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 2 BED/2 BATH CONDO W/OCEAN & MOUNTAIN VIEWS
Haleakala Shores at 2619 South Kihei Road is located in the heart of South Kihei, just a step away from some of the best beaches Maui has to offer. Its convenient location is also a walking distance to many restaurants, cafes, tourist gift shops, and a health food...
Hilton Waikoloa PoolPass for stays thru June 2025. ML Beach Club Pass. Golf Vill
This vacation rental is professionally managed by ResorticaHawaiiGolf Villas at Mauna Lani O2. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: : Queen BedHilton Pool Pass: Valid...
Hawaiian-Style Garden View 2-Br Villa, Ground Floor AC Kitchen & Beach Club Pass
Aloha! Relax and Enjoy this newly renovated, ground floor, 2-bedroom 2-bath Villa. Enjoy the fully equipped kitchen complete with granite countertops, bar seating, and all the cooking amenities you will need for a truly memorable stay! Added conveniences include a...
Ocean-View Kihei Condo w/ Lanai: Steps to Beach!
This Kihei vacation rental will capture your heart the minute you step onto the lanai and feel Maui’s signature island breeze. Breathtaking sights, brilliant sunsets, and tons of coastal fun await you at this 2-bedroom, 2-bathroom condo on the ground floor of Menehune...
Keauhou Racquet Club Condominium
Experience the ultimate retreat at our very private 2-bedroom, 2-bath condo in the serene Keauhou Racquet Club. Embrace the luxury of a gated community offering a large swimming pool, professional tennis courts with night lighting, and complimentary parking. The...
Beautiful Ocean Facing Condo on Kaanapali Beach!
Nestled amidst the breathtaking vistas of Maui, this expansive one-bedroom condo presents an unparalleled ocean panorama, boasting captivating views of Molokai and Lanai. Set against the backdrop of one of Maui's most picturesque beaches, our retreat offers an array of...
Private Guest Suite near Beaches, Hiking & Golfing
Enjoy the peaceful tranquility of the location in the resort development of Princeville, with 24-hour security offering a delightful and safe venue for your North Shore “get-a-way.”This charming suite attached to a private home features a comfortable king-sized bed...
Gorgeous Oceanfront Home with Pool and Hot Tub in Paia
Maui County Rental permit - STPH 2013/0008TA-048-493-9776-01 / GE-048-493-9776-01TMK-260040080000WALK TO EVERYTHING IN PAIA TOWN!The setting is just stunning! Enter the back gate, and the first view looking through the glass door, across the entry area, and beyond the...
Hale Hui Kai 310 Ocean Front Two bedroom / Two bath
This private ocean view condo is on the third floor ...about 20 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil atmosphere. This...
🏖️Beautiful Ocean View | Concierge Included | Ocean Front Pool | vrKCV
vrKCV - Hali'i Kai 16C, Professionally Managed by Kona Coast VacationsExperience the ultimate island getaway at Hali'i Kai 16C, a stunning ocean-view condo located in the exclusive Waikoloa Beach Resort on the Big Island of Hawaii. As one of only two oceanfront...
Ocean Front Home with Pool and Spectacular Views
Aloha and Welcome to Ocean Song!This vacation home is located right on the edge of the crystal clear waters in the Kealakekua Bay. Situated at the end of a plumeria lined lane, Ocean Song offers privacy and seclusion in a lush tropical setting and is the ideal place to...
Ohana Beach House - 5 Bedrooms - Steps Away from Kailua Beach
Just steps from one of the most beautiful tourist-free beaches on the island of Oahu, this Hawaiian style home is a perfect peaceful getaway for your extended family. Listen to the waves crashing as you relax on the lanai, or barbeque for your group in true outdoor...
Quiet ground floor end unit,best location in Wai Komo, spacious and comfortable.
This is the best south shore Kauai location, it is in a mature tropical setting with a small stream winding through the property. Our pathways are lined with beautiful flowering plants and trees. Calm, quiet, peaceful is the walk through this little piece of paradise....
