Hand-picked Hawaii vacation rentals & condosEvery view checked
Search results (48)
$270/nt (avg.)
Location: Kihei
Bedrooms: 1 - K (sleeps 2)
5 (300 reviews)
Private, environmentally green-built cottage with tropical garden, Haleakala Mountain view, and resort-quality amenities. Ideal for honeymooners.
$626/nt (avg.)
Location: Kihei
Bedrooms: 1 - Q (sleeps 2)
5 (204 reviews)
Villa Paola Maui is a 1 bed, 1 bath vacation rental in Wailea Resort, Maui. It features Italian design, a saline pool, fully stocked kitchen, and 4K TVs. Minutes from beautiful beaches and world-class restaurants. Not suitable for weddings or parties.
$690/nt (avg.)
Location: Kihei
Bedrooms: 4 - KXKXQQ (sleeps 8)
5 (200 reviews)
Fully-fenced, single-story house with 4 BR, 2 BA, 6-person hot tub, AC, water filtration, and green energy. Short walk to beaches, shops, and dining. Family-friendly with beach gear and toys. Gourmet kitchen, luxury mattresses, and high-speed WIFI. No stairs.
$1424/nt (avg.)
Location: Kihei
Bedrooms: 3 - QQK (sleeps 6)
5 (194 reviews)
Kihei Oasis is a legal vacation rental in Maui with a private 1/2 acre tropical garden, heated saline pool, spa, gazebo, fire pit, and hammocks.
$743/nt (avg.)
Location: Kihei
Bedrooms: 2 - KQ (sleeps 4)
5 (186 reviews)
Maui Ocean Palms offers a peaceful vacation experience with breathtaking ocean views, a private pool, and modern amenities. The 2-bedroom upper floor has a spacious living area, full kitchen, and large lanai.
$671/nt (avg.)
Location: Kihei
Bedrooms: 2 - QQT (sleeps 4)
5 (157 reviews)
Hale Manu Mele B&B is a legal Maui vacation cottage with a pool, private deck, full kitchen, Wi-Fi, and outdoor shower. The 2BR/1BA house is on a shared tropical half-acre with a Hawaii-born owner living in the main house.
$1461/nt (avg.)
Location: Kihei
Bedrooms: 6 - KQTTKQ (sleeps 12)
5 (151 reviews)
1505 Halama Street is a legal vacation rental across from the beach in Kihei, Maui. It features a 5-bed/3-bath main house and a separate studio cottage. The home has AC throughout, large lanai areas, and is walking distance to shops and restaurants.
$1876/nt (avg.)
Location: Kihei
Bedrooms: 3 - (sleeps 6)
5 (151 reviews)
Hale Alana is a beautiful, spacious vacation home in Maui Meadows, Hawaii. It features 3 bedrooms, 3 bathrooms, a lava rock pool, waterfall, and stunning ocean views. Amenities include central A/C, outdoor shower, and BBQ.
$1408/nt (avg.)
Location: Kihei
Bedrooms: 3 - QKK (sleeps 6)
4.9 (181 reviews)
3BR/2BA vacation rental in Wailea, Maui with ocean/island views, A/C, Directv, private pool/jacuzzi, gas BBQ, covered parking, and WiFi. Quiet hours 9pm-9am.
Location: Kihei
Bedrooms: 3 - QKQ (sleeps 6)
4.9 (173 reviews)
Modern 3BR house in South Kihei, Maui, just a 5-min walk to the beach, restaurants, shops, and park. Features a private lanai, beach gear, and AC.
$342/nt (avg.)
Location: Kihei
Bedrooms: 1 - QX (sleeps 3)
5 (122 reviews)
Brand new one bedroom cottage with modern amenities, granite counters, artistic bathroom, flat screen TV, washer/dryer, and Hawaiian decor. Outdoor seating area with BBQ and high-end linens.
$3399/nt (avg.)
Location: Kihei
Bedrooms: 4 - KKKK (sleeps 10)
5 (119 reviews)
One-of-a-Kind Maui Getaway with infinity pool, traditional/modern design, tropical views, whale watching, and stargazing. Experience the Aloha!
