Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Modern Luxury on Spectacular Pipeline Beach
The Highlights: Iconic House | Directly Beachfront on famous Pipeline Beach | Gourmet Kitchen | Sunset Views | WIFI | BBQ | Private Home | Sleeps 10The stunning Blue Wave House sits oceanfront on Pipeline Beach, one of the most desirable beach destinations in the world....
13th Floor Waikiki Shore - Ocean-front / King Bed / AC
Welcome to Waikiki Shore – Your Perfect Oceanfront Escape!Located in the heart of Waikiki, this stunning 1-bedroom, 1-bathroom condo offers unbeatable ocean views and direct access to the world-famous Waikiki Beach. With modern amenities, a prime location, and a...
Bright and airy 1-bedroom cottage in charming Kailua, 1 block to beach. WiFi, AC
This sunny cottage in Kailua is a perfect choice for guests seeking a quiet retreat in a fantastic location, so conveniently close to all that Kailua has to offer, including sandy beaches, popular restaurants and eateries, all kinds of great boutique shops, Whole Foods,...
Cute Kihei Cottage - Large Outdoor Deck
Permit #STKM 2018/0006Located on the south side of Maui in a quiet neighborhood close to the beach & the best shave ice, this intimate, one bedroom cottage with split AC system awaits! Whether you decide to dance to vintage vinyl, try a new recipe, or play the ukulele,...
Breathtaking Oceanfront Home on Lava Rock Beach.
Summary:Embrace the beauty of Hawaii with a stay at our breathtaking oceanfront home, where you're surrounded by the soothing sounds of the waves and the gentle Tradewinds. From our expansive, floor-to-ceiling windows to multiple lanais, you'll enjoy panoramic views of...
Waikoloa Colony Villas Unit 2001 Garden 2BD 2BA
Waikoloa Colony Villas is located at 69-555 Waikoloa Beach Drive, Waikoloa, HI 96738 - Guests check in at Hawaii Vacation Condos by Outrigger’s office located at the Kings’ Shops, 69-250 Waikoloa Beach Drive, Suite B-13. Open daily from 9am-5pm. - Townhome with garden...
Oceanfront Top Floor Molokai Condo! Lush East End Location!
Located on the lush, east end of Molokai. It doesn't get any more oceanfront than this! You won't be able to tear yourself away from the views on the private balcony- just feet from the ocean! Imagine slow mornings sipping coffee and watching whales and turtles. Imagine...
Maui Parkshore #203 Ocean View, Great Location, Across from Kamaole Beach
Maui Parkshore #203 is a 2 bedroom, 2 bath unit on the second floor with a pool and ocean view, washer and dryer, fully-equipped kitchen, flat-screen TV, DVD player, and free wifi. The master bedroom has a queen bed, ceiling fan, flat-screen TV, alarm clock, and full...
Kona Bali Kai 213 – Oceanfront Condo–Private Lanai
Wake up to the sound of the waves on the shore. This 2-bedroom condo looks directly over the Pacific Ocean, offering a waterfront retreat unlike any other. The spacious lanai gives you a private place to relax and enjoy the views. Inside you’ll find a relaxing space to...
Newly remodeled Ground Floor! Steps to Pool/Ocean
Beautiful Remodeled Ground floorOcean Front Home away from Home Paradise!This gorgegous ground floor condo completely remodeled in 2025!Sparkling, new kitchen is a cooks delight! Creamy white quartzite countertops with white shake styled soft closed cabinets. All the...
Charming 1-bedroom condo in awesome Kuilima, Kahuku, Oahu
Beautiful, gated Hawaiian-style condo. Steps to tennis courts and pools! Walk to the beach to surf, snorkel, sun bathe or people watch.Need more space for a wedding party ? Family Reunion?Neighbor units also available! This Kahuku condo boasts 1 inviting bedroom with a...
Rare Princeville Views! Mountains, Waterfalls, Hot Tub, A/C, Amenities
Wake up to fabulous mountain and cascading waterfall views from multiple lanais! This is one of very few units in Princeville with these views.Makana Breeze is a luxury 2-level townhome featuring 3 bedrooms, including 2 spacious Masters w/ large recently remodeled...
