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.
Kamaole Sands 10-417: 3 Br Ocean View near Kamaole Beach Park III
Pack up the family-there is plenty of room for everyone in this 3 bedroom, 3 bathroom S. Kihei condo conveniently located across the street from Kamaole Beach Park III. Thoughtfully furnished and decorated with natural colors is sure to put you in a calming and zen...
Suite Maui Paradise Condo - New Listing, Experienced Host!
This centrally located gem is in Maalaea, a cute little harbor town in South Maui and conveniently located 15 minutes from the airport and between Kihei and Lahaina. You will see more whales than birds during peak whale season. This condo is a relaxing one bed room...
Lovely Kailua-Kona Home ~ 2 Mi to Town & Beach!
Sandy feet, glowing tan lines, and picture-perfect moments await at this 3-bedroom, 1-bath vacation rental in Kailua-Kona. Upon arrival, soak in the fresh tropical air on the screened porch or kick back and relax in the A/C inside. When adventure calls, make the easy...
Maui Resort Rentals: Honua Kai - Upgraded 8th Floor 3BR Pairing, Stunning Ocean & Mountain Views plus Wrap-Around Balcony!
This tandem offering combines two top-floor "penthouse" suites, each offering stunning ocean views from a fantastic 8th-floor vantage point. One of the finest residences on offer at Honua Kai, the 2BR suite boasts breathtaking ocean views from its interior-facing deluxe...
Mahana 1111 • Direct Ocean Views & Beachfront
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Mahana 1111 – Your Oceanfront Paradise on Kaanapali Beach Welcome to your stunning, direct oceanfront 2-bedroom, 2-bathroom luxury condominium located on the pristine...
Kona Pacific - Convenient to downtown Kailua Kona
The Kona Pacific E633 has undergone a delightful upgrade! It now boasts a stunning new walk-in shower. The guest bath's has a bath/shower combo and a new vanity. In the living room, a super comfortable sofa sleeper accommodates up to four guests, making this...
Deluxe Two Bedroom Patial Ocean View Luana Kai Resort B308
Unit B308 with AC, is a completely remodeled, 2 bedroom, 2 bathroom, partial ocean view condo. The kitchen has been completely remodeled with custom cabinetry, granite countertops, and stainless steel appliances. B308 has a king-sized bed in the upstairs master bedroom...
Alluring open-concept ground-floor condo
Welcome to Maui Vista 3115, a delightful ground-floor condo that perfectly combines comfort, convenience, and tropical charm. This 1-bedroom, 1-bathroom unit is ideal for up to 4 guests, making it the perfect retreat for couples, small families, or a group of friends...
Monthly Discovery Bay 2407 1 Bedroom Mountain / City Views with parking Queen Bed
PANORAMIC HIGH RISE VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Views from High Rise, Tasteful and Clean. Monthly / contact...
One Bedroom Condo with Parking- Long stays welcome
8th Floor one bedroom condo located in the popular Waikiki Park Heights building. Perfectly suited for work from home, or an extended vacation- just minutes to famous Waikiki Beach and beautiful views from your living room and balcony. Kitchenette including cooktop,...
Island Hopping! Resort View, Oceanfront, Game Room, Onsite Restaurant and Bar
Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...
Sugar Beach Resort 317: Enjoy Stunning Ocean Views from the Private Lanai
Enjoy stunning ocean views from the private lanai of this unit. This Ocean Front condo is located on the third floor. There is one bedroom and one bathroom. The bedroom has a king bed and the full bathroom is next to the bedroom. The living room has a sofa bed that can...
Hawaii Life Rentals Presents Emmalani Court 312
Located in the Emmalani Court complex within Princeville this two bedroom two bath condo is the perfect 'home base' for your Kauai adventures. The condo has two master bedrooms, both with air conditioning and a spacious living room and well equipped kitchen. The living...
WaterMark Waikiki 2104 2bd/2ba/1pa Ocean/Harbor View - 1K1Q
Spectacular ocean/beach/ sunset views from this unit. Spacious floor plan with bedrooms located on each side of the living/dining area giving privacy to each. This unit comes with 1king size bed in the master bedroom and 1 queen size bed in the second bedroom can...
Ground-Floor Condo w/ Ocean View, Lanai, Shared Pool/Hot Tub - Walk to Beach
Ke Nani Kai 113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy views that reach the Pacific Ocean at Ke Nani Kai 113, a bright and cheery two-bedroom, two-bathroom condo on...
Recently updated, Sleeps Four, Walk to Beach :)
Our beautifully remodeled suite comfortably accommodates four adults and is located in the Fort DeRussy area of Waikiki, steps from Dukes & Waikiki Beach and the Hilton Lagoon. Everything is within easy walking distance including the Convention Center & Ala Moana...
