Best Vacation Rentals in Wailea-Makena

Located adjacent to the Grand Wailea, this oceanfront property features an outdoor pool and sandy beach children’s pool. Villas include private elevators and bi-level Hawaiian-style patios with views. A fully-equipped, state-of-the-art kitchen with custom Italian cabinetry and granite countertops is featured in each elegant and spacious villas at Ho'olei at Grand Wailea. A separate sitting area with vaulted ceilings and flat-screen TVs is provided. The bathrooms offer dual vanities, a deep bathtub, separate shower and private lavatory. A washing machine and dryer are also furnished. A free shuttle to the Grand Wailea and Wailea Beach is offered. A modern fitness center with saunas, locker rooms and showers is provided. The Wailea Gold Golf Course and Makena Golf are within a 5 minute drive of Ho'olei at Grand Wailea. Kahului Airport is a 30 minute drive away.

- "Our grand Wailea villa was amazing - loved everything about it!" - "I will be coming back!"

Luxury resort on the beach, with 9 outdoor pools
Catch some rays at the beach or spend the day relaxing at Grand Wailea Maui, A Waldorf Astoria Resort's full-service spa. Then enjoy a meal at one of the resort's 7 restaurants.
Change of towels is available on request.
Grand Wailea Maui, A Waldorf Astoria Resort offers 795 air-conditioned accommodations with safes and coffee/tea makers. Rooms open to furnished lanais. Beds feature premium bedding. Televisions come with premium digital channels and pay movies. Bathrooms include separate bathtubs and showers with deep soaking bathtubs, bathrobes, designer toiletries, and complimentary toiletries.

This Kihei resort provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Business-friendly amenities include desks and phones. Additionally, rooms include hair dryers and irons/ironing boards. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "We enjoyed our visit here so much! Friendly staff. Excellent dining! Highly recommend! " - "Absolutely gorgeous property and great pool and amazing beach. Staff was fabulous. Will definitely return. We ate at all the restaurants and they were all great. Only complaint I have is there needs to be way more water stations. There are none near the actual rooms. You have to go way down to the pool or up to the lobby and go to the other side to get water, making the use of the special water bottles impractical.They should add more stations near the actual rooms."

Offering a terrace and barbecue facilities, Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway! in Wailea is close to Ulua Beach and Wailea Blue Course. This property offers access to a patio and free private parking. Lahaina Boat Harbor is 27 miles from the apartment and Whalers Village Shopping Center is 31 miles away. With free Wifi, this 1-bedroom apartment provides a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are provided in the apartment. The property has an outdoor dining area. Guests at the apartment can enjoy cycling and hiking nearby, or make the most of the year-round outdoor pool. Wailea Emerald Course is 1.3 miles from Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway!, while Iao Valley State Park is 19 miles away. Kahului Airport is 16 miles from the property.

- "This place is amazing - stunning design, super comfortable, walking distance to so many sights, amazing hosts" - "absolutely loved it. will be staying again in the near future." - "10 out of 10 for this beautiful villa in Maui! Home away from home! ❤️❤️" - "Serene atmosphere of a well desinged interiour" - "one of my best home away from home experiences. hosts have considered every detail for a perfect stay. would definitely"

Luxury resort on the beach, with 3 outdoor pools
Catch some rays at the beach or spend the day relaxing at Four Seasons Resort Maui at Wailea's full-service spa. Then enjoy a meal at one of the resort's 3 restaurants.
Four Seasons Resort Maui at Wailea offers 379 accommodations with DVD players and minibars. Rooms open to furnished lanais. Pillowtop beds feature Egyptian cotton sheets, down comforters, and premium bedding. A pillow menu is available. 42-inch plasma televisions come with premium satellite channels and pay movies. Refrigerators and coffee/tea makers are provided. Bathrooms include separate bathtubs and showers, bathrobes, slippers, and designer toiletries.