Fantastic Oceanview Studio Condo - Complete Beautiful Remodel Unit 368
Consider this condo your home away from home while you visit Kailua-Kona. This cozy space offers a fantastic ocean view and serene atmosphere, perfect for unwinding after a day of exploring. With a living room featuring a comfortable queen bed, and comfortable love seat...
Just Listed! Top Notch Rental Experience Awaits!
Experience breathtaking sunsets every evening from your private lanai and immerse yourself in the fresh ocean air at Kaleialoha 213. This West Maui vacation condo is perched right on the water's edge, offering unparalleled proximity to the ocean. The property boasts a...
Studio condo #165 at the Kona Bali Kai in Kailua-Kona w/Ocean View
This phenomenal condo at the Kona Bali Kai in Kailua-Kona is a true gem for guests looking for a soothing retreat. With a cozy living room featuring a luxurious queen sized bed and a twin sofa sleeper, this amazing property offers a private oasis for relaxation. The...
Large 3-bedroom condo in Kona Coast Resort with AC, WiFi, fitness room - NEW!
Kona Coast Resort #1-301 is a 3 bedroom, 2 bath condo with fantastic ocean views and all of the amazing amenities of a 5-Star Resort! Enjoy two swimming pools, three spas, a sauna, a playground, tennis/pickle-ball courts, volleyball courts, and two fitness centers.Relax...
Dream Hawaiian Getaway at Stunning Oceanfront Maui Sunset!
Welcome to your dream Hawaiian getaway at Maui Sunset, a stunning oceanfront complex known for its lush, beautifully landscaped 5-acre grounds. This newly updated 1-bedroom, 2-bathroom condo offers everything you need for a comfortable and unforgettable stay.Step into a...
Lovely Palms at Wailea condo, spacious, large lanai, close to beach! Full A/C
Located in the highly desirable Palms at Wailea, this delightful condo offers a relaxing retreat for guests. This spacious condo sleeps 4 with 1 bedroom featuring a king bed and a queen size sofa bed in the living room. It also has two full bathrooms. It's upstairs...
The Blue Tide House: Steps to Maui beaches + nearby eats
Experience the best of Kihei, Maui from The Blue Tide House, located within the popular Kihei Kai Nani condos! Located on the first floor near the pool. Just steps across the street from the island's beautiful beaches, you can easily enjoy the sun, sand, and surf. A...
Fully Renovated Corner Unit a Block to Waikiki Beach! Parking, AC, Wi-Fi
Ni'ihau Apartments #305 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! This beautiful corner unit (673...
Kona Plaza#302: Third Floor, Ocean View in Heart of Kona Town, Ac & Elevators
Knutson & Associates Property Management is proud to be representing Kona Plaza#302.Its amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village.This third floor unit of Kona...
Corner Unit 1 Block to Beach in Heart of Waikiki! FREE Parking & Wi-Fi, AC!
Ni'ihau Apartments #605 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Beautiful corner unit (673 sqft)...
New Island-Inspired 2BD Oceanfront ~ Hololani B301
Welcome to Hololani B301, a stunning oceanfront retreat where comfort meets breathtaking views. This spacious two-bedroom, two-bathroom condo offers 1,066 sq. ft. of beautifully designed living space and easily accommodates up to six guests. This condo does not have air...
NEW LISTING! ~ Napili Point with Amazing Views
Welcome to Napili Point C35, a stunning 2-bedroom, 2-bathroom condo nestled in the heart of Napili. Spanning 1,059 square feet, this spacious oceanfront retreat comfortably accommodates up to 6 guests and is designed to help you slow down, unwind, and connect with the...
Kona Garden Studio Ohana: private sunset lanai & seasonal fruit from the garden!
Take a break and unwind at this peaceful oasis. Enjoy beautiful views of the Kona coast from your private lanai, with plenty of fruits and herbs in the garden for your enjoyment. Depending on the season enjoy fresh papaya, mango, citrus, pineapples, figs, ulu, and...
