Wailea-Makena vacation rentals
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Top-rated vacation rentals in Wailea-Makena
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Cottage in Kihei
4.98 out of 5 average rating, 219 reviewsLuxury Cottage, Saltwater Spa, Walk to Beach/Dining/Shops
Slip into a saltwater hot tub on a private deck with a cocktail and good company. The surrounding palm trees and stars above will surely add to the romantic moment. Rinse off under a warm outdoor shower, then retreat indoors to a stylish love nest. LOCATION, LOCATION, LOCATION Located in the heart of sunny South Kihei near the famous Kamaole sandy beaches. 10-minute walk to just about everything: - Kalama Beach Park (playground, tennis, volleyball, basketball, and more) - Over 23 restaurants, coffee shops, and bars - Shops, boutiques, open air markets - Farmers market and grocery store - The Cove Beach Park (paddle boarding and beginner surfing) - Kamaole Beach Park 1, 2, 3 (Kam 1 is a 20-min walk. All beaches within a 5-minute drive) Quick Drive (15-20 minutes): - Famous Makena Beach, Wailea and world class golf courses - Airport Stroll in cute little shops while trying some local shave ice. You will love Maui's most unique shopping and dining experience at Kihei Kalama Village with great places to eat and over 40 vendors and boutiques. At the south side of Kalama Beach, you will find Cove Park where you can take surfing lessons or try stand up paddle boarding. Walk beyond Cove Park and you find Charley Young beach which is part of the famous Kamaole beaches. In the morning, walk to the end of the street for coffee at Belle Surf Cafe or 5 minutes farther to the Lava Java Coffee Roasters and enjoy your coffee at the beach. During the early evening, you can relish sushi during Happy Hour at Sansei within a few minutes of the house or enjoy the gorgeous sunsets at the beach. PRIVATE OUTDOOR LIVING IN A TROPICAL SETTING - Lounging space in either deck or in a covered lanai - Weber Gas Grill - Salt water hot tub - Fully fenced tropical garden and lawn (yoga, croquet on the grass) Tropical outdoor living area for sunning, reading a book in the shade, connecting with someone close, grilling, or relaxing in the hot tub. AMENITIES - All-Clad gourmet cookware and kitchen tools - Induction range - 65-inch 4k OLED TV for the living room and 40-inch TV in the bedroom - WI-FI (high speed and easy to work from here, download 200 mb/sec, upload 20 mb/sec) - Books, games - many toiletry items provided The house includes island style furniture with a full kitchen that will delight a chef. High end cookware and kitchen tools like Henckel knives, French press, coffee grinder, a comprehensive spice rack, and a Vitamix blender. Make delicious Hawaiian smoothies from farmers market at the end of our street. 5-star luxury resort Queen mattress (Sealy Optimistic Plush Foam) with 400+ thread count pima cotton sheets and down comfortable assures a good night’s sleep. FOR THE BEACH Beach chairs, umbrellas, towels, boogie boards, coolers, ice packs, and snorkel gear provided. Lots of extras as well. We also have tennis rackets and balls for the park. Room rate includes: Hawaii Taxes (General Excise 4.166%, Accommodation: 10.25%) Private, keyless entrance to your free-standing cottage surrounded by a fenced garden paradise. Free off-street parking. Guests can call, text, or email us with any needs or questions they may have. Our housekeeper and our maintenance person live just down the street and can be at the house within 5 minutes for any urgent items. The house is right where the action is—the park, beach, restaurants, shops, and fresh market are all close by. Walk down the street to a friendly cafe for breakfast. Stroll along the shore watching carefree turtles and determined surfers. Walking around is great, but we still recommend a car. Car rental available at airport or locally in Kihei. A public bus stop is located about 5-7 minute walk from the house. Maui County approved vacation rental: Short Term Rental Permit STKM 2014 / 0001, Tax ID 085 / 245 / 5424 / 01
Aug 24 – 31
Home in Kihei
4.96 out of 5 average rating, 384 reviewsStunning ocean view, heated pool at home by Wailea
Last minute bookings 5 days before arrival, and week long stays are 10% off. Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003
Aug 22 – 29
Condo in Kihei
4.91 out of 5 average rating, 132 reviews160KReno-Stunning Palms in Wailea Condo-Beach/Golf
Brand New 160K Renovation+Redecoration for a Hawaiian Beach Vibe.Wailea is one of the most sought after resort addresses on Maui.Here you can relax in the luxury of the beautiful grounds+refreshing swimming pool+spa.World Class Golf+Shopping.Ground floor condo with private lanai that overlooks the grass.King Master Bed with a private bath,2 Uber deluxe pull out Queen bed couches.Short stroll to Keawakapu Beach from condo where you can snorkel/take long tropical beach walk.BOOKINGS UP TO 365 DAY
Mar 8 – 15
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea-Makena vacation rentals
Other great vacation rentals in Wailea-Makena
Home in Kihei
4.93 out of 5 average rating, 107 reviewsSpacious one bedroom, King bed, AC/WiFi,
Sep 16 – 23
Condo in Kihei
4.9 out of 5 average rating, 296 reviewsEverything you need to enjoy true paradise!
