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.
Ocean View! Golf Course Princeville Townhouse! Walk to Beach! High speed WiFi
Brand new remodel!Experience the beauty of Kauai's North Shore through this luxuriously appointed townhouse situated right on Makai Golf Course with mesmerizing ocean and mountain views. This brand new remodeled 2 bedrooms, 2 bathrooms Townhouse is in the heart of the...
Casa Tropical Kona in Kailua-Kona with an ocean view & pool - walk to the beach
Casa Tropical Kona -Kailua Bay Resort 2-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perfectly located in the heart of Kailua-Kona, this one-bedroom condo is affectionately...
Kauai Adventure Base Camp. Let this be your Gathering Place! A Spectacular Pool to Enjoy!
This Resort is a Dream and right on the Beach. Just Steps to the Warm Turquoise Ocean. Kids and Adults alike will love the Lazy River to the Huge Pool. Hot Tubs are Incredible. This Large Home is a Great Room Concept, full of Light. Elegance and Quality Abound. 2 Full...
Prestigious oceanfront condo, perfect location
Experience the complete Maui vacation when entering the top floor luxurious Mana Kai 810, a prestigious 2-bedroom two-bathroom ocean front condo. This unit offers everything you need for the perfect vacation. From location to amenities Mana Kai has it all. Mana Kai is...
Newly Renovated Sweeping Ocean and Diamond Head View Waikiki Condo
Sweeping view of Ocean and Diamond Head from beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel! The location is perfectly located just 2 short blocks to the main area of Waikiki beach, International Marketplace, the best shopping and...
Hale Mano - TVNC 5047 - A mod beach cottage on the sunny, south side.
Hale Mano (The House of Sharks) is a 3-bedroom, 2-bath home built in 1963 from solid California redwood. Located on a cute residential street, it's the perfect getaway from the typical resorts. You will love this well curated, retro, beach house that's just a 6 minute...
Mauna Lani Terrace E201
Mauna Lani Terrace E201 offers a nice ocean view out over the ponds. This one bedroom villa has been nicely upgraded to include granite counters and stone floors. The living area has a sleeper sofa with two chairs that faces a LCD television and looks out over the ocean...
Aloha Condos, Na Hale O Keauhou, Townhome D-6, Ocean View, AC
Best location at Na Hale O Keauhou and added to the website on December 18, 2014. • Beautiful Ocean-View Gated Complex• Large & Luxurious 2 & 3-Bedroom Townhomes• Resort Pool, Spa, Clubhouse & Fitness Facilty• Pavilion with Kitchen• Golfing, Swimming,...
Kona Reef#A-7: Direct Oceanfront Corner Unit,Newly Remodeled, AC,Walk to Town
Completely Remodeled First Floor Corner End Unit, One of the Best. Direct Oceanfront. THIS IS ONE OF ONLY 2 UNITS THAT HAVE LARGE LIVING SPACE 2 FULL BATHROOMS AND WINDOWS GALORE!Enjoy Split system AC that's Quiet AC & cools the bedroom or the living room or both!...
Kaanapali Villas, Oceanfront Luxury Maui Condo #180
We welcome you to stay and relax in our well appointed oceanfront luxury, villa. Our villa offers breathtaking ocean views and is decorated with the finest touches. This one bedroom villa accommodates only two adults. The gourmet kitchen features custom cabinets, GE...
Poipu Sands 116 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches
POIPU SANDS 116 AT KOLOA KAI VACATION RENTALSA Tropical Retreat with Stunning Ocean ViewsWelcome to Poipu Sands 116, a spacious 1,353-square-foot ground-floor condo nestled on the sunny south shore of Kauai. Featuring breathtaking ocean views, easy access to Shipwreck...
Villa Kai Lani - Oceanfront Poipu Home with Pool, Spa & AC
Located on the dramatic Poipu Beach coastline, this distinctive estate among our Kauai oceanfront rentals offers its guests breathtaking views, unique architecture and a spacious layout. The five bedroom residence opens up to the ocean and is designed to fully take...
Ocean Front, Kuhio Shores, 30 ft = 9 m from water! A/C
ON THE OCEAN condominium "Turtle Haven" steps from the sea near Poipu with spectacular views. Swim, surf, snorkel, sunbath or just relax in a peaceful corner of Kauai Island. Dazzling views of the tropical Pacific Ocean welcome you as you step in the door. Your unit...
