
Hotels in Wailea
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Quick stats about hotels in Wailea

Total vacation rentals
Explore 40 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at $284 CAD per night before taxes and fees

Verified guest reviews
Over 40 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Wailea vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals

4.8 Average rating
Wailea stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated hotels in Wailea
Guests agree: these hotels are highly rated for location, cleanliness, and more.

2 Bedroom @ Worldmark Sleeps 6
2 BEDROOM SUITE LOCATED AT THE GREAT WORLDMARK RESORT PERFECTLY LOCATED IN KIHEI, MAUI! LOCATED DIRECTLY ACROSS THE STREET FROM A VERY NICE BIG BEACH! WALKING DISTANCE TO GREAT RESTAURANTS, SHOPPING, ACTIVITIES, BARS/NIGHTLIFE, GROCERY'S, ETC. VERY SPACIOUS 2 BEDROOM SUITE SLEEPS 6, WITH PRIVATE BALCONY/PATIO. GUESTS CAN ENJOY ALL THE AMENITIES AT THIS NICE RESORT! ON THE SUNNY SIDE OF MAUI, YOU WILL LOVE THS EXCELLENT CENTRAL LOCATION! RIGHT ACROSS THE STREET FROM BEACH. TA-068-004-5056-01
Hospitality

Maui Beach Club Condos. Epic Beach & Views. Hawaii
Thanksgiving Weekend. 11/22-11/29. Enjoy a peaceful stay at this 2-bedroom condo in Kihei right across the sandy beaches that are perfect for walking & swimming. The space features a spacious balcony, upgraded full kitchen and a master bedroom with a terrific king bed and a guest bedroom with twin beds, perfect for a small group or family. Two full bathrooms. Lovely pool and hot tub on site. Laundry in Unit. Enjoy easy access to popular shops and restaurants from this charming place to stay.
New place to stay
WorldMark Kihei Home Away from Home Sleep 6
Relax with the whole family at this beautiful, peaceful 2-bedrooms condo after adventuring road to Hana, soaking up the sun on Kamaole Beach, located just across the street. Our 2-bedrooms unit accommodate up to 6 people, feature a king size bed, 2 twin beds and a comfortable murphy queen size bed in the living room, 2 full baths, a fully equipped kitchen, and an in-unit washer and dryer. You can also enjoy a cookout using the outdoor BBQ grills or dine at the many nearby restaurants.
HospitalityCleanlinessCheck-in
New place to stay
Sleeps8. 3bdrm condo Resort vacay! Worldmark Kihei
Tropical yet sophisticated, this Maui resort just steps from the beach delivers the experiences that’ll create memories you'll treasure for a lifetime. Take in this serene island’s historic, natural, and contemporary bests. Spacious 3 bedroom unit. Full kitchen Master bedroom with King Bed, room with Queen Bed , room with 2 twins, Queen Murphy Bed in the living room. Two bathrooms. This is a unit at Worldmark Kihei Resort. Guest limit of 8 is strictly enforced.
LocationParkingHospitality

