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.
Beautiful 8 brs for 22 near Poipu Beach Park!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Beautiful 8 bedrooms for 20 in Poipu Kai is located only 200 yards to Brenneckes Beach and 300 yards to Poipu and Shipwreck Beach!Paved walkway from your door to the beaches! Only a 1-7...
Sunsets and Tradewindsnn
This lovely updated condo is In the heart of Kailua-Kona on the Big Island of Hawaii. It is right across the street from the ocean and sounds of the surf bring relaxation. Walk to nearby restaurants, galleries, and night life. Enjoy the ocean breezes, amazing views, and...
Waikiki Palms Hotel, Central Location, FREE parking
Incredible LOCATION with FREE Parking in Waikiki! Enjoy gorgeous city and mountain views from a private lanai (balcony). Very popular location, just across the world class `Hilton Hawaiian Village Hotel` with its iconic Duke Kahanamoku Lagoon, weekly Fireworks, every...
Exquisite condo with lanai, pool, hot tub, central AC, & W/D
Nihilani 31AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha, and welcome to your tropical home away from home on the north shores of Kauai. This tranquil and sunny condo is the...
Waikiki Studio includes access to Gym & Pool , No Resort Fee!
This beautiful Waikiki Studio apartment located at the prestigious Luana hotel offers a very comfortable Queen bed and full-size sleeper sofa, sleeping a total of 4 guests. The kitchenette features granite countertops, under-counter fridge, microwave, 2 burner stove,...
Time 2 Play, "Beach theme" Maui Condo across the street from the ocean.
Located less than 50 steps to the beach, directly across the street. Take advantage of this great opportunity to stay in an incredible ocean view top floor condo just steps away from a beautiful Sugar Beach! Spend your vacation as busy -- or as relaxed -- as you'd like....
Charming Maui Beach Condo Steps from the Shore!
Dive into the ultimate island living experience at our charming condo in Kihei Bay Vista unit C-105! Live like a local where you will have everything needed to embrace Maui's lifestyle to the fullest. Just a quick 20-minute drive from the airport, our prime location...
Royal Garden Waikiki Studio with Kitchenette, walk to beach; see discounted days
Our condo is in the Club Wyndham building and shares their amentities, outdoor pool, BBQ, sauna, gym, laundry room and concierge. There is 24/7 front desk in the lobby and valet parking.We are located 2 blocks from Waikiki beach and the International market, right in...
Kaanapali Alii | 216
Experience luxury and convenience at Kaanapali Alii's Condo 216, a groundopen-plan floor garden view retreat perfect for your Hawaiian getaway. This exceptional 2-bedroom condo offers easy access to the beach and pool, eliminating the need for elevators and ensuring a...
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!
Modern-Coastal Decor | Beach Gear | 'Hale 'O Kealoha'Sandy feet, tan lines, and picture-perfect moments await at this 3-bedroom, 1-bath Kailua-Kona vacation rental home. Upon arrival, soak in the fresh tropical air on the porch or kick back and relax inside. When...
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...
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...
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...
Waterfront Kuapa Isle gem with Koko Crater views & pool - by the beach
Kuapa Isle Gem Unit 419 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This dreamy 2BR/2.5BA waterfront rental overlooks Koko Crater and a glittering blue lagoon....
Luxurious 1-Bedroom Oceanfront Condo: Breathtaking Views & Prime Maui Location
This exquisite one-bedroom condo is the perfect escape for your tropical getaway. With its unbeatable location, luxurious amenities, and breathtaking ocean views, you're guaranteed to have an unforgettable stay.Update on 2/24/2025 - The elevators on property will be...
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
***DISCLOSURE 9/4/25: Please note that Emmalani Court will be undergoing a large-scale construction project fromSeptember 02, 2025 through approximately April 01, 2027• Construction activity may occur Monday–Friday, between 8:00am–5:00pm.• Guests may experience...
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...
Ground Floor 1-Bedroom with AC - 1-Block from Ocean, Restaurants and More!
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Grand Champion Villa Getaway - Wailea Beaches
Summary:🌴 Prime Location – Walk to beach, dining & shops🌅 Tranquil Balcony – Enjoy morning coffee w/ lush views 💤 Luxury Beds & Linens – Ultimate comfort for deep rest 🏊 Resort-Style Amenities – Pool, hot tub & tennis courts 🚗 Free Parking (1...
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...
Haleakala Shores A309 | 2 Bed, 2 Bath
Two couples can enjoy a perfect Maui getaway at Haleakala Shores A-309, with two bedrooms and bathrooms, there’s plenty of space. Want to play on the beach -- You’re only a block from the turquoise waters of the Pacific Ocean! Want to experience tasty local cuisine?...
Quiet Villa, Large Lanai, On the Golf Course
Welcome to your Waikoloa retreat - a peaceful villa where ocean breezes, resort-style amenities & serene views create the perfect island escape:- Sleeps 4 | 2 bedrooms | 3 beds | 2.5 baths- Shared pool, hot tub, gym & BBQ area- Private lanai & landscaped grounds- Fully...
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 Hawaiian retreat - a peaceful condo where comfort meets island charm, perfect for relaxing after days by the coast:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths- Wraparound lanai w/ outdoor dining- Shared pool, gym & BBQ area- Beach essentials included-...
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...
Ma'alaea Banyans Unit 209 - Direct Oceanfront View
"Endless Aloha Awaits - Last-Minute Savings on Maui Vacation Rentals. 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...
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...
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...
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...
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...
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...