This Kihei resort provides complimentary wireless Internet access, with a speed of 25+ Mbps. Business-friendly amenities include desks, complimentary newspapers, and phones. Additionally, rooms include safes and complimentary bottled water. Microwaves, in-room massages, and hypo-allergenic bedding can be requested. A nightly turndown service is provided and housekeeping is offered daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Exceptional! Everything was perfect! The room was upgraded with an amazing view! The staff is so kind and attentive! The pools are great and there’s a trail filled with perfect views! Can’t wait to come back here! Perfect vacation with a little one! " - "Stunning property with a bonus of several whale spouts!" - "This place is perfection. " - "Beautiful property, excellent amenities. Only thing is that it can get busy, reservations for restaurants are a must. "

Just 1.2 miles from Wailea Beach and a 17-minute walk from Wailea Emerald Course, Wailea Sunset Condo - Ekolu #607 features accommodations in Wailea, with a bar and barbecue facilities. This beachfront property offers access to a balcony, table tennis, free private parking, and free Wifi. The pool features a fence and mountain views. Featuring a terrace and sea views, the vacation home includes 1 bedroom, a living room, cable flat-screen TV, an equipped kitchen, and 2 bathrooms with a walk-in shower and a bath. A private entrance leads guests into the vacation home, where they can enjoy some wine or champagne and fruit. The vacation home offers bed linen, towels, and laundry service. Guests are welcome to eat at the on-site family-friendly restaurant, which is open for dinner, lunch, brunch, and cocktails. The area is popular for snorkeling and cycling. In addition, bike rental and car rental are available at this vacation home. An indoor play area is also available at the vacation home, while guests can also relax in the garden. Iao Valley State Park is 19 miles from Wailea Sunset Condo - Ekolu #607, while Lahaina Boat Harbor is 28 miles away. Kahului Airport is 16 miles from the property, and the property offers a paid airport shuttle service.

- "Will definitely consider this place again if we return to Maui." - "Excellent!" - "We were so close to our friends who go every year. They were in 407. They're condo was lower and we had the better" - "Beautiful sunset views"

Luxury resort on the beach, with 3 outdoor pools
Catch some rays at the beach or spend the day relaxing at Fairmont Kea Lani Maui's full-service spa. Then enjoy a meal at one of the resort's 6 restaurants.
Housekeeping is available on request.
Fairmont Kea Lani Maui offers 450 accommodations with iPod docking stations and safes. Rooms open to lanais. Beds feature pillowtop mattresses. Flat-screen televisions come with premium cable channels and pay movies. Refrigerators, microwaves, and coffee/tea makers are provided. Bathrooms include separate bathtubs and showers with deep soaking bathtubs, bathrobes, slippers, and designer toiletries.

Guests can surf the web using the complimentary wired Internet access. Business-friendly amenities include desks, complimentary newspapers, and phones. Additionally, rooms include complimentary bottled water and hair dryers. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. A nightly turndown service is provided and housekeeping is offered daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "The renovated suits are spacious and well decorated. The surrounding is quiet. Although it’s a large resort it does not feel crowded. Staff is friendly. We loved our stay. " - "Amazing time! very friendly and accommodating staff! Will come back!!" - "This hotel was great, I will be back! The staff was very friendly, the rooms were large, and the pools and grounds beautiful. Highly recommended. I am not a fan of resort fees (why not just make the price higher?) but at least this resort fee included things that actually felt like add-ons; free self parking, in-room coffee/water, yoga (gym classes), and sun screen at the pool. They also offer a car service within the local area. "

Offering a garden and a bar, Makena Surf G303, Maui on the Beach in Wailea is close to Po’olenalena Beach and Makena North Course. This beachfront property offers access to a balcony, tennis at the tennis court, free private parking, and free Wifi. The apartment features a pool with a view, hot tub, and a 24-hour front desk. Featuring a terrace and sea views, the spacious apartment includes 2 bedrooms, a living room, cable flat-screen TV, an equipped kitchen, and 2 bathrooms with a hot tub and a shower. This apartment also includes a patio that doubles up as an outdoor dining area. The apartment offers bed linen, towels, and laundry service. Golfing, snorkeling, and hiking are possible within the area, and the apartment offers a private beach area. Wailea Emerald Course is 1.6 miles from Makena Surf G303, Maui on the Beach, while Iao Valley State Park is 21 miles from the property. Kahului Airport is 18 miles away.

- "We had an amazing time! Absolutely perfect hosts who answered every question and request so fast and so on it! Peaceful" - "A beautiful place to stay with a beautiful view." - "All and all incredible place, location and everything one could want from a week in Maui."