Nov 1 – 8
Condo in Wailea-Makena
4.98 out of 5 average rating, 135 reviewsGrand Champions 169 Beautiful 3 BR on the Fairway!
Aug 20 – 27
Condo in Kihei
5.0 out of 5 average rating, 133 reviewsSugar Beach Resort Beach / Ocean Front Unit 426
Feb 8 – 15
Condo in Kihei
4.99 out of 5 average rating, 127 reviewsMaui Dream Place at Maui Kamaole G-209, Ocean View
Dec 7 – 14
Condo in Kihei
4.94 out of 5 average rating, 192 reviewsMana Kai Maui - Beachfront Condo in Kihei
Dec 15 – 22
Condo in Kihei
4.9 out of 5 average rating, 208 reviewsGorgeous Getaway on the Beach
Aug 27 – Sep 3
Guest suite in Kihei
5.0 out of 5 average rating, 75 reviewsSweeping Panoramic Ocean Views - Private Ohana
Mar 11 – 18
Condo in Wailea
4.88 out of 5 average rating, 16 reviewsGorgeous Condo in Wailea Ekahi Village!
Feb 27 – Mar 6
Condo in Wailea-Makena
4.95 out of 5 average rating, 55 reviewsLuxury Condo w/wide Ocean View (Palms at Wailea)!
Jul 30 – Aug 6
Condo in Kihei
4.98 out of 5 average rating, 57 reviewsMaui Retreat Ekahi 50F - All YOU Need!
Sep 29 – Oct 6
Condo in Kihei
4.98 out of 5 average rating, 50 reviewsPURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
Apr 30 – May 7
Other great vacation rentals in Wailea-Makena
Condo in Wailea-Makena
5.0 out of 5 average rating, 26 reviewsAloha Moon - The Honeymoon Hideaway
Dec 7 – 14
Home in Kihei
4.94 out of 5 average rating, 65 reviewsHale Alana
Dec 12 – 19
Condo in Kihei
4.99 out of 5 average rating, 89 reviewsWailea Ekahi Oceanview, Beachfront King Bed Studio
Aug 23 – 30
Apartment in Kihei
4.97 out of 5 average rating, 60 reviewsWonderful Wailea Condo with Lanai Water Views
Aug 17 – 24
Apartment in Kihei
5.0 out of 5 average rating, 11 reviewsWailea Luxury Resort Vista
May 1 – 8
Condo in Kihei
4.99 out of 5 average rating, 93 reviewsOceanfront Mana Kai Penthouse..Heaven meets Earth!
Nov 6 – 13
Condo in Kihei
4.95 out of 5 average rating, 66 reviewsEkahi 22C Toes in the Sand in Under 2 Minutes
Sep 23 – 30
Condo in Kihei
4.95 out of 5 average rating, 42 reviewsModern Renovated Palms at Wailea Condo!
May 27 – Jun 3
Condo in Kihei
4.96 out of 5 average rating, 24 reviewsExceptional Ocean View - King Bed - Ocean Front!
Aug 8 – 15
Condo in Kihei
5.0 out of 5 average rating, 17 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
Mar 9 – 16
Home in Wailea-Makena
5.0 out of 5 average rating, 63 reviewsWOW! Stunning Ocean Views, Large Deck &Luxury Beds
May 20 – 27
Condo in Wailea-Makena
4.93 out of 5 average rating, 83 reviewsMAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!
