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.
Remodeled OCEANFRONT condo with Air Conditioner - Napili Point B33
Elevate your Maui experience at Napili Point, an exclusive oceanfront condominium perched above the crystal-clear waters of Honokeana Cove and moments from the white sands of Napili Bay. This impeccably renovated one-bedroom, one-bathroom residence blends sophisticated...
Jewel of the Pacific: Oceanfront Paradise Dream Escape in Princeville, Kauai
Welcome to your ultimate Hawaiian retreat, where the beauty of Kauai unfolds before you in every breathtaking detail. This stunning Princeville condo offers a 180° panoramic ocean view of the Blue Pacific and Bali Hai, the most iconic vista on the island. It’s the...
Maui Paradise! Ocean Views, Steps to beach, AC! Pacific Shores 315
Experience the ultimate Hawaiian getaway in this stunning 2-bedroom, 2-bathroom condo at Pacific Shores. Perfectly situated across from the beloved Charley Young Beach, this newly remodeled unit offers both comfort and convenience for up to 6 guests. This ideally...
Gorgeous Ground floor Corner! 2 Bed! Open to Ocean! Amazing Views!
ALOHA AND WELCOME TO HALE KAI # 101Beautiful oceanfront two bedroom condo with king bed, two twin beds and sleeper sofa that can accommodate up to six people. The condo was fully remodeled and refurnished in 2014. The condo is located literally on the beach and adjacent...
Beachfront Top Floor - Hale Kai O Kihei 307
This recently remodeled, bright one bedroom condo has oversized Italian tile throughout and A/C in the living room, keeping the space airy and cool. Matching granite in kitchen and bathroom lend to a cohesive, clean and modern look. Living room and bedroom also have...
Aloha Serenity: North Shore Hot Tub Escape
Surrounded by tropical foliage, this home offers the island escape you are searching for.Dine alfresco on the lanai followed by a dip in the hot tub. Less than 5 minutes to the nearest golf course & beach. This house sleeps eight guests across four spacious bedrooms....
Block to Beach! Koko Resorts at the Waikiki Banyan 23rd Floor Pool View
Waikiki Banyan Tower 1 Suite 2305Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head ViewsThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation...
Oceanfront condo with furnished balcony, pool, loft, & high-speed WiFi
Mahina Surf 207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spacious and bright, this inviting condo is roomy enough for the perfect family getaway to Maui! Take in the pool and...
An Aloha condo in the heart of Waikiki-5 minutes to beach, parking, AC,WiFi incl
Aloha 🌺STR: 1735Expiry: 05/23/2026Tax Map Key: 260250050038Max. Occupancy: 2 in main bedroom (2 double beds) and 2 in living room (queen size sofa bed) *NO PETS ALLOWED.** No outdoor recreation deck, pool, hot tubs, playground and bbq area until July 2026.Location:...
Ground-Floor, Ocean-View Haven with Lanai, Tennis, Resort Pool, and Beach Access
Kapalua Bay Villas 15G4Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience Maui's magic from the comfort of this beautiful ocean view condo! Inside the newly remodeled home,...
Renovated, Family Friendly Condo w/Loft & Steps from Charley Young/Kam 1 Beach
Aloha~Welcome to your little slice of paradise! Maui Vista Unit 2419 is a two-bedroom, two-bathroom, loft condo in the heart of Kihei. Located in the Maui Vista condo resort, there are three pools and six tennis courts for you to enjoy, when you aren’t busy at the best...
GORGEOUS Ocean and Diamond Head Views! Close to beach! A/C, Wi-Fi, Parking!
Waikiki Sunset #2910 – 229 Paoakalani Ave.Enjoy BREATHTAKING colorful blues of the Pacific Ocean and the lush greenery of Diamond Head and Kapiolani Park from this 29th floor, 1-bedroom condo (534 sf interior plus 67 sf lanai) with central AC and FREE Wi-Fi, completely...
🏖️Ocean Front| AC in each room | vrKCV
vrKCV - Kona Bali Kai 322, Professionally Managed by Kona Coast VacationsWelcome to Kona Bali Kai 322 — Your Oceanfront Escape in Kona!Treat yourself to unforgettable sunsets and panoramic ocean and coastal views from the spacious private lanai at Kona Bali Kai 322....