Location: Kihei
Bedrooms: 3 - QQK (sleeps 6)
5 (106 reviews)
Newly remodeled 3BR/2BA Eco-friendly home near Maui's best beaches & Haleakala. Private outdoor space with peekaboo ocean views. Solar-powered.
$1200/nt (avg.)
Location: Kihei
Bedrooms: 3 - KKQQ (sleeps 6)
5 (97 reviews)
Newly remodeled 3BR/2BA home in Maui Meadows with ocean views, resort-style backyard w/ pool, hot tub, BBQ, and tropical landscaping. Fully equipped.
$1627/nt (avg.)
Location: Wailea
Bedrooms: 4 - KQKKX (sleeps 10)
5 (97 reviews)
Maui Meadows Guesthouse is a 4-bedroom, 5-bath, 2700 sq ft house with a heated pool, hot tub, waterfall, cabana, outdoor shower, and parking. It's close to beaches, golf, shopping, and restaurants.
$5593/nt (avg.)
Location: Kihei
Bedrooms: 5 - (sleeps 10)
4.9 (114 reviews)
Beachfront Kihei villa steps through coconut grove to miles of sandy shore. Private pool, hot tub, BBQ. Great room with retractable doors, gourmet kitchen, A/C. Sleeps 10 + 2 infants. Walk to town, snorkeling, paddling.
$2235/nt (avg.)
Location: Kihei
Bedrooms: 4 - TKKK (sleeps 12)
5 (82 reviews)
Luxurious 4 bed, 2.5 bath home in Maui Meadows with ocean views, private heated pool, BBQ, and game room. Sleeps 8 adults and 4 children. 6 mins to beaches. Quiet neighborhood. Workstation, Wi-Fi, and fully-stocked gourmet kitchen. Baby gear available. No parties or loud music.
$467/nt (avg.)
Location: Kihei
Bedrooms: 1 - Q (sleeps 2)
5 (80 reviews)
Luxury Kihei Garden Cottage in Maui's sunny South Shore. Private house with fenced yard, saltwater hot tub, outdoor shower, and green energy home. Fully equipped kitchen with high-end cookware. Beach gear, Wi-Fi, and cable TV provided. Close to beaches, shops, and restaurants.
$503/nt (avg.)
Location: Kihei
Bedrooms: 2 - KQ (sleeps 4)
5 (76 reviews)
Rainbow Deluxe is a luxury 2 bed/2 bath Polynesian pole cottage in Maui Meadows. It has a private driveway, ocean/mountain views, and extensive amenities.
$985/nt (avg.)
Location: Kihei
Bedrooms: 3 - QTQTT (sleeps 6)
4.9 (100 reviews)
Remodeled Maui ocean-view home with private pool, spa under palm trees, and expansive decks for indoor/outdoor living. Close to beaches, dining, and shopping. Offers 3 bedrooms, games room, modern kitchen, and beach gear.
$224/nt (avg.)
Location: Kihei
Bedrooms: 1 - K (sleeps 2)
4.9 (98 reviews)
Treehouse Paradise Cottage is an upstairs vacation rental in Kihei with full amenities, a B&B feel, and a deluxe kitchen. It's a quiet residential area near beaches, shopping, and restaurants.
$918/nt (avg.)
Location: Kihei
Bedrooms: 3 - KQTT (sleeps 7)
4.9 (93 reviews)
Cloud 9 Beach House is a private 3 bed, 2 bath rental with ocean views, private pool, modern kitchen, A/C, outdoor dining, and tropical gardens.
$421/nt (avg.)
Location: Kihei
Bedrooms: 1 - (sleeps 4)
5 (63 reviews)
Aloha AKU Hula Suite is a luxury beachfront vacation rental in Maui with private entrance, full kitchen, air conditioning, and private lanai with ocean view. The property has stone dipping pools, Jacuzzi, and gas barbecue.
Location: Kihei
Bedrooms: 1 - Q (sleeps 2)
4.9 (84 reviews)
Makena Bay House is a private, two-story oceanfront residence in South Maui with stunning views of neighboring islands, a hot tub, and outdoor cabana.
Location: Kihei
Bedrooms: 4 - KTDDDQQ (sleeps 14)
4.8 (110 reviews)
Legal beachfront estate on Maui's sunny South Shore. Features private pool, BBQ, lush garden, and oceanfront lanai. Sleeps 14 with 3 bedrooms and loft. Walking distance to Kihei restaurants and shops. Perfect for family adventures.