Luxurious, Remodeled 2-bed/2-bath, Wrap-around Lanai, Short Walk To Beach!
Bright, Airy, Spacious 2-bed/2-bath, Ground Floor - Aloha & welcome to Makanui @ Poipu Kai Resort. This wonderfully appointed 2-bedroom, 2-bathroom ground floor condo features an upgraded kitchen and bathrooms with granite countertops, stainless steel appliances and...
Sugar Beach Resort Condo w/ Shared Grill, A/C-Surf, Bike, Golf, More
Sugar Beach Resort 225Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
OCEANFRONT CONDO - $359-May 15! Kihei Sands Beachfront Condos-B8
We can't wait to welcome your party of 4 to Kihei Sands Beachfront Condominiums B8 in sunny South Maui! Condo B8 is a 2-bedroom, OCEANFRONT townhouse-style condo on the 2nd level (no elevator) with stunning views of Haleakala, West Maui Mountains & Pacific...
WAILEA EKAHI 28C 2 LANAI'S GROUND LEVEL, OCEAN VIEW
COMPLETELY RENOVATED WITH GREAT LOCATION . WONDERFUL MORNING AND EVENING OCEAN VIEWS. LOCATED NEXT TO ONE OF THE 'QUIET' POOLS FOR AFTERNOON COOLING OFF. PLEASE NOTE :**The State of Hawaii will most likely be increasing the transient accommodation tax by .75% effective...
Charming Blue & White Beach Bungalow! A/C washer/dryer. 200 yards to the beach!
This condo is decorated and furnished with a comfortable tropical, 'home-away-from-home' feel. Since it is family-owned, we take great pride in keeping it immaculately maintained. The on-site management team, Castle Resorts & Hotels, will ensure that during your stay...
Paradise! Peaceful Oasis & Ocean View! Walk 2 Magic’s Beach! Free Parking! + AC!
Aloha!! Come experience this spacious, 2nd floor, 2-bedroom 2-bathroom tropical gem at White Sands Village Condominiums!! See our walk-thru VIDEO on YouTube!! https://youtube/37QtTgWOpoA (Sorry! A VRBO issue will not allow a hyperlink!) A fabulous location - just across...
Surf and Racquet Club Paradise with Pickleball Courts/Pool/Air Conditioning
TIKI HALE LUA welcomes you to a beautifully uodated 2 BR / 2 BA Townhouse at Keauhou Kona Surf & Racquet Club. Our townhome, in this oceanfront complex, exudes pride of ownership with beautiful & comfortable furnishings, art work, entertainment systems, items for beach...
🏖️Ocean Front | Beautifully Appointed | Gated | vrKCV
vrKCV - Villa Kai at Kona Bay Estates, Professionally Managed by Kona Coast VacationsExperience Island Luxury at Villa KaiDiscover the essence of Hawaiian living at Villa Kai, a luxurious oceanfront villa that offers unparalleled comfort, privacy, and breathtaking...
Maui Resort Rentals: Marriott's Maui Ocean Club 2 BR Oceanfront Suite
Freshly Renovated 2 Bedroom Oceanfront Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation! Family time is limited, make the most of your vacation time with an out of this world Ocean front experience. Why pay for a small hotel room...
Kuhio Shores #412 - Amazing Panoramic Top Floor Views and A/C!
This one bedroom one bath oceanfront unit is on the fourth floor of Kuhio Shores condominium located in sunny Poipu, Kauai. Fronting a sandy bay this four story complex offers some of the best ocean views, swimming and snorkeling available in Poipu! The interior of this...
Forever Ocean Views. Best Deal on Maui - Lowered Rates!!
Our Villa is located in Building 28 at The Ridge. It is one of the 2 best located of the 29 buildings at The Ridge. The Villa has 2-bedrooms and 3-bathrooms and everything including access to the Villa is ground level. The master bedroom has a king size bed (with the...
❤️PiH❤️OHANA TREASURE★ Closer to KaMilo Pools★ Bikes & Beach Gear
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Ohana Treasure, a part of our Hawaiian Luxury Collection.Ohana Treasure at KaMilo is a wonderful 4 bedroom home in the exclusive Mauna Lani Resort.We pride ourselves on provide some of the most sought after...