Casa De Emdeko 129 The Best Vacation Experience In Kona Hawaii!
Aloha and welcome to the most special Hawaii Vacation Condo in Kona on the Big Island, Casa De Emdeko 129.This Oceanfront Vacation Destination is located on famous Alii Drive just two miles from the village shopping and Kailua Pier. The Condo is a ground floor unit,...
Best Oceanfront - Walls of windows on famous surf and sunset, 2BR/2BA, A/C
A superior, absolute oceanfront corner unit condo with sweeping views of the surf and sunset. The living room, dining room, and bedrooms all have windows on the famous PK surf and down the coastline to the west.Where else on Kauai can you be this close to the waves? 25...
Kona Magic Sands#208 Beachfront, Spectacularly Remodeled Studio, the WOW!
Absolutely stunning offering at Kona Magic Sands.This truly Ocean Front/Beachfront Condo at Magic Sands Beach has the WOW factor. A gorgeous remodeled Kitchen and Bath with Granite Counters, Maple Cabinets, Porcelain Tile in beautiful Walk In shower, Luxury Vinyl...
Fairway Villa Waikiki Rental (30 day min)
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Fairway Villa Located at 2345 Ala Wai Blvd. 11th FloorLiving/Dining Area- 1 Couch (not a sofa bed)-...
Anahola Beach Home: Huge 6 BR Beachfront Property for Big Groups in Relaxed Old Hawaii
(Rate $1,490.00/night + Taxes, VRBO fees & cleaning = a higher total daily rate varies by the # of nights booked) REQUIRED: Select & pay for the inexpensive insurance. Please select this insurance. The Anahola Beach Home is like the summer place of your grandparents. A...
Steps To The Beach, Ocean View From Lanai, (Ground Floor, A/C, W/D, End Unit)
Enjoy Sunny South Kihei in our comfortable newly remodeled condominium in the Kihei Kai Nani Resort. Wake up to mountain views of Haleakala Volcano and enjoy the ocean sunsets in the evening from your lanai. Our corner unit condo is in the building closest to the beach....
"Epic View" at Lae Nani #525- Oceanfront
Epic Oceanfront Second Floor 2 Bedroom | 2 Bathroom at Lae NaniEnjoy the stunning 180 degree view of Wailua Bay and feel the tropical ocean breezes caress you at this spectacular beach front property. Let the waves rock you to sleep, as both the living room and master...
Aloha Condos, Keauhou Resort, Condo 118, Ocean View, AC
This smoke-free condo boasts ocean and golf course views from both lanais. Beautiful furnishings and completely remodeled with upper end appliances and reverse osmosis water filtration. This split level unit offers vaulted ceilings, a spacious kitchen and living area...
Romantic Maui Getaway, 25' from the Ocean ~ Relax with the Sun, Wind and Waves
Romantic Maui Getaway, 25' from the Ocean ~ Relax with the Sun, Wind and WavesOne of the best condos in Maui (with the reviews to prove it)! (Hawaii Tax ID: TA-113-583-7184-01) And for August and September it's up to 25% off! (usually $219, now $159-179)TL;DR...
OCEANFRONT - BOOK NOW! Kihei Sands Beachfront Condo-A11
Welcome to Kihei Sands Beachfront Condominiums Condo A11 in sunny South Maui! Find out for yourself why our guests come back year after year for DECADES - life is just better at the beach!Our completely remodeled Condo A11 boasts all new living room, dining room,...
Poipu Sands 312 - Ground Floor, Beautiful, One Bedroom Condo Near Pool and Beach
POIPU SANDS 312 AT KOLOA KAI VACATION RENTALSOcean-View Getaway in Sunny PoipuWelcome to Poipu Sands 312, your serene island retreat located on Kauai’s picturesque south shore. With its recent renovations, vibrant décor, and stunning ocean views, this 1-bedroom,...