Women's Only Dorm with Free Tours
Girls only! This 4-bed dorm is perfect for female solo-travelers. We are a locally owned and woman-led youth hostel with a super social atmosphere and adventurous daily tours (free/ tip-based). Meet people from around the world, enjoy fun parties and social events at night, and have a meaningful trip to Maui filled with new friendships and outdoor adventures. *Must have an off island ticket to check-in* *No guests under 18*
LocationValueQuiet
4.55 out of 5 average rating, 33 reviews
Bliss By The Beach | Golf. Pool. Garden Views.
Kohea Kai Hotel Maui offers a serene beachfront escape on Maui's stunning shores. Enjoy modern rooms and a relaxing outdoor pool. Located near Kalepolepo Beach and Cove Beach Park, this boutique hotel is perfect for exploring the island's natural beauty and attractions. Experience the ultimate Hawaiian getaway at Kohea Kai Hotel Maui. ✔ Pool ✔ Private lanai ✔ Gardens ✔ Golf nearby ✔ Short walk from the beach
ValueLocationCondition
4.59 out of 5 average rating, 111 reviews
Naupaka-Kai
This charming room features a queen-sized bed, private bathroom, a second room with a full size bed, desks, chairs, overhead fans and portable fans. Outside, guests have access to a sitting area, perfect for relaxing after a day of exploring or enjoying a meal outdoors. Whether you're here for a short stay or an extended getaway, this room offers everything you need for a comfortable and enjoyable experience.
ValueLocationCondition
4.57 out of 5 average rating, 74 reviews
Lumeria Maui, Courtyard double queen room
Enjoy a relaxing stay in a courtyard double queen room, featuring two queen beds and a private lanai with lush views of the Meditation Lawn. The space includes air conditioning, a mini-refrigerator, safe, bathtub, and telephone for your comfort. High speed internet access and breakfast are included to enhance your experience. Thoughtfully designed, this room is perfect for a peaceful and rejuvenating visit.
LocationFamilyComfort
4.75 out of 5 average rating, 4 reviews
Maui Banyan studio w/ lanai & pool
Welcome to your South Kihei getaway at Maui Banyan Resort - steps from the beach & wrapped in island calm. - Sleeps 4 | Studio | 2 beds | 1 bath - Resort pool & BBQ grill on-site - Private lanai w/ garden views - Wifi & dedicated workspace - A/C, TV w/ DVD player & self check-in - Walk to beaches, shops & dining
LocationBathroomLaundry
4.11 out of 5 average rating, 9 reviews
Maui What a Wonderful World Bed and Breakfast, Pa.
The largest suite with separate bedroom and living room. Features queen-size bed, custom slate tile bathroom, tea kitchen, cross-ventilation from windows on both sides, private entrance from ground floor, television, air conditioning, free wifi, and barbecue access.

1 Queen Bed| Days Inn Maui Oceanfront| Beachfront
Located on Keawakapu Beach, this oceanfront hotel offers direct beach access and stunning views of Maui’s coastline. This queen room provides a restful retreat for solo travelers or couples. Stay steps from the sand while enjoying peaceful, tropical surroundings.
ValueLocationCondition
4.58 out of 5 average rating, 40 reviews
Maui Beach Hotel | Standard Room 1 King Bed
Stay steps from Kahului’s key spots at this hotel featuring spacious rooms with king beds. Conveniently located near local shops, beaches, and the Maui Arts & Cultural Center, it offers easy access to island attractions for a memorable Hawaiian getaway.
ValueFamilyCondition
4.6 out of 5 average rating, 5 reviewsPopular amenities for Wailea hotels
Family-friendly hotels

2 Bedroom Luxury on a Hill

Relax in Style | Pool. Near Kalepolepo Beach
FamilyValueLayout
4.6 out of 5 average rating, 93 reviews
Escape to Paradise | Pool. Near Beach
LocationHospitalityComfort
4.84 out of 5 average rating, 19 reviews
Shoreline Stay | Watersports. Pool. Near Beach.
ValueLocationHospitality
4.68 out of 5 average rating, 22 reviews
Maui Beach Hotel | Standard Room Two Double Beds
Sleep qualityGetting aroundNearby
4.67 out of 5 average rating, 6 reviews
Naupaka-Mauka
ValueLocationAccuracy
4.61 out of 5 average rating, 49 reviews
Shared Dorm with Free Tours
ValueLocationQuiet
4.76 out of 5 average rating, 29 reviews
Pluemeria Room
LocationValueNearby
4.64 out of 5 average rating, 70 reviewsHotels with a pool

Lumeria Maui, Partial ocean view suite
Hospitality

3 Standard Rooms | Near Kanaha Beach Park

Pet-friendly Unit | Pool | Parking | Island View!

Tropical Dream! Seaside Property, Pool, Restaurant

2 Stylish Units | 1.9 mi to Kanaha Beach Park

Tropical Dream! Pool, Pets Allowed, Parking!

Castle Kama'ole Sands, 1 Bedroom 2 Bath Garden Vi.
New place to stay
Maui Seaside Hotel, Poolside three beds
FamilyPoolBeach
Hotels with a patio

Two Bed Private Room in Hostel with Daily Tours
LocationValueCleanliness
4.26 out of 5 average rating, 23 reviews
Sleeps8. 3bdrm condo Resort vacay! Worldmark Kihei
LocationParkingHospitality

Women's Only Dorm with Free Tours
LocationValueQuiet
4.55 out of 5 average rating, 33 reviews
2 Bedroom @ Worldmark Sleeps 6
Hospitality

Maui Schooner Resort for Christmas!
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