Adults-only resort with 3 restaurants and a fitness center
Along with 3 restaurants, this smoke-free resort has an outdoor pool and a fitness center. A free beach shuttle and a free manager's reception are also provided. Additionally, a poolside bar, a snack bar/deli, and a conference center are onsite.
Change of towels is available on request.
Hotel Wailea, Relais & Chateaux - Adults Only offers 72 accommodations, which are accessible via exterior corridors and feature iPod docking stations and laptop-compatible safes. Rooms open to furnished lanais. These individually decorated accommodations have separate dining areas. Beds feature down comforters and premium bedding. A pillow menu is available. 42-inch LCD televisions come with cable channels. Guests can make use of the in-room full-sized refrigerators/freezers, microwaves, and coffee/tea makers. Bathrooms include separate bathtubs and showers with deep soaking bathtubs and rainfall showerheads. Bathrooms are also outfitted with bathrobes, slippers, and designer toiletries.

Guests can surf the web using the complimentary wired Internet access. Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include complimentary newspapers and complimentary bottled water. In-room massages, change of towels, and change of bedsheets can be requested. A nightly turndown service is provided and housekeeping is offered daily.

Guests under 18 years old are not allowed in the swimming pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Beautiful property that never seems crowded. The Beach area for the Joel is good and the shuttle service quick. The on site restaurant is exceptional. Wi-fi not so good in our suite which we found odd given the clientele." - "A truly incredible experience. One of the most beautiful properties we've stayed at. Wonderful staff and INCREDIBLE food. " - "One of the best properties we stayed in. Very zen, all the staff was very friendly. Such a calm feeling around the property, lots of beaches nearby. The hotel had a free shuttle which is very helpful. Love the staff who were very warm. The room was amazing, for any couple on a vacation or doing honeymoon, this property is a must. We also went to Four Seasons, and while it was very nice, it was too busy for vacation vibe. I will stay at this place any day "

Wailea Ekahi 21F is located in Wailea, just a few steps from Mokapu Beach and 2.5 miles from Wailea Emerald Course. This apartment features air-conditioned accommodations with free Wifi. Iao Valley State Park is 19 miles from the apartment and Lahaina Boat Harbor is 28 miles away. The apartment features 1 bedroom, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a hair dryer. A TV with cable channels is available. The accommodation is non-smoking. Wailea Ekahi 21F conveniently has an outdoor pool. Wailea Blue Course is 2.5 miles from the accommodation, while Wailea Gold Course is 2.5 miles from the property. Kahului Airport is 16 miles away.

- "Love this place!" - "So peaceful, relaxing & absolutely fabulous stay. we’ll be back for sure." - "Great option in Wailea area."

Stylish beach retreat with outdoor pool
Guests of this beach resort will appreciate convenient onsite amenities such as a hot tub and a fitness center.
Ho‘olei Villas at Grand Wailea offers 60 accommodations, which are accessible via exterior corridors and feature washers/dryers and bathrobes. Rooms open to lanais. Beds feature premium bedding. LCD televisions are featured in guestrooms. Accommodations at this 5-star resort have kitchens with refrigerators, stovetops, microwaves, and separate dining areas. Bathrooms include separate bathtubs and showers with deep soaking bathtubs, designer toiletries, and complimentary toiletries.

Guests can surf the web using the complimentary wired and wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Housekeeping is offered daily and in-room massages can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "This is an amazing place to stay with a family. Views. Facilities. Local entertainment, dining, shopping, and activities." - "Best property in Maui " - "Perfect for Families. Quite spacious and great for a relaxing Family vacation." - "$150/day to rent two lounge chairs and an umbrella on the beach! And when someone took the volleyball we checked out, we were charged $75 for not returning it . The hotel is starting to look dated on the outside and construction is ongoing around the spa, which makes it not a relaxing experience. Dining options are much better at the Four Seasons. If it weren’t for the slides and pools, we would move on. "

A few steps from Ulua Beach in Wailea, Wailea Elua Village on Ulua Beach provides accommodations with access to a fitness center. This beachfront property offers access to a patio, tennis at the tennis court, free private parking, and free Wifi. The apartment offers a pool with a view with a fence, as well as a hot tub and a 24-hour front desk. With direct access to a balcony with pool views, the spacious air-conditioned apartment consists of 2 bedrooms. Offering a terrace with sea views, this apartment also features a cable flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a walk-in shower and bathrobes. For added privacy, the accommodation has a private entrance and is protected by full-day security. Guests can make the most of the warm weather with the property's barbecue facilities. Guests at the apartment will be able to enjoy activities in and around Wailea, like hiking. Snorkeling and fishing can be enjoyed nearby, while a private beach area and water sports facilities are also available on-site. Wailea Emerald Course is 1.8 miles from Wailea Elua Village on Ulua Beach, while Iao Valley State Park is 19 miles from the property. Kahului Airport is 16 miles away.

