Kihei Surfside Rentals

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$550/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 3)
4.9 (219 reviews)
Oceanfront 2nd floor condo (#208) with panoramic views at Kihei Surfside Resort in Maui. Features a king bed, queen sofa bed, and modern amenities.
$525/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - K (sleeps 4)
4.9 (193 reviews)
Click on "Rates and Availability" for lower rates. No extra charge for guests. Relaxed cancellation policy. Oceanfront property. Contact owner directly.
$598/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - XK (sleeps 4)
4.9 (88 reviews)
Luxurious oceanfront one bedroom unit on the fourth floor with spectacular views. Fully equipped kitchen, high-end amenities, and attentive owners.
$673/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
4.9 (81 reviews)
Top floor oceanfront condo with stunning views of the Pacific Ocean and West Maui mountains. Tastefully remodeled with high-end amenities. Free WiFi and long-distance calling.
$376/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - K (sleeps 2)
5 (59 reviews)
Oceanfront condo with spectacular views in Kihei Surfside Resort. Upgraded with modern amenities, free internet and long distance calling. Sleeps 2.
$700/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KQ (sleeps 4)
4.9 (69 reviews)
Oceanfront condo w/ upgraded amenities, ocean views from kitchen, living room, dining area & lanai. 100ft from Maui's finest beaches, ideal for snorkeling & water sports. Fully equipped w/ free hi-speed internet, free long distance calling to US & Canada, and Oracode door lock.
$391/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - K (sleeps 2)
4.9 (62 reviews)
Luxurious 1-bedroom, 1.5-bath vacation rental unit on the third floor with ocean views, gourmet kitchen, updated bathrooms, and free Wi-Fi. No A/C currently, but will be added by mid-May 2023.
$653/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 2 - QK (sleeps 4)
5 (39 reviews)
Oceanfront 2BR condo in Kihei Surfside Resort, Maui. Ground floor unit with 270-degree views, gourmet kitchen, and remodeled bathrooms. Free Wi-Fi and long-distance calling to US and Canada. Snorkeling and water sports nearby. Turtles and whales visible from the private lanai.
$673/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
4.8 (69 reviews)
Fifth floor oceanfront condo with direct ocean views, remodeled kitchen, California king bed, free Wi-Fi, and unique Oracode door lock. Resort has a 2-acre oceanfront lawn, heated pool, and deluxe BBQ facilities.
$648/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KQ (sleeps 4)
4.9 (51 reviews)
Premier oceanfront condo with great views, gourmet kitchen, luxurious bathroom, and private lanai. Located on a quiet end of Kihei Road with a 2-acre lawn area, heated pool, and deluxe BBQ facilities. Free parking, Wi-Fi, and long-distance calling to US and Canada.
$378/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - XK (sleeps 4)
4.8 (60 reviews)
Beachfront vacation rental with ocean view, close to restaurants and rental shops. Snorkeling, big screen TV, fast internet, boat harbor nearby.
$395/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - K (sleeps 2)
4.8 (57 reviews)
Fully remodeled oceanfront condo with a spectacular view and gourmet kitchen. Private lanai, king bed, free Wi-Fi/long distance calling. Sleeps 2.
$700/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KQ (sleeps 4)
4.9 (42 reviews)
5th floor oceanfront condo at Kihei Surfside Resort with a stunning view. Recently remodeled, fully equipped kitchen, spacious bedroom, and free WiFi. Access to heated pool, BBQ facilities, and beautiful Keawakapu beach. Free parking and close to restaurants and grocery stores.
$700/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KQ (sleeps 4)
4.8 (54 reviews)
Oceanfront 5th floor condo at Kihei Surfside Resort with spectacular views. Upgraded kitchen, king bed, free Wi-Fi, beach chairs, and pool.
$829/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - K (sleeps 2)
4.8 (53 reviews)
Oceanfront 5th floor 1 bed/1.5 bath unit with stunning views of sea turtles, sunsets, and abundant wildlife. Fully renovated in 2021 with high-end furnishings, a well-equipped kitchen, and a private lanai.
$410/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
5 (29 reviews)
Oceanfront Kihei Surfside Resort offers 180-degree views of the Pacific. Amenities include an oceanfront pool, BBQ area, and sprawling lawn. No A/C.
$403/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KQ (sleeps 4)
4.8 (51 reviews)
This oceanfront condo in Kihei Surfside Resort has spectacular views from the living room, dining area, lanai and kitchen, and is beautifully remodeled with high-end appliances and cherry plank flooring.