Sealodge 2 Bedroom Cliffside Luxury Redone Condo Ocean & Mountain Views
Sealodge is one of north shores most secluded bluffs. One of the only units w/ private entrance you'll walk into views from every room as sounds of the ocean fill each room. Completely remodeled corner unit, this 2 bed 2 bath open concept invites the ocean in w/ access...
The Perfect Studio for Your Time in Paradise! Ilikai Marina!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units in May. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from late May until late July. The project is expected to...
Kapalua Golf Villa 14T3 Standard Fairway 3 Bedroom
- Two story villa with 2 stairs from designated parking and front door- - Hardwood floors in living, dining rooms and carpet in bedrooms- - Open kitchen with granite counters includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and...
Wyndham Waikiki Beach Walk|2BR/2BA King Balc Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
Kauhale Makai 331: 1 br condo @ Ocean Front Resort in S. Kihei Sleeps 4
Enjoy Ocean Views from this one bedroom Condo. The bedroom has a queen bed and the living room has a sofa bed, allowing the unit to accommodate up to four (4) people. The living room features a new flat-screen TV and has a mixture of rattan furnishings with tropical...
On the Golf Course, Quiet Villa, Large Lanai
Welcome to your Hawaiian retreat - a peaceful villa w/ ocean & golf course views, resort-style amenities, and all the comforts of home:• Sleeps 4 | 2 bedrooms | 3 beds | 2.5 baths• Pool, hot tub, fitness center & BBQ area• Private lanai w/ outdoor dining &...
Kaua Corner
Nestled in a charming mid-century modern apartment building. Located steps to the beach. This stylish retreat offers the perfect blend of comfort and convenience, with a bright, airy space that’s ideal for relaxation.A short drive to Paia town, where you can explore...
Lush Palm View in Casual Maui Condo w/Full Kitchen, AC, WiFi–Kamaole Sands 8210
Captivating and recently remodeled, the kitchen and bathroom will have guests ready to move into their 'home away!' Upon entry, guests will feel the welcoming flow in the tile flooring, tropical accents, and consistent rattan theme. Begin the day with coffee or tea in...
Awesome 1 Bedroom at Waikiki Banyan #907 T-1
Aloha and welcome to your beautiful new home-away-from-home at the Waikiki Banyan, just a couple blocks from Waikiki Beach! This 9th floor unit of the Waikiki Banyan has been remodeled with tile and vinyl flooring, granite countertops, new cabinets, and bathroom.Fully...
37th Floor Newly furnished @ Island Colony Diamond Head & Partial Ocean View
High floor, Newly furnished Condo at Island Colony IC3711Island Colony is a few steps away from the building is a large concentration of shopping centers, such as Waikiki Shopping Plaza, BeachWalk, and the International Marketplace.There is truly no end to the stores to...
Gorgeous Mountain Views, Includes Discount Golf Package, Near Ocean and Shops
Welcome to your tropical Waikoloa retreat - a relaxing corner condo w/ resort amenities & stunning golf course views. Perfect for families, couples, & extended stays:• Sleeps 4 | 2 bedrooms | 2 beds | 2 baths• Shared pool, hot tub, gym & BBQ area• Wraparound lanai...
Maui Resort Rentals: Kaanapali Ali'i – Oceanfront Ground Floor + Yard Area, 6 Total Bedrooms+DEN, Sleeps 20, Steps to Pools, Beach, BBQs!
This one-of-a-kind 6BR+DEN ground-floor listing at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach brings together an oceanfront 2BR suite and two luxurious neighboring 2BR partial ocean view suites. This combination offers a massive 5,000+ sq ft of...
Beach condo with shared pool & hot tub/private lanai - near beaches/restaurants
Kona Bali Kai #331Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next Kona vacation is about to get a whole lot better when you book this fantastic condo conveniently located...
Central Air, modern furniture well maintained grounds and close to the sea
You are responsible to follow Hawaii state rules and regulations regarding travel and COVID-19. See website hawaiicovid19 dot com for current requirements. Refer to website cdc dot gov for all federal guidelines. More details may be available at the state of Hawaii...
Perfect North Shore Getaway w/ Amenities & Views!
Discover the very best of beautiful North Shore of Kauai from the comfort and convenience of this upgraded private retreat! Perfectly situated in the heart of Princeville, enjoy outdoor amenities or experience all of the incredible beaches, trails and resorts...
Wailea Beach Villas | PH105
Welcome to Wailea Beach Villas Penthouse 105, where luxury living meets the breathtaking beauty of Maui. This elegant ocean view penthouse spans 2,500 square feet and features a spacious floor plan that flows seamlessly onto a generous lanai, providing the perfect...
Ma'alaea Banyans Unit 209 - Direct Oceanfront View
"Maui Mega Savings: August Deals Extended Through October! Book Now!".Ma'alaea Banyans is located in a quaint harbor village on Ma'alaea Bay. Watch turtles, dolphins and whales directly from the oceanfront lanai (balcony). Enjoy the ocean views that seem to go on...