- "Simply amazing! Will go back in this paradise very soon!"

Luxury resort on the beach, with 3 outdoor pools
Catch some rays at the beach or spend the day relaxing at Fairmont Kea Lani Maui Villa Experience's full-service spa. Then enjoy a meal at one of the resort's 4 restaurants.
Fairmont Kea Lani Maui Villa Experience offers 37 air-conditioned accommodations with private plunge pools and iPod docking stations. Rooms open to furnished patios. Pillowtop beds feature down comforters. 55-inch flat-screen televisions come with pay movies. Accommodations at this 5-star resort have kitchens with full-sized refrigerators/freezers, stovetops, microwaves, and separate dining areas. Bathrooms include separate bathtubs and showers with deep soaking bathtubs, bathrobes, slippers, and designer toiletries.

Guests can surf the web using the complimentary wired Internet access. Business-friendly amenities include desks, complimentary newspapers, and phones. Additionally, rooms feature MP3 docking stations and washers/dryers. In-room massages and hypo-allergenic bedding can be requested. A nightly turndown service is provided and housekeeping is offered daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Good property " - "It’s a decent hotel to stay for the family." - "Love the staff, grounds and villa! What a spectacular place!"

Wailea Ekahi 40E offers accommodations in Wailea, a 18-minute walk from Mokapu Beach and 2.1 miles from Wailea Emerald Course. The property is around 19 miles from Iao Valley State Park, 28 miles from Lahaina Boat Harbor, and 1.9 miles from Wailea Blue Course. There's an outdoor pool and guests can use free Wifi and free private parking. The air-conditioned vacation home is composed of 1 separate bedroom, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. The accommodation is non-smoking. Wailea Gold Course is 2.1 miles from the vacation home, while Makena North Course is 3.9 miles from the property. Kahului Airport is 16 miles away.

- "Relaxing!" - "A luxury stay without the luxury cost and crowds."

Close to whale-watching, a golf course, and more, this luxury apartment brings it all within reach. There's convenient onsite parking, so you can leave your vehicle behind and let your feet make short work of the 6-minute walk to Shops at Wailea or the 12-minute walk to Ulua Beach Park.

Spend some time at the nearby beach (enjoy the beach umbrellas!), relax by the fenced pool with the sun loungers, or sip a drink on the furnished lanai of this apartment, which also features a garden. When you come inside, connect to the free WiFi or get cozy in front of the digital TV (streaming services available).

This 1-bedroom, 2-bathroom rental features a sitting area, a dining area, a pillowtop bed, and premium bedding. Bathroom amenities include a rainfall showerhead, along with a hair dryer, designer toiletries, and towels. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a full-sized refrigerator/freezer, as well as an espresso maker, an ice maker, and a microwave. And there's a washer/dryer, so you can even pack a bit lighter.

- "very nice place and location 🤗" - "We loved staying here! The property is lovely and the lanai was perfect for sunsets. It has everything you need and you can walk anywhere you need to go. Will be back! "

Offering massage services, Palms At Wailea #905 provides accommodations in Wailea. This property offers access to a balcony, free private parking, and free Wifi. The vacation home offers an outdoor swimming pool and an ATM. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Sightseeing tours are available in the surrounding area. Mokapu Beach is a 10-minute walk from the vacation home, while Wailea Emerald Course is 2.3 miles away. Kahului Airport is 16 miles from the property.

Sports/Activities • Guest Services • Internet • Parking • Wellness Facilities • Security/Safety • Breakfast • Child Friendly • Pool

Elegant beach resort and 4 outdoor pools
Catch some rays at the nearby beach or spend the day relaxing at Wailea Beach Resort - Marriott, Maui's full-service spa. Then enjoy a meal at one of the resort's 4 restaurants.
Housekeeping is available on request.
Wailea Beach Resort - Marriott, Maui offers 547 accommodations, which are accessible via exterior corridors and feature safes and coffee/tea makers. Rooms open to lanais. 55-inch Smart televisions come with premium cable channels, pay movies, and Netflix. Bathrooms include bathtubs or showers, bathrobes, complimentary toiletries, and hair dryers.

