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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
186 m² Two-Bedroom Penthouse with Garden View
186 m² Two-Bedroom Penthouse with Ocean View
Providing all the comforts of home, including full kitchens, along with state-of-the-art ...more
167 m² Elite Presidential Two-Bedroom Suite
Overlooking Wailea Beach, this luxurious Maui hotel offers 3 swimming pools and 3 restaurants on-site. It features spacious rooms with ocean or g...more
167 m² Two-Bedroom Villa - Oceanfront
Located on 15 acres of Mokapu Beach, Andaz Maui at Wailea Resort boasts 4 outdoor infinity pools, 2 restaurants and a full-service spa. Free WiFi is p...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
167 m² Oceanfront Two Bedroom Villa with Two Kings Be...more
71 m² Apartment
Mana Kai 710C is located in Wailea, 800 metres from Mokapu Beach, less than 1 km from Kamaole Beach, and 4.8 km from Wailea Emerald Course. Featuring...more
98 m² Two-Bedroom Apartment
Located in Wailea and only 600 metres from Kamaole Beach, Maui Kamaole F-204 provides accommodation with sea views, free WiFi and free private parking...more
146 m² Two-Bedroom Apartment
Located in Wailea, KBM Resorts: Wailea Elua Village WEV-2103 Spacious with Ocean Views Includes Rental Car provides accommodation with private pool, f...more
115 m² Two-Bedroom Apartment
Situated in Wailea, KBM Resorts: Polo Beach POL-109 Ground Floor Steps to the Sand Sunset Views w Rental Car features accommodation with private pool,...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
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 Vie...more
71 m² Apartment
Set in Wailea, just 300 metres from Keawakapu Beach, Mana Kai 611C offers beachfront accommodation with an outdoor swimming pool, a terrace, a bar and...more
71 m² Apartment
Set in Wailea, 300 metres from Keawakapu Beach and 800 metres from Mokapu Beach, Mana Kai 711C offers air conditioning. Boasting sea views and a swimm...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 B...more
124 m² Two-Bedroom Apartment with Garden View
124 m² Two-Bedroom Apartment - Oceanfront
124 m² Two-Bedroom Apartment with Ocean View
Spanning the length of Ulua Beach in...more
96 m² Two-Bedroom Apartment - Oceanfront
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 spac...more
100 m² Two-Bedroom Apartment
Featuring air-conditioned accommodation with a private pool, Hale Hui by HI is set in Wailea. This property offers access to a terrace, free private p...more
90 m² Two-Bedroom Apartment
Set within 400 metres of Kamaole Beach and 1.9 km of Cove Beach, Condos in Maui Banyan offers rooms with air conditioning and a private bathroom in Wa...more
110 m² Two-Bedroom Apartment - Oceanfront
Located on the secluded Polo Beach in Wailea, the Polo Beach Club - CoralTree Residence Collection, features an oceanfront pool and apartments with...more
140 m² Two-Bedroom Apartment with Garden View
140 m² Two-Bedroom Apartment with Ocean View
Located near upscale shopping, dining and golf courses in Wailea, the CoralTree Residence...more
100 m² Two-Bedroom Apartment
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
110 m² Two-Bedroom Apartment
Offering 11 acres of beautiful tropical landscape, and situated moments from stunning beaches, this condominium-style property is located close to som...more
83 m² Two Bedroom Apartment
Maui Parkshore 110 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. Boasting...more
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 priva...more
71 m² Apartment
Mana Kai 311C is set in Wailea, 800 metres from Mokapu Beach, less than 1 km from Kamaole Beach, and 4.8 km from Wailea Emerald Course. Featuring sea...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
71 m² Two-Bedroom Apartment
Featuring heated pool, Mana Kai #614 condo is located on the beachfront in Wailea. The property features sea views and is 300 metres from Keawakapu Be...more
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
71 m² Apartment
Set in Wailea, 300 metres from Keawakapu Beach and 800 metres from Mokapu Beach, Top Floor Oceanfront location with great swimming and snorkeling MKM8...more
110 m² Two Bedroom Condo
Set in Wailea, 200 metres from Kamaole Beach and 1.1 km from Keawakapu Beach, Kamaole Sands 8-402 offers a garden and air conditioning. Both free WiFi...more
109 m² Apartment
Featuring ski-to-door access and an outdoor swimming pool, Kihei Akahi A104 provides accommodation in Wailea with free WiFi and sea views. The propert...more
83 m² Apartment
Situated 200 metres from Kamaole Beach, Maui Banyan G310C features accommodation in Wailea with access to an outdoor pool, free WiFi and a lift. The p...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...more
84 m² Two-Bedroom Apartment
Located in Wailea, 200 metres from Kamaole Beach and 1.7 km from Cove Beach, Maui Banyan Q-109 offers a garden and air conditioning. Featuring a lift,...more
97 m² Two-Bedroom Apartment
Offering sea views, A-304 Haleakala Shores is an accommodation located in Wailea, a few steps from Kamaole Beach and 1.3 km from Keawakapu Beach. The...more
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