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Select your check-in and check-out dates above to see the latest Wailea hotel, resort and vacation rental home deals.
Prices may increase. Choose a book now, pay later room and lock in a great hotel room price in Wailea now. PLUS WE PRICE MATCH and its easy. If you see a cheaper price after you have booked just let us know via your online confirmation.
If you are looking for short term accommodation in Wailea an apartment is the best option if you love the comforts of home. These 2 bedroom Wailea apartments are a good space to share with a coworker on a business trip or with your family on holiday. Being self-contained each apartment allows guests to have own room and their own space which is usually more comfortable than a hotel room which can sometimes feel cramped on longer stays.
Apartments have differentiated spaces such as a living room, a kitchen and a bathroom. Sometimes two bathrooms if you are lucky enough to get an ensuite with the main bedroom. Some 2 bedroom apartments come with a balcony or even a backyard if the apartment is located at street level. Street level apartments are often helpful if you have issues with stairs or need disabled access to your room.
If you are looking for a quick 1 or 2 night stay in a 2 bedroom apartment in Wailea, doing the some research will lead you to some great properties. Some apartment buildings offer extra services like a gym, pool or 24 hour reception who control the access to the property. And even playgrounds for kids if you are traveling with your family.
The best feature you can get out of your 2 bedroom apartment is the solace and comfort your own personal space. Also a little more private than a hotel which may have room service and housekeeping staff running around more frequently during the day and night.
Situated in Wailea, 800 metres from Wailea Beach, Residence Inn by Marriott Maui Wailea features free WiFi throughout the property. Guests can enjoy t...more
Overlooking the Pacific Ocean, Fairmont Kea Lani, Maui features a full-service spa and on-site dining. It offers free shuttle service to the Wailea Go...more
Providing all the comforts of home, including full kitchens, along with state-of-the-art amenities and services such as in-room spa treatments, these...more
167 m² (Two-Bedroom Ocean View Villa with Two King Beds)
167 m² (Two-Bedroom Ocean View Villa with One King and Two Queen Beds)
Facing the seafront, The Villas at Fairmont Kea Lani offers 5-star...more
Spanning the length of Ulua Beach in Wailea, Hawaii, this resort is 5 minutes' drive from the Wailea Blue Golf Course. It offers 2 outdoor pools and...more
Located on half a mile of Paipu Beach, this resort is adjacent to the Wailea Gold Golf Course. It offers 2 outdoor pools, 4 tennis courts, and spacio...more
111 m² (Garden View Villa 2 Bedroom 2 Bath)
111 m² (Garden View Deluxe Villa 2 Bedroom 2 Bath)
111 m² (Ocean View Villa 2 Bedroom 2 Bath)
Located 5 minutes’ drive from Mokapu Beach Park, this...more
130 m² (Apartment - Ground Floor)
115 m² (Apartment - Ground Floor)
115 m² (Apartment with Pool View )
115 m² (Apartment with Sea View)
115 m² (Apartment with Sea View)
115 m² (Apartmen...more
146 m² (Two-Bedroom Apartment)
Featuring air-conditioned accommodation with a balcony, KBM Resorts: Wailea Elua Village WEV-2103 Spacious with Ocean Views Includes Rental Car is loc...more
115 m² (Two-Bedroom Apartment)
Boasting a heated pool and sea views, KBM Resorts: Polo Beach POL-109 Ground Floor Steps to the Sand Sunset Views w Rental Car is situated in Wailea....more
100 m² (Two-Bedroom Apartment)
Situated in Wailea, 200 metres from Keawakapu Beach and 400 metres from Mokapu Beach, Hale Hui Kai offers a private beach area and air conditioning. T...more
97 m² (Two-Bedroom Apartment)
A-312 Haleakala Shores is located in Wailea, 1.3 km from Keawakapu Beach, 1.7 km from Mokapu Beach, as well as 5.5 km from Wailea Emerald Course. Both...more
100 m² (Two-Bedroom Apartment)
Boasting air-conditioned accommodation with a patio, Wailea Ekolu 1305 condo is situated in Wailea. This property offers access to a balcony, free pri...more
71 m² (Two-Bedroom Apartment)
Featuring air-conditioned accommodation with a heated pool, sea view and a patio, Mana Kai #614 condo is located in Wailea. This beachfront property o...more
0 m² (Two-Bedroom Apartment)
Featuring air-conditioned accommodation with a heated pool, sea view and a patio, Mana Kai #303 condo is located in Wailea. This beachfront property o...more
71 m² (Two-Bedroom Apartment)
Located in Wailea, Mana Kai by Coldwell Banker Island Vacations provides accommodation with a heated pool and sea views. This beachfront property offe...more
83 m² (Two Bedroom Apartment )
Maui Parkshore 110 is located in Wailea, 1.7 km from Mokapu Beach, 5.5 km from Wailea Emerald Course, and 28 km from Iao Valley State Park. It is set...more
0 m² (Apartment with Garden View)
96 m² (Two-Bedroom Apartment)
Set within 1.3 km of Keawakapu Beach and 1.7 km of Mokapu Beach, Kamaole Sands offers rooms with air conditioning and a private ba...more
Located on the secluded Polo Beach in Wailea, the Polo Beach Club - CoralTree Residence Collection, features an oceanfront pool and apartments with fu...more
Located near upscale shopping, dining and golf courses in Wailea, the CoralTree Residence Collection, offers 34 acres of tropical gardens and 4 outdoo...more
103 m² (Apartment)
Situated in Wailea, 500 metres from Kamaole Beach and less than 1 km from Keawakapu Beach, Hale Kamaole offers air conditioning. Both free WiFi and pa...more
98 m² (Two Bedroom Apartment )
84 m² (Two-Bedroom Apartment)
94 m² (Apartment - Ground Floor)
107 m² (Apartment with Balcony)
Set within 1.5 km of Ulua Beach and 1.7 km of Wailea Beach, Wa...more
Set on 18 landscaped acres next to the Wailea Blue Golf Course at the base of Haleakala, this upscale resort features 2 outdoor pools. A fully-equippe...more
Offering 11 acres of beautiful tropical landscape, and situated moments from stunning beaches, this condominium-style property is located close to som...more
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