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.
Aloha Sands: Luxury Hawaiian Villa - Puako Beachfront
5 STAR REVIEWS! STUNNING VILLA! TASTE OF OLD HAWAII ON THE BEST BEACH IN PUAKO! This lofty and spacious Hawaiian villa lies on the Gold Coast of Hawaii, the sunniest spot in the state. Aloha Sands is also on the best sandy beach in Puako between the Mauna Kea and Mauni...
Jungle Retreat in Kona Cloud Forest Sanctuary, An unforgettable Cloud Forest Sanctuary retreat exper...
Wake up in your cozy private jungle retreat nestled in the lush serenity of the Kona Cloud Forest Sanctuary. All stays include a private guided Sanctuary tour. Enjoy yoga, sound baths, and other experiences on site, take a morning walk for fresh brew and coffee tours at...
Located Directly on the Oceanfront with Spectacular Views
Aloha! Please enjoy the following photos of this wonderful condominium. I know you will enjoy your stay with us. Our private residence has one of the most spectacular views on the island. This vacation home is directly on the oceanfront and is a bottom floor unit. This...
Remodeled ground floor Kihei studio with AC across from beach
Welcome to Kihei Bay Surf 140. This completely remodeled ground floor studio has all the comforts of home. Feel right at home in this quaint coastal styled condo that can accommodate 3 people with the window AC unit, sofa sleeper, and ceiling fan. Pool, spa and tennis...
'My Favorite Place on Earth'
This is the Hawaii you dream about! This little bungalow on the beach is an ideal tropical vacation destination for a couple or a family with children. It is the perfect island get-away for Honeymooners. The house and lanai open to expansive views of the beach, ocean...
Beachfront Kuhio Shores Poipu Gorgeous Ocean Views 10 Steps to Water from Condo
Ready to relax to the sounds of the sea? Here is your amazing beachfront condo just steps to the water, located on the beautiful island of Kauai. This amazing oceanfront Kuhio Shores villa is located in Poipu on the south shore of Kauai. Our building is rare because It...
Luxury And Aloha Await You! Relaxation, Great Snorkeling, Large Unit
South Kona Hideaway is near some of the best snorkeling Hawaii has to offer. We are situated between Honaunau (Place of Refuge) and Kealakekua Bay at an elevation of 900 ft. Your beautifully decorated suite has a living room with a queen sofa bed, large flat screen...
Townhouse with pool, lanai & hot tub
Summary:Well Equipped, Local Art, Private, Near PoolThe Space:Welcome to your peaceful Waikoloa retreat - the perfect base for relaxation, family time, & island adventure near beaches & shops!- Sleeps 5 | 2 bedrooms | 3 beds | 2.5 baths- Shared pool, hot tub, BBQ area &...
Breathtaking 180-Degree Ocean Views, Ilikai Marina, Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
OCEAN FRONT top floor/penthouse 2bd/2ba + Loft + gorgeous lanai VIEWS & SUNSETS!
Return to Maui! 🩵Aloha! Welcome to Papakea and this beautiful OCEAN FRONT - 2 bedrooms, 2 bath + loft. The property is located within minutes of both Whaler’s Village and Black Rock and resides within a 13-acre resort like property. This “penthouse” style property is...
Hilton Pass, Poolside Villa w/BBQ, Ground Unit, BOB Stroller, Sleeps 6, D3
2025 check ins receive a bottle of sparkling to start vacation out right! This poolside paradise is within Waikoloa Beach Resort area - a perfect destination for your next vacation. Unit also includes access to the Hilton (just down the street) so you can enjoy resort...
Nearly beachfront, peaceful bungalow at the reef. Snorkel, swim, lounge, nap.
Peaceful cottage getaway at the reef. Enjoy a slice of Hawaiiana in the heart of the South Kohala Coast. Quiet, midcentury modern, newly refreshed cottage just steps from sand beaches, lava tidepools, snorkel, dive, swim, boogie, nap, picnic, beachcomb, walking,...