Dolphin House by Gather: North Shore Escape w/ Direct Beach Access
Welcome to Dolphin House, a breezy beachfront retreat in Laie on Oahu’s celebrated North Shore. This three-bedroom, two-bathroom home blends the timeless charm of island life with modern comfort, offering 1,500 square feet of open, light-filled living just steps from...
Your Tropical Kona Retreat - Breezy Condo Steps from Beach
The perfect blend of comfort and convenience. Shaded by palm trees and on the second floor, the light breeze keeps the temperature perfect. The one bedroom/one bathroom unit features a fully stocked kitchen, private lanai with garden view, and a dedicated parking spot....
Golf Villas Ocean View 1 Bedroom at The Kapalua Villas Maui, Full Kitchen
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Mahalo Hale - Private Luxury Resort Property
Welcome to your private luxury resort on the stunning north shore of Kauai.Four king bedrooms, one with additional media center + queen bed, three full baths, grand gathering room with pool/ping pong table, additional media room with 72” TV. Whole house AC - temperature...
New Listing In Princeville ~Heated Pool/Jacuzzi
Air Conditioned & Steps away from the Heated Pool, Jacuzzi and Gas BBQ Grills... This sunlit retreat is designed for a Couples Getaway or Family Adventure. Nestled in the heart of Kauai's lush North Shore, this ground-floor condo combines island charm with all the...
Marriott's Waiohai Beach Club: New Years week: 2 Bedroom, full amenities
Experience the unparalleled magic of Hawaii at Marriott Waiohai Beach Club, a premium vacation ownership resort. Located by the ocean on Poipu Beach, we offer Kauai villa rentals and an array of resort amenities for your visit to the Garden Isle. Discover your family's...
Luxurious 2-Bdrm, 2.5-Bath Condo with Parking & Fitness Center in Prime Waikiki!
Experience luxury living in this 2 bdrm/2.5 baths/1 parking, corner-end unit at Waikiki Landmark! Located in the Makai Tower, this unit offers breathtaking city and partial ocean views. No detail was overlooked in the thoughtfully designed kitchen renovation, featuring...
Luxurious Kolea Villa, Private Lanai w/ Gorgeous Ocean Views, Beach Club
Summary:Hawaiian beachside luxury awaits at Kolea 9H, a stunning 2-bedroom villa at Kolea featuring a private lanai and partial ocean views. Located only a few steps from Waikoloa Beach, guests also have access to the Kolea Beach Club and a shared swimming pool....
Brand New 4BR Poipu Beach Estates Home
Be among the first to enjoy this brand-new luxury vacation home in the prestigious Poipu Beach Estates neighborhood. Ideally situated between The Shops at Kukui'ula and Poipu Shopping Village, and just a quick five-minute drive to Poipu Beach, this home offers the...
❤️PiH❤️OHANA Time ★Closer to KaMilo Pools ★Hilton Resort Passes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Ohana Time, part of our Hawaiian Luxury Collection.Ohana Time at KaMilo is a wonderful 4-bedroom home in the exclusive Mauna Lani Resort.We take great pride in offering some of the most coveted homes on the...
Bright New 1 bd at Kamaole Sands I 5-208
*This unit was recently remodeled. Professional photo's and additonal artwork/decor to be completed in January.Welcome to your perfect getaway in South Kihei! This beautiful one bedroom condo blends modern comforts with a warm, inviting atmosphere. Perfectly situated in...
Hale La'au Hawanawana: Luxury 3BR Estate in Princeville
Hale La’au Hawanawana (Whispering Tree House), built in 2024!Escape to an exquisite modern oasis in the heart of Princeville, where luxury meets the lush beauty of Kauai’s North Shore. Nestled on a ½-acre of beautifully manicured land with a year-round running stream...
Island-style decor, oceanfront & sunset views
Noelani 203 is a 1-bedroom, 1-bathroom condo on the 2nd floor featuring amenities such as panoramic ocean views, a remodeled kitchen, and a washer/dryer in the condo. The condo can accommodate up to 4 guests with a King-size bed in the bedroom and a queen sleeper sofa...