$848/nt (avg.)
Location: Kihei
Bedrooms: 4 - KKQTKX (sleeps 8)
4.8 (105 reviews)
Enjoy a spacious 4-bedroom home with private pool, spa, and lush gardens in sunny Kihei. Just steps from beaches, shops, and dining. Features a fully-equipped kitchen, 3 decks, and central A/C for ultimate relaxation and convenience.
$454/nt (avg.)
Location: Kihei
Bedrooms: 1 - KKTTTT (sleeps 4)
5 (57 reviews)
Aloha Aku CoCoPalm suite is a tranquil and private vacation rental with beach access, AC, Wi-Fi, and a fully equipped kitchen. It's close to amenities and has stone dipping pools and a Jacuzzi. Ideal for couples or families with up to two minors per bedroom.
$973/nt (avg.)
Location: Kihei
Bedrooms: 2 - KKX (sleeps 6)
4.9 (76 reviews)
Private estate w/ 180-degree ocean views & a large pool. Fully air-conditioned. 2 bedrooms w/ king-sized beds & premium linens. Organic fruit trees.
$652/nt (avg.)
Location: Kihei
Bedrooms: 2 - (sleeps 4)
5 (55 reviews)
Clean 2BR/1BA cottage in North Kihei with stunning views of Maalea Bay, West Maui Mts., and Lanai. Steps away from a 5-mile beach and close to shops and restaurants.
$2164/nt (avg.)
Location: Kihei
Bedrooms: 4 - (sleeps 14)
4.8 (95 reviews)
Lu'uwai's at Makena Landing is an exclusive 2400 sq. ft. oceanfront Maui vacation rental with 4 air-conditioned bedrooms, private baths, and entrances. It offers stunning ocean views, easy access to snorkeling, golf courses, tennis courts, shopping, and restaurants.
$3959/nt (avg.)
Location: Kihei
Bedrooms: 6 - KKKQQTT (sleeps 12)
5 (50 reviews)
Spacious 6BR, 5.5BA Maui beach house for 12 guests, with ocean views, saline solar-heated pool, and gourmet kitchen. Steps to the beach, close to shops and dining. Perfect for relaxing, paddleboarding, or surf lessons. Ideal island getaway!
$435/nt (avg.)
Location: Kihei
Bedrooms: 1 - K (sleeps 4)
5 (47 reviews)
Bamboo Suite at Aloha Aku offers ocean views, private lanai, a fully loaded kitchen, HD-LCD TV, and access to land and water-sports amenities.
$435/nt (avg.)
Location: Kihei
Bedrooms: 1 - (sleeps 4)
5 (42 reviews)
Aloha Aku is a luxury beachfront vacation rental property in Kihei, Maui with 4 one-bedroom suites and a two-bedroom 'ohana. Guests can enjoy a private entrance, full kitchen, and private lanai with ocean and garden views.
$1581/nt (avg.)
Location: Kihei
Bedrooms: 4 - KQQTT (sleeps 8)
5 (39 reviews)
Indo Lotus Beach House: Tranquil oceanfront oasis in South Maui on Kamaole One Beach. Stunning views, tropical garden with jacuzzi, and outdoor grill. 4 bedrooms, 2 baths, central AC. Walk to dining/shops. Ideal for luxury and convenience.
$2411/nt (avg.)
Location: Kihei
Bedrooms: 4 - KKQQXXXXTT (sleeps 16)
5 (34 reviews)
Experience Maui in style with two private homes just steps from Cove Beach Park. Each home sleeps 8, featuring a pool with slide, hot tub, and shared yard. Ideal for families or friends, with dining, shopping, and beaches all nearby.
$3025/nt (avg.)
Location: Kihei
Bedrooms: 3 - KQTT (sleeps 6)
4.9 (43 reviews)
Luxurious 3BR/3BA beachfront home in Kihei. Privacy, ocean views, and walking distance to shops/restaurants. Lap pool, wading pool, and Jacuzzi.
$682/nt (avg.)
