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.
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...
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...
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...
Hale Kalapu Amazing North Kaanapali Ocean Views 3BD Private Home Walk to the Beach
Hale Kalapu NEW LISTING Spectacular Panoramic Ocean Views from this 3Bedroom Home on the North Kaanapali Hillside! FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch (seasonal),...
Bishop Suites at Executive Centre, 1-Bedroom Mountain View Suite + Full Kitchen
Unwind in Honolulu at this terrific condo. This cozy 1-bedroom retreat offers a living room with a comfy sofa bed, perfect for extra guests. Enjoy the convenience of amenities like a hair dryer, WiFi, washing machine, and AC. Relax in the gorgeous bathroom after a day...
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...
Charming 1-bedroom apartment in Waikiki. 1 block from the beach
Unwind in Honolulu at this amazing apartment. This cool space features 1 bedroom with a king bed, a cozy living room with an extra twin bed, and a modern bathroom with a shower. Guests can enjoy amenities like WiFi, AC, and a washing machine during their stay....
Stunning Oceanview 2BR Condo - Steps to the Beach - Newly Remodeled!
Escape to Paradise – Oceanview 2BR Condo at Kihei HolidayEnjoy breathtaking ocean views from this beautifully remodeled 2-bedroom, 1-bathroom condo, perfectly situated across from Sugar Beach—Maui’s longest walking beach. Whether you’re relaxing on the lanai or...
Waikiki Tropical Getaway with Pool and Free Parking!
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Welcome to your cozy home away from home at the family-friendly Waikiki Banyan (Tower 2)! This 600 sq ft...
Location - Location - Location: FULLY RENOVATED @ TBR: 1xBR/BA/PRK - WiFi/AC
*Gutted to Gorgeous: everything new* - JAN 2025: FULL Renovation - *Professionally Sanitized: always glistening clean* - New kid on the TBR block - you’ll feel the Aloha - TBR: 1 Bedroom/1 Full Bathroom/ 1 Reserved Parking - Perfect get-a-way w/ sandy beach cove -...
💎 Hilton Pool Pass! Luxury Penthouse w/ Views • Walk to Beach • Sleeps 6
🌺 Aloha & Welcome to Hale Lokahi! This spacious penthouse blends modern elegance with Aloha vibes. Unwind on your private lanai with stunning mountain views and glimpses of A-Bay. Enjoy a complimentary Hilton Pool Pass ($300+ daily value 💎) for pools, water slides, and...
Welcome to your Maui Escape!
Experience the ultimate getaway at a charming and centrally located condo in Kihei, just steps from the beach! Nestled in a small quiet complex, this tropical retreat offers a peek-a-boo ocean view, the perfect backdrop for your morning coffee or evening sunset. Enjoy...
Kailua Village#705 Top Floor, Gorgeous Remodeled 2 bedroom, in Heart of Town
Experience Paradise in This One of a Kind Stunning Two-Bedroom Penthouse in Downtown Kailua Kona, at the Famous Kailua Village. Escape to tropical bliss in this fully remodeled, top-floor(7th floor) penthouse located in the heart of Kailua Kona, Hawaii. With...
new Luxury Ocean View Penthouse
Summary:Relax on the expansive lanai with ocean, mountains, and golf course views in this newly remodeled penthouse. Enjoy sunsets with a drink from your private bar. High ceilings, abundant natural light, and two large bedrooms, each with a king bed, blackout shades,...
Upgraded, 2 kings, ocean view
Summary:Tastefully renovated unit has it all: vaulted ceilings, fully stocked chef's kitchen, large bar, coffee station. Living area opens to expansive covered lanai with ocean and golf views - enjoy sunsets over water every evening. Located in desirable Waikoloa...
Charming 2-bedroom condo with ocean views in Keauhou with WiFi, fitness room, AC
Enjoy a peaceful stay at this fabulous 2-bedroom, 2 bath condo in Keauhou. Each bedroom has it's own bathroom, king bed, and separate temperature controlled AC unit. The bathrooms are equipped with a hair dryer and bathtub. There is in-unit washer dryer, and the condo...
Paradise found! 3 bedroom home with large lanai, AC and 2 blocks from the ocean
Your Pāhoa adventure begins at this 3-bedroom house with air conditioned bedrooms and downstairs studio. With two bedrooms upstairs (king in primary bedroom with en suite bathroom and a guest room with a queen bed and separate bathroom) and a studio downstairs (king...
Wailea Oceanfront Center Front Row Luxury Retreat
Immerse yourself in the beauty of Maui at this stunning oceanfront property. This 2-bedroom, 2-bathroom condo offers center unit front row access of the Pacific Ocean.The primary bedroom features a king-sized bed with direct access to the lanai. The second bedroom...
Sugar Beach #131: Front-row views, salty air & instant beach access—pure Maui!
SUGAR BEACH RESORT, #131Welcome to Sugar Beach Resort #131, a beautifully upgraded ground-floor condo with direct beachfront access and spectacular ocean views. Perfectly located in North Kihei, this unit offers the rare convenience of stepping directly from your lanai...