#30 Premier Unit, stunning remodel w/AC, partial ocean view, steps to beach
Beautifully remodeled ground floor, ocean view condo by the great lawn at Kiahuna Plantation just steps away from the beach. Open concept with vaulted ceilings, corner unit that provides exceptional ventilation, 2 ceiling fans and A/C. Appointed with upscale,...
KKSR#2304 DIRECT OCEANFRONT, INCREDIBLE TOP FLOOR CORNER UNIT, HUGE LANAI!
Keauhou Kona Surf & Racquet Club#2-304 DIRECT OCEANFRONT, INCREDIBLE TOP FLOOR CORNER UNIT! Massive Wrap Around Lanai, Breathtaking views & Soaring Ceilings! Welcome to unit #2-304 at the Keauhou Kona Surf & Racquet Club! Knutson & Associates Property Management is so...
Pali Uli 8, The Gem, honeymoon or romantic getaway
Have you dreamed of spending your honeymoon on the beautiful Garden Island of Kauai? Maybe you are planning a romantic getaway for two . . . or a peaceful visit to a tropical island away from your hectic schedule at home . . . . If you would like your vacation home to...
Steps to Beach! Beautiful Condo with Pool & Hot Tub, Full Kitchen WIFI &W/D
Welcome to Kihei Holiday 106, a bright and breezy 2-bedroom, 1-bath ground-floor condo perfectly located in North Kihei, just steps from a large stretch of white sand beach ideal for morning walks, ocean swims, and Maui sunsets.This inviting condo comfortably sleeps up...
Charming Waimea home on the Big Island- Close To Town!
Your “home away from home” to a very charming 2 bedroom, 1 full bath home with lots of natural light located in beautiful Waimea. Our home has tile and bamboo flooring and a JOTUL gas fireplace in the open living room to keep you warm on those cool Waimea evenings. The...
Spacious 2BD/2BA Condo in Wailea Resort Serene Garden and Mountain Views
Fabulous value in Wailea Resort! If you want the perfect and spacious 2-bed/2-bath condo that is tastefully decorated, offers complete privacy and serenity, and features a lanai surrounded by lush shrubbery, this is it! Bright and airy, this unit is located in a quiet,...
A paradise for turtles on the black sand beach of Punalu'u
Ideally located on the unspoiled southeastern coastline of Hawaii's Big Island, the Turtle Paradise is a spacious Polynesian-style condo for your dream vacation in Hawaii. The Turtle Paradise is a true one-bedroom condo, not a studio. It has two full levels: level one...
KOA RESORT - LUXURY 2BD GRD FL NEAR POOL-PERFECT FOR FAMILIES - FREE INSURANCE
Administration Fee now includes free Rental Insurance!Welcome to your Maui home away from home, located in the desirable Koa Resort complex with just a short walk to the gorgeous beaches of South Maui. Unit 4B is a spacious ground floor fully furnished two bedroom one...
Coral Dreams Condo-Top Floor Amazing Views of the Ocean! NEWLY RENOVATED
Enjoy the panoramic ocean views from this top-floor, southwest facing unit in the Puako Beach Condominiums! Always cool from fresh Hawaiian breezes, this unit is perfect for sunrise, sunset, and all day long in-between. You can see resident spinner dolphins and, when in...
Coastline Views just steps from the Ocean with A/C
This exquisitely appointed, almost beachfront home is perfectly maintained with cozy comfort in every room. Spectacular ocean views from the home and the special vista viewing tower makes this 3BD/3BA + Den the perfect Hawaiian getaway.The 1/4 acre lot is completely...
Luxurious 1 BR, 2 BA Wailea- Remodeled Bathrooms.
Our villa is a one bedroom, 2 bathroom on the ground floor with a very large lanai, which features sliding doors that expand the living room into the lanai. This feature expands the already spacious 1022 sq feet into an impressive 1500 sq feet. Hida- couch and single...
Hale O' Waikoloa- Stunning Cedar Home with Sweeping Ocean & Mountain Views
Hale O' Waikoloa (House of Waikoloa) is in a quiet neighborhood of Waikoloa Village on the Big Island of Hawaii. Waikoloa Village is a small community of houses, condos and townhouses situated at the one thousand foot elevation, high above the luxury resort hotels which...
