Welcome to the enchanting shores of Kihei Surfside, where vibrant sunsets meet the turquoise waters of Wailea Beach and Keawakapu. This coastal paradise invites travelers to bask in the sun, partake in thrilling water sports, and embark on unforgettable whale-watching adventures. With a charming atmosphere perfect for families and groups, you’ll find a variety of accommodations, from cozy condos to spacious homes, offering the comfort and amenities of a true home away from home. Experience the magic of Maui in a vacation rental that enhances your getaway with space and convenience.
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Find the best place to stay - Kihei Surfside
1. Beautiful Oceanfront Ohana: Fabulous Views, Pool, A/C, Best Beach & WOW Sunsets
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
2. Oceanfront 2 Condos at Kihei Surfside · 4 BR · Sleeps 12
Sleeps 12 · 4 bedrooms · 4 bathrooms
3. Spectacular Oceanfront Views with Split AC -Wailea
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
4. Sizzling Specials at this amazing Oceanfront top floor condo!! Unit #606
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
52 reviews(52 reviews)
5. Oceanfront Retreat | Split A/C | Pool | Walk to Beach & Dining
Sleeps 4 · 1 bedroom · 1 bathroom
8.28.2 out of 10
Very Goodvery good
36 reviews(36 reviews)
6. Kihei surf side Great ocean view #309
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
95 reviews(95 reviews)
Top rated rentals - Kihei Surfside
Premier Host
Breathtaking views
Breathtaking views
10.0 out of 10, Exceptional, 11 reviews
10
Exceptional
11 reviews
"Will definitely stay here again."
"Will definitely stay here again."
Judy B.
Premier Host
Paradise home!
Paradise home!
9.8 out of 10, Exceptional, 43 reviews
9.8
Exceptional
43 reviews
"Absolutely stunning home & the view was out of this world! The place was clean & decorated nicely. You are feet away from the ocean, it is so relaxing listening to the waves. Our favorite thing to do this trip was watch the sunsets from the lanai. We got married “Maui’d”while we were here so we look forward to spending anniversaries at this condo!"
"Absolutely stunning home & the view was out of this world! The place was clean & decorated nicely. You are feet away from the ocean, it is so relaxing listening to the waves. Our favorite thing to do this trip was watch the sunsets from the lanai. We got married “Maui’d”while we were here so we look forward to spending anniversaries at this condo!"
Casey F.
Premier Host
Beautiful location
Beautiful location
9.8 out of 10, Exceptional, 31 reviews
9.8
Exceptional
31 reviews
"This property couldn’t have a better location. Close to Kihea and Wailea. The grass park in front of the condo offered breath taking views all day but sunset was especially special. The condo was well kept and provided all we needed. We loved it!"
"This property couldn’t have a better location. Close to Kihea and Wailea. The grass park in front of the condo offered breath taking views all day but sunset was especially special. The condo was well kept and provided all we needed. We loved it!"
Sherri C.
Premier Host
Slice of Aloha
Slice of Aloha
9.8 out of 10, Exceptional, 211 reviews
9.8
Exceptional
211 reviews
"Place was great, peaceful, cute, clean. Owner was easily accessible to call or text on the fly. Office very helpful too. Not to be crazy or petty, and the listing says no pantry items, something simple like coffee filters for the wonderful place and lovely coffee pot in the kitchen would be Boss. Just saying 🤙"
"Place was great, peaceful, cute, clean. Owner was easily accessible to call or text on the fly. Office very helpful too. Not to be crazy or petty, and the listing says no pantry items, something simple like coffee filters for the wonderful place and lovely coffee pot in the kitchen would be Boss. Just saying 🤙"
Frank M.
Premier Host
Surfside 309
Surfside 309
9.6 out of 10, Exceptional, 95 reviews
9.6
Exceptional
95 reviews
"We stayed at this condo 10 years ago in a different unit. This unit was nice and appeared as the listing describes. The property has been upgraded and updated. Our kids loved playing on the lawn every night and made friends with many other kids. I appreciated the hooks and vertical storage options as there wasnt a lot of storage for a family of 4. My only issue was no kitchen towels...we used a bathroom towel. We cooked at the uni and it was adequately supplied with the basics. We grilled...
"We stayed at this condo 10 years ago in a different unit. This unit was nice and appeared as the listing describes. The property has been upgraded and updated. Our kids loved playing on the lawn every night and made friends with many other kids. I appreciated the hooks and vertical storage options as there wasnt a lot of storage for a family of 4. My only issue was no kitchen towels...we used a bathroom towel. We cooked at the uni and it was adequately supplied with the basics. We grilled...
Amber S.
Premier Host
Location, location, location
Location, location, location
9.6 out of 10, Exceptional, 5 reviews
9.6
Exceptional
5 reviews
"Beautiful property! Loved the big beautiful grass area fronting the condos and the water. Unexpectedly great snorkeling fronting the condos (enter from the north end of Keawakapu Beach and swim north). Easy access to Kihei and Wailea. Property management was very good. Calls and texts prior to, during, and at the end of our stay. Great communication. Will definitely stay here again!"