$826/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 2 - KQ (sleeps 4)
4.9 (37 reviews)
Fully remodeled oceanfront condo with 270-degree view, gourmet kitchen, high-end linens, and modern amenities. Best location for water sports and whale watching.
$503/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KQ (sleeps 2)
4.9 (34 reviews)
Oceanfront 1 bed, 1.5 bath condo on 3rd floor with stunning views. Remodeled, fully equipped kitchen, free Wi-Fi and long-distance calls to US/Canada. King-sized bed, walk-in shower, and Kohler toilets. Beach chairs provided, laundry facilities on site. Ideal for couples.
$344/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KQ (sleeps 4)
4.8 (43 reviews)
Premier 1BR/1.5BA oceanfront condo at Kihei Surfside Resort. Upgraded, gourmet kitchen, luxury bedding, stunning views, pool, beach access, free Wi-Fi.
$673/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KQQ (sleeps 4)
4.8 (40 reviews)
4th floor oceanfront condo with stunning views from kitchen, living room, dining area and lanai. Upgraded bathrooms, fully equipped kitchen and free Wi-Fi. Close to Maui's best beaches, snorkeling and water sports. Whale watching in season, turtles year-round.
$619/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 2 - KTT (sleeps 4)
4.8 (40 reviews)
Gorgeous 2-bed, 2-bath penthouse with unobstructed ocean and mountain views. Fully equipped kitchen, luxury furnishings, and in-suite laundry. Located on Kihei Surfside grounds, steps away from Keawakapu Beach, and near Wailea's shops and restaurants.
$514/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
4.9 (29 reviews)
Penthouse condo with ocean views and access to Keawakapu Beach. Fully equipped kitchen, king bed, sleeper sofa, and split AC. Resort amenities include BBQ grills, heated pool, and putting green. Short drive to Wailea for shopping and dining. Free parking and WiFi.
$452/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - K (sleeps 2)
4.8 (33 reviews)
Newly remodeled top floor unit 603 at Kihei Surfside with ocean view, private lanai, king bed, and pool. Close to Keawakapu Beach, shops, and dining.
$517/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KQ (sleeps 4)
4.9 (24 reviews)
Remodeled oceanfront condo with great views, fully equipped kitchen, high-end furnishings, free internet/calling, and a California King bed. Resort has a 2-acre oceanfront lawn, heated pool, and deluxe BBQ facilities. Close to Keawakapu Beach and Wailea.
$552/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KQ (sleeps 4)
4.7 (40 reviews)
Oceanfront, remodeled 1BR/1BA condo with a great view, fully equipped kitchen, king-size bed, free Wi-Fi, and beach gear. Enjoy the lawn area and pool.
Location: Kihei Surfside, Kihei
Bedrooms: 2 - KTTX (sleeps 6)
5 (13 reviews)
Oceanfront Maui condo with stunning views, located near Keawakapu beach. Features 2 bedrooms, sea-view lanai, full kitchen, and communal pool. Third-floor location offers fantastic ocean vistas and proximity to the beach. No AC, but fans provided.
$277/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - QQX (sleeps 4)
4.6 (38 reviews)
Ground floor, oceanfront condo with stunning views, upgraded kitchen, and private lanai. Ideal for families with easy access to beach and water sports.
$503/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - (sleeps 4)
4.7 (28 reviews)
Renovated Kihei Surfside #507 boasts incredible views, porcelain tile flooring, custom cabinetry, granite countertops, and a stainless steel-equipped kitchen. Enjoy a luxurious shower spa system. Near Wailea Resort and Keawakapu Beach.
$871/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 2 - KX (sleeps 6)
4.7 (26 reviews)
5th floor 2BR oceanfront condo with great views & recently remodeled bathrooms. Equipped with free Wi-Fi, Oracode door lock, and full kitchen. Max 6 guests.
$536/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
4.9 (14 reviews)
Enjoy stunning ocean views from this 2nd-floor condo with private lanai, fully equipped kitchen, and resort-like amenities. Steps from Keawakapu Beach.
$375/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - K (sleeps 4)
5 (9 reviews)
Kihei Surfside Resort is a 6-story oceanfront property in South Kihei with stunning views, an oceanfront pool, beach BBQ area, sprawling lawn, and free parking. The unit interiors include fully equipped kitchens, cable TV, private lanais, and luxury linens. No AC.
$300/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
4.9 (11 reviews)
Kihei Surfside Resort: 6-story oceanfront property with 180-degree views of the Pacific. Features an oceanfront pool, BBQ area, sprawling lawn, and fully equipped kitchens. Minimum stay of 10 nights may apply. Does not have AC.