Ocean View 2-bedroom condo across Magic Sands Beach
Spacious 2-Bd 2-Bath condo at White Sands Village across Magic Sands Beach .There are no steps to get to this unit when taking the elevator up.This beautiful property features 2 bedrooms, including a king bed and a twin bed, as well as 2 bathrooms with convenient...
KIHEI KAI NANI #6-246 Beautiful open view with Ocean/Pool in Tropical Garden
This beautiful OCEAN/POOL view unit is situated in the best location of the complex, where you wake up to a calm morning light from Haleakala and enjoy a sip of your favorite drinks on lanai during the gorgeous sunsets. A communal laundry facility and the pool are only...
Charming, oceanfront condo with high-speed WiFi, water views, & pool
Mahina Surf 112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape from the hustle and bustle of the city to this oceanfront paradise! Experience unforgettable breakfasts or...
Oceanfront #2 at Hana Kai Maui - Romantic Studio 100' from Water!
Popolana” – Unit 2 – is our one and only oceanfront studio condominium. Just 100′ off the water, this lovely unit has warm tropical decor with bamboo walls and rattan furniture, a queen-size bed, granite counter tops, hardwood floors and glass block shower. The stunning...
A/C THROUGHOUT THE 2 BR OCEAN VIEW CONDO - Corner Unit - 2 Bdrm/2Bath -
Kiahuna Plantation is the ONLY beachfront condo resort on Poipu Beach!! Other condos are on a rocky shoreline or a long walk/drive to the beach. Our condo is a spacious 2-level condo with an open floor plan and vaulted ceilings with a spectacular ocean view from the...
NEW! Quiet Ocean-view 1st floor | Patio | Pool
Kona Oasis #1Wake up in paradise in your two bedroom two bath ocean view condo with spacious 214 sq ft lanai. Privacy is enhanced by a lush greenbelt outside of this ground floor garden unit, with fruit trees, tropical birds, flowers, and friendly geckos in the garden....
Hale `oli`oli O-703 the joy comfort and views
This luxury two-bedroom, two-bath condo is located on the seventh floor of the Ocean Tower at the Beach Villas at Ko Olina. Designed for a world-class vacation, the villa features a signature kitchen created by renowned Master Chef Roy Yamaguchi, equipped with Sub-Zero...
Prince Kuhio Resort - perfect location to enjoy the sunny South of Kauai.
Prince Kuhio Resort is the perfect location to enjoy the sunny South of Kauai. Two excellent snorkeling beaches are just steps away. The famous Beach House Restaurant is across the street. All the activities of the Poipu Beach area are within a 2 mile drive. The grounds...
Ma'alaea Surf Unit H2-Ground Floor Beachfront Condo, AC, Wi-Fi, TV, Pool
Ma'alaea Surf, Unit H2 - Beautifully appointed, H2 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This comfortable unit features a contemporary kitchen and a large living area that looks out on the ocean. It also includes...
Luxury at Na Hale O Keauhou #N1
Summary:Guests will not be disappointed vacationing in this exquisite 3 bedroom, 3 bath townhome! Luxury at it's best, all within one of Keauhou's newest complexes conveniently located to the Keauhou Shopping center, golfing and beaches. Maximum occupancy strictly...
Breathtaking Ocean and Yacht Harbor Views! #1482
**Important Notice: Limited Lanai (Balcony)Access**Due to scheduled lanai sealant application, painting, and waterproofing work, the lanai sliding door will be locked and cannot be opened from 10/29-12/12/2025Access to the lanai will be unavailable during this...
True Oceanfront 2 Bedroom Condo with Amazing View and Great Location
Actual Oceanfront two-bedroom condo with a fantastic view and a great location.In Kailua-Kona on the Big Island of Hawaii. Spacious Two-bedroom 1 King-size bed and 2 Full-size beds. Sleeps 4 people. Free Wifi, spacious, open, airy, clean, quiet end unit on the third...