"Beautiful property! Loved the big beautiful grass area fronting the condos and the water. Unexpectedly great snorkeling fronting the condos (enter from the north end of Keawakapu Beach and swim north). Easy access to Kihei and Wailea. Property management was very good. Calls and texts prior to, during, and at the end of our stay. Great communication. Will definitely stay here again!"
Joel F.
Premier Host
Holy Amazing Discoveries, Batman!
Holy Amazing Discoveries, Batman!
9.6 out of 10, Exceptional, 64 reviews
9.6
Exceptional
64 reviews
"This place has a fantastic west-facing view for incredible sunsets! It's right on the water, and perfect for two people. Or even potentially three or four, since there are two toilets, two sinks (one full size shower), and a fold-out sofa-bed in the living room. My fiancé and I slept on on the fold-out one night just to listen to the waves. Other nights, we slept on the big, comfy, king-sized bed.
From the building, you can walk about 20 yards to the south to a warm, public sand beach. While we...
"This place has a fantastic west-facing view for incredible sunsets! It's right on the water, and perfect for two people. Or even potentially three or four, since there are two toilets, two sinks (one full size shower), and a fold-out sofa-bed in the living room. My fiancé and I slept on on the fold-out one night just to listen to the waves. Other nights, we slept on the big, comfy, king-sized bed.
From the building, you can walk about 20 yards to the south to a warm, public sand beach. While we...
Marta S.
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
Find out more about Kihei Surfside
Why visit Kihei Surfside
- Stunning Oceanfront Views: Enjoy breathtaking vistas of the Pacific Ocean along Maui's picturesque beaches.
- Family-Friendly Activities: Participate in a variety of outdoor adventures and beach activities suitable for all ages.
- Surf Lessons: Take advantage of local surf schools to learn how to ride the waves in a beautiful setting.
- Seaside Picnics: Relax with family and friends at nearby parks or nudist beaches for a unique experience.
- Variety of Accommodations: Choose from cozy condos, private homes, or spacious apartments for a comfortable stay.
Popular types of accommodation around Kihei Surfside
If you're planning a getaway to Kihei Surfside, you're in for a treat. Our most popular types of vacation rentals in this stunning area include condos, houses, and apartments. Whether you’re seeking a cozy Maui condo or a spacious bedroom for your group, Kihei vacation rentals offer the perfect base for your Hawaiian adventure. Explore the beauty of Maui while enjoying the comfort and convenience of our exceptional accommodations.
- Condos: The top choice for vacation rentals in Kihei Surfside, offering modern amenities and stunning views.
- Houses: A great option for families or groups seeking spacious and comfortable accommodations.
- Apartments: Ideal for solo travelers or couples, these rentals provide convenience and a home-like atmosphere.
- Villas: Luxurious and spacious, perfect for those looking for an upscale experience in Kihei.
- Cottages: Charming and cozy, offering a quaint retreat close to the beach.**
Top attractions near Kihei Surfside
Kihei Surfside offers a variety of attractions perfect for beach lovers and families. Explore beautiful beaches, enjoy beachfront and oceanfront views, and partake in surf lessons. You can also have delightful seaside picnics in nearby parks or nudist beaches. Whether you seek outdoor adventure or a relaxing family experience, Kihei Surfside has something for everyone to enjoy.
- Wailea Beach: A stunning beach just 2 miles from Kihei Surfside, Wailea Beach boasts pristine sands and clear waters, perfect for sunbathing and swimming. Enjoy the laid-back beach vibes, ideal for relaxation and picturesque sunsets.
- Kamaole Beach Park 3: Located only 0.5 miles away, this urban park offers family-friendly amenities and beautiful ocean views. Perfect for a day out, it features picnic areas, grassy spots, and a welcoming atmosphere for outdoor fun.
- Molokini: A unique crescent-shaped island 6 miles away, Molokini is famous for its vibrant coral reefs and excellent snorkeling opportunities. Experience the beauty of the outdoors surrounded by stunning ocean scenery.
Things to do recommended for couples
Ready for a romantic getaway in Kihei? Explore MauiWine for a delightful tasting experience just 5 miles away, indulge in relaxation at Makena Kai Day Spa, only 4 miles away, or savor the charm of Tedeschi Vineyards, located 6 miles from your stay. Love is in the air.
Things to do recommended for families
Your family can enjoy a thrilling day at Maui Fish Pipe, just 2 miles from Kihei Surfside, where everyone can embrace aquatic fun. For more adventure, visit Science City, an arcade adventure zone located 12 miles away, perfect for exciting family experiences.
