Vacation rentals in Olowalu

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Top-rated vacation rentals in Olowalu

Guests agree: these stays are highly rated for location, cleanliness, and more.

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

Jun 24 – Jul 1

G$155,994 GYD per night
Guest favorite

Guesthouse in Kula

4.98 out of 5 average rating, 161 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.

Nov 12 – 19

G$58,049 GYD per night
Guest favorite

Home in Lanai City

4.83 out of 5 average rating, 253 reviews

Lanai Gem 3-Bdrm Plantation Home Near Town Square

Ideal location. Five-minute walk to Dole Park (Town Square), restaurants, movie theater, shops, cafe, markets, art gallery, Saturday market. Spacious original plantation home. Full kitchen. Refrigerator/freezer, stove/oven, washer, dryer, kitchen appliances. Free wi-fi. Much lower cost than a small hotel room. Free parking on-property. Nightly rate includes 4.712% GE tax, 10.25% TA tax, 3% MCTA tax. E.g = nightly rate $250.09 + $11.78 GE + $25.63 TA + $7.50 MCTA = $295. Lic: TA-034-244-6080-01

Feb 17 – 24

G$70,068 GYD per night

Popular amenities for Olowalu vacation rentals

Other great vacation rentals in Olowalu

Guest favorite

Condo in Kihei

5.0 out of 5 average rating, 161 reviews

Cozy Beach Condo Ocean & Mountain View’s

Feb 4 – 11

G$67,195 GYD per night
Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 113 reviews

Romantic, Luxury Maui Getaway with Ocean View

Mar 25 – Apr 1

G$102,342 GYD per night
Superhost

Condo in Wailuku

4.89 out of 5 average rating, 249 reviews

VIEWS VIEWS VIEWS ~ Bliss on the Bay

Dec 6 – 13

G$60,493 GYD per night
Guest favorite

Cottage in Hana

4.95 out of 5 average rating, 101 reviews

Solar Cottage With Privacy & Panoramic Ocean Views

Aug 9 – 16

G$66,152 GYD per night
Guest favorite

Cottage in Kula

4.96 out of 5 average rating, 327 reviews

HALEKALANI - Paradise in Upcountry

Oct 30 – Nov 6

G$70,918 GYD per night
Guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 100 reviews

Kapalua, luxe, ocean view, beach, spa, golf/tennis

Feb 24 – Mar 3

G$132,515 GYD per night
Guest favorite

Home in Kihei

4.96 out of 5 average rating, 384 reviews

Stunning ocean view, heated pool at home by Wailea

Aug 21 – 28

G$114,097 GYD per night
Guest favorite

Apartment in Lahaina

4.97 out of 5 average rating, 164 reviews

303 Hula Hideaway

Nov 1 – 8

G$106,045 GYD per night
Guest favorite

Cottage in Haiku-Pauwela

4.95 out of 5 average rating, 350 reviews

Explore Waterfalls and Beaches from a Tropical Haiku Cottage

Feb 2 – 9

G$103,425 GYD per night
Superhost

Condo in Wailuku

4.82 out of 5 average rating, 188 reviews

Hello View!

Dec 7 – 14

G$63,214 GYD per night
Guest favorite

Home in Makawao

5.0 out of 5 average rating, 81 reviews

Private Luxurious Cottage

Jan 7 – 14

G$87,021 GYD per night
Superhost

Home in Maui County

4.82 out of 5 average rating, 50 reviews

Cliff House with Ocean Views in Haiku, Maui jungle

May 15 – 22

G$122,643 GYD per night

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