Sep 7 – 14
Quick stats about vacation rentals in Wailea-Makena
Total rentals | 1.9K properties |
---|---|
Rentals with dedicated workspaces | 960 properties have a dedicated workspace |
Rentals with a pool | 1.7K properties have a pool |
Pet-friendly rentals | 10 properties allow pets |
Family-friendly rentals | 1.1K properties are a good fit for families |
Total number of reviews | 41K reviews |
Your guide to Wailea-Makena
All About Wailea-Mākena
Located on the southern shore of the Hawaiian island of Maui, Wailea is a resort area famous for its white-sand beaches, sprawling golf courses, and relaxing spas. Wailea-Mākena provides a great base for visiting southern Maui’s sandy shores, such as the nearby Wailea Beach, which is just a short walk from town, or Mākena Beach, where you can go for a refreshing swim or explore the pristine coastline by paddleboard or kayak.
You can also find many interesting natural attractions nearby, such as La Perouse Bay or Ahihi-Kinau Natural Area Reserve, which is teeming with marine life. Take a break from the sun and water by visiting the Shops at Wailea, a complex that features 70 retail stores — art galleries, boutiques selling Hawaiian shirts and water-sports gear —and restaurants serving creative takes on local mahi mahi and deep-water ahi tuna.
The best time to stay in a vacation rental in Wailea-Makena
Thanks to Maui’s consistent heat all year round, this is a great place to visit at any time. During the summer, the days are long, hot, and sometimes muggy, which is why many travelers cool off in the crystal-clear water found on Maui’s beaches.
During the spring and fall, the crowds thin out, making this a great time to visit if you want to have the beaches and hiking trails all to yourself. While the clouds gather overhead more frequently in the winter and the region sees a higher amount of rain, the warm weather remains, and showers are generally quick to come and go. Winter is also the best time to visit if you’re interested in whale watching or driving along Maui’s Road to Hana, a winding road famous for its waterfall hikes and lush greenery.
Top things to do in Wailea-Makena
Mākena State Park
Mākena Beach State Park, on the south side of town, is home to one of the largest undeveloped beaches on Maui. This stretch of shoreline, commonly referred to as “Big Beach,” features glistening white sand and cerulean waters surrounded by native kiawe forests and mango groves. Wander inland and you can hike up the 360-foot-tall Pu’u Olai, a dormant volcanic cinder cone, where you can survey the coastline from on high.
Ahihi-Kinau Natural Area Reserve
Located less than a 10-minute drive from Mākena State Park, this marine reserve offers one of the area’s best snorkeling spots. The ocean floor is covered by a coastal lava field intermixed with coral, making it a popular home for many different species of tropical fish, including butterfly fish, parrotfish, surgeonfish, and turtles. At the reserve, you can snorkel directly from the shoreline.
La Perouse Bay
Just 20 minutes south of Wailea-Mākena, La Perouse Bay is outlined by lush green vegetation and jagged lava rock formations, created when the now-dormant Haleakalā Volcano last erupted in 1790. Now the blackened lava rocks shelter numerous tide pools. If you’d like to peer in at the marine creatures living there, bring shoes with thick soles, as lava rock has many sharp edges.
Frequently Asked Questions
Are there pet-friendly vacation rentals in Wailea-Makena?
Four-legged friends are welcome in Wailea-Makena. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Wailea-Makena?
Yes! Work meets play with ease at over 960 vacation rentals in Wailea-Makena featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Wailea-Makena vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 1,730 vacation homes with pools in Wailea-Makena, available on Airbnb. Make a splash and soak up the sun in style!
Do villa rentals in Wailea-Makena have a gym?
Absolutely! We offer over 50 villa rentals with a gym in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Wailea-Makena?
Experience the best of Wailea-Makena with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do townhouse rentals in Wailea-Makena have wireless internet?
Absolutely! We offer over 20 townhouse rentals with wireless internet in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Wailea-Makena?
Wailea-Makena has more than 810 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Wailea-Makena have a bbq area?
Absolutely! We offer over 40 apartment rentals with a bbq area in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wailea-Makena have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Hotel Rentals in Wailea-Makena?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 20 homes with a gym, over 30 homes with wireless internet, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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