Kailua-Kona Condo w/ Pool & Ocean Views
A tropical Hawaiian getaway awaits your arrival at this updated Kona Coast condo perched above Keauhou Bay! Upon entering the unit, guests of this 2-bed, 2-bath property are treated to a quintessential island experience with a contemporary flair. Whether guests spend...
Modern Luxury 2nd-Floor 2Bd/2Ba Retreat with Ultra-Quiet A/C, & 6'x5' Shower
About Grand Champions Villas 128 (Hawaii Tax ID: 104-909-0048-01):This roomy 2-bedroom 2-bath second floor unit is situated in the serene Wailea Grand Champions Villas. It offers luxury amenities, such as super quiet central air conditioning, a private lanai, in-unit...
Ocean + Skyline Views: Honolulu Retreat
1,400 Sq Ft | Walk to Wa'Ahila Ridge State Park | Connects to State Park Trail SystemEnjoy your island vacation in comfort at this picturesque Honolulu vacation rental. This 3-bedroom, 2-bath home features mid-century modern touches, a breezy lanai, and a living room...
Rainforest Retreat w/Outdoor Fireplace & Hot Tub
Located 10 minutes from Volcanoes National Park, come spend your days exploring, hiking, golfing or simply relaxing in our unique, tranquil setting. This beautifully crafted home has all of the amenities and comforts you need. From soaking in the large hot tub to making...
Ocean view, best location in Kapalua, walk to beach, remodel
Welcome to the luxurious fully remodeled Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a...
North Shore Condo At Turtle Bay
Escape to the North Shore in this furnished 1-bed, 2-bath Turtle Bay retreat. Enjoy a large bedroom with king bed and private bath, open living area, full pull-out sofa, and private covered lanai. Located in a gated community with pools, BBQ areas, tennis courts,...
3 Bedroom Ocean View Townhome
The main living area of Halii Kai 11F has two luxurious soft sofas facing an armoire with a SMART TV and a DVD player. Adjacent is the dining area with a large table seating 6. The large kitchen has a wrap around granite counter with 3 bar stools and stainless steel...
Beautiful Oceanfront Estate with heated saltwater pool, Hamakua Coast Acreage.
Summary:You found a perfect balance of comfort, style, and location. This home blends natural finishes with calming treehouse vibes, offering a peaceful escape just minutes from Hilo on the Hamakua Coast. Enjoy a kitchen, lux bathroom, smart TV, and cozy seating for...
Gorgeous two-level condo with resort-style pool & hot tub - close to beach
Ka Pu'uwai at Nihilani 29BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A lush exterior, with a gorgeous resort-style pool and hot tub, and a bright, modern interior with two...
Ko'Olina Retreat - Short Walk to Resorts, Golf, Restaurants & Lagoons!
Welcome to your dream retreat in the heart of Ko'Olina! This beautifully remodeled 3-bedroom, 3-bathroom townhome is nestled in the exclusive, gated community of Ko'Olina Kai, offering the perfect blend of luxury, comfort, and island charm.Step inside and be captivated...
Mahana Beachfront Walkout
Maui Gov’t Approved Short Term Rental. We are the owners (Barry Travers and Rhonda Anderson) of Mahana 118 and we own several Maui properties with hundreds of 5 Star reviews for our properties as we provide the ultimate guest experience! Mahana 118 is an AMAZING...
New!-#510-Ocean-Sunset Views! Steps from It All!
Ocean-View Condo with Double Lanai & Rooftop BBQ | 2BR/2BA | Steps to Beach + DiningWelcome to your Maui retreat at Kamaole Beach Royale, a beautifully maintained 2-bedroom, 2-bathroom condo on the 5th floor, offering unmatched panoramic ocean and sunset views. Located...
🌊 EPIC Oceanfront Condo at Hale Kona Kai #403, TOP FLOOR, ELEVATOR, CENTRAL AC 🐬
Aloha and welcome to KONA TIPSY TURTLE at Hale Kona Kai #403. This is the absolute destination should you want a relaxing vacation getaway on the Kona coast. The location of this condo complex adds convenience as fun activities and amenities are within walking distance....