Snuggled against the ocean! Waterfront condo #119
Unit 119 is ocean front and truly you cannot get much closer to the Cove and the water. This unit has extraordinary views of the Cove turtles, spectacular sunsets with breathtaking sceneries for photo taking from the lanai. This unit has been home away from home for our...
Kulani - 2 bd Spectacular Views, A/C, Pool, WI-FI
Spacious air conditioned, two bedroom-two bath condo; a tropical paradise in the heart of Hilo. Comfort with Aloha.Kūlani—close to paradise in Hawai’ian.Kūlani and the peace and tranquility of its tropical setting are your welcome to Hilo. — Three private lanais...
Cozy Condo Across the Street from the Ocean!
The locationOur condo is in the perfect location – stroll down the private tropical grounds and into Kam II – one of the best beaches in Kihei! Kam II is a 2-acre beach park that features a lifeguard station, picnic tables, grills & restrooms, and is one of the best...
APRIL BLOWOUT ONLY 229/nt Oceanview TWO bedroom-TWO baths. Read our reviews.
UNIT # 1-404 is located in a PRIME LOCATION IN BUILDING 1 just across the street from the world known Kamaole Beach III Beach Park. Beautiful swimming beach with wide pockets of gold sand , breathtaking sunsets, picnic tables, a large grass area and a nice playground....
Lovely Appointed Studio With Ocean & Mountain Views - Location, Best In Kihei
****LAST MINUTE 15% DISCOUNT - for bookings that are less than 45 days out. Please inquire with the manager, Barb.****The Maui Banyan is NOT impacted by the potential legislation regarding short term rentals on Maui.*****See our additional one and two bedroom options...
Maui Resort Rentals: Honua Kai Hokulani 533 – Upgraded 5th Floor Oceanview Studio
Peace and tranquility await your arrival at Hokulani 533, a spacious and luxurious oceanview studio that provides impressive vistas of the Pacific Ocean and solitude from the prevailing trade winds. This Honua Kai gem features recently upgraded flooring, new enhanced...
Stunning Maui Condo with Ocean Views – Your Tropical Paradise Awaits!
Beautiful ocean-view condo E309 (E Building). Non-Smoking. Our sun deck outlooks to the beautifully manicured Papkea gardens. Koi fish ponds, pools and a perfect view of the ocean. This condo comes with everything you need including a fully equipped kitchen, a...
Direct Beachfront with Spectacular Oceanviews!
Hosted by VacaMauiWe chose Milowai in Maalaea due to it's fantastic convenient and direct oceanfront location. It is only 20 minutes to almost anywhere on the Island and we love to see and do it all.The unit is on the ground floor directly on the ocean and is literally...
Maui Resort Rentals: Honua Kai Konea 304 – Expansive 2BR w/ Partial Ocean & Mountain Views!
Konea 304 is an expansive two-bedroom suite that offers guests the best of both worlds. Enjoy beautiful partial ocean views, as well as stunning views of the West Maui Mountains right from the comfort of your spacious lanai (balcony).As the very first two-bedroom back...
Beautiful Ocean view Hawaiiana style 1 bedroom condonn
Welcome to Royal Kahana 714. This spacious (777 square feet with a 150-square-foot lanai) 7th floor 1 bedroom, 1 bathroom condo offers ocean and pool views. This unit is tastefully appointed with classic Hawaiiana decor. The bedroom features a king size bed & the living...
Maui Resort Rentals: Marriott's Maui Ocean Club 2 Bedroom Oceanfront Villa
Two Bedroom Ocean Front Villa at Marriott's Maui Ocean Club - New Lahaina or Napili Towers! With its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott Maui Ocean Club is a perennial Maui favorite, delighting couples and families with...
Beautiful Oceanfront Kona Bali Kai 3rd Floor Condo
Imagine yourself with a cool tropical drink in hand, relaxing on your private lanai just 30 feet from the ocean . . . the warm ocean breeze blowing through your hair, and the calming sound of the waves washing ashore . . . this doesn't have to be a dream! It is the...
Napili Shores H-167 - Steps to Napili Bay - Complimentary Activities Every Day!