Penthouse "Jewel" - Exquisite Pool View 2 bedroom - AC
Experience your vacation in this Spectacular Pool View, a 2 bedroom, 3 bath condo "Jewel" in this Oceanfront Resort & Spa. From the moment you walk into the living room and 2 master bedroom suites you will know you made the best choice! You will thoroughly enjoy this...
Fairways at Mauna Lani#1703: Incredible Luxury 2/2 at Mauna Lani Resort
Living the good life at Fairways 1703 with your own exclusive private beach!!Welcome to your tropical paradise! As the owner of Fairways at Mauna Lani 1703, I wish to provide you with everything you need to enjoy your dream vacation here on the Big Island of Hawaii. You...
Hale Hina, Upgraded Hawaiian Luxury Home TVNC #1297
Hale Hina, Haena Permitted Vacation Rental Property - TVNC#1297Transient vacation rental is located in the tsunami evacuation zoneHale Hina is a luxurious, contemporary home that provides guests with a stunning ocean-based setting, high-end comfort and an ideal...
160KReno-Stunning Palms in Wailea Condo-Beach/Golf
Brand New 160K Renovation+Redecoration for a Hawaiian Beach Vibe.Wailea is one of the most sought after resort addresses on Maui.Here you can relax in the luxury of the beautiful grounds+refreshing swimming pool+spa.World Class Golf+Shopping.Ground floor condo with...
Newly Remodeled Garden Level Condo Just Steps to Beach, Restaurants, Bars
.We have just listed our romantic and centrally located ground-floor condo which promises quick and easy access to Kamaole II and many shops and restaurants . We have also just added new AC in both living room and bedroom for total comfort year around.Our private,...
Golf Villas at Mauna Lani H23, incl AC, Great Golf Courses & Sunset Views!
******* The pool will be in maintenance for the month of May *******Mauna Lani Golf Villas are Ideally, located inside a gated community within the Mauna Lani Resort. This like new two bedroom, two bath, 2 king beds, with a loft that has two twin beds that, we like to...
Fabulous Ocean Views, Steps From Polo Beach, Luxury 2 Bed 2 Bath
Enjoy your Maui getaway on your private lanai with incredible ocean and beach views. Fall asleep to the sound of gentle ocean waves. You are just steps from Polo Beach and the famous Wailea beach path. Our updated 2 bedroom, 2 bath condo features a beautiful kitchen,...
Tropical ground-floor unit with private lanai
Book with confidence – This property is situated in a district that is not subject to any of the currently proposed transient vacation rental restrictions in Maui. Your reservation is secure and will remain unaffected for the duration of your stay.Kamaole Sands 3-101...
Waikiki Banyan OCEAN VIEW REMODELED - "Ohana Suite" , free parking, lots of amenities!
Elevate your Hawaiian experience to cloud nine (or rather, the 10th floor) in our Tower 1 property, fitted with two exceptionally comfortable queen beds. Every comfort imaginable, whether it's cooking a meal, BBQing on the 6th floor or enjoying a movie in, we have...
KAK C405 Whale Watch Special Updated 2BD Condo Pool AC Across Beach
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
Great Location! Steps to Best Beach!
Tax ID #TA-056-547-7376-01Compliments from our Guestbook:'...so clean and comfy''...great location, walking distance to everything and so close to a fabulous beach!!''...you've provided everything and then some!''...definitely coming back, your condo is...
Oceanfront Maui Sunset Condos ground floor in Kihei
Great location on ground floor renovated condo B104 at the Maui Sunset. Picture yourself on the ocean front in sunny south Maui. Kihei is well known for its laid-back atmosphere, world famous beaches, affordable highly rated restaurants, and central location.Large...
A Little Piece of Maui Paradise for You to Enjoy!
Aloha and welcome to our piece of Paradise in Kihei Garden Estates (KGE). Come and enjoy our beautifully upgraded, two-bedroom, two bath, first floor, garden view condominium. We are perfectly located in the heart of Kihei – just a few minute walk from the best...