Location: Kihei
Bedrooms: 2 - KQ (sleeps 6)
4.9 (42 reviews)
The Ohana suite at AlohaAKU is a 2-bedroom unit with a private entrance, 2 bathrooms, and a covered lanai with a view of the wetlands. It has a large living area, in-room flat screens, DirecTV, and AC. The property has a beachfront location, stone dipping pools, and a BBQ area.
$646/nt (avg.)
Location: Kihei
Bedrooms: 2 - KT (sleeps 5)
4.8 (55 reviews)
Maui Mango Cottages: 2 restored cottages steps away from Keawakapu Beach, offering privacy and space for up to 10 guests. Island-style decor, A/C, and beach amenities provided.
$4918/nt (avg.)
Location: Kihei
Bedrooms: 4 - KQKTQ (sleeps 8)
5 (26 reviews)
Moana Hideaway is a beachfront family-style home with ocean views, Italian leather sofas, central A/C, a beach-entry pool, hot tub, and cocktail cabana. The property includes a main house with 3 bedrooms and a separate cottage with 1 bedroom.
$566/nt (avg.)
Location: Kihei
Bedrooms: 3 - KKT (sleeps 6)
4.7 (59 reviews)
Steps to Maui's Keawakapu Beach, Maui Mango Cottages offer a local experience with privacy and space for up to 10 guests. Island-style cottages with A/C, equipped kitchen, and relaxing lanai. Beach chairs and boogie boards provided.
$1521/nt (avg.)
Location: Kihei
Bedrooms: 4 - KKTTDDDD (sleeps 10)
5 (24 reviews)
New South Maui rental with ocean, mountain, and sunset views. Enjoy a private pool, spacious living areas, and a well-equipped kitchen. Close to stunning beaches, dining, and activities. Perfect for family getaways.
Location: Kihei
Bedrooms: 3 - KQKT (sleeps 6)
5 (21 reviews)
Mango Surf is a 3-bedroom beachfront home with a heated swimming pool, hot tub, and ocean views. It has central air conditioning, a renovated kitchen, and new furnishings. The property features a large grass lawn, a mature mango tree, and a quiet setting.
$382/nt (avg.)
Location: Kihei
Bedrooms: 1 - Q (sleeps 4)
5 (14 reviews)
Private 1-bedroom ocean view cottage in sunny south Maui with a fully equipped kitchen, living room, dining room, travertine bathroom, and private carport. Ideal location for exploring the island. Also offers two B&B suites.
$368/nt (avg.)
Location: Kihei
Bedrooms: 2 - KK (sleeps 4)
4.9 (16 reviews)
Cozy 2BR house on south side of island near beach, restaurants, & shave ice. Newly added split AC system, open kitchen/living room, outdoor deck, king beds.
$1392/nt (avg.)
Location: Kihei
Bedrooms: 2 - KKT (sleeps 4)
5 (11 reviews)
The Wailea Sunset Bungalow is a renovated and updated oceanfront 2-bedroom vintage cottage with direct ocean access, a full acre of land, and a hot tub. It has a new kitchen, split-zone AC units, vinyl tile and bamboo flooring, and new paint.
$682/nt (avg.)
Location: Kihei
Bedrooms: 2 - KKQQ (sleeps 6)
5 (11 reviews)
The 2-bedroom Ohana suite has 950 sqft of living space, a 300 sqft covered private lanai, and a view of the La'ie wetlands. Each bedroom has its own bathroom, in-room flat screens, HDTV, DirecTV, and AC. It's great for 2 couples or a small family.
$7198/nt (avg.)
Location: Kihei
Bedrooms: 4 - KKKQX (sleeps 8)
5 (7 reviews)
Wailea Sunset Estate is a luxurious oceanfront vacation home in Maui, with 4 bedrooms, 5.5 bathrooms, a pool, hot tub, and stunning views. It's near two sandy beaches, has upgraded amenities, and can be rented with an adjoining bungalow for up to 12 guests.
$442/nt (avg.)
Location: Kihei
Bedrooms: 3 - (sleeps 4)
4.7 (13 reviews)
Cozy 3BR, 1BA beach house a block from the beach. Perfect for a laid-back Maui vacation. Private areas, walking distance to park, mall, and restaurants. Not child-proofed, max 4 guests, no parties or gatherings. Minimum stay 5 nights, check-in 4-9 pm, check-out 11 am. .