Marriott Ko Olina Beach Club OV Penthouse Avail. Feb 13th -20th 2021
2BR $4200 week/ 1BR $3000 week / Studio $2000 weekOn the western shore of Oahu, Hawaii is home to Marriott's Ko Olina Beach Club, where waterfalls and fountains welcome your arrival. Only thirty minutes from Honolulu, this secluded beachfront oasis is nestled within Ko...
Corner studio with fast WiFi, expansive mountain views, pool, & grills
Paniolo #202AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to cooling trade winds and magnificent views of the Hanalei Mountains from this corner, loft style studio...
Makena Surf | G105 | Beachfront Resort
Makena Surf G105 is a prime oceanfront vacation condo that spans 1,510 sq. ft. and is situated on the ground floor. This inviting unit features two spacious bedrooms and two bathrooms, accommodating up to six guests comfortably. The bedding arrangement includes a king...
Gorgeous 2bd condo - walk to the beach
Ocean Views | Walk to Beach 2 Bedrooms • 2 Bathrooms • Sleeps 6 • 3 BedsBook with confidence – this property is located in a district not affected by any of the currently proposed transient vacation rental restrictions in Maui. Your reservation is secure and...
1 Bedroom Oceanfront in Kaanapali - Papakea A109
Welcome to Papakea #A109. This ground floor Maui vacation rental offers direct ocean front views from the A building at the beautiful Papakea Resort. The remodeled condo allows for up to 4 occupants with a queen size bed and a queen sofa sleeper. New stainless steel...
King Bed & Futon - Waikiki - Quiet and central living
Legally permitted vacation rental: KUHIO VILLAGE 2463 Kuhio Ave #1103⚕⚕For your health and safety⚕⚕ We utilize additional Sterilization procedures between reservations.This is one of the larger floor plans in the Kuhio Village, with two balconies, and a...
very last minute special ultimate luxury resort, romantic, fun and "zen"
Note: if the requested dates are not available, I also have three other rooms on the property, VRBO #579874, #666626, and #595354, vrbo#460973, #492665.The Kauai Beach Resort - a gorgeous boutique is located along three miles of secluded beach in Lihue, Hawaii. Lihue...
Waikiki Conveniently Located Close to the Beach
Clean and elegant. Location is a main factor for this unit. 5 min walk to the beach, to the Convention Center and the conveniences of Waikiki with hundreds of shops and restaurants. Located in the cooler and quieter side of the building, with mountain and city...
Kamaole Sands 5-311 | Across from the Sand!
Nestled within 15 acres of lush landscape filled with tropical flora, freshwater ponds and resplendent waterfalls, and right across from the sun-drenched sands of Kamaole Beach III, you’ll discover Kamaole Sands 5-311. Perfect for a romantic getaway or small family...
Oceanfront Living W/Lanai and Laundry–Poipu Shores
Castle Po'ipū Shores 203B - Cherish every moment in this two-bedroom, two-bathroom, oceanfront condo with breathtaking views of the Pacific. As guests take their first step inside the unit, they will notice the bright and minimalistic Hawaiian-themed open concept that...
Molokai Shores 317
Molokai Shores unit #317: High ceilings, stunning ocean views, and a spacious, open-concept design highlight this 805-square-foot two-bedroom/two-bathroom with a loft vacation retreat. This space is designed for a relaxing retreat with vivid colors, tasteful pieces, and...
Aloha Hawaii: Waikiki Condo with Great Mountain Views & Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Great Location In Wakiki, Walking Distance To Beach, Shopping, Dining!
Experience island living with comfort and style in this 35th-floor city-view condo! This inviting 1-bedroom unit features a king bed, sleek luxury vinyl flooring, refreshed furnishings, and a modern design perfect for a relaxing getaway or extended stay.Enjoy the...
Aloha Rejoice: Beautiful ocean-view lanai. Great location only 2 miles from Kona
This is a beautifully renovated 2nd floor (Townhouse). Spectacular view from the 600 sq. ft. lanai. Located just minutes to the beach and downtown Kona. Private entrance & ALL NEW furnishings. The lanai on this home is absolutely breathtaking! Both bedrooms have sliding...
Oceanfront condo with balcony, W/D, wet bar, & pool access - gorgeous views
Lanikai #133Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your escape for the Garden Island at this gorgeous, beachfront condo, boasting sweeping ocean views from the balcony....
Wailea Ekahi Village | 8D
Wailea Ekahi 8D is an exquisite vacation rental located in the serene Wailea Ekahi Village. This spacious one-bedroom, two-bathroom condo is located on the second floor with vaulted ceilings and elevated views over the landscaped grounds below.Enjoy the large and open...
Spacious corner oceanfront 6thFL island getaway in Kahana!
Discover your tropical paradise in this stunning 1 bed/1 bath Hawaiian-themed condo! Slip into bliss on the luxurious California King bed, promising you the sleep of your dreams. Enjoy movie nights on the wall-mounted TV or step out onto your private lanai, where...