Bamboo Canopy with Shared Bath and Common House
Escape to the enchanting Bamboo Canopy, a glamping-style retreat. This unique accommodation offers the perfect blend of rustic charm and modern comforts, making it an ideal choice for those seeking a tranquil yet luxurious getaway.The Bamboo Canopy features a queen-size...
Magnificent Views of the Mighty Pacific Ocean from Every Room
Enjoy the beautiful North Shore of Kauai at our lovely Alii Kai I Condominium. It is a ground floor, corner unit sitting on a bluff overlooking the magnificent Pacific Ocean. In the winter be mesmerized by 15 to 25 foot waves. Whales cavorting in the ocean and...
Gorgeous 3b/2b house minutes from Natl Park & Volcano Village. Family friendly!
Tree Fern Escape is a cozy and comfy getaway just minutes from the Volcano National Park. This 3 bedrooms, 2 baths charming property, has gorgeous hardwood floors, newly furnished with large private backyard. Large enough for big families, cozy enough for couples.Large...
Steps from Paniau Beach
House or Cottage or both together(see listing #956147 for Cottage) PLEASE NOTE... Listed rates are based on two guests. An additional $50/per nt per extra guest will be added. Please enclose total number of guests when booking......Located at the private and quiet end...
Watch for albatross and nene from ocean view beauty
Located on the North Shore of Kauai in Princeville, Ka Mea Nui is surrounded by lush tropical landscapes overlooking the Pacific Ocean and the 15th hole of the Makai golf course. The verdant golf course is a favorite playground for endangered nene (Hawaiian geese) and a...
Maui Resort Rentals: Kaanapali Ali'i – Oceanfront Ground Floor + Yard Area, 4 Total Bedrooms+DEN, Sleeps 14
This one-of-a-kind oceanfront 4BR plus den ground-floor offering at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach consists of two luxurious adjacent suites. Together they offer a massive 5,188 sq ft of combined interior living area and a sleeping capacity...
Waikiki Beach Penthouse
Located just a block from Waikiki Beach and surrounded by top-tier hotels, this gorgeous penthouse condo offers the style and comfort of a luxury hotel with the added benefits of 1700+ square feet of living space, a large well-appointed kitchen, extra-large private...
Makanui 711 - Garden/Mountain View
Summary:Ground-floor 1-bedroom retreat with garden and mountain views, just a short walk to Poipu Beach, Brennecke’s, and Shipwreck Beach. Features a king bedroom with portable A/C, queen sleeper sofa, full kitchen, in-unit laundry, beach gear, and access to both the...
Beautifully remodeled Sugar Beach #104, meticulously cleaned and maintained
Welcome to our beautifully remodeled ground-floor condo at Sugar Beach Resort #104 in North Kihei! Experience island living in this beautiful condominium situated along Maui's 5 mile Sugar Beach. With direct access to one of the longest stretches of sandy beach on the...
Live like a Local. Stay at a Beautiful Boutique Get Away Mokuleia Beach Colony
Mokuleia Beach Colony is a perfect country base or north shore retreat in a manicured tropical gated community! 200 yards from the ocean. Easy private beach access, outdoor shower, heated pool, tennis courts, one reserved parking stall and pickball on-site. Fully...
Relaxing Ocean Front Views on Maui! Island Sands Condominium
This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long! Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and...
Hale O'he: 2 BR Poipu Oceanfront Home
The Hale O’he (Bamboo House) is twenty feet from an intimate white sand beach. All levels have lanais which invite you to relax and enjoy our beautiful Hawaiian sunsets. The kitchen and dining areas are open and spacious. The home sleeps six and has two bedrooms and...
Marriott Maui Ocean Club- Stunning One Bedroom Villa Lahaina/Napili Towers
Concierge Realty is proud to present luxury villas at Marriott Maui Ocean Club Towers.**Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only.Beginning Aug. 23, 2025, to Dec.16, 2025, Marriott’s...
