Makena, Wailea-Makena vacation rentals

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Top-rated vacation rentals in Makena, Wailea-Makena

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Guest favorite

Cottage in Kihei

4.98 out of 5 average rating, 219 reviews

Luxury 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

Mar 26 – Apr 2

G$177,628 GYD per night

Superhost

Condo in Kihei

4.96 out of 5 average rating, 224 reviews

Beautiful Modern Decor in a Light-Filled Condo

This ground floor unit is perfectly located and easily accessible to all the complex's amenities; sparkling clean pools, gas and charcoal bbq's (that are cleaned daily) and a tennis court. You also have your own personal lanai to enjoy the cool island breeze as you sip your morning coffee or afternoon mai tai! Natural light fills this open and spacious condo and which is completely decked out with all new furnishings including a King size CASPER mattress with premium bedding, queen size sleeper sofa with 6 inch memory foam mattress, a 50" LED Smart TV (so you can watch your favorite Amazon or Netflix shows) or use the blu ray player all while listening through a 36" Bluetooth sound bar. If you plan to cook we have a large, fully stocked kitchen with all brand new everything including: Calphalon pots and pans, Cuisinart knife set and Cuisinart coffee maker, pyrex, cooking utensils, bamboo cutting boards, rice cooker, blender, toaster, dishware, glassware, flatware, BBQ tools, and more; All BRAND NEW! Planning on some fun in the sun? We got you covered with beach towels, beach chairs, ice coolers, tennis racquets, and a bunch of pool and beach toys!! We also have 2 brand new Air Conditioning units (one in the living room and one in the master bedroom) to help you stay cool and comfortable! Need to do some laundry during your stay? No problem, our place has a Washer and Dryer inside the unit for your added convenience! Or are you an over-packer? We’ve got you covered with plenty of closet space, hangers, and dresser drawers. You have access to our whole condo which includes a washer/dryer inside the unit as well as all of the amenities including 2 pools, charcoal and gas BBQ’s and a tennis court. We want you to love staying in our place as much as we do so we are available as often or as little as you need! Feel free to message (or call!) us with any questions about our property, our favorite place to watch sunset, or where the best shave ice on Maui is! (Hint, it’s pretty close!) This condo is in the well-manicured grounds of Hale Kamaole. This is a family-friendly complex with sprawling grass lawns, a tennis court, swimming pool, and barbecue stations. Directly across the street is a large grass park and beach shoreline. We find that one of the best ways to explore and get around the island is by renting a car or for the more adventurous type a 4x4 Jeep. This way you are able to see all that Maui has to offer! Whether it’s the lavender farm or wine tasting up in Kula, checking out the world renown wind surfing in Paia or hiking to waterfalls along the road to Hana you will want to rent a car to take you to these beautiful locations! There is plenty of free parking directly outside of our ground floor unit as well as through the perimeter of the complex!

Sep 11 – 18

G$59,779 GYD per night

Guest favorite

Home in Kihei

4.96 out of 5 average rating, 388 reviews

Stunning 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

Sep 25 – Oct 2

G$113,847 GYD per night

Guest favorite

Guesthouse in Kula

4.98 out of 5 average rating, 163 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

Oct 20 – 27

G$55,106 GYD per night

Guest favorite

Condo in Kihei

4.9 out of 5 average rating, 297 reviews

Everything you need to enjoy true paradise!

After spending a month in Kihei, we didn't want to leave... we also wanted a place to invite other people to island living! Welcome to our Hawaii oasis. Steps away from food, drinks, the pool and the beach, what more could you ask for? Central to downtown Kihei and Wailea, it's the perfect location to explore Maui from. Walking distance to perfect sunsets, amazing eats, and Kihei's finest beaches our unit is tucked at the end of the cul de sac - serene, quiet, and away from any street noise.

Sep 28 – Oct 5

G$67,237 GYD per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 943 reviews

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Mar 17 – 24

G$32,761 GYD per night

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 128 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Jun 7 – 14

G$88,782 GYD per night

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 142 reviews

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

Mana Kai 608 is a remodeled oceanfront 2b/2b condo DIRECTLY on Keawakapu beach! This location is ideal, on the border of Wailea and Kihei. We have designed our remodel with a modern surf vibe in mind, we are excited to share it with you! If you enjoy Wailea's 5-star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach come stay with us! We have hired the best Property Manager in Maui, Tracy O'Reilly to take care of our guests.

G$108,823 GYD per night

Guest favorite

Apartment in Kihei

4.94 out of 5 average rating, 106 reviews

Wailea Couples Retreat, 300 FT To Keawakapu Beach

Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.

Dec 7 – 14

G$105,717 GYD per night

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 113 reviews

Romantic, Luxury Maui Getaway with Ocean View

This is a luxury 1 bedroom 2 bathroom condo which has been fully renovated. Our condo has lovely ocean views as well as views of the lush tropical gardens and the pool. It has a fully stocked gourmet kitchen with high end appliances and a Weber grill on one of the 2 lanais. . Sunset views from the lanai are stunning. If our Wailea Palms condo is not available during the days of your travel, please inquire about availability at our other Wailea Palms condo.

Mar 24 – 31

G$102,118 GYD per night

Guest favorite

Condo in Wailea

4.97 out of 5 average rating, 137 reviews

Wailea Gem-Remodeled Ocean View

Beautiful, fully remodeled Wailea Jewel! Peaceful and private location with expansive ocean views. Our newly renovated, one bedroom, 2 bathroom condo has everything you need to enjoy your Maui getaway. Located a short drive from the airport and just minutes away from some of the best beaches and dining in Hawaii. You will truly feel like you're in paradise during your stay.

Dec 16 – 23

G$95,981 GYD per night

Guest favorite

Guest suite in Kula

4.99 out of 5 average rating, 172 reviews

Kula Jacaranda Studio on the Slopes of Haleakala

Kula Jacaranda studio is reached by a treehouse walkway. Your private covered deck offers a place to dine and watch the sunset . The shared barbecue area offers a place to prep your own meals. We provide coffee, tea, oil, vinegar and salt. The luxurious walk-in shower offers double shower heads and benches. With years as AirBnb super hosts, we've got everything you need.

Jan 18 – 25

G$59,393 GYD per night