Napili Shores Resort H-167 - 1BD/1BA Perfect for family vacations, the lanai of this air-conditioned ground floor one bedroom / one bath Napili Shores condominium extends into the grass and landscape of Napili Shores Resort. You will be only a few steps to the white...
Pili Mai Family Condo 5K, 3 Bedroom, 3 Bath, Mountain View, Large Lanai
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. The perfect place to get away for family and friends. This spacious condo provides the backdrop for creating amazing memories you will be talking about for...
Custom Home Walking Distance to the Grand Hyatt and Shipwreck Beach
Privacy and seclusion are the highlights of the Rusty Sunrise vacation rental, a palatial three bedroom and four and a half bath luxury home in the Poipu Kai Resort community. This home is a short walk to the Grand Hyatt and its first-class restaurants and shops. It is...
Halii Kai 12B: 2 BR, 2 BA Condominium in Waikoloa, Sleeps 6
The Halii Kai 12B villa located in the Waikoloa Beach Resort is nothing short of spectacular. It has a stunning ocean view across the signature hole of the Waikoloa Beach Golf Course. The lanai is the perfect place to watch the sunset after a full day of activities. It...
Spectacular OCEANFRONT Only 10 Steps From Beach
** PLEASE NOTE THE FOLLOWING DATES: -Sugar Beach Resort BBQ area will be closed starting July 1st, for 3-4 weeks-Due to power washing and painting project, your Lanai will not be available JULY 31st-AUG 6th from 8a-4p Mon-Fri -Sugar Beach Resort pool will be closed from...
Newly updated ocean view retreat on Poipu Beach; A/C, pool, gym restaurants.
A Perfect Day in Paradise...Greet the morning with freshly brewed coffee on your spacious lanai with expansive garden and ocean views from this top floor unit. Making breakfast is easy in your bright, beautiful open kitchen with stainless steel appliances. Then pack up...
Garden view condo just steps to white sand beach
Hono Kai C10 is a 1-bedroom, 1-bathroom, 3rd-floor condo that offers tropical views from your private lanai, high-vaulted ceilings, and ceiling fans in the living room and bedroom. This property does not have elevators. Unit C10 can accommodate up to 4 guests. The...
Gorgeous, Ocean Front, Walking Distance to 3 Beaches! Kapalua Bay Villa #29B3
Kapalua Bay Villa 29B3 offers a rare opportunity to enjoy refined oceanfront living in one of Maui's most exclusive resort communities. This impeccably maintained 1-bedroom, 1.5 bath villa is positioned to capture sweeping views of the Pacific, with floor-to-ceiling...
Newly Renovated, Spacious, Emmalani Court #214 with A/C
Emmalani Court is a resort condo property situated on the Makai "Oceans" golf course. This spacious, 1100 sq ft,. two bedroom condo is an excellent home base for your Kauai adventures. Whether you are into relaxing by the pool with a book or venturing out on a hike or...
Beautiful Ocean Views from Premium Newly Remodeled Top Floor Unit: Papakea J401
FALL SALE - BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL OCTOBER 31st 2025Come to Papakea J401 for your perfect Maui vacation! Amazing view of the ocean, from the 4th/top floor, corner unit. You’ll enjoy whale season or sail boats...
Stylish 1BR Apartment with AC, Full Kitchen & W/D - Just Steps to the Beach
Welcome to our newly renovated 1-bedroom apartment in Kailua, Oahu. This rental offers everything you need for a comfortable stay, providing a family-friendly atmosphere that will make you feel right at home.Whether you prefer to barbecue on the covered lanai or take a...
Lae Nani 113. Swimmable Beachfront! Ground Floor with A/C, renovated, accessible and convenient.
This newly renovated, ground floor condo is next to the pool. Only steps to bar-b-ques, beach and pool. Great sunset views. Watch your family from your lanai while they swim and play in the heated pool. This beautiful condo has two FULL baths, unusual at Lae Nani. Enjoy...
Whale House w/ AC @ Kehena Beach, Hawaii (Oceanfront)
********HAWAII TA-042-418-7904-01****************************Aloha, come swim with our friendly dolphins at Kehena Beach - all year long!Whales are here during winter months and can be seen and heard from shore.You will love The Whale House @ Kehena Beach. This unit...