Things to do recommended for groups
Groups staying at Kihei Surfside can enjoy shopping and entertainment at the Shops at Wailea, just a mile away. For outdoor fun, the Maui Nui Golf Club offers a great golfing experience, while Maui Brewing Co. provides a romantic atmosphere with craft beers, located three miles from your stay.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.What do I need to keep in mind when booking a vacation around Kihei Surfside
When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences during your search. Here are some helpful Vrbo booking tips to guide you.
- Traveling to Kihei Surfside with a group: Think about how many bedrooms you'll require and any additional features you might want, like a full kitchen or outdoor areas for group gatherings. Thankfully, Vrbo allows you to filter for all these options and more.
- Traveling to Kihei Surfside with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
- Taking your pets with you to Kihei Surfside: For many families, a vacation isn't truly fulfilling without their furry companions. If you can relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
- Planning for a long term stay visiting Kihei Surfside: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.
Where to stay near Kihei Surfside
Exploring Kihei Surfside offers a delightful mix of tropical beauty and family-friendly activities. Enjoy stunning oceanfront views along the picturesque Maui beaches, perfect for romantic strolls or exciting excursions. South Kihei's vibrant atmosphere invites vacationers to relax and soak in the Hawaiian sunshine, making it an ideal destination for unforgettable memories. Whether you seek adventure or relaxation, Kihei Surfside is the perfect starting point for your Hawaii vacation.
- Maui: Maui is a stunning island located approximately 10 miles from Kihei Surfside, known for its breathtaking outdoor experiences and picturesque beaches. Visitors flock to Maui for its lush scenery and vibrant culture, offering a plethora of activities such as golfing at renowned courses and shopping at local centers. The island is home to stunning local landmarks including beautiful beaches, tranquil bays, and urban parks that invite exploration and relaxation. Whether you're hiking through the lush landscapes or lounging on the sandy shores, Maui promises an unforgettable experience.
- Kihei: Kihei is a charming city that houses the Kihei Surfside, making it a perfect base for beach lovers and families. Travelers are drawn to Kihei for its outdoor activities and family-friendly atmosphere. Enjoy a day at the beach, play a round of golf, or shop at the local centers. Kihei's inviting beaches and urban parks provide ample opportunities for relaxation and adventure. With its warm climate and welcoming vibe, Kihei is an ideal destination for those looking to soak up the sun and enjoy quality time with loved ones.
- Wailea: Wailea is a beautiful neighborhood located just 1 mile from Kihei Surfside, celebrated for its stunning beaches and outdoor scenery. Known for its upscale ambiance, Wailea attracts visitors seeking a serene beach experience combined with luxury. Popular activities include golfing at top-rated courses and indulging in shopping excursions. The area boasts breathtaking local landmarks such as pristine beaches, scenic bays, and well-maintained urban parks. Wailea offers a perfect blend of relaxation and adventure, making it a must-visit during your Hawaiian getaway.
Best time to go to Kihei Surfside
If you're planning a trip to Kihei Surfside, it's a good idea to check both the weather and property rates. The warmest months are August and September. Peak season runs in January, March and July, while off-peak times, like August to October tend to have fewer bookings and better deals.
| Calendar Month | Temperature | Precipitation | Cloudiness | Occupancy | Pricing |
| January | 72.7°F (22.6°C) | No Rain (Dry) | Mostly Sunny | Slightly High | Slightly High |
| February | 72.3°F (22.4°C) | No Rain (Dry) | Mostly Sunny | Average | Average |
| March | 72.7°F (22.6°C) | No Rain (Dry) | Mostly Sunny | Slightly High | Slightly High |
| April | 74.1°F (23.4°C) | No Rain (Dry) | Mostly Sunny | Average | Average |
| May | 75.6°F (24.200000000000003°C) | No Rain (Dry) | Mostly Sunny | Average | Slightly Low |
| June | 76.8°F (24.9°C) | No Rain (Dry) | Mostly Sunny | Average | Average |
| July | 77.9°F (25.5°C) | No Rain (Dry) | Mostly Sunny | Slightly High | Average |
| August | 78.4°F (25.8°C) | No Rain (Dry) | Mostly Sunny | Slightly Low | Average |
| September | 78.4°F (25.8°C) | No Rain (Dry) | Mostly Sunny | Slightly Low | Slightly Low |
| October | 77.7°F (25.4°C) | No Rain (Dry) | Mostly Sunny | Slightly Low | Slightly Low |
| November | 75.7°F (24.3°C) | No Rain (Dry) | Mostly Sunny | Average | Average |
| December | 73.8°F (23.200000000000003°C) | Light Rain | Mostly Sunny | Average | Slightly High |
Booking with Vrbo is simple
Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to narrow down your options by price, location, and type of vacation rental. We've got your back in finding the perfect spot.
Vrbo Trips: Planning made easy
Vrbo’s Trip Board offers a user-friendly platform to help you plan your trips, resume your previous work, or manage your travel arrangements. You can easily access your saved or booked properties, which are organized into categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.
**Based on Vrbo properties bookings.