Hale Pakika at Kukui'ula: Exclusive 5BR Estate with Private Pool, Golf & Ocean Vistas
Welcome to Hale Pakika at Kukui’ula by Gather, a five-bedroom, five-and-a-half-bathroom hideaway designed for up to twelve guests. Located off the first tee of the Kukui‘ula Golf Course in Koloa, this 3,500-square-foot single-level estate blends barefoot luxury with the...
Steps to the Ocean, Puako "Dream House"
A wonderful relaxing get away to the magical, historic Puako on the Big Island. The rate covers 6 guests. The "Dream House" is located in the enchanting beach community of Puako on the Big Island of Hawaii, just north of the Mauna Lani resort and south of the Mauna Kea,...
Escape to paradise at Waikoloa Fairways' 2-bed, 2.5-bath condo + stunning views
Experience the ultimate in vacation comfort with our exclusive benefits. Enjoy complimentary late check-out (subject to availability) to maximize your stay. Book a 7-night stay and receive your 8th night completely free – perfect for an extended escape. Plus, as a thank...
Blue Hawaii: Luxurious Oceanview Home with Pool, AC & BBQ Lanai
Blue Hawaii by Gather delivers a grand island escape in Kona’s sought-after Keauhou Estates. With 3,200 square feet of interior space, an expansive solar-heated infinity pool, and multiple private sleeping suites, this home was designed for large groups to relax,...
4 bed/4 bath Entire custom-built house 5 mins from Volcanoes National Park
Enjoy peaceful Big Island Hawaii in a Contemporary Hawaiian Craftsman Cottage style home set in a Tropical Rainforest directly outside Hawai’i Volcanoes National Park. The custom designed & built home features artisan beds with fine linens, private baths, cozy...
Pali Hale - Hawai'i Oceanfront Experience
Pali Hale is your epic oceanfront "home in Hawaii". Pronounced “pah-lee hah-leh”, which in Hawaiian means “Cliff House”, it is the ideal center for all your Island adventures or just relaxing in paradise with breathtaking 180 degree ocean views and sight and sounds of...
Awesome Oceanfront Condo, Great Views, Steps to the Beach, KR#207
Enjoy the gorgeous ocean views while sitting on the lanai and soaking in the beauty all around. This condo sits right on Sugar Beach, with 6 miles of white sand beach right in front of our condo. Great for beach walks, playing in the ocean, or enjoy the shade trees in...
KBM Resorts | FREE CAR | Hale Makai At Montage Kapalua Bay 3-Bedroom Beachfront Condo with Daily Housekeeping, Spa!
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Please contact me for specific dates that you may be interested in.
This is your home away from home in an immaculate, spaciously designed guest house built for relaxing in comfort, style & convenience. This an attached 2 bedroom + 2 bath fully-equipped house + sofa bed and a very large stocked kitchen with a separate entrance and foyer...
Peaceful Volcano Home Near National Park!
A tropical paradise awaits when you book a stay at this 2-bedroom, 2-bathroom Volcano vacation rental! Located on the historic Volcano Golf Course, this home provides a fully equipped kitchen, a deck with a golf course, spectacular stargazing and Mauna Loa sunset views,...
Hale Kuilima: Condo on the Golf Course at Turtle Bay
Our bright and breezy Kuilima West condo is located steps away from Turtle Bay Resort, Lei Lei's restaurant, walking trails, golf, and the beautiful beaches of Oahu's North Shore. With two Tempur-Pedic king beds and AC in all bedrooms and the living room, you can enjoy...
Perch - Maui Sunset: One Bedroom Suite, Part Ocean View with Big Lanai
Island Vacation at its finest! This partial ocean view condo is designed for comfort. Partial Ocean view, the unit has been nicely designed and features tile flooring, granite kitchen counters, stainless steel appliances and more. A large lanai Ideal for taking in that...