities.

Lahaina, a short drive south of May's Beach, offers a charming historic town experience. Properties here are often close to the bustling Front Street, where guests can explore art galleries and unique boutiques. This location provides convenient access to the beach while also offering a distinct cultural flavour.

For those seeking a quieter experience with beautiful views, the Honokowai area, just north of May's Beach, features a selection of holiday rentals. These properties are a short drive from May's Beach, offering convenient access to local attractions.
What is the cheapest month to stay near May'S Beach?
The cheapest time to find holiday rentals near May's Beach is typically during the late Autumn (late August to November), excluding the major holiday weeks like Thanksgiving. September is frequently the cheapest month, often providing lower rates on homes and properties, potentially 15-25% less compared to peak season prices. Guests can often find better deals and greater availability for their stay during these months.
Are there any top beachfront holiday rentals near May'S Beach
Beachfront holiday rentals near May's Beach offer direct access to the sand, often with ocean-view balconies and terraces providing stunning vistas. Many properties are right on the beachfront, allowing guests to step directly onto the white sand. While some rentals offer a quieter, more relaxed environment, others are within walking distance of lively dining and shopping areas, particularly along the main coastal roads.

These properties often provide beach chairs, umbrellas, and beach towels for guest convenience. Accommodation types range from ocean-facing rooms and suites to multi-bedroom condos, many with private terraces or extra living space, suitable for various guest needs. Onsite dining options are available at some larger properties.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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