New Listing! Contemporary corner unit at Papakea
Papakea F201 is a 1-bedroom, 1-bathroom direct oceanfront corner condo with a large lanai and split A/C in the living room and ceiling fans throughout. Unit F201 can accommodate up to 4 guests. There are elevators at this property for easy access. The bedroom comes...
Moloaa Bay Cottage: 1 BD/1 BA Home with Den, Loft & A/C
Moloaa Bay Cottage is located in Moloaa just steps away from a white sand beach. The Cottage: At the south end of the property near the entrance is a detached separate 2nd story guest house consisting of 994 square feet of air-conditioned living area with 1 bedroom +...
Moloa'a Bay Villa - Impressive Home and Guest Cottage
Moloaa Bay Villa, on the northeast shore of Kauai, is steps away from a secluded white sand beach! Welcome to Moloa'a Bay on the northeast shore of Kaua'i. This is a large, secluded, pristine white sand beach that lends itself to coastal hiking, snorkeling, body...
Condo near the beach with lanai, shared pool & hot tub, spa, gym, tennis & wifi
Shores at Waikoloa 213Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to The Shores #213 at Waikoloa Beach Resort, a beautifully landscaped and gated community in the heart...
Spacious Home Steps from Kamaole 3 Beach
Hosted by VacaMauiWelcome to your perfect Hawaiian getaway at Haleakala Shores! This beautiful condo, located directly across the street from the pristine white sands of Kamaole Beach Park 3, offers an unbeatable location for swimming, snorkeling, and boogie...
Marriott's Kauai Beach Club Studio - Parlor - Many Dates Available!
The Kauai Beach Club resort features an array of amazing on-site amenities such as a 26,000 square-foot pool rimmed with colonnades and waterfalls, a children's pool, spa, fitness center, and two 18-hole championship golf courses designed by Jack Nicklaus. The resort...
Kona Bali Kai 232 - Studio Condo with Beach Access
This studio condo offers the perfect getaway for two (or for solo travelers!) The space is equipped with everything you need for a comfy vacation, including a king bed, fully-stocked kitchen, and a dining space. You’ll also be right across the street from the ocean and...
Hilo Studio Retreat with Gorgeous Park View, AC, WiFi, Pool
Welcome to your cozy getaway! This inviting studio is thoughtfully designed for comfort and convenience, making it the perfect home base for your adventures.Step inside to find a bright and airy living space, complete with a comfortable bed and stylish furnishings. The...
Napili Shores G258 Oceanview-King Studio-Currently being renovated
Gorgeous Ocean View Second Floor Studio at Napili Shores!Right on popular Napili Bay Beach!Two immaculate swimming pools - one ocean front and the other a garden viewBrand new furnishings!Famous Gazebo restaurant on property!Newly Remodeled!! Air-conditioned , Second...
Kksr#1203: Direct Oceanfront, 2nd Floor, Remodeled, Stunning Location
Keauhou Kona Surf & Racquet Club#1-203 DIRECT OCEANFRONT, INCREDIBLE 2ND FLOOR FULLY REMODELED UNIT!Welcome to unit #1-203 at the Keauhou Kona Surf & Racquet Club! Knutson & Associates Property Management is so proud to be newly representing this absolutely breathtaking...
New Listing: Stunning Studio at Maui Banyan
Welcome to Maui Banyan P409A, your serene escape in sunny Kihei, Maui! This beautifully updated studio condo offers the perfect blend of comfort, convenience, and island charm—ideal for couples, small families, or solo travelers seeking a relaxing Hawaiian...
New Listing: Bright corner condo in Kihei
New Listing! Sunlit Corner Penthouse in Kihei – Maui Banyan P409Escape to paradise in this bright and breezy 1-bedroom, 1-bathroom corner unit penthouse condo at Maui Banyan, ideally located in sunny South Kihei. Nestled on the top floor with elevator access, this...