Ilikai 1001 Mountain & Waikiki City Views - King Bed, Sofa Bed
BEAUTIFUL WAIKIKI CITY/MOUNTAIN VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki.Newly...
Walk to the Beach! Newly renovated. Many upgrades!
This newly upgraded condo for 6 offers a wonderful affordable vacation opportunity for the whole family. This end unit is located on the quiet side of the building with much privacy and upcountry views. There is a fully equipped kitchen with quartz counter tops, and all...
PREMIUM Remodeled 1 BD/2BA Oceanview Tropical Dream Come True
This Premium 1-Bedroom, 2-Bath ocean view condo located in Tower 1 on the 4th floor, is beautifully remodeled throughout. Enjoy a gourmet kitchen that is fully appointed with elegant granite counters and top rated appliances. A comfortable and spacious living room with...
Beautifully remodeled ocean view condo in Wailea WE27B
Hawaii Tax ID: TA-072-016-4864-01TMK: 210080600050Enjoy this beautifully remodeled luxury unit at Wailea Ekahi! A short drive to amazing restaurants, breathtaking beaches and all day adventures. You get ocean views while you enjoy your home away from home during your...
Beachfront Luxury Dream House with A/C & Gym!
Elegant and spacious King Hale, set beachfront in a lush tropical jungle, is located in the serene community of Haena, just 4 miles north of Hanalei. Here you will discover beautiful stretches of white sand beaches and the most breathtaking of sunsets.This 4BD/4BA...
Hali'i Kai Most Oceanfront Location! Walk to Pool, Gym and Restaurant
Enjoy oceanfront living at Hali'i Kai 14H, a 3-bedroom vacation condo that boasts the best oceanfront location at Hali'i Kai. Smell the sea breeze from your private ground floor balcony in a setting famous for watching the whales make their migration every winter. The...
Sugar Beach Resort Condo w/ Free WiFi, A/C-Beaches Await
Sugar Beach Resort 204Our 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...
Kona Reef A-24 - True Oceanfront Condo
Aloha and welcome to Honu Haven, managed by Kona Beach Properties!Kona Reef Unit A24 is a beautifully appointed one-bedroom, one-bathroom oceanfront condo nestled in the heart of Historic Kailua Village. Step into the unit and let the soothing sound of the ocean wash...
Steps to the Beach Guesthouse
A private setting in a detached home on a wonderful street! The longer the reservation the better, please contact for details. To answer the most common question, yes, we are 'steps' away: 80 medium sized steps for me! The beach is down a sandy path and is a one of the...
Beautiful Ground floor! Easy Ocean and Beach Access! Best Location! #102
ALOHA AND WELCOME TO HALE KAI # 102Beautiful one bedroom condo with king bed and sleeper sofa that can accommodate up to four people. Children and long term rentals are welcome. Located in Honokawai, which is between Kaanapali and Kapalua in West Maui. The condo is...
Ocean view home office
Right by the Four Seasons at Ko Olina, the house is beautifully located inside the luxuriously built Kai Lani with an ocean view from the balcony and the master bedroom. Only minutes away from the beach at the Ko Olina lagoons, you will also have direct access to the Ko...
~Kamaole Sands~Owner Pd Resort Fees~UPDATED!~
Embark on a Maui retreat like no other with our newly renovated beach vacation rental, strategically located across the road from the sun-drenched shores of Kamaole Beach III.The beach, with its pristine sand and crystal clear waves, becomes an extension of your living...
Keauhou Kona Surf and Racquet Club, Townhouse #5
Vacation in this spacious, absolutely oceanfront 2 bedroom, two story townhouse! It’s located on Hawaii's BigIsland, 5 miles from the town of Kailua-Kona at the Keauhou Kona Surf & Racquet Club. This gated 17 acre oceanfront complex has beautiful tropical landscaping,...