OCEANFRONT RESORT, F/K,washer/dryer, Pool,WIFI, BEACH, 2BDRM, fresh towels daily
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM, 2 BATHROOM (King in master and 2 Twins or we can request a Queen for the 2nd bedroom), OCEANFRONT RESORT, short walk to...
Treetop Mountain & Garden - Heated Pool & Grill
Aloha..! An IDEAL Location & BUDGET Friendly on the North Shore. Gorgeous NEW Flooring, Bedroom Furniture & White Bedding. Spacious Floor Plan and well Equipped Kitchen. Enjoy the Open and Expansive Views of Green Lush Tropical Gardens & Distant Mountain Tops. Amazing...
Tropical Ground floor! Corner! Just Steps to Pool and Ocean!120
ALOHA AND WELCOME TO HALE KAI # 120Experience your perfect Maui vacation. Comfortably decorated with tropical Hawaiian furniture and artwork, our unit will provide you with all the comforts of home, including a full kitchen.Apartment 120 is the closest ground floor unit...
Kamaole Sands 7-109 - Romantic Getaway, Beautiful Renovation, Large Lanai, & AC!
A romantic retreat designed just for two at Kamaole Sands 7-109, where relaxation meets paradise. This beautifully updated 1-bedroom, 2-bath condo, tucked away on the ground floor of Building 7, is the perfect getaway for couples seeking a serene, intimate...
Turtle Bay Villa 108: Ground Level 3BR Condo w/ Shared Pool
Welcome to Turtle Bay Villas 108, a serene 3-bedroom, 2-bath retreat on Oʻahu’s North Shore, offering lush garden views and effortless island living. Spanning 1,411 sq ft of inviting indoor–outdoor space, this ground-floor villa accommodates up to 8 guests and places...
5 minutes from Waikiki Beach, Ocean Views, Free Parking, Wifi & Cable TV
Waikiki is Hawaii's number one tourist destination. The penthouse condo has ocean views and is steps away from Waikiki Beach and has a partial view of the iconic slopes of Diamond Head Crater. It is a short walk to the Hilton Hawaiian Village, Hale Koa and Royal...
Luxury Condo, Completely Remodeled. Free Wifi
Absolutely the best kept secret in Kihei. Kihei garden estates is only a 20 minute drive from Kahului (OGG) airport. Situated in the heart of Kihei, this condo is the end unit allowing for perfect Hawaiian breezes to flow throughout. Enjoy the spacious lanai overlooking...
Palione Papalani - Tropical Estate with Lagoon Pool on Kailua Beach
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1787. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...
Summer special! Tradewinds Habiscus; Free Internet and Assigned Parking, AC
CLOSE TO ZOO. FREE ASSIGNED PARKING!I AM FLEXIBLE WITH CHECK IN AND CHECK OUT TIMES IF I DONT HAVE BACK TO BACK BOOKINGS. I use this Condo when I want to spend time in Waikiki so I want it nice! Great location away from the hustle and bustle of people, cars and buses....
Brand New Lux Condo: Pool, Golf & Resort Access
Aloha! Welcome to our BRAND NEW, remodeled 4-bedroom, 3-bathroom condo at Turtle Bay. Nestled in Kuilima Estates, this luxurious retreat offers stunning Fazio Golf Course views, access to three pools, and a short walk to Turtle Bay Resort’s beaches, restaurants, and...
Maui Banyan 1-Bed 2-Bath Suite with AC
Discover Maui at Maui Banyan P106 apartment, a charming 1-bedroom, 2-bath apartment steps from Kamaole Beach Park II. Conveniently on the first floor, it hosts up to 4 guests. Relax on the lanai amidst lush greenery, stroll to the nearby beach for breathtaking views....
Bright home by the volcano with lanai, grill, open kitchen & fireplace
Hale Pau'oleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Adventure awaits you at this light-filled Big Island vacation home in an unbeatable east coast location on the edge of...
Luxury 2 BR 2 BA OCEANFRONT/BEACHFRONT Condo at the Whaler
Luxury two bedroom two bath oceanfront condo at The Whaler on Kanapali beach. 11th floor, corner unit with panoramic ocean views, newly remodeled!! One of the best condos at The Whaler!! BEST VIEW and BEST BEACH on Maui. Master bedroom has a king size bed, the second...