This Kihei resort provides wireless Internet access for a surcharge. Business-friendly amenities include desks and phones. Housekeeping is offered on request and change of bedsheets can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "A wonderful vaction and the staff made uz feek right at home" - "We loved everything about our stay at the Wailea Marriott. From check in to check out we were pleased. We saw Turtles every day out in front on our morning walks. The resort had amazing pools and great restaurants. Love the location!" - "Had an absolutely amazing experience staying at Wailea Marriot! Beautiful views and relaxed atmosphere. Will definitely recommend to others. Thank you!"

Wailea Ekahi 34A offers accommodations in Wailea, a 18-minute walk from Mokapu Beach and 2.1 miles from Wailea Emerald Course. The property is around 19 miles from Iao Valley State Park, 28 miles from Lahaina Boat Harbor, and 1.9 miles from Wailea Blue Course. There's an outdoor pool and guests can use free Wifi and free private parking. The air-conditioned vacation home consists of 1 bedroom, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. The accommodation is non-smoking. Wailea Gold Course is 2.1 miles from the vacation home, while Makena North Course is 3.9 miles from the property. Kahului Airport is 16 miles away.

Security/Safety • Laundry • Pool • Barbecue/Outdoor Cooking • Child Friendly • Internet • Parking • Sports/Activities

Luxury resort on the beach, with 5 outdoor pools
Catch some rays at the beach or spend the day relaxing at Andaz Maui at Wailea Resort - a concept by Hyatt's full-service spa. Then enjoy a meal at one of the resort's 4 restaurants.
Andaz Maui at Wailea Resort - a concept by Hyatt offers 320 accommodations with minibars (stocked with some free items) and laptop-compatible safes. Rooms open to furnished balconies. Beds feature down comforters and premium bedding. Televisions come with cable channels and pay movies. Bathrooms include showers, bathrobes, and hair dryers.

This Kihei resort provides complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include coffee/tea makers and irons/ironing boards. A nightly turndown service is provided and housekeeping is offered daily. Amenities available on request include hypo-allergenic bedding.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Lovely staff very happy with the resort" - "If you are looking for a perfect tropical luxury experience then this is it. From the multi-tiered infinity pools to the private beach, this place has everything you could ask for. Concierge and staff were excellent and booked activities perfectly. Wonderful. " - "This hotel is a great place for everyone. It's new, clean and has beautiful views of the mountains and beach. The only small obstacle was I find the front desk staff are not consistent with the information but over all customer services was very good. "

Wailea Ekahi 21A is located in Wailea, just 2.1 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park. The air-conditioned accommodation is a 18-minute walk from Mokapu Beach, and guests can benefit from private parking available on site and free Wifi. Wailea Gold Course is 2.1 miles away and Makena North Course is 3.9 miles from the vacation home. Offering a balcony and sea views, the spacious vacation home includes 1 bedroom, a living room, cable TV, an equipped kitchen, and 2 bathrooms with a shower. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Lahaina Boat Harbor is 28 miles from the vacation home, while Wailea Blue Course is 1.9 miles from the property. Kahului Airport is 16 miles away.

Barbecue/Outdoor Cooking • Sports/Activities • Laundry • Child Friendly • Parking • Security/Safety • Internet

Hotel with 2 restaurants, near Wailea Beach
Along with 2 restaurants, this smoke-free hotel has an outdoor pool and a fitness center. WiFi in public areas is free. Other amenities include a bar/lounge, self parking, and concierge services.
Housekeeping is available on request.
AC Hotel by Marriott Maui Wailea offers 98 air-conditioned accommodations with safes and complimentary bottled water. Rooms open to balconies. Each accommodation is individually furnished. Flat-screen televisions come with satellite channels. Bathrooms include bathtubs or showers, bathrobes, designer toiletries, and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs. Additionally, rooms include coffee/tea makers and hair dryers. Housekeeping is offered on request and change of bedsheets can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "People" - "Beautiful property." - "Staff was spectacular" - "Very nice stay. " - "Courteous, friendly and peaceful " - "We had an amazing 5 days at AC. The hotel is in the perfect location without being too busy. We walked to the beach and shops in about 15 minutes. The parking was easy and convenient every night. The staff was so friendly!! Would stay again " - "This hotel was great. Would highly recommend. Melissa at the outside bar was amazing and made our trip so much more enjoyable. "