$621/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 2 - KTT (sleeps 6)
4.9 (10 reviews)
Oceanfront, upgraded condo in Kihei Surfside Resort, Maui. Unobstructed ocean view, 150ft from the sea & 100ft from a superb beach. Accommodates 6 with 2 bedrooms, sofa bed, 2 baths, fully equipped kitchen & private lanai. Enjoy whale watching & water sports at your doorstep.
$623/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 2 - QXX (sleeps 6)
4.6 (23 reviews)
Oceanfront 2BR/2BA condo on 4th floor with stunning views of ocean and Haleakalā volcano. Recently remodeled with modern amenities and full kitchen. Spacious lanai for outdoor dining. Heated pool, BBQ area, and beach access. Free WiFi, Netflix, and long distance calling.
$448/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
4.8 (11 reviews)
Oceanfront Kihei Surfside 306 in S. Maui offers stunning views & beach walks. 1BR, 1BA condo sleeps 4, with full kitchen & dining lanai. Near Makena, Wailea, top beaches, snorkeling, golf, shopping. Resort has oceanfront pool, BBQs, putting green, bocce court.
$365/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - Q (sleeps 4)
4.4 (31 reviews)
Top floor unit w/ HUGE ocean views, a cute balcony, 1bed/1bath, full kitchen, tile floors, full bath tub, beach towels, free wi-fi & basic cable.
$473/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - (sleeps 4)
4.8 (9 reviews)
Kihei Surfside Resort offers panoramic Pacific views, ideal for sunsets, snorkeling & beach strolls. Features oceanfront pool, BBQ, fully-equipped kitchens, cable TV, private lanais, luxury linens. No AC. Min. 10-night stay during holidays.
$327/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
4.7 (12 reviews)
Oceanfront Kihei Surfside Resort features stunning views, an oceanfront pool, BBQ area, sprawling lawn, free parking, fully equipped kitchens and luxury linens. No AC.
$610/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - K (sleeps 4)
4.4 (22 reviews)
Oceanfront Kihei Surfside resort offers stunning views, huge lawn, pool, BBQ, putting, and games. Fully-equipped kitchen, private lanai, luxury linens.
$342/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
4.4 (16 reviews)
Oceanfront rental in S. Kihei, 2nd floor with striking views. Recently updated with new carpet, sofa-bed. Green lawns, pool, BBQs, shuffleboard. By Keawakapu Beach. King bed, walk-in shower, full kitchen. Sleeps 4. Near dining, shopping, activities. No AC, fans only.
$603/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - K (sleeps 4)
4.6 (7 reviews)
Kihei Surfside Resort: 6-story oceanfront property with 180-degree views, oceanfront pool, BBQ area, sprawling lawn, fully equipped kitchens, private lanais, and luxury linens. No AC. Minimum 10-night stay during holidays.
$509/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
4.4 (11 reviews)
Oceanfront condo at Kihei Surfside Resort with ocean views. Features functional kitchen, queen sofa bed, king bed, walk-in shower. Enjoy dinner on the lanai, or lounge on the oceanfront lawn with pool and BBQ. Near Keawakapu Beach and Wailea's luxury hotels. Ideal for 2, fits 4.
$462/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
4.6 (5 reviews)
Oceanfront Kihei Surfside Resort offers stunning views, oceanfront pool, sprawling lawn, beach BBQ area, and fully equipped kitchens with luxury linens. No AC. Minimum 10-night stay for holidays.
$355/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - Q (sleeps 4)
4 (29 reviews)
Oceanfront one-bedroom, one-bath condo in Kihei Surfside resort with stunning views of the Pacific, West Maui Mountains, and Lanai. Recently remodeled kitchen, free WiFi, and phone calls to US and Canada. Pool, BBQ area, shuffleboard, and putting green.
$568/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - KX (sleeps 4)
4.3 (4 reviews)
Oceanfront Kihei Surfside Resort offers stunning views, an oceanfront pool, BBQ area, sprawling lawn, fully equipped kitchens, cable TV, and free parking.
$363/nt (avg.)
Location: Kihei Surfside, Kihei
Bedrooms: 1 - QQ (sleeps 4)
3.6 (24 reviews)
Oceanfront 1 bed/2 bath condo on 6th floor w/ exceptional views of the Pacific Ocean & West Maui Mountains. Newly furnished & decorated with tropical accents. Complex amenities include pool, BBQ area, shuffleboard, putting green. Nearby restaurants & shopping.